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Holiday Rentals with Pools in Clearwater

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    Travellers to Clearwater are booking July dates now. Secure your holiday rental today, and have the perfect trip.
    276 Matching Rentals in ClearwaterView all 433 rentals
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    Luxury condo overlooking gorgeous pool1 / 50
    (28)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Romance On The Beach! Great View of the Beach!1 / 22
    (16)Excellent
    Studio, 1 Bathroom, Sleeps 2 Quick View
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    PRIVATE POOL HOME IN THE HEART OF CLEARWATER!1 / 26
    (10)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Patio
    • Air Conditioning
    • Wi-Fi
    • DVD Player
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 weeks ago
    Loved it! VERY clean, beach theme decor throughout, great private backyard with pool! Lots of privacy and quiet! LOVED this house, and will definitely stay again! Our only...
    Reviewed 16 May 2018
    My wife and I booked this home for our honeymoon and could not be more happy with our stay. John was exceptionally helpful. You can tell the owners truly care about your stay...
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    About this property
    YOUR OWN PRIVATE OASIS! Check out this fabulous 2 bedroom, 2 bath VACATION rental in sunny Clearwater! Accommodations for 5, which include a beautiful master bedroom with flat screen TV and private bath, second bedroom and pull out sofa sleeper! Lush outdoor living which includes a gorgeous in...
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    Clearwater, Florida 33765
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    404 Harborview Grande1 / 30
    (10)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Hot Tub
    • Air Conditioning
    • Cable/satellite TV
    • Terrace
    • Private Outdoor Pool (Unheated)
    • Balcony
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 April 2018
    Beautiful view from 4th floor! Apartment was clean and updated and nicely decorated. Only had one minor issue and when addressed, the owner responded quickly. Beach was just a...
    Reviewed 14 January 2017
    We just stayed here for a week after Christmas. The condo is very spacious (and dog friendly!) and the views are lovely. Clearwater Beach is very busy, so the condo is nice...
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    About this property
    We help make the most of your vacation by providing Free Admission to some of the area's top attractions each and every day! Create exciting memories, have more fun, and truly experience your destination! Luxury Harborview Grande Condo in Clearwater Beach -3 bedroom, 2 bath Florida vacation...
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    Clearwater, Florida 33767
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Clearwater Beach Budget Beauty1 / 67
    (13)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    • Grill
    • Wi-Fi
    • Air Conditioning
    • DVD Player
    • Waterfront
    • Washer
    • Cable/satellite TV
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 August 2017
    We arrived a couple hours early and were fortunate enough to be able to get access to our place. Karen's Condo is Beautiful....just like the photos! Comfortable, quiet area...
    Reviewed 21 June 2017
    Perfect location, nice dock, friendly folks. Would definitely visit again. Only downside was early checkout time
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    About this property
    Enjoy all the beauty of the beach without busting your budget. Quiet villa located within a waterfront resort offers a slice of tropical paradise and other benefits including a private fishing dock right off the Intracoastal Waterway. A quick walk down the block will have you setting up your...
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    Clearwater, Florida 33767
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 6
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    GulfSideSuite at 30 seconds Walk to the Beach. WOW1 / 22
    (20)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Air Conditioning
    • Cable/satellite TV
    • Patio
    • Washer
    • Parking
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 April 2018
    The sugary white sand of and the close proximity to the beach were great! We parked our car when we arrived and didn't use it again until we checked out, i.e., everything was...
    Reviewed 19 March 2018
    The unit had everything you needed. It was just steps from the beautiful sand of Clearwater Beach. The bed was comfortable and there was no noise issues for us in this unit. The...
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    About this property
    Located on the north end of Clearwater Beach Island and just a 30 seconds walk to the white sandy beach of the Gulf of Mexico. A well appointed large size studio with a large walkin shower, kingsize bed, central heat and air, nice new kitchen with ceramic cooktop and a 40' HD LED TV/with cable...
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    Clearwater, Florida 33767
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Dock of the Bay - Beautiful Upscale Waterfront 2 KING BR/2BA Condo1 / 16
    (3)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Air Conditioning
    • Secure Parking
    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 April 2018
    Dock of the Bay was everything we wanted in a beach vacation home away from home and more!!! It is lovely, well equipped , a quick (approximately 3 blocks) walk to Gorgeous...
