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Holiday Rentals with Pools in Sarasota

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    Travellers to Sarasota are booking January dates now. Secure your holiday rental today, and have the perfect trip.
    202 Matching Rentals in SarasotaView all 384 rentals
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    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Fido Friendly w/Fenced Yard, Spa/Swimming Pool,  Wifi, Large Ranch Home, Large L1 / 35
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Pet Friendly Pool Home Close to Beaches & Town1 / 28
    (4)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Canal Pool Home (15 mins to Siesta Key Beach)1 / 44
    (25)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Patio
    • DVD Player
    • Washer
    • Wi-Fi
    • Air Conditioning
    • Grill
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    Fantastic house with pool. Very clean, nicely and fully furnished. Great kitchen. Trunk of games and puzzles. Great pool and patio. Bonus was all the bird-watching as the house...
    Reviewed 30 July 2018
    My family and I spent 7 days at this beautiful and spacious home. There was ample space for five of us and the pool was used on a daily basis. We had many night swims! The...
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    About this property
    Our 4 bedroom, 3 bath house is located in a family friendly neighbourhood on the side of a tidal canal. Have your morning coffee on the covered pool side lanai as you enjoy the wildlife that calls the canal home. 2 sets of sliding doors lead out to the lanai and pool (30x16). It's a great place to...
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    Sarasota, Southwest Gulf Coast 34239
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Newly Updated 3 Bedroom Pool Home - Close to Beach1 / 16
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Wi-Fi
    • Parking
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • DVD Player
    • Washer
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 June 2017
    We were in Florida for my nieces wedding. The location was perfect for us. Nice quite neighborhood, close to grocery stores and shopping. We really enjoyed the back yard and pool.
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    About this property
    Enjoy your time in Sarasota in this newly renovated 3 bedroom 2 bathroom pool home. Located in a quiet family neighborhood just minutes to shopping, dining, golf courses and of course the #1 Beach in the USA along with multiple other beautiful beaches including Lido Key, Casey Key, Turtle Beach...
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    Sarasota, Southwest Gulf Coast 34232
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Terrace
    • Washer
    • Air Conditioning
    • Wi-Fi
    • Patio
    • Cable/satellite TV
    • Balcony
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Stay at this beautiful 2 bedroom, condo minutes (by car less than 1 minute) from Crescent Beach and Siesta Key. Looking for a perfect getaway? This is the place for you. This unit is located in a very quiet, quaint, tight-knit community. Perfect for couples who are looking to get away but not be...
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    Sarasota, Southwest Gulf Coast 34231
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Heated pool home near Siesta Key1 / 35
    (7)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Grill
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    • Washer
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    • Wi-Fi
    • Air Conditioning
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 September 2018
    Couldn’t fault the Villa home from home lots of small touches like toiletries plenty of utensils place was spotless plenty linen and towels.Near ameanities like supermarket...
    Reviewed 20 June 2018
    Very cozy and clean house. The kitchen has everything you need. Location is close to the beach and all other Sarasota attractions. Landscape and pool are beautifully done. Pool...
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    About this property
    Newly remodeled 2 bed/2 bath heated Pool home is 3 miles from Siesta Beach rated #1 in US. Located in Gulf Gate area, it’s a prime spot for your vacation. Close to shopping and restaurants. Neighborhood is quiet and safe. Brand new furniture and furnishing. Large living room features queen sleeper...
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    Sarasota, Southwest Gulf Coast 34231
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Siesta Beach Cottage1 / 13
    (4)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Grill
    • Parking
    • Private Garden
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Washer
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 January 2016
    I spent the weekend to celebrate my birthday with some friends. The rooms were very nice and very comfortable and the owner was so accommodating. She made sure we had...
    Reviewed 17 December 2015
    The location was awesome, close to the beach and lots of options for fun local activities. It was so nice to have a kitchen and access to a washer and dryer. The rooms were...
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    About this property
    Your 'Beach Cottage' is a private super cute clean & comfy 2 bdr apt just off Siesta Key beach! Perfect for families or 2 couples. Pretty pool shared w/1 other apt Outdoor kitchen bbq & dining. Beach chairs, umbrella, free wifi & laundry. You have two cute bedrooms with comfy queen beds and a...
