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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.
    184 Matching Rentals in Madeira BeachView all 268 rentals
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    Madeira Norte #304 - Across from John's Pass / Private Balcony / UPDATED!1 / 24
    (7)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Kima 403 2bedroom  Gulf Front Condo    PRICELESS SUNSETS!1 / 27
    (3)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Grill
    • Washer
    • Waterfront
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Cable/satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    PLEASE NOTE: There is an exterior building-wide painting project scheduled for early-August through late-September, 2019. There will never be a need to go inside the condo, but this condo may have some work being done directly outside of the balcony with some scaffolding needed. The pool will be...
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    Madeira Beach, Florida 33708
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    BEACH FRONT CONDO *** MADEIRA BEACH1 / 24
    (4)Very good
    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 18 June 2019
    It was a beautiful condo the views are beautiful ,everything inside was clean and tidy would recommend this most highly
    Reviewed 20 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...
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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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    Madeira Beach, Florida 33708
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Stay on the Beach Across from John's Pass. Fantastic Location!1 / 45
    (3)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Balcony
    • Terrace
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • 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
    With an over $2 million exterior renovation now finished, the Sandy Shores building in Madeira Beach is the perfect location for your Florida Vacation! Stay on the Beach Across from John's Pass. Fantastic Location! This modern and beautifully kept resort is located directly on the beach, and just...
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    Madeira Beach, Florida 33708
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Villa Madeira 301-South corner with huge wrap around balcony, simply amazing!1 / 26
    (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. The floors are tile throughout. The kitchen is fully equipped and you are within...
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    Madeira Beach, Florida 33708
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    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
    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! This fully equipped condo has all that you need to make dinners in with plenty of space around the...
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    Madeira Beach, Florida 33708
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    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
    Trillium #2C - Beach Front Condo with private balcony!1 / 25
    (1)Excellent
    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
    Reviewed 8 September 2018
    The location of this beautiful condo is perfect. Stunning sunset views from the balcony and the sound of the waves on the shore. The kitchen is stocked with everything you could...
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    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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    Across from the Beach and an Easy Walk to Johns Pass Village.  Great Value in a1 / 45
    (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
    HAVE IT ALL, WITHOUT BREAKING THE BANK1 / 17
    (20)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Hot Tub
    • Cable/satellite TV
    • Sauna
    • Air Conditioning
    • DVD Player
    • Wi-Fi
    • Grill
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 July 2019
    The Condo was great. Nice quiet area. One of the pools is right next door. The beach is within walking distance. Janet was great to work with, responded quickly to any...
    Reviewed 27 July 2017
    Condo was located in a quiet area and the beach was just a short walk away. Pools were such a treat. The yacht club has a nice area to walk around with a park across the street...
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    About this property
    LOCATION, LOCATION, LOCATION. Lovely 2 bedroom, Jack and Jill bath condo in the beautiful Madeira Beach Yacht Club right on the Boca Ciega Bay, 150 yards from endless Gulf of Mexico Beach. This gated, lanscaped club boasts two pools, fitness center, hot tub, fishing piers, billiards room and...
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    Location Information
    Madeira Beach, Florida 33708 1941
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
    Beachfront Sea Breeze #1021 / 17
    (3)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Washer
    • Hot Tub
    • Wi-Fi
    • Air Conditioning
    • Ocean Views
    • DVD Player
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 April 2018
    Convenient location with beautiful of gulf. Bocci ball court was fun.Nice pool with jacuzzi. Would stay here again.
    Reviewed 9 November 2017
    there are a good selection of restaurants & bars near by and a Beautifull beach to walk.the pool and hot tub excellent and have found the other guests to be very friendly...
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    About this property
    This beautiful beachfront condo was redecorated and updated in December 2017. You will be directly on the white sands of Florida's Gulf Coast watching the sun set off the balcony. In less than a minute, you can leave the condo and have your feet on the warm sand. Our two bedroom, two full bath...
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    Location Information
    Madeira Beach, Florida 33708
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Private Outdoor Pool (Unheated)
    • Hot Tub
    • DVD Player
    • Air Conditioning
    • Washer
    • 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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    Madeira Beach, Florida 33708
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    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
    Madeira Beach, Florida 33708
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Great Location! Comfort and Space. Perfect Sunset View.1 / 45
    (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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    Madeira Beach, Florida 33708
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    33% OFF for 2019!  Book Now!1 / 17
    (8)Excellent
    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
    Worry no more with this immaculate and updated unit with the convenience of a ground floor location right next to the pool and clubhouse 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...
