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Holiday Rentals with Pools in Madeira Beach

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    Travellers to Madeira Beach are booking February dates now. Secure your holiday rental today, and have the perfect trip.
    195 Matching Rentals in Madeira BeachView all 283 rentals
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    Madeira Norte #3041 / 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
    (2)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    2/1 NOW BOOKING winter 2018!  Updated. Great location!1 / 17
    (8)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Grill
    • Washer
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Air Conditioning
    • Wi-Fi
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Walk for miles along pristine Florida beaches. Swim and relax in the beachside year round heated pool. Soak in the sunsets from your large private balcony. Walk across the street to Johns Pass with restaurants, shops, and plenty of activities. -- Private Balcony with Wonderful Northwest views....
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    Madeira Beach, Florida 33708
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    211 - Sandy Shores1 / 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 12 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 25 August 2014
    My husband and I and our son and daughter-in-law spent almost a week here. Lovely, well equipped condo. The beds were very comfortable. It was very spacious for 4 adults. The...
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    About this property
    CONSTRUCTION AND REPAIRS CURRENTLY IN PROGRESS (THROUGH APRIL 2019). SPECIAL RATES IN PLACE. Please note there are structural repairs scheduled for the building through APRIL 2019. The work does involve concrete repair which WILL include loud jack-hammering work as well as balcony flooring...
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    Madeira Beach, Florida 33708
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    BEACH FRONT CONDO *** MADEIRA BEACH1 / 24
    (3)Average
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
    • Washer
    • DVD Player
    • Ocean Views
    • Waterfront
    • Cable/satellite TV
    • Air Conditioning
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 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...
    Reviewed 2 May 2018
    Great condo and location. John's Pass right across the street with lots of fantastic restaurants and retail. Keith, the owner, is very responsive and helpful. Beach and...
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    About this property
    Welcome to Madeira Norte condo. Gulf front condo at Johns Pass. Relax and enjoy the breath-taking view from our 2-bedroom ,2-bath, and a 24`x 6`Balcony!!! Direct beach front fully furnished condo. Walk from both the master bedroom and livingroom to our spectacular 240+degree view of Madeira Beach...
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    Madeira Beach, Florida 33708
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • 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
    Our condo at the beautiful and modern Las Brisas resort delivers the perfect blend of home and vacation that you've been looking for. This is a corner unit on the second floor with privacy and space to enjoy your Florida beach vacation. The corner units at the building spans the width of the...
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    Madeira Beach, Florida 33708
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    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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    Madeira Beach, Florida 33708
    Condo/Apartment - 2 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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    Madeira Beach, Florida 33708
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    409 - Madeira Bay Resort1 / 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 1 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
    Madeira Beach, Florida 33708
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    # 514 Madeira Norte, Madeira Beach1 / 20
    (5)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Waterfront
    • Washer
    • Patio
    • Grill
    • Private Outdoor Pool (Heated)
    • Wi-Fi
    • Air Conditioning
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 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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    Madeira Beach, Florida 33708
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    HAVE IT ALL, WITHOUT BREAKING THE BANK1 / 17
    (19)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Hot Tub
    • Cable/satellite TV
    • Sauna
    • Air Conditioning
    • DVD Player
    • Wi-Fi
    • Grill
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
    Reviewed 26 July 2017
    We had a fantastic time at the condo. Easy to get our keys, parking pass, and to the beach! The interior is clearly well kept and beachy details remind you you are on vacation...
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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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    Madeira Beach, Florida 33708 1941
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    107 - Sea Breeze1 / 46
    (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 16 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 16 January 2016
    We had our annual girls weekend here in September, there were 5 of us and the space was plenty big enough. The condo is well appointed and is nicely decorated, The bottom floor...
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    About this property
    Fantastic Value in this Updated Beachfront Resort Sea Breeze Condominiums is located centrally on beautiful Madeira Beach with everything you need for a perfect Florida vacation. Soft sugary sand, warm tropical breezes, and the warm and clean Gulf of Mexico at your doorstep. Sea Breeze is within...
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    Location Information
    Madeira Beach, Florida 33708
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    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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    Location Information
    Madeira Beach, Florida 33708
    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 (THROUGH APRIL 2019). SPECIAL RATES IN PLACE. Please note there are structural repairs scheduled for the building through APRIL 2019. The work does involve concrete repair which WILL include loud jack-hammering work as well as balcony flooring...
