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Holiday Rentals with Pools in Madeira Beach

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    Travellers to Madeira Beach are booking December dates now. Secure your holiday rental today, and have the perfect trip.
    193 Matching Rentals in Madeira BeachView all 252 rentals
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    Madeira Norte #3041 / 24
    (6)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Beachfront Sea Breeze #1021 / 17
    (3)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    HAVE IT ALL, WITHOUT BREAKING THE BANK1 / 17
    (19)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Villa Madeira #3011 / 22
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Washer
    • DVD Player
    • Cable/satellite TV
    • Waterfront
    • Balcony
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 20 June 2015
    We stayed at Villa Madeira last year and decided to stay there again this year as we loved it! Our condo was wonderful and felt like home. The kitchen was very well equipped...
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    About this property
    The big wrap-around balcony and the extra windows and doors give this condo a terrific open feeling. The view of the Gulf of Mexico, the beach and the pool is fantastic. The décor is traditional and comfortable plus the den can be used as another small bedroom. The floors are tile throughout....
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    Madeira Beach, Florida 33708
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Kima 403 2bedroom  Gulf Front Condo    PRICELESS SUNSETS!1 / 27
    (1)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 2 January 2018
    We stayed at Madeira Beach Kima Condominium #403 over Christmas. We had booked online without seeing the unit in person. We could not be happier about our choice to stay here...
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    About this property
    Enjoy the panoramic beach views form this oversized beach front balcony. Watch the dolphins play in the day and the spectacular sunsets in the evening. This large 2 bedroom 2 bath condo features Wi Fi, full size washer/dryer, 3 TVS, DVD, king bed, 2 double beds, very well equipped kitchen and...
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    Madeira Beach, Florida 33708
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Private Outdoor Pool (Heated)
    • Cable/satellite TV
    • Internet Access
    • Balcony
    • Washer
    • DVD Player
    • Waterfront
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Light, bright and comfortable describes this Gulf front condo. And, it has a fantastic million dollar views of the beach and Gulf of Mexico from every room as well as the balcony. The remolded kitchen is fully equipped. This is a perfect condo for 2 couples to share as each bedrooms has a queen...
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    Madeira Beach, Florida 33708
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Waterfront
    • Washer
    • Air Conditioning
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Balcony
    • DVD Player
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    When you walk into this condo you are greeted by a bright fresh décor. The newly updated kitchen with stainless steel appliances, beautiful tile and wood floors plus comfortable furniture makes this a great spot for a beach vacation. Updated master bathroom with nice walk-in shower and granite...
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    Madeira Beach, Florida 33708
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Madeira Beach Yacht Club 329B1 / 34
    (2)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Hot Tub
    • Grill
    • Internet Access
    • Patio
    • DVD Player
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 May 2018
    Madeira yacht club was a wonderful place to stay, we’re able to bring our boat, and the place was awesome. We had a great time. Very clean condo first floor, on an inlet, would...
    Reviewed 31 December 2017
    My husband and I had a great getaway together. We were able to walk within minutes to the beach, restaurants, and shopping. We can not wait to come back with our family and boat...
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    About this property
    *TeemingVR presents Madeira Beach Yacht Club 329 or MBYC329B in Madeira Beach* *This condo requires Sat-Sat booking window Jan -Easter and an application must be submitted 30 days prior to arrival.* Lovingly renovated in 2017, this gorgeous Madeira Beach property offers a great location,...
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    Madeira Beach, Florida 33708
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    # 514 Madeira Norte, Madeira Beach1 / 20
    (5)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Waterfront
    • Washer
    • Patio
    • Grill
    • Private Outdoor Pool (Heated)
    • Wi-Fi
    • Air Conditioning
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 9 September 2015
    We booked this unit because of the location being directly across the street from John's Pass and having so many things to do within walking distance. The unit being so nice...
    Reviewed 23 August 2015
    We were blown away with the level of furnishing of this apartment particularly the bed in the master suite.This bed is soooo comfortable and you can lie in bed and hear the...
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    About this property
    Newly renovated top floor of the Madeira Norte complex. Located on the beautiful white sandy beaches of the Gulf of Mexico on the barrier Islands between St. Pete Beach and Clearwater Beach. We are directly across the street from John's Pass Village and Boardwalk. Madeira Beach is conveniently...