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    Location Information
    Madeira Beach, Florida 33708
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
    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
    With an over $2 million exterior renovation now finished, the Sandy Shores building in Madeira Beach is the perfect location for your Florida Vacation! Sandy Shores is perfectly located on the sand in Madeira Beach. Just across the street from Johns Pass Village, the center of town, with fabulous...
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    Madeira Beach, Florida 33708
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • DVD Player
    • Waterfront
    • Cable/satellite TV
    • Washer
    • Balcony
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Spend your vacation at this three bedroom Penthouse condo on the Beach! The Villa Madeira Resort in Madeira Beach is the perfect location for your family vacation. This secure and well maintained building is located in the heart of Madeira Beach, is in easy walking distance to John's Pass, and is...
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    Location Information
    Madeira Beach, Florida 33708
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    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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    The Finest Corner Unit Penthouse in Ocean Sands.  Beautifully Remodeled and an I1 / 58
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Washer
    • Wi-Fi
    • Patio
    • Private Outdoor Pool (Unheated)
    • Hot Tub
    • Air Conditioning
    • 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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    Madeira Beach, Florida 33708
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Spacious Condo in a New Resort and Spa.  Two King Beds.  Two Private Balconies!1 / 48
    (3)Average
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Private Outdoor Pool (Unheated)
    • Hot Tub
    • Patio
    • Air Conditioning
    • Washer
    • DVD Player
    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 July 2017
    We had a great stay, 4 adults a teenager and a child. Condo was beautiful and well furnished. There were even beach toys for use. The master bedroom has a great view of the bay...
    Reviewed 11 July 2015
    2 bedroom condo very nicely decorated. Master is very light with view of the boats but the room gets very warm even with the air turned down, The other room is dark and gets...
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    About this property
    Oversized Two Bedroom Condo in a New Resort and Spa. Private Balconies, and Just Steps from the Beach. Enjoy all the comforts of home in this spacious and newly furnished two bedroom condo. Plenty of space for the whole group, with two private balconies, upgraded TV's and furniture, a...
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    Madeira Beach, Florida 33708
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Bayfront Luxury Waterfront Cottage. Private Dock.  The Very Finest of Everything1 / 38
    (4)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 5 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 7 November 2018
    This cottage is stunning! Secluded, private, quiet, beautifully decorated and landscaped. The pool is gorgeous. Views of the bay with the boats gliding in and out so peaceful...
    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...
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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
    Madeira Beach, Florida 33708
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
    # 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
    Madeira Beach, Florida 33708
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Outstanding Corner Unit in the Sea Breeze Resort!1 / 48
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Patio
    • Grill
    • Cable/satellite TV
    • Wi-Fi
    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 August 2017
    We rented this condo for a short stay from Aug 23-26. The location was great. Super convenient and on one of the most stunning beaches we've been to. The sand is a soft, white...
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    About this property
    Updated corner unit with two balconies has everything you need for a fantastic vacation. The entire interior, from bedrooms to bathrooms, has been updated and upgraded to be one of the nicest units in the whole resort. A corner unit on the 4th floor, the layout spans the entire width of the...
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    Location Information
    Madeira Beach, Florida 33708
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    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
    Madeira Beach, Florida 33708
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 7
    Best value in Clearwater/ St. Pete region!1 / 41
    (2)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Washer
    • DVD Player
    • Air Conditioning
    • Hot Tub
    • Waterfront
    • Wi-Fi
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 March 2019
    This was our first time renting a condo in sunny Florida and we picked a winner! All the photos on the website are exactly as pictured and had everything we needed - lots of...
    Reviewed 25 September 2018
    My wife and I wanted a relaxing visit near the beach. We found it at this condo. Within walking distance to the ocean, restaurants, and a park. Close to many tourist attractions...
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    About this property
    This is a spacious condominium built on two levels (levels 2&3) and it is part of the Madeira Beach Yacht Club Condominiums complex. Recently it was completely remodeled and refurnished in contemporary style. The Yacht Club at Madeira Beach laps the Boca Ciega Bay and is close to Madeira’s finest...
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    Location Information
    Madeira Beach, Florida 33708
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    1 Bedroom Madeira Beach Cottage1 / 12
    (2)Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
    • Grill
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    • 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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    Madeira Beach, Florida 33708
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    Tropical escape w/ community pool & hot tub, private laundry -easy Gulf access!1 / 29
    (3)Average
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Hot Tub
    • Shared Outdoor Pool (Unheated)
    • Balcony
    • Air Conditioning
    • Cable/satellite TV
    • DVD Player
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 November 2016
    Great value on the beach. Walking distance to John's Pass, right across from the beach. You can't touch the price anywhere else on the beach.Nice condo with washer and dryer.
