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Holiday Rentals near The Pirate Ship At John's Pass

140 Boardwalk Pl W, Johns Pass Boardwalk, Madeira Beach, Florida 33708-2692
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    Travellers to Madeira Beach are booking December dates now. Secure your holiday rental today, and have the perfect trip.
    All 100 Rentals in Madeira Beach
    Madeira Norte #304 - Across from John's Pass / Private Balcony / UPDATED!1 / 24
    (7)Excellent
    0.2 kilometres from The Pirate Ship At John's Pass
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    0.3 kilometres from The Pirate Ship At John's Pass
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Stay on the Beach Across from John's Pass. Fantastic Location!1 / 45
    (3)Excellent
    0.1 kilometres from The Pirate Ship At John's Pass
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Beachfront Sea Breeze #1021 / 17
    (3)Very good
    0.9 kilometres from The Pirate Ship At John's Pass
    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
    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
    0.6 kilometres from The Pirate Ship At John's Pass
    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
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    The Surf Cottage. Walk to Beach, Shops & Dining1 / 25
    (1)Excellent
    0.5 kilometres from The Pirate Ship At John's Pass
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Washer
    • Central Heating
    • DVD Player
    • Grill
    • Patio
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 October 2016
    We rented all 4 cottages for a total of 10 family members with us. We loved the pool, the BBQs for each cottage, and the amenities so close to us. We could walk tot he beach...
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    About this property
    These quaint, authentic 'Old Florida' Key West style cottages (built in the 1940's)are cozy, very clean, and have been completely remodeled. Private fenced back yard. Screened porch. This tiny cottage sleeps 2 adults comfortably. There is a queen sofa bed. for an overnight guest. Very quiet, dog...
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    Madeira Beach, Florida
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    0.2 kilometres from The Pirate Ship At John's Pass
    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
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    BEACH FRONT CONDO *** MADEIRA BEACH1 / 24
    (4)Very good
    0.3 kilometres from The Pirate Ship At John's Pass
    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
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Great Location! Comfort and Space. Perfect Sunset View.1 / 45
    (2)Excellent
    0.9 kilometres from The Pirate Ship At John's Pass
    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
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Spacious Condo in a New Resort and Spa.  Two King Beds.  Two Private Balconies!1 / 48
    (3)Average
    0.6 kilometres from The Pirate Ship At John's Pass
    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
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Outstanding Corner Unit in the Sea Breeze Resort!1 / 48
    (1)Excellent
    1.0 kilometres from The Pirate Ship At John's Pass
    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
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    0.2 kilometres from The Pirate Ship At John's Pass
    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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    Madeira Beach, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Tropical escape w/ community pool & hot tub, private laundry -easy Gulf access!1 / 29
    (3)Average
    0.6 kilometres from The Pirate Ship At John's Pass
    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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    Madeira Beach, Florida
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Gorgeous Views of the Gulf of Mexico From Your Private Balcony.1 / 49
    (1)Excellent
    0.7 kilometres from The Pirate Ship At John's Pass
    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
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Lower Floor Corner Unit.  Outstanding View.  Quiet and Private.1 / 42
    (1)Very good
    0.7 kilometres from The Pirate Ship At John's Pass
    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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    Madeira Beach, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    0.6 kilometres from The Pirate Ship At John's Pass
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Pet friendly
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    About this property
    This soaring 1 bedroom apartment is located in the beachfront building that provides views of the lovely and sunny St. Pete Beach. Guests have unanimous positive reviews of their hotel experience and you won’t regret spending time in a unit like this! THE UNIT This 1 bedroom apartment...
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    Madeira Beach, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Madeira Norte Unit 4161 / 34
    (10)Very good
    0.3 kilometres from The Pirate Ship At John's Pass
    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 25 June 2019
    Gorgeous views from balcony and extremely nice condo. Owners are very nice and condo has everything you need plus more! Best place to stay in Maderia!
    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...