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    Sarasota, Southwest Gulf Coast 34231
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Hot Tub
    • Air Conditioning
    • Washer
    • Cable/satellite TV
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Simply paradise. We're located in the highly desirable Kingston Arms complex in one of the few coveted end units on Lido Key just steps from St. Armand's Circle. Lido Key is surrounded by the beautiful gentle, clear waters of the Gulf of Mexico. The complex sits on a prime location just a few...
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    Sarasota, Southwest Gulf Coast 34236
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Oceanfront home w/sunset views of Sarasota Bay1 / 37
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Private Outdoor Pool (Heated)
    • Cable/satellite TV
    • Ocean Views
    • Waterfront
    • Washer
    • Wi-Fi
    • Patio
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 March 2018
    Beautifully remodelled, 3 bedroom, 2 bathroom home located about 10 to 15 minute drive from Siesta Key beach. The backyard is directly on the Sarasota Bay so you can see the...
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    About this property
    Treat your family, friends, and beloved small dogs to an unforgettable oceanfront getaway in sunny Florida! Conveniently located near plenty of Sarasota's shopping and dining, your new home away from home is nice and isolated, surrounded by gorgeous views and just a quick walk from the waters of...
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    Location Information
    Sarasota, Southwest Gulf Coast 34231
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Luxury Condominium at Siesta Dunes Beachside Pool Hot Tub Tennis Sun Deck1 / 58
    (12)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Wi-Fi
    • DVD Player
    • Grill
    • Balcony
    • Air Conditioning
    • Hot Tub
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 April 2018
    Beautiful condo overlooking the pool. Able to see the ocean from the sliding doors. We enjoyed wonderful weather. Just a few steps from the washer and dryer and elevator...
    Reviewed 22 May 2017
    Perfect location & beautiful condo many amenities. Would highly recommend staying at this condo. Steps away from the beach & stunning pool. We will vist again.
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    About this property
    At this time the red tide has dissipated, the beaches are clean and things are getting back to normal. Siesta Beach was just voted best beach in the US Our condominium is in Building 5 Unit 203 and is located beachfront at the Siesta Dunes Resort on Crescent Beach, about a half mile north of...
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    Sarasota, Southwest Gulf Coast 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Patio
    • Wi-Fi
    • Washer
    • DVD Player
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Imagine combining privacy of staying in a private home with the resort amenities of a fine hotel matched with a fantastic location, just 5 minutes from the beach and very easy access to Sarasota sporting cultural amenities and an array of dining options. Enjoy all that Sarasota has to offer while...
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    Sarasota, Southwest Gulf Coast 34231
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Walk to Crescent Beach, Upgraded Sea Winds Condo1 / 19
    (2)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Parking
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 February 2016
    This condo is an end unit, so one less neighbor to worry about, noise wise, and nice and bright - 3 walls with plantation shuttered windows. The location is perfect, only a...
    Reviewed 3 August 2015
    The condo was a walking distance to the private beach (belonged to other resorts, but no one cared if you accessed it as well.) it was clean and exactly how you see it on the...
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    About this property
    Siesta Key located on the Gulf of Mexico. Tropical beauty with white powder sand, gorgeous sunsets, pristine waters and expansive wide beaches. Beach shops, restaurants, ice cream shops and nightlife all can be found on the palm tree paradise, Siesta Key. The city of Sarasota is just over the...
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    Sarasota, Southwest Gulf Coast 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Grill
    • Patio
    • Hot Tub
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Gorgeously decorated 3/2 renovated condo with expansive views of the intracoastal waterway and Harbor Tower's marina right on Siesta Key close to the beach. Watch the dolphins frolic in the water right from the privacy of your beautiful condo. The fine white sands of Siesta Key Beach are just a...
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    Sarasota, Southwest Gulf Coast 34242
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    New in Southgate:Lovely remodeled 3 bedroom pool villa 2.5 Miles from Siesta Key1 / 25
    (4)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Private Outdoor Pool (Unheated)
    • Washer
    • Patio
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    This was a wonderful house for my family to stay in. We had a great time and the house fulfilled all of our needs. The decor was very tasteful and everything looked really clean...