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    About this property
    The Baysider at Madeira Bay Resort Laid-back living with luxury resort amenities is what you get when you book this two-bedroom, one-bathroom Madeira Beach vacation rental. With space for up to six guests, this home features a community pool, hot tub, and beach access! Located on the third floor...
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    Location Information
    Madeira Beach, Florida 33708
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Cable/satellite TV
    • Air Conditioning
    • Balcony
    • Wi-Fi
    • Terrace
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    With an over $2 million exterior renovation now finished, the Sandy Shores building in Madeira Beach is the perfect location for your Florida Vacation! Sandy Shores is located on the sugary sand beaches of Madeira Beach. Great swimming, fishing, and directly across from Johns Pass Village -- one of...
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    Location Information
    Madeira Beach, Florida 33708
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Exceptional View.  Excellent Location.1 / 44
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Private Outdoor Pool (Unheated)
    • Patio
    • Wi-Fi
    • Washer
    • DVD Player
    • Cable/satellite TV
    • Hot Tub
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 October 2016
    We loved this condo. The balcony has a beautiful view of the ocean and the sunset every night was spectacular. It is a great location for getting around and it's a short...
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    About this property
    Enjoy perfect sunset views from this large recently renovated Gulf front condo. Ocean Sands is located on the soft sugary sands of Madeira Beach, and features a resort style heated pool with hot tub, covered parking, secured building, and upscale landscaping all around. You will be in walking...
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    Location Information
    Madeira Beach, Florida 33708
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Trillium #1C - Beach Front Condo with private balcony!1 / 25
    (3)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Balcony
    • Internet Access
    • Waterfront
    • DVD Player
    • Washer
    • Air Conditioning
    • 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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    Location Information
    Madeira Beach, Florida 33708
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    1 Bedroom, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Washer
    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Cable/satellite TV
    • Hot Tub
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Madeira Beach Yacht Club is ideally situated at the North end of Madeira Beach within walking distance of plenty of great restaurants and activities. The beaches are just a few minutes walk away, and John's Pass Village is a quick 5 minute drive. You'll find everything you need in this secure...
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    Location Information
    Madeira Beach, Florida 33708
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 6
    Gulf Gardens Resort - 1 BR Cottage1 / 8
    (11)Very good
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Grill
    • Cable/satellite TV
    • Washer
    • Balcony
    • Wi-Fi
    • DVD Player
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Steps to the white sands of Madeira Beach! 1 BR/1 bath cottage with separate dining and living areas. Newly updated, completely furnished including linens and fully stocked kitchen..all you need are the groceries! Parking in front of your cottage. Private heated tropical pool, gazebo with...
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    Location Information
    Madeira Beach, Florida 33708
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    Gorgeous Views of the Gulf of Mexico From Your Private Balcony.1 / 49
    (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
    Madeira Beach, Florida 33708
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • DVD Player
    • Washer
    • Wi-Fi
    • Waterfront
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Relax in style in one of the most desirable buildings on the beach. The Chambre building is a small, very private and secure complex located on arguably the very best beach that the area has to offer. You’re just a few minutes walk down the sand to Johns Pass Village, but far enough away from the...
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    Location Information
    Madeira Beach, Florida 33708
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Air Conditioning
    • Patio
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Hot Tub
    • DVD Player
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The upscale and immaculately maintained Ocean Sands complex boasts one of the very largest and nicest pool areas on the beach, with a hot tub, spacious lounging area, and wide sweeping views of the Gulf of Mexico and our pristine beaches. We are located close to great restaurants, shopping, and...
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    Location Information
    Madeira Beach, Florida 33708
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Patio
    • Air Conditioning
    • Wi-Fi
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    • Waterfront
    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    PLEASE NOTE: There is an exterior building-wide painting project scheduled for early-August through late-September, 2019. There will never be a need to go inside the condo, but this condo may have some work being done directly outside of the balcony with some scaffolding needed. The pool will be...
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    Location Information
    Madeira Beach, Florida 33708
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Lower Floor Corner Unit.  Outstanding View.  Quiet and Private.1 / 42
    (1)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Grill
    • Wi-Fi
    • DVD Player
    • Washer
    • Hot Tub
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 April 2017
    This condo is very spacious and comfortable. The kitchen is smaller, but we didn't cook very much, since we preferred the outdoor grill beside the swimming pool and hot tub...
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    About this property
    Corner unit on the second floor, with outstanding view of the beach and Sunset! Master bedroom has a Queen size bed and private en suite bath with tub/shower. Second bedroom is furnished with two Twin size beds. TV's in both bedrooms. The large living room gives and full West and North view of...