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    Location Information
    Madeira Beach, Florida 33708
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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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
    Madeira Beach, Florida 33708
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    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
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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
    Madeira Beach, Florida 33708
    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 19 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
    Madeira Beach, Florida 33708
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2-1208 - Ocean Sands1 / 49
    (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 30 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
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    509 - Madeira Bay Resort1 / 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 3 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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    Location Information
    Madeira Beach, Florida 33708
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Boca Ciega Cottage1 / 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 6 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 9 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
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    Trillium #2C1 / 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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    Location Information
    Madeira Beach, Florida 33708
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    408 - Sea Breeze1 / 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 27 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
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    1 Bedroom Madeira Beach Cottage1 / 12
    (2)Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
    • Grill
    • Parking
    • Wi-Fi
    • Porch
    • Patio
    • Air Conditioning
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 July 2017
    We had a wonderful time! Condo was perfect for the 3 of us. It was clean and had everything we needed, looks just like pictures. John was quick to respond with last minute...
    Reviewed 4 August 2016
    In general the facility was in a good shape, pool was clean and the barbecue place was nice and cosy. The cottage itself is perfect for two people, as soon as you need the...
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    About this property
    ESCAPE TO THE WHITE POWDERED SANDS OF THE GULF! Come discover the charming, quiet, and tropical atmosphere, reminiscent of the real, unspoiled Florida, at Gulf Gardens. This rental property has public beach access directly across the street. This beach cottage provides everything for a romantic,...
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    Location Information
    Madeira Beach, Florida 33708
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    #1 Gulf Coast Property on TripAdvisor!1 / 45
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Patio
    • Washer
    • Waterfront
    • Air Conditioning
    • Ocean Views
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 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
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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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    Madeira Beach, Florida 33708
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 7
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    2-602 - Ocean Sands1 / 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 26 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
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    101 - Chambre1 / 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
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    1 Bedroom, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
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    • DVD Player
    • Private Outdoor Pool (Unheated)
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    • 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
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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
    Madeira Beach, Florida 33708
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Madeira Bay Resort 5081 / 55
    (6)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Parking
    • Balcony
    • Private Outdoor Pool (Heated)
    • DVD Player
    • Terrace
    • Internet Access
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 August 2017
    The location of the Condo is perfect. It's just across the sea, in walking distance fromJohn's Pass Boardwalk. The unit itself is very nice. I also liked it was looking out to...
    Reviewed 4 April 2015
    Looking at the pictures above, the condo does look like that, until you get inside and see the filthy carpet. We arrived early and were told at the desk they could not help us...
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    About this property
    *TeemingVR presents MBR508 or Madeira Bay Resort 508 in Madeira Beach* *January -Easter, reservation must fall within Sat-Sat window.* Everything to complete your dream Florida vacation is within your reach! Start the day sipping your coffee and watching a spectacular sunrise over the...
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    Location Information
    Madeira Beach, Florida 33708
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    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
    CONSTRUCTION AND REPAIRS CURRENTLY IN PROGRESS (THROUGH APRIL 2019). SPECIAL RATES IN PLACE. Please note there are structural repairs scheduled for the building through APRIL 2019. The work does involve concrete repair which WILL include loud jack-hammering work as well as balcony flooring...
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    Location Information
    Madeira Beach, Florida 33708
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Cable/satellite TV
    • Air Conditioning
    • Balcony
    • Wi-Fi
    • Terrace
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    CONSTRUCTION AND REPAIRS CURRENTLY IN PROGRESS (THROUGH APRIL 2019). SPECIAL RATES IN PLACE. Please note there are structural repairs scheduled for the building through APRIL 2019. The work does involve concrete repair which WILL include loud jack-hammering work as well as balcony flooring...
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    Location Information
    Madeira Beach, Florida 33708
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    205 - Chambre1 / 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 24 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
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    412 - Madeira Place1 / 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 15 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
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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 22 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 30 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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    Location Information
    Madeira Beach, Florida 33708
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Private Outdoor Pool (Unheated)
    • Washer
    • Cable/satellite TV
    • Patio
    • Air Conditioning
    • DVD Player
    • Grill
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Las Brisas Resort Condominiums are located alongside the sugary white sands of Madeira Beach, and are situated within an easy walk to Johns Pass Village – the premier waterfront in the area with restaurants, entertainment, a boardwalk, boat excursions and rentals, shopping galore and activities...