    Reviewed 29 March 2018
    Dock of the Bay is a newly renovated beautiful condo at Dockside Condos in Clearwater Beach Florida. I have rented at these condos for the past 5 years and the whole experience...
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    About this property
    Looking for a beautiful beach home on one of the top-rated beaches on the Gulf coast? Check out our newly-renovated, exquisitely-decorated condo located in the heart of Clearwater Beach at Dockside Condominiums. We’re right on the bay and within 100 yards of the sugar sand beach, beachwalk,...
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    Clearwater, Florida 33767
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 7
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    Avalon at Clearwater1 / 29
    (29)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Cable/satellite TV
    • Grill
    • Balcony
    • Wi-Fi
    • Washer
    • DVD Player
    • Air Conditioning
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    Excellent condo...everything we needed was there. Will go back for sure for long term. Thank you Maggie.
    Reviewed 30 November 2017
    Fantastic stay at the Avalon the condo was super everything we needed was on hand great location short drive to the beach supermarket within walking distance Would definetly...
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    About this property
    Avalon at Clearwater is a gated development set in Clearwater,FL., close to the Gulf Beaches which are only a 10 minute drive away.The Avalon offers a host of features including a year round heated resort style swimming pool, close by bars and restaurants, internet access, and clubhouse with a...
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    Location Information
    Clearwater, Florida 33756
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Gulf/Beach Front Condo1 / 43
    (11)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Waterfront
    • Wi-Fi
    • Ocean Views
    • Air Conditioning
    • Balcony
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 21 March 2018
    The condo is clean, up to date appliances and decor, and great location.Everything you need is supplied. Linda and Libby are great to work with and always available. I can’t say...
    Reviewed 5 February 2018
    Sure all the basics of a fine vacation condo are present - and would rate 4 stars. What makes this space special are a host of personalized touches. They care and are...
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    About this property
    Your looking for a beachfront property on the Gulf of Mexico that will suit you, family and/or friends. Don't look any further, you found it. My beach condo will satisfy any and all who are seeking to be where sand and water is all you see, the tropical beach and the waters of the Gulf of Mexico....
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    Location Information
    Clearwater, Florida 33767
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    502  Dockside1 / 30
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Washer
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    Family vacation to Clearwater. This condo was perfect. Very close to everything in Clearwater Beach. We walked everywhere. The Beach is only a short walk away. The owners are...
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    About this property
    We help make the most of your vacation by providing Free Admission to some of the area's top attractions each and every day! Create exciting memories, have more fun, and truly experience your destination! This waterfront condo features brand new furnishings, a gourmet kitchen with granite...
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    Location Information
    Clearwater, Florida 33767
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Luxury Condo near Clearwater Beach1 / 37
    (9)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Washer
    • Air Conditioning
    • Balcony
    • Parking
    • Wi-Fi
    • Cable/satellite TV
    • DVD Player
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    We've stayed in Margaret's condo 902 for several years now. It's beautiful, comfortable & conveniently located. Everything you need is there; I feel like it's our home away...
    Reviewed 25 January 2018
    This condo is absolutely beautiful with everything you need at your finger tips. Margaret and Peter are wonderful to deal with and very accommodating. I would recommend this...
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    About this property
    The AVALON is a resort style condominium complex with all the appointed amenities including a heated pool, fitness centre, clubhouse and Wi-Fi. Only 7 minutes drive away from Clearwater Beach which is rated one of the top beaches in the USA. Second floor Unit approximately 750 square feet living...
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    Location Information
    Clearwater, Florida 33756
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    1 Min. to beach, Private Rooftop Terrace1 / 24
    (3)Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • Wi-Fi
    • Ocean Views
    • DVD Player
    • Hot Tub
    • Washer
    • Waterfront
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 August 2017
    Our family of 6 enjoyed this house greatly! There was plenty of beds for everyone and it was kid friendly. It is not modern, but I feel like we liked it better because of that...
    Reviewed 27 June 2017
    We took a family vacation with 3 adult couples and 4 girls ages 3-7. The location could not be better. Within a couple of blocks you can get to beach, restaurants, mini market...
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    About this property
    Newer Luxury 5 Story Townhome built in 2007. Don't worry about the stairs as the private elevator accesses all the floors including the rooftop terrace! Enjoy breathtaking views of the Gulf of Mexico and intercoastal waterways from your private rooftop terrace including a hot tub, gas grill & patio...