    Reviewed 14 September 2018
    Our family of four had a wonderfully relaxing time here. The house is airy, spacious and comfortable. It has just been renovated so everything is clean and new. The kids...
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    About this property
    Magnolia Breeze Welcome to this one-of-a kind 3 bedroom and 2-bathroom pool villa in the acclaimed Southgate community in Sarasota. Nostalgic style with brick exterior detail. This home was recently remodeled and newly furnished to the owners exact taste, style and detail. The pool can be heated...
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    Sarasota, Southwest Gulf Coast 34239
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Heated Pool 2 Bed 3 Bath near Siesta Key1 / 45
    (25)Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Secure Parking
    • Grill
    • Washer
    • Wi-Fi
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 9 May 2018
    We just came back from one of our top beach-vacation experiences, considering location and lodging. This is a beautiful home, with a very responsive and flexible owner, just a...
    Reviewed 30 November 2017
    We have recently returned from a wonderful stay in this beautiful home which is equipped with everything you could need and looks exactly like it does in the photographs. It is...
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    About this property
    Desirable Gulf Gate - Large 2 bedroom 3 bathrooms home near Siesta Key Beaches. Tile and laminate wood flooring thruout. Fully equipped kitchen Stainless Steel Appliances. Gas BBQ Grill. Perfect home for entertaining or just enjoy the scenery and the tranquil view overlooking the large screened in...
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    Sarasota, Southwest Gulf Coast 34231
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 4
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    Superb Village Des Pins Sarasota vacation villa near Siesta Key1 / 23
    (10)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Washer
    • Grill
    • Wi-Fi
    • Air Conditioning
    • DVD Player
    • Hot Tub
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 December 2014
    We had a wonderful week in this villa. I am sorely tempted to go live there. It's enormous! There were only the 2 of us, but even for a family there was loads of room. The...
    Reviewed 16 June 2014
    My wife and I stayed here on our recent honeymoon and absolutely loved it. It's a really lovely villa with large rooms, very modern furniture, and plenty of useful appliances...
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    About this property
    Thanks for considering our property. If you have stayed with us before, let us know for a loyalty discount! We would be happy to answer any questions on any aspect of the rental. This top quality spacious modern corner villa is set in an award winning, safe, semi gated community, and are the...
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    Sarasota, Southwest Gulf Coast 34238
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Walk to beach & St Armand's Circle !!!1 / 10
    (30)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Air Conditioning
    • Balcony
    • DVD Player
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Grill
    • Cable/satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 September 2018
    Had a great time! All accommodations were awesome. The property is gorgeous, and we love how walkable St. Armand’s is.
    Reviewed 2 August 2018
    Best vacation ever! Beyond lovely apartment/pool/yard/neighborhood. So peaceful. Minutes to great beach. Gracious hostess. Absolutely everything we needed was in that apartment...
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    About this property
    Be swept away to luxurious Spain in this beautiful one bedroom guesthouse overlooking a lovely pool. Relax and sip your morning coffee as you take in the peaceful surroundings and bay breezes, with a private entrance, spacious outdoor dining room in tropical paradise. Features include:Mexican...
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    Sarasota, Southwest Gulf Coast 34236
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    • Air Conditioning
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    Pet friendly
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    Smoking allowed
    About this property
    The Bedroom Cottage with an Old Florida feel.The unit has full kitchen, and Queen size bed plus queen size sleeper sofa. The beach is a 6 minute walk and St. Armands 14 minutes, according to Google Maps. The unit has private patio and separate screen porch. The complex has a heated pool. The unit...
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    Location Information
    Lido Key, Sarasota 34236
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Patio
    • Air Conditioning
    • Wi-Fi
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Grill
    • Private Garden
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    3.5 miles to Siesta Key, North Bridge Dawson House is closely located within a few miles to Siesta Key and close to downtown Sarasota. This home offers an open kitchen that is truly 'The Heart of the Home.' Completely remodeled with custom wood cabinets, a cast Iron farm sink, Granite Counter tops,...
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    Sarasota, Southwest Gulf Coast 34239
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Family friendly house with pool/spa1 / 29
    (2)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • DVD Player
    • Washer
    • Air Conditioning
    • Housekeeping Included
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Hot Tub
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 August 2016
    The owners are great, very friendly and helpful. The house was clean and almost everything needed was supplied. The rooms are nice and clean. The pool was the main focus of the...