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    Madeira Beach, Florida 33708
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Air Conditioning
    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Hot Tub
    • Cable/satellite TV
    • Wi-Fi
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Great view from this 4th floor unit in secluded Chambre Condominiums. Enjoy the very best that Madeira Beach has to offer. After your first stay here, you'll understand why this building has so many repeat visitors. Situated directly on the beach, and setback far enough from the main road to...
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    Madeira Beach, Florida 33708
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Waterfront
    • Internet Access
    • Air Conditioning
    • Grill
    • DVD Player
    • Washer
    • Private Outdoor Pool (Heated)
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    ***3 night minimum rental period, please call or email for a less than 7 night stay*** Bright and spacious 3 bedroom, 2 bath condo with direct views of the Gulf of Mexico! This condo will accommodate up to 8, has a nice sized private balcony and is right in the heart of Madeira Beach! Easy...
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    Madeira Beach, Florida 33708
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Beautifully Updated Madeira Bay Resort Unit 401 - Steps from Sand and Fun!1 / 38
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Secure Parking
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 July 2018
    We had a 5-star stay! Nice view, nice condo, clean place, comfortable bed. I can go on and on! We had a great stay and the owners were easy to contact and very accessible! We...
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    About this property
    This is a newly remodeled unit with lovely wood tile throughout kitchen, living room, and dining area. There is a double balcony and sliding doors for waterfront decor and breezes. You can eat your meals staring at the boats coming in from the Boca Ciega Bay. It is just steps to the beach and...
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    Madeira Beach, Florida 33708
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    2/1 NOW BOOKING winter 2018!  Updated. Great location!1 / 17
    (7)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Hot Tub
    • Patio
    • DVD Player
    • Cable/satellite TV
    • Sauna
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 July 2018
    We had a great time! The condo was very clean and nice. The beds were both very comfortable. Jennifer was very easy to deal with. No complaints we would definitely stay there...
    Reviewed 5 June 2018
    Kitchen was very well furnished. Condo was very comfortable and clean. I was disappointed only 3 bath towels and 1 beach towel was supplied. WiFi was also disconnected for a day...
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    About this property
    Convenient ground floor condominium located in the highly sought-after Madeira Beach Yacht club. 2 bed/1 bath condo is well cared for featuring newly updated kitchen with granite counter tops and artic white solid wood cabinets. Brand new mattress in master bedroom with high end linens and up to...
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    Madeira Beach, Florida 33708
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Balcony
    • Cable/satellite TV
    • Waterfront
    • Private Outdoor Pool (Heated)
    • Internet Access
    • Washer
    • DVD Player
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    You will feel happy when you walk into this freshly renovated north corner condo. And, the view will take your breath away. The cheerful, tropical décor is also quite comfortable. The kitchen is top-of-the line with granite counter tops, stainless steel appliances, and custom cherry cabinets....
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    Madeira Beach, Florida 33708
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    409 - Madeira Bay Resort1 / 43
    (4)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Patio
    • DVD Player
    • Air Conditioning
    • Cable/satellite TV
    • Hot Tub
    • Private Outdoor Pool (Unheated)
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 August 2017
    Beautiful beach. It is walking distance from just about anything that you would want to do dinning, shopping, activities. If you are looking for a family vacation or a trip for...
    Reviewed 28 May 2015
    The condo was just as advertised, no suprises. The location is ideal with easy beach access. John's Pass is a short walk down the street with all it has to offer and do. Mad...
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    About this property
    Resort with full service Spa, marina, restaurant, and two blocks from John's Pass. Gulf facing view from your private balcony. All the amenities of home. -- Freshly updated and furnished with Bamboo flooring and the interior design will welcome you with its' charm and sophistication. -- Kitchen...
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    Madeira Beach, Florida 33708
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    'Carson's Surf Shack'  Quaint! Cool! So Cute!  Old Florida Style Cottage!1 / 21
    (10)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Parking
    • Porch
    • Patio
    • Grill
    • Wi-Fi
    • Washer
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 January 2018
    I have stayed at other places in the Madeira beach area, but this cottage has it all! Decorated in the surfer style, it was charming and comfortable;having a separate bedroom...
    Reviewed 22 January 2018
    We stayed at this cute little cottage at the beggining of December and we had a blast! Place is comfortable, clean and has everything you can possibly need and more! Location...