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    Location Information
    Clearwater, Florida 33767
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Clearwater Beach Cambria House1 / 32
    (16)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Ocean Views
    • Patio
    • Air Conditioning
    • Wi-Fi
    • Washer
    • Grill
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 March 2018
    We absolutely love the north end of Clearwater Beach and this condo fit our needs perfectly! On a street that dead ends on the beach, it is quiet and peaceful, especially in the...
    Reviewed 10 December 2017
    This place has everything!! We loved our stay! Big wrap around front porch has a spectacular view of the beach by day and incredible sunsets each night. The beach is literally...
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    About this property
    This beach house is a 3 bedroom 2 bath beach home that sleeps up to a maximum of 6 people and the beach is just a 30 seconds walk away. The porch which surrounds the house on the north and west side, gives you an extended view of the beach and the Gulf of Mexico. You will spend many hours enjoying...
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    Location Information
    Clearwater, Florida 33767
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    The Blue Haven - Clearwater Beach, FL1 / 55
    (3)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Wi-Fi
    • Cable/satellite TV
    • Air Conditioning
    • Parking
    • Ocean Views
    • Washer
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 April 2018
    Everything was amazing about the location of the suite. Close to all the restaurants, bars and shopping and most importantly just steps from the best beach! We would...
    Reviewed 3 April 2018
    Lovely place! My mother and my 13 yr old daughter along with her friend stayed 3 nights during spring break. The weather unfortunately, did not cooperate (very unusual for...
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    About this property
    Sensational, fun, and beautiful Clearwater Beach, voted BEST BEACH TOWN IN 2013. It is the ideal place for a romantic getaway, a family vacation, spring break blast, and exiting adventures. This condo has a great location. The beach is just down the block, a one minute walk to the sugar white...
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    Location Information
    Clearwater, Florida 33767
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Key West Condo at The Beachouse1 / 30
    (1)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • DVD Player
    • Wi-Fi
    • Cable/satellite TV
    • Terrace
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Balcony
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 21 July 2016
    My husband and I booked the Key West Condo for a week. The condo was very clean and well stocked with all the comforts of home. Our hosts Helen and Bill were very pleasant...
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    About this property
    Two bedroom, 1 bath. Washer/dryer. Cable TVs, Wi-fi. kitchen. Parking one car. All adults, no children allowed. King bed in one, queen in 2nd bedroom. The “Key West Condo” is an incredibly spacious 2 Bedroom / 1 Bath condo that feels more like home than it does a hotel. Situated on the...
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    Location Information
    Clearwater, Florida 33767
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    506 Harborview Grande1 / 27
    (14)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Hot Tub
    • Cable/satellite TV
    • Wi-Fi
    • Washer
    • Terrace
    • Balcony
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 April 2018
    This condo is very well situated about 2 blocks from the public access beach, and an easy walk down to the pier, passing many eating and shopping opportunities along the way...
    Reviewed 29 December 2015
    This condo was in a great location. Short walking distance to beach and Pier 60. It was also big enough to accommodate six people and a small dog. The balcony was large and...
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    About this property
    We help make the most of your vacation by providing Free Admission to some of the area's top attractions each and every day! Create exciting memories, have more fun, and truly experience your destination! Luxury Harborview Grande Waterfront Condo in Clearwater Beach with a Pool - 3 bedroom, 2...
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    Location Information
    Clearwater, Florida 33767
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    404 Bay Harbor1 / 29
    (1)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Balcony
    • Terrace
    • DVD Player
    • Washer
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 September 2017
    We rented this condo while we were in Clearwater for our wedding. This condo is very beautiful, and spacious! The balcony offers amazing sunrises, and being on the bay you...
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    About this property
    We help make the most of your vacation by providing Free Admission to some of the area's top attractions each and every day! Create exciting memories, have more fun, and truly experience your destination! This contemporary 3 BR, 3BA condo overlooking the marina in Clearwater Beach features a...