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    About this property
    We want you to enjoy, staying here this year & be back with your friends/family. Beautiful house on 1 acre lot, close to everything located in one of the best and desirable area in south Sarasota. This property offers easy access to all local attractions and beaches. Only a short drive to the...
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    Location Information
    Lido Key, Sarasota 34233
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    Spectacular Vacation Experience1 / 16
    (1)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Patio
    • Cable/satellite TV
    • Washer
    • Air Conditioning
    • Wi-Fi
    • Waterfront
    • DVD Player
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    We needed a place after evacuating Hurricane Michael and Angel was very helpful. He worked with us while our dates were in flux and we ended up having a great 6 week stay. The...
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    About this property
    JUST LISTED! Newly updated, FULLY FURNISHED, 3 bedroom, 2 bath home with an office space. Located just minutes from the world-renowned SIESTA KEY BEACH, and in the highly sought-after GULF GATE EAST in the PALMER RANGE area. This home features a screened, private, solar-heated pool overlooking a...
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    Location Information
    Sarasota, Southwest Gulf Coast 34238
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • DVD Player
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    • Washer
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    • Hot Tub
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Stoneybrook in Palmer Ranch is a condo in a gated community of upscale homes. Surrounded by lush vegetation, a golf course, lighted 'har tru' tennis courts, clubhouse with restaurant and activities and a beautiful community pool, there is plenty of open space as well as peace, quiet and...
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    Location Information
    Sarasota, Southwest Gulf Coast 34238
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Midnight Cove: Living on the Water1 / 16
    (12)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Cable/satellite TV
    • Grill
    • Patio
    • Waterfront
    • Washer
    • Air Conditioning
    • DVD Player
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 October 2016
    This was our third time our family has stayed here and we love it. Everything you need and right across the street from the beach. Looking forward to next year.
    Reviewed 22 April 2016
    This place is a home away from home. You have the best of the bay and beach life. Being about to walk our your door and fish of the dock or take a short walk over to the beach...
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    About this property
    Step out the back door of your ground floor apartment and in seconds you're standing on a boating and fishing dock, surrounded by lush tropical foliage. This breathtakingly beautiful two bedroom, 1½ bath unit is located in Midnight Cove, one of the best complexes on Siesta Key. Since Midnight Cove...
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    Location Information
    Sarasota, Southwest Gulf Coast 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Beautiful 3 bedms/2 bathms with pool close to Downtown1 / 22
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Washer
    • Air Conditioning
    • Grill
    • Cable/satellite TV
    • Private Outdoor Pool (Heated)
    • Wi-Fi
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 31 May 2018
    Great place conveniently located at 15 minutes to Siesta Key,Lido Key.The only thing that would have been better was for Alberto storm to choose a different path,but we were...
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    About this property
    This is spacious house, located in Novus Place, close to downtown and beaches. With 3 bedrooms, 2 bathrooms, a private swimming pool, equipped kitchen and TV equipped living room, it can perfectly accommodate a family or group of friends of 6 guests. The house is located in a residential area,...
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    Location Information
    Sarasota, Southwest Gulf Coast 34237
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Patio
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    • Shared Outdoor Pool (Unheated)
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to The Beach Club at Siesta Key! Come and soak up sunshine, play in the Gulf of Mexico, build sandcastles or stargaze beneath the starry sky. Rent bicycles, go parasailing, scuba dive, snorkel or fish on a sunny afternoon. The Beach Club is located just steps away from Crescent Beach...
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    Location Information
    Sarasota, Southwest Gulf Coast 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Cable/satellite TV
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    • Internet Access
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    You will love our beautifully maintained and clean Villa Youppie in Sarasota. It is located at the corner of a lake which provides lots of privacy and thanks to a southern exposure you have sun in the pool and on the patio all day long. New travertine tiles on the patio, granite counter tops in the...
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    Sarasota, Southwest Gulf Coast 34238
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    St.Armands Circle condo ( Kingston Arms )1 / 9
    (7)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
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    • Terrace
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    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 April 2018
    We stayed in this condo at Kingston Arms for a week! It is beautiful! I cannot say enough great things about it! It is a short blocks walk to St. Armand’s Circle and 3 blocks...
