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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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    HAVE IT ALL, WITHOUT BREAKING THE BANK1 / 34
    (19)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 6 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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    Kima 403 2bedroom  Gulf Front Condo    PRICELESS SUNSETS!1 / 27
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Madeira Norte #3041 / 24
    (6)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Internet Access
    • Washer
    • Waterfront
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Cable/satellite TV
    • Air Conditioning
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 June 2015
    We enjoyed our vacation even more since we stayed in Madeira Norte. Although it would have been great to have a rental overlooking the beach, we did not mind the side looking...
    Reviewed 9 August 2014
    The condo was beautiful and comfortable. The location would be hard to beat with John Pass village across the street and the beach is on your doorstep. I would book again in...
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    About this property
    This light, bright and inviting condo has recently been re-decorated with beautiful tile throughout and comfortable furniture for relaxing. The kitchen has been updated with granite counter tops and sleek black appliances. Plus, you can enjoy the balmy weather on your private balcony with access...
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    33708, Madeira Beach, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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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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    33708, Madeira Beach, Florida
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Sea Breeze1 / 27
    (9)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Parking
    • Balcony
    • Air Conditioning
    • Cable/satellite TV
    • DVD Player
    • Hot Tub
    • Internet Access
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 July 2017
    My family has stayed in Sea Breeze 108 for 10 years. Best condo in Madeira Beach. We have always been pleased.
    Reviewed 22 March 2017
    Beach was beautiful, had nice pool and hot tub. Beautiful balcony facing the ocean. Walking distance to johns pass which has great restaurants and shops.
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    About this property
    on going specials: Last minute weeklh rental 20% discount For reservations of 4 or more continous weeks is 20% Loacated directly on the white beaches of the Gulf Coast this large deluxe 1625 sq. ft. condo is only minutes from many quality restaurants and attractions. enjoy the balcony view of...
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    33708, Madeira Beach, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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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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    33708, Madeira Beach, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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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
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    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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    33708, Madeira Beach, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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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 4 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 4 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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    33708, Madeira Beach, Florida
    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 22 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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    33708, Madeira Beach, Florida
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Washer
    • DVD Player
    • 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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    33708, Madeira Beach, Florida
    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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    • Air Conditioning
    • Wi-Fi
    • Patio
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    • Grill
    • Cable/satellite TV
    • DVD Player
    Suitability
    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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    33708, Madeira Beach, Florida
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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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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    33708, Madeira Beach, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Ocean Views
    • Air Conditioning
    • Grill
    • Washer
    • Patio
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Imagine sitting on your own private balcony that offers unbeatable views of the Gulf of Mexico and the white sand of Madeira Beach!! You can enjoy this and more when reserving this Direct Beach View 1 bedroom, 1 bathroom condo. This large open plan beach retreat has everything you need for a...
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    33708, Madeira Beach, Florida
    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
    33708, Madeira Beach, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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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
    33708, Madeira Beach, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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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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    33708, Madeira Beach, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Grill
    • Hot Tub
    • DVD Player
    • Balcony
    • Cable/satellite TV
    • Washer
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Looking to vacation in northern Madeira Beach? This popular 2 bedroom, 2 bath retreat is ready for you to enjoy! Offering spectacular pool and panoramic beach views, it doesn't get much better than this! Open floor plan offers plenty of room for up to six guests. Large kitchen offers breakfast...
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    33708, Madeira Beach, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Washer
    • Ocean Views
    • Patio
    • Air Conditioning
    • Grill
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Fantastic large open plan one bedroom one bath unit at Sandy Shores. Updated Kitchen with granite counter tops and maple cabinetry, fully stocked with everything you need. Large living area has ample seating and opens out the the direct beach front balcony looking over the beach and Gulf of Mexico....
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    33708, Madeira Beach, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Washer
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    • Terrace
    • Internet Access
    • Balcony
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Savor Gorgeous Gulf Views and Stunning Sunsets From this Corner Condo in Renowned Madeira Beach! Situated in highly acclaimed Madeira Beach, this updated and roomy condo is the quintessential beach get-away. We invite you to gather with friends on the generous balcony to dine al fresco or to...
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    Location Information
    33708, Madeira Beach, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
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    • Balcony
    • Shared Outdoor Pool (Unheated)
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    Pet friendly
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    About this property
    Beautiful, light filled and well decorated beachfront corner unit located on a quiet stretch of northern Madeira Beach has everything you need and more! With 1,500 square feet of open living space, this 2 bedroom, 2 bathroom home enjoys one of a kind ocean views from the living area, master bedroom...
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    33708, Madeira Beach, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Ocean Sands 2-3021 / 23
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Hot Tub
    • Internet Access
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Patio
    • Grill
    • DVD Player
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 November 2017
    What beautiful accommodations. The pictures don’t do it justice. Spacious, well equipped, with modern appliances; tastefully decorated and yet fully functional. Personally would...