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    About this property
    We recently began renting this property in June 2016. Please look up Gulf Gardens Resort in Madeira Beach, FL on TripAdvisor for additional reviews! Our cozy cottage is perfect for the couple or the small family of 4! This is a small 1 bedroom/ 1 bath unit but features all of the comforts of...
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    Madeira Beach, Florida 33708
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Terrace
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Air Conditioning
    • Balcony
    • DVD Player
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    CONSTRUCTION AND REPAIRS CURRENTLY IN PROGRESS (FEBRUARY 2018 - NOVEMBER 2018). SPECIAL RATES IN PLACE. Please note there are structural repairs scheduled for the building during the months of February 2018 through November 2018. The work will does involve concrete repair which WILL include loud...
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    Location Information
    Madeira Beach, Florida 33708
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Parking
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    DIRECT BEACHFRONT CONDO. Enjoy the white sand beaches, cool breeze and the sound of the gentle surf right in the heart of Madeira Beach. This 2 bed/2 bath condo has Gulf views from almost every room. Enjoy breakfast on your balcony overlooking the beach or catch incredible sunsets while relaxing...
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    Location Information
    Madeira Beach, Florida 33708
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    101 - Chambre1 / 47
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Grill
    • Air Conditioning
    • Hot Tub
    • Washer
    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 July 2015
    We are midway through our rental time, but we really have enjoyed the quietness of the condo and secure location. The rental needs a little updating, but it is worth staying at...
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    About this property
    Updated Condo with Incredible Views of the Gulf of Mexico From Your Private Balcony. Chambre is one of Madeira Beach's most desirable buildings. Tucked away off the main highway, Chambre is beautifully maintained, secure, and is located just a few minutes from John's Pass Village. Step out the...
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    Madeira Beach, Florida 33708
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    107 - Sea Breeze1 / 44
    (2)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Hot Tub
    • Cable/satellite TV
    • Balcony
    • Air Conditioning
    • Grill
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 May 2016
    We really enjoyed the condo and it's easy access to the pool and beach. It is within walking distances to John's Pass or the Candy kitchen which is a must if you like homemade...
    Reviewed 17 January 2016
    We had our annual girls weekend here in September, there were 5 of us and the space was plenty big enough. The condo is well appointed and is nicely decorated, The bottom floor...
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    About this property
    Fantastic Value in this Updated Beachfront Resort Sea Breeze Condominiums is located centrally on beautiful Madeira Beach with everything you need for a perfect Florida vacation. Soft sugary sand, warm tropical breezes, and the warm and clean Gulf of Mexico at your doorstep. Sea Breeze is within...
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    Location Information
    Madeira Beach, Florida 33708
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Ocean Sands 504 Beachfront Studio Condo1 / 25
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Cable/satellite TV
    • Air Conditioning
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Parking
    • Terrace
    • Internet Access
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 December 2017
    Our 2 weeks in this beautiful condo could not have been more perfect. The condo was spotlessly clean, beautifully furnished, and actually a lot bigger than it looks in the...
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    About this property
    Ocean Sands 504 is a beautiful, newly renovated studio right on the white sands of Madeira Beach. Enjoy our fabulous sunsets on your private fifth floor balcony. The recent updates include all stainless steel appliances in the kitchen along with beautiful white granite counter-tops and a flat...
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    Madeira Beach, Florida 33708
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    1 Bedroom Madeira Beach Cottage1 / 12
    (2)Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
    • Grill
    • Parking
    • Wi-Fi
    • Porch
    • Patio
    • Air Conditioning
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 July 2017
    We had a wonderful time! Condo was perfect for the 3 of us. It was clean and had everything we needed, looks just like pictures. John was quick to respond with last minute...
    Reviewed 4 August 2016
    In general the facility was in a good shape, pool was clean and the barbecue place was nice and cosy. The cottage itself is perfect for two people, as soon as you need the...
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    About this property
    ESCAPE TO THE WHITE POWDERED SANDS OF THE GULF! Come discover the charming, quiet, and tropical atmosphere, reminiscent of the real, unspoiled Florida, at Gulf Gardens. This rental property has public beach access directly across the street. This beach cottage provides everything for a romantic,...