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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
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    0.2 kilometres from The Pirate Ship At John's Pass
    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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    Madeira Beach, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    0.9 kilometres from The Pirate Ship At John's Pass
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Balcony
    • 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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    Madeira Beach, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    0.7 kilometres from The Pirate Ship At John's Pass
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • DVD Player
    • Washer
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    • Waterfront
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    SPECTACULAR SUNSETS, DOLPHIN WATCHING AND WARM SANDY BEACHES. This direct GULF FRONT, CORNER unit boasts of many UPDATED features and UNOBSTRUCTED Gulf Views. The kitchen is beautifully UPDATED with granite counters, stainless appliances and a wet bar. The crown molding throughout along with...
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    Madeira Beach, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    0.3 kilometres from The Pirate Ship At John's Pass
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beachfront Madeira Norte *New Listing* What an exquisite beachfront unit! Located approximately 300 yards north of John's Pass, directly across from the entrance to the Village. The unit offers an open floor plan with 1100 sq ft making it feel spacious and inviting. This beautiful beachfront...
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    Location Information
    Madeira Beach, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    0.3 kilometres from The Pirate Ship At John's Pass
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
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    • 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
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Fantastic Value in a Beach Front Resort1 / 45
    (3)Average
    0.2 kilometres from The Pirate Ship At John's Pass
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Cable/satellite TV
    • Grill
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    • Balcony
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 August 2014
    This condo was a great location right across the road from John's Pass. The condo was exactly as pictured. It was clean and had plenty of space for everyone while still offering...
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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! Located directly on the most beautiful section of beach and just across the road from the fabulous John's Pass Village shopping and restaurant...
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    Location Information
    Madeira Beach, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Marina View from Private Balcony. Great Location!1 / 36
    (2)Excellent
    0.6 kilometres from The Pirate Ship At John's Pass
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Air Conditioning
    • DVD Player
    • Washer
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Balcony
    • Hot Tub
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 January 2019
    I spent a 6 days vacation here in December 2018. It is a fully furnished condo with nice modern furniture. The unit has professional house keeping and is fresh and clean. It...
    Reviewed 13 December 2018
    This condo is just two blocks from the (white sand!) beach. It was so nice getting up and going straight to the ocean for a run, walk, or some reading. (Unfortunately it was...
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    About this property
    Upgraded one bedroom plus den condo with a fantastic view of Boca Ciega Bay and the Marina in the heart of Madeira Beach. On-site full service Spa and Restaurant. Beautifully furnished with new flooring throughout, granite countertops, and stainless appliances. Enjoy a fantastic view of the...
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    Location Information
    Madeira Beach, Florida
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Free Daily Dolphin Show from your Private Balcony!  Great Location.  Great Condo1 / 45
    (2)Very good
    0.3 kilometres from The Pirate Ship At John's Pass
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • DVD Player
    • Grill
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Washer
    • Air Conditioning
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 20 April 2017
    We stayed during July 4th holiday and had a wonderful time!! The owners were awesome and the place was great! Beautiful view and the place was clean and comfortable. We would...
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    About this property
    Fantastic location, fantastic condo, and directly on the beach! This beachfront complex is located directly across the street from Johns Pass Village, the main center of town, and location of all the best restaurants, shops, and activities. No need for a car here, just stroll across the street...
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    Location Information
    Madeira Beach, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    0.2 kilometres from The Pirate Ship At John's Pass
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Terrace
    • Balcony
    • DVD Player
    • Wi-Fi
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    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! Everything in this beachfront one-bedroom condo has been updated to make the ultimate vacation spot. From the light and airy open spaces, to the...
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    Location Information
    Madeira Beach, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Stay On The Beach and Directly Across From Johns Pass Village.  Beautifully Furn1 / 45
    (1)Very good
    0.2 kilometres from The Pirate Ship At John's Pass
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Air Conditioning
    • Balcony
    • Cable/satellite TV
    • Wi-Fi
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 March 2018
    The balcony and view made this condo really special! Watch the ever changing sunset from your roomy balcony every evening - wow! The condo, 2/2, has a good floor plan. We really...