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    About this property
    Spectacular, Fully Renovated Beachfront Treasure in Madeira Beach! Feast your eyes on this fabulous upscale beauty with a balcony to die for. Ocean Sands has been renovated from top to bottom and offers you a premier vacation spot with luxury in mind. This gem is laden with upscale details and...
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    Location Information
    33708, Madeira Beach, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Grill
    • Shared Outdoor Pool (Unheated)
    • Balcony
    • Wi-Fi
    • Parking
    • Cable/satellite TV
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    You won't be disappointed with this wonderful beachfront 3 bedroom, 2 bathroom vacation retreat located in northern Madeira Beach. Everything you need is here and just steps from the ocean, pool, spa, BBQ, including John's Pass Village just a short mile away. The staff looks forward to taking...
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    33708, Madeira Beach, Florida
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
    • Ocean Views
    • Air Conditioning
    • Grill
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Balcony
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Light and bright with tropical decor and many windows looking out and over Madeira Beach and the Gulf of Mexico. Living area has ample seating, and opens out to the beach front balcony. Large bedroom has two queen beds, television and walk in closet. Linens, extra towels and pillows are provided...
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    Location Information
    33708, Madeira Beach, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Washer
    • DVD Player
    • Wi-Fi
    • Balcony
    • Hot Tub
    • Grill
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Endless Gulf Views and Modern Flair in Desirable Madeira Beach! Arie Dam is the quintessential beachfront destination offering comfort, convenience and class for an unforgettable vacation experience. Sweeping, panoramic views of turquoise waters and rich evening sunsets will punctuate your...
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    Location Information
    33708, Madeira Beach, Florida
    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
    33708, Madeira Beach, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Balcony
    • Grill
    • Cable/satellite TV
    • Wi-Fi
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Top Floor one bedroom one bath, extra large open floor plan. Accommodates up to 4 persons. This great Sandy Shores unit offers updated kitchen with breakfast bar seating, and an updated bath. Sleeping included two queen beds in the bedroom and sleeper sofa in living area. Large flat screen in...
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    Location Information
    33708, Madeira Beach, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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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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    Location Information
    33708, Madeira Beach, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Smoking allowed
    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
    33708, Madeira Beach, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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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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    Location Information
    33708, Madeira Beach, Florida
    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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    Location Information
    33708, Madeira Beach, Florida
    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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    Location Information
    33708, Madeira Beach, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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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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    • Parking
    • DVD Player
    • Air Conditioning
    • Wi-Fi
    • Cable/satellite TV
    • Grill
    Suitability
    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
    33738, Madeira Beach, Florida
    Holiday Rental House - 1 Bathroom, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    BEACH LOVERS AND WATER ENTHUSIASTS!!! DIRECT BEACH FRONT Fabulous Gulf views from large balcony that is accessed from both the living room and master bedroom. Tastefully decorated with a beach theme. Full size washer and dryer for your convenience. Come experience the coastal lifestyle in this...
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    Location Information
    33708, Madeira Beach, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Villa Madeira #309 Madeira Beach Updated 3 bedroom Beachfront1 / 23
    (7)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Washer
    • Balcony
    • Waterfront
    • Ocean Views
    • Cable/satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 September 2017
    votes: We loved the location of this condo. It is beautifully decorated and the balcony had really nice furniture and spectacular views of the gulf. We loved the ceiling fan on...
    Reviewed 24 September 2017
    It was a girls trip with my sister and two wonderful friends. We enjoyed our stay at this condo very much! Everything was just as presented. The kitchen was fully stocked with...
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    About this property
    Madeira Beach Condo Rental by Owner Updated beachfront three-bedroom vacation condo. January Specials. The beachfront condo directly overlooks the glistening Gulf of Mexico and sparkling white, sandy beach of Madeira Beach, less than one mile from the famous John's Pass Village. The condominium...
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    Location Information
    33708, Madeira Beach, Florida
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Patio
    • Washer
    • Wi-Fi
    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Cable/satellite TV
    • Hot Tub
    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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    Location Information
    33708, Madeira Beach, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 7
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Wi-Fi
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Balcony
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    SPECIAL NOTE FOR LAS BRISAS GUESTS BETWEEN THE DATES OF AUGUST 13 TO NOVEMBER 4, 2018: There is a building-wide balcony restoration project that is scheduled to take place between the dates of August 13 and November 4, 2018. It is very likely that the pool will be closed during this time and...
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    Location Information
    33708, Madeira Beach, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Arie Dam 1021 / 24
    (4)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Private Outdoor Pool (Heated)
    • Grill
    • Terrace
    • Internet Access
    • DVD Player
    • Hot Tub
    • Parking
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 July 2018
    This location is perfect! The trolley picks up right in front of this property. We had rented a car, but definitely could easily use the trolley or free rides app. Place was...