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    Location Information
    Clearwater, Florida 33767
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Clearwater  Vacation Condo 2 bed.1 / 24
    (3)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Terrace
    • Washer
    • Patio
    • Wi-Fi
    • Parking
    • Air Conditioning
    • Housekeeping Included
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 November 2017
    your condo was lovely, and clean witch is inportant to us and everthink we needed was there, i love clearwater beach
    Reviewed 11 May 2016
    I found the condo to be well furnished and guest ready when I arrived. The condo complex has a very nice swimming pool which I enjoyed. The condo is located only about 5...
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    About this property
    This vacation condo is pearfect for families and couples who want an affordable, resort-like stay in Florida. The Condo has been made brand new and has 2 bedrooms and 2 bathrooms. The condo is is on the third floor. The condo is only 5-10 mins away from Clearwater Beach.The Condo has been made...
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    Location Information
    Clearwater, Florida 33756
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Ocean Views
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • DVD Player
    • Wi-Fi
    • Cable/satellite TV
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villas of Clearwater Beach A17 Unit a-17 is a wonderful property located in Clearwater Beach. This beachfront condo offers 2 bedrooms and 2 bathrooms sleeping 6 guests. The master bedroom has a Queen size bed and the second bedroom has two full beds. The master bedroom has access to the gulf...
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    Location Information
    Clearwater, Florida 33767
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Bay Harbor Condo in Clearwater Beach1 / 10
    (2)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Washer
    • Parking
    • Balcony
    • Cable/satellite TV
    • Air Conditioning
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 April 2018
    What can we say?! Well, the photos simply do not do this condo justice!! Our expectations were surpassed.l!! The allocated parking space no. 32 is right by the entrance to the...
    Reviewed 8 April 2018
    The Condo was beautiful and had all your amenities that you would need. I loved the beautiful view on our balcony. Everything is walking distance. Definitely will book again!!
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    About this property
    Condo, 3 Bedrooms, 3 Baths, (Sleeps 6-8) The key to a great vacation is having a fabulous place to stay and you have hit the jackpot here! You are looking at a completely updated and furnished unit in the Bay Harbor building, the newest (2007) and one of the most architecturally stylish buildings...
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    Location Information
    Clearwater, Florida 33767
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Royal Marina | Avalon at Clearwater | Minutes to Clearwater Beach1 / 46
    (25)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Patio
    • Cable/satellite TV
    • Washer
    • DVD Player
    • Secure Parking
    • Wi-Fi
    • Balcony
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    Very well maintained condo (plenty of room for a family of 5). Grocery store Publix right across the street. Various things to do: about 15 min away from Pier 60 and Clearwater...
    Reviewed 3 weeks ago
    Perfect place for our family vacation!!!! Great location and had everything we needed!! Highly recommend!! Hosts were wonderful to work with!! Definitely try this place out you...
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    About this property
    Come share our dream condo located in the heart of Clearwater! Newly remodeled, the condo can accommodate up to 6. These spacious suite features two appointed, separate bedrooms. The condo is only 3 miles away from the one of the most beautiful beach - Clearwater Beach. The condo it is on the third...
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    Location Information
    Clearwater, Florida 33756
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    502 Bay Harbor1 / 30
    (13)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Private Outdoor Pool (Unheated)
    • Balcony
    • Terrace
    • Cable/satellite TV
    • DVD Player
    • Wi-Fi
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 August 2017
    One of the best experiences of my life! The condo was beautiful and a lot bigger than I expected. There was an issue with a door handle and they were out to fix it right away...
    Reviewed 22 March 2016
    Bigger and nicer than it looks in the pics. In the heart of Clearwater beach, walking distance of everything. I would definitely recommend to friends and would love to go back!
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    About this property
    We help make the most of your vacation by providing Free Admission to some of the area's top attractions each and every day! Create exciting memories, have more fun, and truly experience your destination! Luxury Waterfront 3 bd/3ba Vacation Condo at Clearwater Beach, Florida--502 Bay Harbor...
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    Location Information
    Clearwater, Florida 33767
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Unit #2 at The Beachouse1 / 29
    (2)Very good
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Cable/satellite TV
    • Terrace
    • DVD Player
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 March 2018
    The Beach House was in a great location!Close to beaches, restaurants, stores and shopping.The weather was beautiful, gorgeous sunsets, great shelling on beaches. The unit...
    Reviewed 19 April 2017
    #2 was a great location for beach, restaurant and shops. Staff were helpful and friendly and available 24/7. Unit was exactly as photos. Will definitely be back! Recommend...