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    Location Information
    Madeira Beach, Florida 33708
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    103 - Sandy Shores1 / 43
    (1)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Air Conditioning
    • Balcony
    • Cable/satellite TV
    • Wi-Fi
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 March 2018
    The balcony and view made this condo really special! Watch the ever changing sunset from your roomy balcony every evening - wow! The condo, 2/2, has a good floor plan. We really...
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    About this property
    CONSTRUCTION AND REPAIRS CURRENTLY IN PROGRESS (FEBRUARY 2018 - NOVEMBER 2018). SPECIAL RATES IN PLACE. Please note there are structural repairs scheduled for the building during the months of February 2018 through November 2018. The work will does involve concrete repair which WILL include loud...
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    Location Information
    Madeira Beach, Florida 33708
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Madeira Norte Unit 4161 / 31
    (9)Very good
    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 3 weeks ago
    The condo was perfect just as it is shown in pictures. You have everything you could possibly need there no need to bring chairs or beach toys they have them. They were polite...
    Reviewed 5 July 2018
    Arrived at 416 Donald met us and showed round the Condo we were very impressed on first view especially the views from the Balcony (Sunsets were Beautiful) gave us some very...
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    About this property
    Condo, 2 Bedrooms, 1.5 Baths, 6 Sleeps This beautiful, 4th floor, 2 bedroom, luxury condo has living room & master bedroom sliding glass door entrances to a large balcony view of the Gulf of Mexico. The Madeira Norte complex sits on the white, sugar sand beach of Madeira on Florida's Central Gulf...
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    Location Information
    Madeira Beach, Florida 33708
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Beautiful water view condo at the Skyline Resort1 / 27
    (9)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Wi-Fi
    • Housekeeping Included
    • Waterfront
    • DVD Player
    • Air Conditioning
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 February 2018
    The picture was from the balcony of 205 Super moon 1/31/18. Unit 205 was very nice and clean. No need to bring/buy anything for the beach. From towels to beach buggy and...
    Reviewed 14 May 2017
    Great location! Only 15 mins walk to johns pass. Apartment is very clean and has all the appliances you would need! Highly recommend and would definitely stay again! Owner is...
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    About this property
    This beautiful fully equipped condo has beautiful water views of the Boca Ciega Bay and marina, located in the Skyline Resort on Madeira beach, one of the most desirable beaches in the Tampa Bay area. Perfect for up to 6 guests located on the 2nd floor, with a private balcony overlooking the...
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    Location Information
    Madeira Beach, Florida 33708
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    BEACH FRONT CONDO *** MADEIRA BEACH1 / 24
    (3)Average
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
    • Washer
    • DVD Player
    • Ocean Views
    • Waterfront
    • Cable/satellite TV
    • Air Conditioning
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 21 May 2018
    Very nice home. Owner has went above and beyond to make you feel welcome and CLEAN! Nicely updated, and the view...WOW! We’ve been coming down here for 20+ years and this is by...
    Reviewed 3 May 2018
    Great condo and location. John's Pass right across the street with lots of fantastic restaurants and retail. Keith, the owner, is very responsive and helpful. Beach and...
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    About this property
    Welcome to Madeira Norte condo. Gulf front condo at Johns Pass. Relax and enjoy the breath-taking view from our 2-bedroom ,2-bath, and a 24`x 6`Balcony!!! Direct beach front fully furnished condo. Walk from both the master bedroom and livingroom to our spectacular 240+degree view of Madeira Beach...
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    Location Information
    Madeira Beach, Florida 33708
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Air Conditioning
    • Washer
    • Wi-Fi
    • DVD Player
    • Grill
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    Smoking allowed
    About this property
    A superb view from your private balcony in this new resort situated with easy walking distance to Johns Pass Village, and directly across from the most pristine section of beach in the area. The master bedroom is furnished with a King size bed, and the second bedroom is furnished with two twins...
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    Madeira Beach, Florida 33708
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    3 BR Penthouse Condo Located on Boca Ciega Bay1 / 24
    (1)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 January 2017
    This condo was MAGNIFICENT for my family of 5 very different people.It checked all the boxes and this made everyone happy.(Especially me who booked the place)The pool, beach...