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    About this property
    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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    Madeira Beach, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Directly on the beach and directly across from John's Pass Village.  Best Locati1 / 60
    (1)Very good
    0.1 kilometres from The Pirate Ship At John's Pass
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
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    • Wi-Fi
    • DVD Player
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 November 2017
    Stayed here with two other couples and was perfect with the 3 bedrooms and 2 baths. Great views of the gulf, nice pool, and right across the street from John's Pass. We could...
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    About this property
    Directly on the beach and directly across from John's Pass Village. Location could not be better, and the view is one of the best on the beach! This three bedroom, two bath condo is freshly decorated with a new kitchen, luxuriously outfitted with granite counter tops, new cabinets, and stainless...
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    Madeira Beach, Florida
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    0.2 kilometres from The Pirate Ship At John's Pass
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Terrace
    • Balcony
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Cable/satellite TV
    • Air Conditioning
    • DVD Player
    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
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    0.2 kilometres from The Pirate Ship At John's Pass
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • DVD Player
    • Cable/satellite TV
    • Wi-Fi
    • Terrace
    • Balcony
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 May 2017
    The location of the condo was great. The beaches and the pool were beautiful. The only problem was the condo floors were very dirty and sticky. Plus they provide nothing...
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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! 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
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Beachfront Condo Direct Across from Johns Pass Village.  Excellent Location!1 / 45
    (2)Very good
    0.2 kilometres from The Pirate Ship At John's Pass
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    • Terrace
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • DVD Player
    • Balcony
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 21 April 2017
    We rented this unit during January of this year and were very impressed with the Gulf view from the patio, the nice layout of the unit, the quality appliances/furniture and 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! Sandy Shores is located on the sugary sand beaches of Madeira Beach. Great swimming, fishing, and directly across from Johns Pass Village -- one...
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    Location Information
    Madeira Beach, Florida
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    0.2 kilometres from The Pirate Ship At John's Pass
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Balcony
    • Air Conditioning
    • Terrace
    • Wi-Fi
    • DVD Player
    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
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    0.9 kilometres from The Pirate Ship At John's Pass
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Patio
    • Air Conditioning
    • Cable/satellite TV
    • Ocean Views
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beach Chill Inn Welcome to the Beach Chill Inn, four individual units all equipped with private bathrooms, three with kitchenettes and one suite with a full kitchen and private bedroom. Perfect for a group of couples/friends or a family getaway, this vacation destination offers flatscreen TVs,...
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    Madeira Beach, Florida
    Condo/Apartment - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    0.2 kilometres from The Pirate Ship At John's Pass
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Balcony
    • Air Conditioning
    • Wi-Fi
    • Cable/satellite TV
    • DVD Player
    • 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
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Front Row Seat to World Class Sunsets.  Beachfront and Across from Johns Pass Vi1 / 45
    (1)Average
    0.2 kilometres from The Pirate Ship At John's Pass
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Air Conditioning
    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Balcony
    • Terrace
    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 September 2018
    The best thing about this large gulf front condo is the view. But, the unit should have been cleaner. I still haven’t recovered from having to face a toilet that had not been...
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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! 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
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    # 514 Madeira Norte, Madeira Beach1 / 20
    (5)Excellent
    0.3 kilometres from The Pirate Ship At John's Pass
    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
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    2BR Madeira Beach Condo Steps from the Beach!1 / 26
    (1)Excellent
    0.3 kilometres from The Pirate Ship At John's Pass
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Washer
    • Terrace
    • Air Conditioning
    • Grill
    • DVD Player
    • Balcony
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 August 2017
    I'm so glad that I chose this condo instead of a more expensive one. The condo is just like the pictures. It was fairly clean and had all the necessary items except rubbermaid...
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    About this property
    Escape to paradise in Madeira Beach at this 2-bedroom, 2-bathroom vacation rental condo that comfortably sleeps 8. The private balcony, soaring palm trees, and tranquil environment will make this rental one you'll never forget. If chartering a fishing boat or jet skiing around Florida's sparkling...