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    About this property
    One bedroom, one bath suite. Kitchenette. Pool, wi-fi, cable TV. Parking for one car. Adults only, no children allowed. Clean, quiet and affordable, the 1 Bedroom Suite is perfect for couples who want more than a typical hotel room, and prefer a bit of privacy. Amenities include a...
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    Location Information
    Clearwater, Florida 33767
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Beautiful Condo at The Avalon Clearwater1 / 28
    (9)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Parking
    • Terrace
    • Cable/satellite TV
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    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 February 2018
    The condo was very nice and conveniently located in the condo complex. Loved the gated security. Stayed in January and the weather was not real warm, so didn't go to the beach...
    Reviewed 8 August 2017
    Condo was well appointed, kitchen was nicely stocked with cooking utensils. Décor was warm and inviting as well as comfortable. All in all a lovely place to stay.
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    About this property
    This newly renovated first floor condo is your perfect vacation oasis. This property is very well situated in a gated community. We are located only 3.5 miles from the beach (Clearwater Beach - voted most beautiful beach in the USA in 2013). Several restaurants, a shopping center and a...
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    Location Information
    Clearwater, Florida 33756
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Washer
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    • Ocean Views
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villas of Clearwater Beach A11 This vibrant 3 bedroom and 2 bath unit is one of a kind as it has unique details and touches making it a deluxe rental. Our ocean front condo features an open floor plan comfortably accommodating 6 guests. The living room has comfortable seating, flat screen tv, a...
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    Location Information
    Clearwater, Florida 33767
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    303 Harborview Grande1 / 30
    (10)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Balcony
    • Wi-Fi
    • Washer
    • Cable/satellite TV
    • Air Conditioning
    • Hot Tub
    • DVD Player
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 August 2017
    Was a very nice week spent on Clearwater beach. Harborview grande is right in the middle of all the action. There were a few problems that we brought to their attention and they...
    Reviewed 18 August 2014
    We arrived in Clearwater Beach with our 3 children, (aged 16, 15 and 12) on 29 July, after a fantastic but completely hectic 4 days in New York and were really looking forward...
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    About this property
    We help make the most of your vacation by providing Free Admission to some of the area's top attractions each and every day! Create exciting memories, have more fun, and truly experience your destination! Beautiful Luxury Waterfront Condo in Clearwater Beach, FL - 3 bedroom/2 bath vacation...
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    Location Information
    Clearwater, Florida 33767
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Royal Paradise - Avalon at Clearwater | Minutes to Clearwater Beach1 / 45
    (17)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    Great vacation experience at the Avalon. Had everything we could possibly need and more. Great host/hostess. Could not have asked for a better experience. Would definitely stay...
    Reviewed 2 weeks ago
    This condo was perfect for us. We had 2 bedrooms one on each side of the living room and kitchen and we had 2 adults and a baby. The pool was warm and clean. Open dawn to dusk...
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    About this property
    Professionally Decorated Condo in Avalon at Clearwater complex. This condo is everything you need for a family up to 6. These spacious suite features two appointed, separate bedrooms. The condo is only 3 miles away from the one of the most beautiful beach - Clearwater Beach. The condo it is on the...
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    Location Information
    Clearwater, Florida 33756
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    203 Bay Harbor1 / 27
    (1)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
    • Wi-Fi
    • Terrace
    • Shared Outdoor Pool (Unheated)
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    • Washer
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    We help make the most of your vacation by providing Free Admission to some of the area's top attractions each and every day! Create exciting memories, have more fun, and truly experience your destination! This spacious waterfront condo has been newly renovated with all new furnishings, new...
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    Location Information
    Clearwater, Florida 33767
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    LUXURY RETREAT near best GulfCoast Beaches1 / 13
    (2)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Wi-Fi
    • Terrace
    • Patio
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    • Cable/satellite TV
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 9 May 2017
    Our condo was beautiful, updated and near the warm relaxing pool! It was well stocked and it was wonderful to have sheets, towels, toilet paper, etc available. It was so clean...
    Reviewed 26 May 2016
    Margaret was a great host. She e-mailed back quickly when I had any questions. The condo itself is beautiful! Clearwater has some good attractions, places to eat and great...