    Reviewed 10 July 2017
    This is a very nice unit in an older condo facility. We loved how close to the shops and restaurants we were. The walk to the beach is also not bad at all. We never used the...
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    About this property
    2 bedroom,2 bathrooms,modern updated condo.Walking distance to Lido Beach. Fully furnished,microwave,A/C,cable,local phone only,dishwasher, 3 new LCD TV's ,Stereo,Laundry (common area) Beautiful heated pool ,hot tub, all in common area Great shopping,excellent restaurants,great entertainment in St....
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    Location Information
    Sarasota, Southwest Gulf Coast 34232
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedroom Family friendly Coastal Manor of Sarasota1 / 22
    (20)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Porch
    • Balcony
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    • Private Outdoor Pool (Heated)
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 20 August 2018
    Stayed all over Florida in many rentals,this one is amazing the house its self felt more like a home,so much room inside and out all the rooms were very nice decor different...
    Reviewed 22 March 2017
    Perfect stay in an amazing Southern State style house. Lovely apartment, well equipped and a lot of space. Wonderful surrounding with pool at Phillipi creek. Best place for...
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    Location Information
    Sarasota, Southwest Gulf Coast 34231
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Patio
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    • Private Outdoor Pool (Heated)
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Uplands Oasis Find your Oasis in the relaxing global stylings of this unique 2bedrooms/2 baths, single-family ranch style house. Located in the quaint northern Sarasota neighborhood of the Uplands, the Uplands Oasis home provides all the features and amenities to make Sarasota your next home...
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    Location Information
    Sarasota, Southwest Gulf Coast 34243
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Deluxe Bungalow on Lido Key by St. Armands1 / 13
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 September 2014
    Great service and very easy rental for this simple one room efficiency. Room was clean and the location was great. Just a short 4-6 block walk to Lido Beach. Lido is great! The...
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    About this property
    Delightful Studio Cottage tucked away on exciting Lido Key, the Lido Islander. Nestled amid a tropical garden, the units are steps from the beautiful white sands of Lido beach, with the turquoise waters of the Gulf of Mexico just beyond. The beach is a 6 minute walk and St. Armands 14 minutes,...
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    Location Information
    Sarasota, Southwest Gulf Coast 34236
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Sarasota exquisite vacation home1 / 20
    (5)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Secure Parking
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    • Private Garden
    • Private Outdoor Pool (Heated)
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 August 2018
    Having been to Florida before we wanted a quieter location with a spacious property. This Sarasota property provided us with privacy amongst a friendly community with a...
    Reviewed 2 February 2017
    Beautiful, well appointed home. Clean, organized and plenty of room for everyone. The 4 little ones had plenty of room to play while the adults had areas to relax and chat...
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    About this property
    Fantastic home in a great location. Minutes from the best beach in the US, Siesta Keys. Beautiful solar heated pool with lanai, lounge chairs, outdoor shower, outdoor dining area, BBQ grill. Awesome lake views. Indoors you have an updated kitchen, full dining room, fireplace, family room, living...
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    Location Information
    Sarasota, Southwest Gulf Coast 34233
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Sarasota's Shangri La for family getaways, weddings and more!1 / 50
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Private Outdoor Pool (Heated)
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    • Private Garden
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 October 2018
    We had a great time at Sarasota;s Shangri La! We stayed in this house while visiting my sister in Nokomis. The house, pool, and spa were great, but the gardens and turtle pond...
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    About this property
    PRICING - If the property is available within the next 2 weeks I am willing to negotiate a price that will meet your budget. Send me an offer. Let's make a deal! I'd like to get it rented. PRIVACY - Enjoy the tropical paradise and serenity of this very private estate! Secluded home situated on 2.5...
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    Location Information
    Sarasota, Southwest Gulf Coast 34232
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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    Late SALE Sep/Oct only -Lakeside villa Uni. Park,golf,cycles,pool, beach1 / 33
    (14)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Private Outdoor Pool (Heated)
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 April 2018
    I just completed a 3 week stay at this home in University Park, Bradenton Florida. The home exceeds its representation. It was very clean, well appointed and a very comfortable...