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    Location Information
    Madeira Beach, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    0.5 kilometres from The Pirate Ship At John's Pass
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Wi-Fi
    • Patio
    • Grill
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    • Washer
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    These quaint authentic (built in 1940's)Key West style tiny cottages are cozy and very clean with 'Old Florida' charm, and have been completely renovated(will be finished December 2014) along with a saltwater pool and jacuzzi, outdoor bar/grills.The back yard is a very large fenced area (5000 sq....
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    Location Information
    Madeira Beach, Florida
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    0.5 kilometres from The Pirate Ship At John's Pass
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Wi-Fi
    • DVD Player
    • Cable/satellite TV
    • Grill
    • Air Conditioning
    • Balcony
    • Hot Tub
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This quaint, authentic (built in 1940's) Key West style cottage is cozy and very clean with 'Old Florida' charm, and has been completely renovated along with a saltwater pool, Jacuzzi, outdoor bar/grills in the fenced back yard (~5000 sq. ft.). The tiny cottage sleeps 2 adults comfortably. There is...
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    Location Information
    Madeira Beach, Florida
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    The Sunshine Cottage. Walk to Beach, Shops, Dining1 / 11
    (2)Excellent
    0.5 kilometres from The Pirate Ship At John's Pass
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Grill
    • Central Heating
    • DVD Player
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    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 October 2017
    I can't say enough about the Sunshine, Flamingo, Surf and Mermaid cottages!! Judy and Drake created a haven, a sort of oasis of privacy and comfort. We booked for 4 weeks and...
    Reviewed 22 June 2016
    The Surf Cottage, Sunshine Cottage, Flamingo Cottage and Mermaid Cottage were rented by my family June 11-18, 2016. We recently went with family (7 adults and 3 children); we...
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    About this property
    These quaint, authentic (built in 1940's)Key West 'Old Florida' cottages are cozy and very clean, and have been completely renovated (will be completed December 2014) along with a saltwater pool, jacuzzi, 2 outdoor bar/grills with seating on the fenced back yard compound (5000 sq. ft.). This tiny...
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    Location Information
    Madeira Beach, Florida
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Charming cottage, steps to the beach1 / 17
    (2)Excellent
    0.3 kilometres from The Pirate Ship At John's Pass
    Studio, 1 Bathroom, Sleeps 2 Quick View
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    • Parking
    • Terrace
    • Air Conditioning
    • Washer
    • Cable/satellite TV
    • Wi-Fi
    • Patio
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 March 2018
    Madeira Beach, had so much to do, Great places to eat, dinner cruise, Beautiful beach, cottage was perfect, close to everything.
    Reviewed 10 January 2018
    My husband and I rented this cottage for out honeymoon. The location is perfect, everything is in walking distance. The cottage had all the amenities we needed and it was...
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    About this property
    Studio apartment Upstairs with queen bed, 1 bath, full kitchen - Sleeps 2 Cottage by the Pass upstairs unit offers all the charm of days gone by as well as all the modern conveniences. Cottage by the Pass is located just steps from the white sand, with no streets to cross. Across the street is...
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    Location Information
    Madeira Beach, Florida
    Condo/Apartment - 1 Bathroom, Sleeps 2
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    2 BR, 2 BA Surf Song Resort Townhouse #3431 / 14
    (9)Very good
    0.2 kilometres from The Pirate Ship At John's Pass
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Patio
    • Ocean Views
    • Balcony
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    • DVD Player
    • Wi-Fi
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    PRIVACY LOCATION SPACE AMENITIES BEST DEAL ON THE BEACH! 1-WEEK MINIMUM RENTALS NOTE: Stated rates and special discounts apply for owner-confirmed reservations only. Early check-in and late departure (when possible) no charge. All rates based on 4 occupants. Ideal location, with beautiful...