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    About this property
    The Avalon condominium complex in Clearwater, Florida is a gated community minutes away from Clearwater Beach and most famous beaches on the Gulf of Mexico. Minutes away from both Tampa and St Petersburg International Airports.Close to Florida's major attractions - Bush Gardens in Tampa; Disney...
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    Location Information
    Clearwater, Florida 33756
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • DVD Player
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    • Terrace
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    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    2 bedroom with king beds, 2 bath, washer/dryer, full kitchen, Keurig coffee maker, spectacular view of the marina. One assigned parking space. Adults Only over age 25. Hardwood floors. Pool. Beach is less than 150 yards away. Pier 60 is less than a 5 minute walk. The “Penthouse” is...
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    Location Information
    Clearwater, Florida 33767
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 5 Quick View
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    • Private Outdoor Pool (Heated)
    • Wi-Fi
    • Waterfront
    • Parking
    • Cable/satellite TV
    • Air Conditioning
    • Balcony
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    FIVE PALMS SUITE 102 Take your excursion over to unit 102 into a lush beachy island feel. Surround yourself with soothing and ocean like decorations that ample the room. This unit features two queen size beds, bathtub/shower, full kitchen, sofa sleeper, and a dining table. Five Palms Condominium’s...
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    Location Information
    Clearwater, Florida 33767
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 5
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Terrace
    • Wi-Fi
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    • Waterfront
    • Private Outdoor Pool (Heated)
    • Balcony
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    NO LONGER TAKING NEW BOOKINGS DOCKSIDE CONDOMINIUMS #205 Weekly Rental (Saturday to Saturday) The white sands and crystal blue waters of Clearwater beach are just a short walk away! Without a doubt this beautiful beach get a way is the perfect place for that long awaited vacation. Beautifully...
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    Location Information
    Clearwater, Florida 33767
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    LUXURIOUS TROPICAL PENTHOUSE SUITE , WATER AND  BEACH VIEWS,POOL,3 BEDS 2 BATH.1 / 27
    (38)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Air Conditioning
    • Washer
    • Wi-Fi
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    • Hot Tub
    • DVD Player
    • Waterfront
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 January 2018
    This condo is perfect for a large family in a great location! Beautifully furnished and well stocked with every amenity. The owner and concierge were available on a moments...
    Reviewed 10 August 2017
    The condo was great, with lots of space, and in easy walking distance to the beach, restaurants and shops. The master suite has a queen, a walk in closet and a bath with a...
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    About this property
    . Quality /Affordability / LUXURY. * CONCIERGE AVAILABLE.* ** NOW RENTING AUGUST AVAILABILITY 18-25 /18 ** Please note, that a Percentage of My Rental Income is Donated to Breast Cancer...
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    Location Information
    Clearwater, Florida 33767
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Grill
    • Cable/satellite TV
    • Waterfront
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    • Air Conditioning
    • Wi-Fi
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    FIVE PALMS SUITE 104 Suite 104 is conveniently located on the ground level a short distance from the tropical pool and tranquil pier. It’s decorated with a Tommy Bahama flair to give you that tropical island feel. The living area contains a fully-equipped kitchen with full-sized stainless steel...
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    Location Information
    Clearwater, Florida 33767
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Wi-Fi
    • Ocean Views
    • DVD Player
    • Cable/satellite TV
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villas of Clearwater Beach A1 This is your ideal vacation condo! Our wonderful beach front condo is located in the Center of Clearwater Beach, walking distance to entertainment, the pier, restaurants and much more. One of the popular features of this vacation property is the gulf front balcony...
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    Location Information
    Clearwater, Florida 33767
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    200 Harborview Grande1 / 30
    (3)Average
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Washer
    • Terrace
    • Balcony
    • Wi-Fi
    • Air Conditioning
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 March 2018
    This was a great condo in Clearwater. All attractions including the beach were very close. The condo was clean and that is how we left it. All of the entry codes were E-mailed...
    Reviewed 24 April 2017
    Condo is not far from the beach, with a lovely pool and hot tub area looking out over the back bay. All beds were comfortable--master is softer, single queen bdrm is firm...
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    About this property
    We help make the most of your vacation by providing Free Admission to some of the area's top attractions each and every day! Create exciting memories, have more fun, and truly experience your destination! 3 bedroom, 2 bath. Sleeps 8. Cable TVs, washer/dryer, full kitchen, wi-fi. End...