    Reviewed 20 May 2011
    My husband and I and 2 other couples stayed here for a week...really comfortable, clean home. Excellent friendly communication with the owner who made it easy for us to get the...
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    About this property
    SALE LAST AVAILABILITY - $999/week (was $1250). Please note we only have 2-18 September dates and 29 Sep - 9 October left. We may be able to offer a further reduction for 2 week stays in early September (if dates available). Please inquire for rate. Enjoy the ultimate vacation in our luxury...
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    Location Information
    Sarasota, Southwest Gulf Coast 34201
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • DVD Player
    • Patio
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    • Shared Outdoor Pool (Unheated)
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sarasota has so much to offer and this condo makes access easy for virtually everything you might want to enjoy. Right off of University Parkway, centrally located near the brand new University Town Center Mall and 2 exits from the Ellenton Outlet center, you can shop to your hearts content....
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    Location Information
    Sarasota, Southwest Gulf Coast 34243
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
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    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Siesta Dunes is where you want to stay on your next vacation and every vacation thereafter! We are offering a 3 bedroom, 2 bath (over 1500 climate controlled sq. ft) 4th floor condo with ocean gulf views at one of Siesta Key's premier complexes. Siesta Dunes is a gated complex with their own...
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    Location Information
    Sarasota, Southwest Gulf Coast 34242
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Elegant 4 Bedroom 3 bath Executive Home - HEATED POOL near Siesta Key Beaches!!!1 / 34
    (13)Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Patio
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    • Private Outdoor Pool (Heated)
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    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    A great place, my family loved it. My family and I high recommend it. Nice quiet place near the beach.
    Reviewed 23 October 2018
    We really enjoyed our stay. The home is lovely and very comfortable. We had 3 generations at the house and there was something for everyone. The pool was great, Netflix in...
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    About this property
    Heated Pool with therapy jets. You will Love this Large 4 bedrooms Home situated within minutes to #1 Siesta Key Beaches, Downtown, Live Entertainment, Fine Dinning, Shopping, etc.... The home has a oversized covered Lanai, A screened in Pool and a 2 Car Attached Garage. #1 -'Master Bedroom Suite'...
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    Location Information
    Sarasota, Southwest Gulf Coast 34231
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Vacation in this Bungalow Duplex located on the south end of Siesta Key, Florida. Oh so private and quiet! It's a short walk to Crescent Beach (5 min) or if you prefer, hang out at the swimming pool overlooking the tidal pond under the Floridan palms....your choice and either way is a win win!...
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    Location Information
    Sarasota, Southwest Gulf Coast 34242
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Come stay at this beautiful, upscale 2 bedroom Condo near Crescent Beach in Sarasota!! Location is key when vacationing in Sarasota. This luxuriously updated townhome in Key Point Village is ideal because you’re located in an area of Sarasota where you have everything at your fingertips,...
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    Location Information
    Sarasota, Southwest Gulf Coast 34231
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Grill
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    • DVD Player
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Adorable partially updated Bungalow Duplex located on the south end of Siesta Key. Oh so private and quiet! It's a short walk to Crescent Beach (5 min) or if you prefer, hang out at the swimming pool overlooking the tidal pond under the Floridan palms....your choice and either way is a win win!...
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    Location Information
    Sarasota, Southwest Gulf Coast 34242
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Gulf Beach, Pool  And Walk To Siesta Key Village1 / 35
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
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    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    What a great location! Walk to Siesta Key village or relax on your small Gulf Beach or fishing on the pier at Sandy Cove. This renovated 2 bedroom 2 bath unit is a 2nd level condo with pool views from the balcony. Enjoy breakfast after a short walk at one of the villages' quite restaurants...
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    Location Information
    Sarasota, Southwest Gulf Coast 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    5 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Secure Parking
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    • Private Outdoor Pool (Unheated)
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The house is located in a wonderful and quiet area of Sarasota. Within a ten-fifteen minutes you are on one of our many beaches long on one of our 3 islands Siesta Key, Lido Key and Longboat Key with a total of 64 km of white sandy beaches. Our beaches are clean and running at all times. There is...