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    Location Information
    Madeira Beach, Florida
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Madeira Norte - Across from John's Pass Village - Ask about our Specials!!!1 / 13
    (2)Excellent
    0.3 kilometres from The Pirate Ship At John's Pass
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Waterfront
    • Grill
    • Washer
    • DVD Player
    • Wi-Fi
    • Cable/satellite TV
    • Air Conditioning
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 July 2019
    My husband and I really enjoyed our stay. The condo had everything you could possibly need for a vacation. The large king bed in the master bedroom was great and is missed now...
    Reviewed 31 July 2018
    We booked the condo and it was updated and very nice place to stay. Booked it thru resort rentals. It was located on the beach and just across the street from John's pass. It...
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    About this property
    This fully furnished 2 bedroom, 1.5 bath unit is located directly on Madeira Beach and the Gulf of Mexico. The large balcony stretches across the Living room and Master bedroom, which offers a view of the Gulf of Mexico. This unit is on the south side of our building and is on the third floor...
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    Location Information
    Madeira Beach, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    6West Luxury Beach Cottage #21 / 18
    (1)Excellent
    0.7 kilometres from The Pirate Ship At John's Pass
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • DVD Player
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 June 2018
    These cottages were amazing. We stayed in number two which had lots of space with bedroom, bath and a living area including a couch. We loved having a tiki hut at the pool and...
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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
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Imagine your dream Florida vacation!1 / 30
    (21)Very good
    0.6 kilometres from The Pirate Ship At John's Pass
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Cable/satellite TV
    • Parking
    • Terrace
    • Wi-Fi
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    Easy to book. Great location. Easy access to the beach. Will definitely be looking for this condo next year.
    Reviewed 29 March 2019
    We had the pleasure of staying at Madeira Beach Resort and Spa for 5 days. I was impressed by the cleanliness of the condo. Upon entering, it had that "clean" smell...
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    About this property
    Start the day sipping your coffee on the balcony viewing the Gulf of Mexico. Head directly across the street and stroll barefoot along the powdery white sand of the Madeira Beach. Cool off in the heated pool overlooking the marina. Ready for a little pampering? Treat yourself to a massage at the...
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    Location Information
    Madeira Beach, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    0.5 kilometres from The Pirate Ship At John's Pass
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Lovely unit right across from the beach. Queen bed in both bedrooms and sofa sleeper. Amenities in the building Interior access to the unit Key code - no keys to mess with Massage and spa and beauty in building activity room 24 hr. front desk Owner managed so you get what you booked. Easy contact...
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    Location Information
    Madeira Beach, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    0.2 kilometres from The Pirate Ship At John's Pass
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    You are directly on the beach with a pool facing the ocean! And you've got dozens of restaurants, bars and beach shops just a two minute walk away at Johns Pass. Our quaint 1 king bed/sleeper sofa/1 bath condo offers the best of everything! It's beach-themed and perfect for 2 or 3. There's a...
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    Location Information
    Madeira Beach, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    0.6 kilometres from The Pirate Ship At John's Pass
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Smoking allowed
    About this property
    *Pet Friendly* Welcome to Madeira Bay Resort Marina and Spa overlooking the scenic intracoastal. Features include Heated Pool, Wi Fi, Washer/Dryer, Fully Equipped Kitchen, Balcony. Onsite spa and restaurant. Located directly across the street from the beach and just a short stroll to John’s Pass...
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    Location Information
    Madeira Beach, Florida
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    0.1 kilometres from The Pirate Ship At John's Pass
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beach Place Condominiums is the closest complex to world-famous John's Pass Village and Boardwalk. Amenities include free WiFi throughout the complex, a beachfront lounge area with tiki huts, a large heated beachside pool, and 3 BBQ grills for cooking your catch! The word that comes to mind...
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    Location Information
    Madeira Beach, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    0.5 kilometres from The Pirate Ship At John's Pass
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This resort is walking distance to everything you might want. Shopping, next door restaurant, across the street beach, and the back of the building is a Marina, The condo is fully equipped with everything you might need. Beach Chairs Umbrella kitchen with everything you might need. Table seats 4...
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    Location Information
    Madeira Beach, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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