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    Location Information
    Madeira Beach, Florida 33708
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Trillium #5C - Beach Front Condo with private balcony!1 / 24
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Private Outdoor Pool (Heated)
    • Washer
    • Cable/satellite TV
    • Air Conditioning
    • Balcony
    • Parking
    • Waterfront
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 July 2016
    The view of the beach is amazing! Then condo is just fantastic. The master bathroom shower is huge. The place is so warm and inviting. It is absolutely great.
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    About this property
    From the moment you enter, this totally renovated north corner condo will take your breath away. Enjoy sweeping views of the beach and the Gulf of Mexico from your private balcony. Inside your condo, the contemporary décor creates the perfect atmosphere to relax and unwind. The spacious living...
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    Location Information
    Madeira Beach, Florida 33708
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Patio
    • Air Conditioning
    • DVD Player
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    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Corner Unit Views. Great Location. Resort Style Pool and the Best Beaches in the Area! This upper floor, corner unit condo in Ocean Sands complex on Madeira Beach provides a real home-away-from-home feel for your Florida beachfront stay. With updates throughout, newer furniture, and space for...
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    Location Information
    Madeira Beach, Florida 33708
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
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    • Hot Tub
    • Cable/satellite TV
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Whether you're looking for the perfect Florida beachfront vacation spot or the comfort of a beachfront Winter home, the Sea Breeze building located in the heart of Madeira Beach is your destination. Within an easy walk of Johns Pass Village, and a quick drive over to downtown St Petersburg, you'll...
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    Location Information
    Madeira Beach, Florida 33708
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Terrace
    • Balcony
    • DVD Player
    • Air Conditioning
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    With an over $2 million exterior renovation now finished, the Sandy Shores building in Madeira Beach is the perfect location for your Florida Vacation! The Best of the Best! Get the perfect location of the Sandy Shores resort and the most updated and well furnished unit in the building. The condo...
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    Location Information
    Madeira Beach, Florida 33708
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Private Outdoor Pool (Unheated)
    • Washer
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    • Patio
    • Air Conditioning
    • DVD Player
    • Grill
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    PLEASE NOTE: There is an exterior building-wide painting project scheduled for early-August through late-September, 2019. There will never be a need to go inside the condo, but this condo may have some work being done directly outside of the balcony with some scaffolding needed. The pool will be...
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    Location Information
    Madeira Beach, Florida 33708
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Fabulous View. Great Value. All Updated and Fresh!1 / 45
    (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
    Madeira Beach, Florida 33708
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 4
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Washer
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    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    PLEASE NOTE: There is an exterior building-wide painting project scheduled for early-August through late-September, 2019. There will never be a need to go inside the condo, but this condo may have some work being done directly outside of the balcony with some scaffolding needed. The pool will be...
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    Location Information
    Madeira Beach, Florida 33708
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Smoking allowed
    About this property
    Breath taking panoramic views directly on the sandy beaches of the Gulf of Mexico from your condo, one floor above sandy gulf of mexico beaches-feels like your in your yacht living room enjoying the gorgeous sunsets. Fully remodeled Executive level amenitites- brand new Hurricane rated Windows for...
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    Location Information
    Madeira Beach, Florida 33708
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
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    • DVD Player
    • Grill
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    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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    Location Information
    Madeira Beach, Florida 33708
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Spectacular Four Bedroom Townhouse on the Beach. Incredible Views!1 / 45
    (4)Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • DVD Player
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Washer
    • Grill
    • Wi-Fi
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 April 2018
    I have just returned from a weeks stay with five other ladies at the Captain's townhouse. I felt it necessary to write this review so potential future guests have an accurate...
    Reviewed 9 November 2015
    Maybe it's just me, and getting to middle age and becoming a little fussy with things but I never quite expected this accommodation to be quite as good as what it actually...
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    About this property
    Walk into this beachfront paradise home and sail into another world. The Captains Townhouse is a rare find on a pristine and uncrowded section of Madeira Beach. The views from the living room, master bedroom, twin balconies, and beachfront patio are simply breathtaking. A private wood-lined...
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    Location Information
    Madeira Beach, Florida 33708
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    Enjoy a Florida Vacation in a beachfront condo!1 / 14
    (4)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Hot Tub
    • Ocean Views
    • Washer
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    • Waterfront
    • Air Conditioning
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A beautiful two bedroom, two bathroom vacation condominium tastefully furnished with all the conveniences of home including WI-FI internet accessibility. Relax and enjoy the unbeatable 10th floor view of the beach,the pool and the Gulf of Mexico. ** Condo by-law requires a 2 weeks minimum rental...
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    Location Information
    Madeira Beach, Florida 33708
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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