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    About this property
    This beautiful, spacious 3 bedroom/3 bathroom penthouse corner unit is located on a scenic intra-coastal waterway directly across the street from the beach. It is approximately 2000 sq. Ft. with an extra 1000 sq. ft of balcony space. It occupies 1/2 of the top floor. This condo features an enormous...
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    Madeira Beach, Florida 33708
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    About this property
    Enjoy the panoramic beach views form this oversized beach front balcony. Watch the dolphins play in the day and the spectacular sunsets in the evening. This large 2 bedroom 2 bath condo features Wi Fi, washer/dryer, 3 TVS, DVD, king bed, 2 double beds, very well equipped kitchen and newer...
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    Madeira Beach, Florida 33708
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Patio
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Ocean Sands, the premier condo building in Madeira Beach is located on an absolutely perfect section of white, soft, sandy beach and offers the most picturesque views of the beach and Gulf of Mexico. This lower floor condo is unique with its extra large, very private, beachfront terrace. The...
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    Madeira Beach, Florida 33708
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 7
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
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    • Waterfront
    • Internet Access
    • Balcony
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This top floor condo has a large, screened in balcony facing the beach and the Gulf of Mexico. The décor is a traditional and comfortable plus the den can be used as another small bedroom with kids bunk beds in it. The kitchen is fully equipped and you are within walking distance to restaurants,...
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    Location Information
    Madeira Beach, Florida 33708
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    About this property
    Spectacular views of the Gulf of Mexico from your corner unit with a large balcony. Direct Gulf front unit at the white sandy beaches of Madeira Beach. This 2 bed/2 bath condo has Gulf views from almost every room. Enjoy breakfast on your balcony overlooking the beach or catch incredible sunsets...
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    Location Information
    Madeira Beach, Florida 33708
    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
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    • Waterfront
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    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This premier condo has a large, screened in balcony facing the beach and the Gulf of Mexico. There will be great memories from the spectacular sunset views. The décor is a traditional and comfortable plus the den can be used as another small bedroom. The kitchen is fully equipped and you are...
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    Madeira Beach, Florida 33708
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    • Balcony
    • Waterfront
    • Cable/satellite TV
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    • Shared Outdoor Pool (Unheated)
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This 5th floor premier condo has a large, screened in balcony facing the beach and the Gulf of Mexico. You have access to the balcony from both the living room and master bedroom where you will see spectacular sunsets. The décor is traditional and comfortable. The updated kitchen is fully...
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    Location Information
    Madeira Beach, Florida 33708
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Madeira Bay Resort 3061 / 46
    (1)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Hot Tub
    • Terrace
    • DVD Player
    • Balcony
    • Internet Access
    • Private Outdoor Pool (Heated)
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 March 2018
    The location was great. It was a very short walk to John's Pass Village. The pool was warm and the hot tub was nice. The unit was clean and everything worked well. We only had...
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    About this property
    *TeemingVR presents MBR306 or Madeira Bay Resort 306 in Madeira Beach* *January -Easter, reservation must fall within Sat-Sat window.* For fun in the sun & at night, this condo is just steps away from Madeira Beach and John's Pass Village & Boardwalk, an eclectic array of specialty boutiques,...
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    Location Information
    Madeira Beach, Florida 33708
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Washer
    • Cable/satellite TV
    • DVD Player
    • Shared Outdoor Pool (Unheated)
    • Waterfront
    • Balcony
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This condo is a large north corner condo that has a screened in balcony facing the beach and the Gulf of Mexico. You have access from both the living area as well as the master bedroom to your balcony. The décor is cozy plus the den can be used as another small bedroom. The kitchen has been...
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    Location Information
    Madeira Beach, Florida 33708
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 BR, 2 BA Surf Song Resort Townhouse #343 Next Availability Jun 9-23 (2 wks)1 / 14
    (9)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    PRIVACY LOCATION SPACE AMENITIES BEST DEAL ON THE BEACH! 1-WEEK MINIMUM RENTALS NOTE: Stated rates and special discounts apply for owner-confirmed reservations only. Early check-in and late departure (when possible) no charge. All rates based on 4 occupants. Ideal location, with beautiful...
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    Madeira Beach, Florida 33708
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    2-1208 - Ocean Sands1 / 47
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Washer
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    • Patio
    • Private Outdoor Pool (Unheated)
    • Hot Tub
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    • Cable/satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 31 August 2017
    Excellent location. The unit was exactly as it was portrayed within listing. Would definitely stay here again.