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    Location Information
    Clearwater, Florida 33767
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Waterfront Condo 21. Quiet Location, but walk to Live music & great restaurants!1 / 39
    (12)Excellent
    Studio, 1 Bathroom, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Air Conditioning
    • DVD Player
    • Waterfront
    • Grill
    • Wi-Fi
    • Balcony
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 March 2018
    Condo is very convenient to all amenities. Can drive to every directions within 30 minutes. The condo was very comfortable for two people and had all the amenities you would need.
    Reviewed 13 August 2017
    My two kids and I enjoyed this condo. It has everything you need to enjoy your stay in Clearwater Beach. This condo sleeps 3-4 comfortably with the queen bed and pull out couch...
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    About this property
    This Beautiful waterfront studio is set up like a 1 bedroom with a heavy privacy curtain separating the bedroom area from the living room area. The condo is located on the Bay side or intracoastal waters of Clearwater Beach. There are wonderful water views from the living-room and third floor...
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    Location Information
    Clearwater, Florida 33767
    Condo/Apartment - 1 Bathroom, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Terrace
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Grill
    • Balcony
    • Parking
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    FIVE PALMS SUITE 206 Lure on over to this tropical and delightful pool resort that’s only two blocks away from the beach! Five Palms is the perfect place to unwind and create memories that will last a lifetime! With calming colors and a palm tree themed unit, 206 is a splendid and relaxing condo...
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    Location Information
    Clearwater, Florida 33767
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    5 Bedrooms, 3 Bathrooms, Sleeps 16 Quick View
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    • Air Conditioning
    • Wi-Fi
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Private Garden
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Hot Hot Hot...Super Special Red Hot Special...live like a Rockstar...$189/day special, usually $800/day. Welcome to paradise! Welcome to our humble abode. So step out into our World. The perfect location as our guest in Clearwater, Florida. We've extended the special price to November, half...
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    Location Information
    Clearwater, Florida 33764
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 16
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    7 Bedrooms, 4 Bathrooms, Sleeps 26 Quick View
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    • Private Outdoor Pool (Heated)
    • Washer
    • Wi-Fi
    • Grill
    • Air Conditioning
    • Patio
    • Cable/satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Clearwater Beach Cabana Clearwater Beach Cabana is a private estate which includes three small rental homes. Our Clearwater Beach Cabana has a lagoon style pool with a large courtyard that may serve as a gathering area. This large rental home will sleep up to 26 guests comfortably, and each home...
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    Location Information
    Clearwater, Florida 33767
    Holiday Rental House - 7 Bedrooms, 4 Bathrooms, Sleeps 26
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    204 Bay Harbor1 / 30
    (14)Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
    • Air Conditioning
    • Balcony
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Terrace
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 April 2018
    This condo is wonderfully decorated, very comfortable and super clean. You can tell that the owners take pride in ownership. The kitchen is well equipped with anything you...
    Reviewed 16 April 2015
    Wow! This condo was perfect ! It was decorated very nice ! It was myself, my husband, and our 17 year old daughter. We actually could have had about 3-4 more people. This...
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    About this property
    We help make the most of your vacation by providing Free Admission to some of the area's top attractions each and every day! Create exciting memories, have more fun, and truly experience your destination! Three bedroom, three bath luxury condo at Clearwater Beach.--204 Bay Harbor Enjoy the best...
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    Location Information
    Clearwater, Florida 33767
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    404 Dockside1 / 30
    (4)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Balcony
    • Patio
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Wi-Fi
    • DVD Player
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 November 2017
    The apartment had everything we needed and a bit more. Could sit and watch over the water for hours. Easy walk to plenty bars and restaurants all with a good variety of food...
    Reviewed 11 June 2017
    This was my families first vacation. We stayed in 404 dockside. The place was full of all the amenities you would need to make the stay plesant including towels, toiletries...
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    About this property
    We help make the most of your vacation by providing Free Admission to some of the area's top attractions each and every day! Create exciting memories, have more fun, and truly experience your destination! This tastefully furnished 3 bedroom, 2 bath condo is loaded with amenities including an...