    Reviewed 15 January 2018
    My wife, 2 kids and I stayed at this wonderful condo for 2 weeks during the 2017 holidays. The place is beautifully decorated and is very clean. The beautiful beach theme decor...
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    About this property
    *Teeming Vacation Rentals present AD102 or Arie Dam 102 in Madeira Beach* *Reservation must fall within Sat-Sat booking window* An extraordinary Gulf front experience awaits in this exquisite Oceanside retreat on the silver sands of Madeira Beach. Punctuated by its refined, modern style,...
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    Location Information
    33708, Madeira Beach, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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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 13 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
    33708, Madeira Beach, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Parking
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    Pet friendly
    Kid friendly
    Smoking allowed
    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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    Location Information
    33708, Madeira Beach, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Villa Madeira #207 Madeira Beach Updated Tommy Bahama1 / 24
    (4)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Wi-Fi
    • Cable/satellite TV
    • Air Conditioning
    • Patio
    • Waterfront
    • Ocean Views
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 September 2017
    Had a very relaxing week. All our expectations were met. Recently updated condo. Clean comfortable and right on beautiful Maderia beach. Close enough to St. Johns Pass yet like...
    Reviewed 23 September 2017
    We have stayed at this condo twice in the past few years and loved it. It is well kept up and had everything we needed including beach towels, a cooler and toys for the beach...
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    About this property
    Madeira Beach Condo Rental by Owner Updated beachfront three-bedroom vacation condo. Owner Operated by: Pam Carpentier The Beachfront Condo with its huge balcony directly overlooks the glistening Gulf of Mexico and sparkling white, sandy beach of Madeira Beach, less than 1 mile from the famous...
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    Location Information
    33708, Madeira Beach, Florida
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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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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    Location Information
    33708, Madeira Beach, Florida
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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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 8 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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    Location Information
    33708, Madeira Beach, Florida
    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
    33708, Madeira Beach, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    412 - Madeira Place1 / 43
    (1)Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    • Grill
    • Cable/satellite TV
    • DVD Player
    • Patio
    • Air Conditioning
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 March 2017
    Beautiful beach across the street. Great apartment, everything you could need. Even had kids toys and gear for the beach and nice pool on the property. Close to restaurants and...
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    About this property
    This spacious top floor unit in Madeira Beach has been completely refurnished, and is fresh and ready for your Florida beach vacation! The private balcony gives an unobstructed view of the beach and Gulf of Mexico, and is perfectly positioned for morning coffee, Sunset viewing or daytime relaxing....
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    Location Information
    33708, Madeira Beach, Florida
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 4
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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
    33708, Madeira Beach, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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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
    33708, Madeira Beach, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Kima 503 Madeira Beach Front 2bd/2bath Condo  Top Floor  WHITE SANDY BEACHES!1 / 13
    (24)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Terrace
    • Waterfront
    • Air Conditioning
    • Ocean Views
    • Parking
    • Private Outdoor Pool (Unheated)
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 September 2016
    We recently stayed 7 nights at this fabulous condo. It is located directly on Madeira Beach with a balcony overlooking the gulf waters. This place is amazing ! It has a complete...
    Reviewed 20 March 2016
    This condo was perfect for our group. We had everything we needed. When we arrived, the A/C wasnt working. We told them and they were there to check it in less than 30 min. Had...
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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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    Location Information
    33708, Madeira Beach, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2BR Madeira Beach Condo Steps from the Beach!1 / 26
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Washer
    • Terrace
    • Air Conditioning
    • Grill
    • DVD Player
    • Balcony
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 August 2017
    I'm so glad that I chose this condo instead of a more expensive one. The condo is just like the pictures. It was fairly clean and had all the necessary items except rubbermaid...
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    About this property
    Escape to paradise in Madeira Beach at this 2-bedroom, 2-bathroom vacation rental condo that comfortably sleeps 8. The private balcony, soaring palm trees, and tranquil environment will make this rental one you'll never forget. If chartering a fishing boat or jet skiing around Florida's sparkling...
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    Location Information
    33708, Madeira Beach, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    Boca Ciega Cottage1 / 36
    (3)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Waterfront
    • Cable/satellite TV
    • Patio
    • DVD Player
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 February 2015
    It was very nicely furnished, but the shared hot tub and pool with the next door neighbors, and an automatic $50 charge for "turning on" the hot tub even if not used was...
    Reviewed 5 December 2013
    Stayed with husband here for 2 weeks may 2013. Amazing cottage. Use of deck was lovely to eat during day and family renting nearby came to dinner for bbq and we ate out on deck...
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    About this property
    Private Waterfront Cottage. Private Dock. Waterfront Pool Access. Easy Walk to the Beach. This picture perfect Bayfront private house is ready to surround you in comfort. Walk through the beautifully landscaped yard and into the front door of this private residence and you will find yourself in...
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    Location Information
    33708, Madeira Beach, Florida
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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