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    Location Information
    Sarasota, Southwest Gulf Coast 34234
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 12
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    bring A Boat, 12 Minutes To Sarasota Bay1 / 11
    (16)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Air Conditioning
    • Private Outdoor Pool (Unheated)
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    • Waterfront
    • Hot Tub
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    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 May 2018
    We (2) were guests at Jim‘s house for 6 days and we liked the place very much. The house is very clean and good equipped. Jim is a very kind host and gives good recommendations...
    Reviewed 7 April 2018
    A very clean and updated home. We enjoyed our stay here. We spent a week, family of four with two teens. We all enjoyed the pool and hot tub. The home is very convenient and...
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    About this property
    Clean and spacious, 3/4 of the house is yours, kitchen and laundry, 2 bedroom with 1 and 1/2 bath, pool and spa, on the canal that leads to Sarasota bay, offering morning coffee, light breakfast and an occasional visit from the manatees off the dock. Bedroom 1, has a double bed, bedroom 2, has a...
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    Location Information
    Sarasota, Southwest Gulf Coast 34243
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Waterfront 2BR 2 Bath Suite at the Sara Bay Marina1 / 32
    (2)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 March 2015
    My wife and I stayed here for 5 nights - friends joined us for 3 nights. Lots of room, well appointed through out with a view out over the water. Great location for travelling...
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    About this property
    PLEASE EMAIL ME FOR A LINK TO PREFERRED LISTING ADDRESS, VACATION RENTAL BY OWNER LISTING: 442427 THIS IS A PRIVATELY OWNED CONDOMINIUM AT THE RAMADA INN, 7150 N Tamiami Trail, SARASOTA, Directly on the Sara Bay Marina with direct access to the Gulf of Mexico. Yacht rentals are available on...
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    Location Information
    Sarasota, Southwest Gulf Coast 34243
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Come enjoy the relaxed but vibrant vibe of Sarasota, Florida. The beautiful white sand beaches of Siesta Key, named #1 beach in America, is located just 2.3 miles from this private single family home. Thousands come each year to enjoy the areas beaches, restaurants, and leisure life style. This...
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    Sarasota, Southwest Gulf Coast 34231
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Grill
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to this family friendly spacious 4 bedroom, 2 bath, Fido friendly home with a heated pool (at an additional charge), game room all in an ideal location just off the north bridge to Siesta Key. Don't want to wait every day in traffic to get off Siesta Key, then this is your home away from...
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    Location Information
    Sarasota, Southwest Gulf Coast 34239
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Renovated ! Heated pool! House Close To USA's Best Beach! Great Rates!1 / 19
    (1)Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Patio
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 9 April 2018
    We traveled with another family. 4 kids and 4 Adults all together. The house was set up perfect. TV's in every room was a nice bonus as well. The pool provided hours of...
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    About this property
    Villa Siesta Sunset-The Ultimate Vacation Home Rental. The first thing you will do when you open the front door is smile. This is a happy place! You will find peace and tranquility in this spacious friendly home. This home has been redone from top to bottom, everything is brand new! You will be...
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    Sarasota, Southwest Gulf Coast 34231
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Delightful studio apartment tucked away on exciting Lido Key. Nestled amid a tropical garden, the units are steps from the beautiful white sands of Lido beach, with the turquoise waters of the Gulf of Mexico just beyond. The beach is a 6 minute walk and St. Armands 14 minutes, according to Google...
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    Location Information
    Sarasota, Southwest Gulf Coast 34236
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Tulip House - 1 mile to Siesta Key1 / 40
    (1)Average
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    About this property
    Pool home: This extraordinary 3 bedroom + / 2 baths designer remodeled single family home (1,826 sq/ft) is located on the mainland close to the worlds famous Siesta Key. The home offers a new pool (baby fence available upon request) and is located within approx. 1 mile of the Siesta Key...
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    Location Information
    Sarasota, Southwest Gulf Coast 34239
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    If you're seeking a private, 1/3 of an acre, single family oasis that is within a 6 minute walk to the 'World's Finest Whitest Sand’ of Siesta Key at Crescent Beach, a 5 minute walk to some of the best Nightlife Siesta Key has to offer, a 3 minute walk to the only full-service Marina on Siesta Key...
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    Location Information
    Sarasota, Southwest Gulf Coast 34242
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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