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    Location Information
    Clearwater, Florida 33767
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Grill
    • Cable/satellite TV
    • Private Outdoor Pool (Heated)
    • Waterfront
    • Parking
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    FIVE PALMS SUITE 105 Stroll on over to our newly renovated, two-story unit that has a private deck along the intercostal. With new flooring added to the unit, this condo is filled with tropical accents and soft colors. 105 includes its own washer & dryer, full kitchen with dishwasher, 2 bedrooms...
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    Location Information
    Clearwater, Florida 33767
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 6
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    Coconut Beach House1 / 38
    (1)Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    • Patio
    • Air Conditioning
    • DVD Player
    • Washer
    • Wi-Fi
    • Private Outdoor Pool (Heated)
    • Grill
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 May 2017
    This house was absolutely perfect for my family and I. There were 10 of us and we all fit comfortably! Would love to visit this house again!
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    Coconut Beach House Come and stay at what will become your 'second home' on the Island of Clearwater Beach. This beautiful rental home is one of Clearwater Beach's best escapes. A perfect rental home for you and your family with all of the amenities needed for a relaxing vacation. Upon entering...
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    Location Information
    Clearwater, Florida 33767
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 12
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    It's a sweet sweet life living by the salty sea1 / 41
    (1)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Wi-Fi
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    • Private Outdoor Pool (Heated)
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 August 2017
    Our rental unit worked out great. Very good location for walking! Unit was clean and the pool was a necessity with the heat!
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    About this property
    Sensational, fun, and beautiful Clearwater Beach, voted BEST BEACH IN THE USA, 2017. It is the ideal place for a romantic getaway, a family vacation, spring break blast, and exiting adventures as well as optimal relaxation. This condo has a great location. The beach is just down the block, a...
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    Location Information
    Clearwater, Florida 33767
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Breathtaking Water Views from Every Room1 / 28
    (2)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Ocean Views
    • Cable/satellite TV
    • Air Conditioning
    • Hot Tub
    • Washer
    • Waterfront
    • Wi-Fi
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 31 August 2017
    My family and I were really impressed with the Condo. It was very nice decorated and it had all that was needed to make us comfortable.
    Reviewed 10 July 2017
    breath taking views ; definitely enjoyed our stay. Condo was really clean & we will be back!!! :) :)
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    About this property
    Beautiful 1295 square foot Gulf Front Condominium right on the beach with spectacular 9th floor views of the Gulf of Mexico and downtown Clearwater Beach (Trip Advisor 2016 & 2018 #1 US beach). Both bedrooms and the large family room overlook the expansive balcony that includes a patio table and...
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    Location Information
    Clearwater, Florida 33767
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    MODERN CONDO IN GATED COMMUNITY MINUTE FROM BEACH1 / 38
    (3)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Secure Parking
    • Wi-Fi
    • Terrace
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is a one bedroom one bath newly renovated luxurious condo with a full kitchen, bathroom, closet, large bedroom, and cozy living area. The kitchen is fully equipped with a microwave, toaster, coffee maker, large fridge, full stove, set of silverware, pots and pans, cups, and glasses. Bedroom...
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    Location Information
    Clearwater, Florida 33756
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Island Time - Weekly Beach Rental1 / 34
    (13)Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 14 Quick View
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    • Private Outdoor Pool (Heated)
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    Pet friendly
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    Smoking allowed
    Reviewed 10 November 2016
    Great spot walk to the beach, housed 9 people comfortably. House was clean, it is obvious that the owner is making upgrades. I certainly would recommend this property.
    Reviewed 31 March 2015
    Great access to all that Clearwater has to offer but away from the hustle and bustle. Very convenient access to uncrowded beach. House worked well for sharing between 3...
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    About this property
    ISLAND TIME - POOL HOME Weekly Rental 'UNDER NEW OWNERSHIP' The Island Time beach house is your own secluded private island getaway. Walk across the street and you are on the pristine white sand of Clearwater Beach. Yes, it really is approximately 30 seconds to the beach! Swim in the Gulf of Mexico...
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    Location Information
    Clearwater, Florida 33767 1101
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 14
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Terrace
    • Parking
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    • Balcony
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    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    BAYWAY SUITES #2 Located in the heart of South Clearwater Beach - beauty, tranquility and privacy abound in this spacious 3 bedroom townhome nestled in our world renowned beach resort community! So many amenities including a beautiful spacious kitchen with granite counter tops and stainless steel...
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    Location Information
    Clearwater, Florida 33767
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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