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    Location Information
    Madeira Beach, Florida 33708
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
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    • Washer
    • Wi-Fi
    • 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
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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 21 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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    Location Information
    Madeira Beach, Florida 33708
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    Madeira Norte Unit 4161 / 33
    (9)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Cable/satellite TV
    • DVD Player
    • Grill
    • Wi-Fi
    • Waterfront
    • Washer
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 July 2018
    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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    Location Information
    Madeira Beach, Florida 33708
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Trillium #1C1 / 23
    (3)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Balcony
    • Internet Access
    • Waterfront
    • DVD Player
    • 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 3 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
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    6West Luxury Beach Cottage #11 / 18
    (7)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
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    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 November 2018
    Everything was beyond my expectations. We had 4 rooms and all were fabulous. The decor was upbeat and the amenities were much more than we expected. We will be coming back again!
    Reviewed 31 October 2018
    We rented the entire property and spent four days at this wonderful location. We were celebrating dad’s 80th birthday with five families/twenty family members. The layout of the...
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    About this property
    This luxury boutique property with beach access features six cottages, all which are nestled around a beautiful heated pool. From the pool area you can sunbathe in our comfortable loungers, take a dip in the heated pool or enjoy drinks under the tiki hut. A very short stroll from our back gate...
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    Location Information
    Madeira Beach, Florida 33708
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Air Conditioning
    • DVD Player
    • Private Outdoor Pool (Unheated)
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    • Cable/satellite TV
    • Wi-Fi
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Great view from this 4th floor unit in secluded Chambre Condominiums. Enjoy the very best that Madeira Beach has to offer. After your first stay here, you'll understand why this building has so many repeat visitors. Situated directly on the beach, and setback far enough from the main road to...
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    Location Information
    Madeira Beach, Florida 33708
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    503 - Las Brisas1 / 48
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Private Outdoor Pool (Unheated)
    • Grill
    • Air Conditioning
    • Patio
    • Cable/satellite TV
    • Washer
    • DVD Player
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Las Brisas Resort Condominiums are located alongside the sugary white sands of Madeira Beach, and are situated within an easy walk to Johns Pass Village – the premier waterfront in the area with restaurants, entertainment, a boardwalk, boat excursions and rentals, shopping galore and activities...
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    Location Information
    Madeira Beach, Florida 33708
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Captains Townhouse1 / 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 25 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 8 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
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • DVD Player
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Grill
    • Patio
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Location, Location! On The Beach and Across from John's Pass. Beautiful two bedroom condo in fabulous Madeira Norte. You're just a quick walk over to John's Pass Village, with all it's restaurants, shops and activities. The beach here is incredible, and the amenities at the resort provide...
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    Location Information
    Madeira Beach, Florida 33708
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Grill
    • Patio
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    • Shared Outdoor Pool (Unheated)
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    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Walk into this beachfront paradise home and sail into another world. The Admirals 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 pathway...
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    Location Information
    Madeira Beach, Florida 33708
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    303 - Chambre1 / 49
    (2)Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
    • Cable/satellite TV
    • Hot Tub
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Wi-Fi
    • DVD Player
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 July 2016
    I have some mixed feelings on this condo. It is easiest to lists pro's and con's. We stayed at this condo for one week. Pro's:- Great view from the balcony!! We saw...
    Reviewed 13 October 2015
    A 3rd Floor condo directly on the beach. Private parking spot, close to John's Pass and many local restaurants. The bathroom was dated but adequate and the beds were a bit too...
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    About this property
    Fantastic Location. Private, Quiet, Relaxing. Ahh....... The upscale Chambre Condominium building is located directly on the White Sandy Beaches of the Gulf of Mexico. This beautiful complex is a 25 unit/five story building, elevator, with reserved parking and plenty of guest parking. --Our...
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    Location Information
    Madeira Beach, Florida 33708
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Wi-Fi
    • Grill
    • Cable/satellite TV
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Washer
    • Patio
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Fourth floor condo overlooking the Marina. Fabulous view of the marina from your private balcony. Directly across the street from the beach! King size bed in the master bedroom. Two twins in the guest bedroom. Flat screen TV's in both bedrooms, as well as a larger TV in the living room. All...
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    Location Information
    Madeira Beach, Florida 33708
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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