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    About this property
    The Best on the Beach! The Ocean Sands complex is located conveniently at the North end of Madeira Beach, with easy access to Johns Pass Village as well as to the surrounding beach communities. This top floor (12th floor) corner unit on the North end of the complex gives an absolutely...
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    Location Information
    Madeira Beach, Florida 33708
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Sea Breeze 6081 / 40
    (2)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Parking
    • Private Outdoor Pool (Heated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    ** When you call, reference this unit code SB608 or Sea Breeze 608 ** *Reservation must fall within Sat-Sat booking window* You will not want to miss out on this delightful vacation spot. Unit 608 at the Sea Breeze Condominium has it all. It is situated directly on the powdery sands on the Gulf...
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    Location Information
    Madeira Beach, Florida 33708
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    211 - Sandy Shores1 / 43
    (3)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Balcony
    • Terrace
    • Private Outdoor Pool (Unheated)
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    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 December 2017
    Super Clean, Spacious Condo for 5 of us staying here. Quiet beach access and walking distance to Johns Pass. Traveled from MA and couldn't be happier with our stay
    Reviewed 26 August 2014
    My husband and I and our son and daughter-in-law spent almost a week here. Lovely, well equipped condo. The beds were very comfortable. It was very spacious for 4 adults. The...
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    About this property
    CONSTRUCTION AND REPAIRS CURRENTLY IN PROGRESS (FEBRUARY 2018 - NOVEMBER 2018). SPECIAL RATES IN PLACE. Please note there are structural repairs scheduled for the building during the months of February 2018 through November 2018. The work will does involve concrete repair which WILL include loud...
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    Location Information
    Madeira Beach, Florida 33708
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Charming studio cottage at Gulf Gardens Resort in Madeira Beach1 / 4
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    COME VISIT THE GEM OF MADEIRA BEACH, AND DISCOVER THE CHARM THAT HAS VISITORS COMING BACK FOR DECADES. Enjoy a quiet, tropical, old Florida feel that's a hard to find anywhere in Pinellas County. This property features lush landscaping and one of the largest, cleanest pools you'll find around....
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    Madeira Beach, Florida 33708
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Quaint and charming studio cottage by the beach1 / 23
    (7)Very good
    Studio, 1 Bathroom, Sleeps 4 Quick View
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    Certificate of Excellence
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    • Parking
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 January 2018
    This unit has a great location. Right across the street from beach entry and troley/bus stop, walking distance both ways from restaurants like Bubba Gump, Hooters, supermarket...
    Reviewed 12 March 2016
    It was a nice stay for us. We stayed July 2015 and do apologize for just now writing a review. I thought it was a good location and your across the street from the beach. The...
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    About this property
    Our unit is part of Gulf Gardens Resort at 14141 Gulf Blvd Madeira Beach Fl. Quaint and charming studio cottage with full kitchen, one bath, and all the linens included. We are across the street from the beautiful Gulf of Mexico. Our cottage can comfortably sleep 4 people on our custom built wall...
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    Location Information
    Madeira Beach, Florida 33738
    Holiday Rental House - 1 Bathroom, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Private Outdoor Pool (Unheated)
    • Hot Tub
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    • Patio
    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is the ultimate beachfront condo, complete with simply amazing views from the top floor of this immaculately maintained complex located just a few blocks from Johns Pass Village in Madeira Beach. The condo has been completely outfitted for all your vacation needs, with comfort and luxury in...
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    Location Information
    Madeira Beach, Florida 33708
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Trillium #1C1 / 23
    (3)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Balcony
    • Internet Access
    • Waterfront
    • DVD Player
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    • Cable/satellite TV
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 March 2015
    We stayed 2 wks in Mar and had an awesome view from the spacious balcony we watched the dolphins daily and walked the beach..After leaving OH winter it was a great way to spend...
    Reviewed 4 August 2014
    Trillium 1C is one of only 15 units in the building. 1C is nicely finished with granite kitchen countertops, stainless appliances, and tile floors throughout. We stayed with...
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    About this property
    It doesn’t get much better than this spectacular, newly renovated, north corner, Gulf front condo. The new kitchen is top of the line with granite countertops and stainless steel appliances. You have a great view of the Gulf from the breakfast bar, living room and balcony. The tasteful décor...
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    Madeira Beach, Florida 33708
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    HOLIDAY VILLAS III- WOW CALL US QUICK!1 / 24
    (5)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Waterfront
    • Cable/satellite TV
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    • Ocean Views
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    • Housekeeping Included
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    For avail and other questions, best to call us at the number listed on contact owner vs email- phone is best as availability changes constantly. Completely renovated: Condo completed updated and freshly painted with new everything. New ceramic tile and carpet throughout. Most recent guests rate...
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    Location Information
    Madeira Beach, Florida 33785
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    Trillium #5B1 / 25
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • DVD Player
    • Waterfront
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    • Private Outdoor Pool (Heated)
    • Cable/satellite TV
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 September 2017
    We've been staying here for the past three years and plan on continuing. This is a thoroughly modern and comfortable condo with a great location and spectacular view. Spacious...
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    About this property
    Light, bright and comfortable describes this top floor Gulf front condo. And, it has a fantastic view of the beach from the living room and both bedrooms as well as the balcony. The sunsets are second to none. The kitchen is totally remodeled with Granite counter tops and is fully equipped. Your...
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    Location Information
    Madeira Beach, Florida 33708
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Villa Madeira #4041 / 31
    (2)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Waterfront
    • Washer
    • Balcony
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    • Shared Outdoor Pool (Unheated)
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    • Air Conditioning
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 January 2015
    Condo exceeded our expectations and was clean with most everything you needed for the stay. Beds were comfortable and lots of linens and pillows etc.The Kitchen was well...
    Reviewed 17 September 2014
    We visited Madeira Beach first week of September. The weather was great, the beaches were beautiful, the water was around 88 degrees. We saw dolphins every morning feeding and...
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    About this property
    Comfortable, over-stuffed wicker furniture welcome you to this beach front condo. The view of the beach and the Gulf of Mexico from the large screened in balcony is super! Plus, the master bedroom has a door to the balcony as well. The kitchen has been renovated and is fully equipped. The...
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    Location Information
    Madeira Beach, Florida 33708
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Washer
    • Cable/satellite TV
    • Waterfront
    • Shared Outdoor Pool (Unheated)
    • Balcony
    • Air Conditioning
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Many updates have been made in this Gulf front condo. The renovated kitchen is beautiful and fully equipped. Sparkling tile on the floors, modern furniture, a king bed, queen bed and twin beds in the den are just a few of the pluses. The big screened-in balcony is the perfect spot for watching...
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    Location Information
    Madeira Beach, Florida 33708
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Trillium #5A1 / 26
    (2)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Washer
    • Balcony
    • DVD Player
    • Waterfront
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 August 2014
    we had a wonderful time at the trillium 5A! the condo was beautiful and the views were amazing! the beach was great,would recommend renting one of those little cabanas on the...
    Reviewed 21 December 2013
    This condo has been very well refurbished with super furniture and appliances.Sitting on the balcony you can view the beach and Gulf, watch the pelicans and dolphins go by as...
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    About this property
    This large, south corner condo has been beautifully renovated and tastefully furnished. The living room, dining area and kitchen have a bright, open floor plan with beautiful tile floors. Relax in the evening with your sleep number beds! The view of the beach and the Gulf of Mexico from the...
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    Location Information
    Madeira Beach, Florida 33708
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Arie Dam 5031 / 22
    (2)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Terrace
    • Internet Access
    • Grill
    • Hot Tub
    • Balcony
    • DVD Player
    • Parking
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 June 2018
    We just got back from q week at Maderia Beach and stayed in this condo. The condo is absolutely amazing. The pictures don't do it justice. The condo has everything you could...
    Reviewed 26 April 2017
    stayed there 4/8-22 2017. Did much research and found this unit to be simply beautiful. Booked thru teeming vr and they are wonderful, helpful folks. this unit has had extensive...
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    About this property
    ** TeemingVR presents AD503 or Arie Dam 503 in Madeira Beach, FL ** *Reservation must fall within Sat-Sat booking window* Arie Dam is the quintessential beachfront destination offering comfort, convenience and class for an unforgettable vacation experience. Sweeping, panoramic views of turquoise...
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    Location Information
    Madeira Beach, Florida 33708
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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