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Vacation 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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    Travelers to Madeira Beach are booking December dates now. Secure your vacation rental today, and have the perfect trip.
    All 100 Rentals in Madeira Beach
    0.4 miles from The Pirate Ship At John's Pass
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    211 - Sandy Shores1 / 43
    (3)Excellent
    0.1 miles from The Pirate Ship At John's Pass
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    The Surf Cottage. Walk to Beach, Shops & Dining1 / 25
    (1)Excellent
    0.3 miles from The Pirate Ship At John's Pass
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    # 514 Madeira Norte, Madeira Beach1 / 20
    (5)Excellent
    0.2 miles 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 September 8, 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 August 23, 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
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Beautifully Updated Madeira Bay Resort Unit 401 - Steps from Sand and Fun!1 / 38
    (1)Excellent
    0.3 miles from The Pirate Ship At John's Pass
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Secure Parking
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 7, 2018
    We had a 5-star stay! Nice view, nice condo, clean place, comfortable bed. I can go on and on! We had a great stay and the owners were easy to contact and very accessible! We...
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    About this property
    This is a newly remodeled unit with lovely wood tile throughout kitchen, living room, and dining area. There is a double balcony and sliding doors for waterfront decor and breezes. You can eat your meals staring at the boats coming in from the Boca Ciega Bay. It is just steps to the beach and...
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    Madeira Beach, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    0.1 miles 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
    CONSTRUCTION AND REPAIRS CURRENTLY IN PROGRESS (FEBRUARY 2018 - NOVEMBER 2018). SPECIAL RATES IN PLACE. Please note there are structural repairs scheduled for the building during the months of February 2018 through November 2018. The work will does involve concrete repair which WILL include loud...
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    Madeira Beach, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    BEACH FRONT CONDO *** MADEIRA BEACH1 / 24
    (3)Average
    0.2 miles 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 May 20, 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 May 2, 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
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Charming cottage, steps to the beach1 / 17
    (2)Excellent
    0.2 miles 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 March 25, 2018
    Madeira Beach, had so much to do, Great places to eat, dinner cruise, Beautiful beach, cottage was perfect, close to everything.
    Reviewed January 9, 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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    Madeira Beach, Florida
    Condo/Apartment - 1 Bathroom, Sleeps 2
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    2 BR, 2 BA Surf Song Resort Townhouse #343 Next Availability Jun 9-23 (2 wks)1 / 14
    (9)Very good
    0.1 miles 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
    • Air Conditioning
    • 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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    Madeira Beach, Florida
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Madeira Bay Resort 3061 / 46
    (1)Very good
    0.3 miles from The Pirate Ship At John's Pass
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Hot Tub
    • Terrace
    • DVD Player
    • Balcony
    • Internet Access
    • Private Outdoor Pool (Heated)
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 22, 2018
    The location was great. It was a very short walk to John's Pass Village. The pool was warm and the hot tub was nice. The unit was clean and everything worked well. We only had...
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    About this property
    *TeemingVR presents MBR306 or Madeira Bay Resort 306 in Madeira Beach* *January -Easter, reservation must fall within Sat-Sat window.* For fun in the sun & at night, this condo is just steps away from Madeira Beach and John's Pass Village & Boardwalk, an eclectic array of specialty boutiques,...
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    Madeira Beach, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    0.2 miles from The Pirate Ship At John's Pass
    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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    Madeira Beach, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    The Sunshine Cottage. Walk to Beach, Shops, Dining1 / 11
    (2)Excellent
    0.3 miles 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
    • Washer
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 28, 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 June 22, 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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    Madeira Beach, Florida
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
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    0.3 miles from The Pirate Ship At John's Pass
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Cable/satellite TV
    • Parking
    • Washer
    • Patio
    • Air Conditioning
    • Ocean Views
    • Wi-Fi
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    New 2006 Madeira Bay Resort Condo! Overlooking Boca Ciega bay and just steps away from powder sand Madeira beach. Luxury condo resort style living at it finest. Famous Johns Pass village with shops, restaurants, and scenic views await you and your beautiful family to relax and enjoy. The unit is...
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    Madeira Beach, Florida
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    302 - Chambre1 / 43
    (4)Average
    0.4 miles from The Pirate Ship At John's Pass
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Air Conditioning
    • Patio
    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Washer
    • Hot Tub
    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 24, 2017
    We stayed at 302 Chambre for a week in mid-July. The booking process through iTrip was super easy. Their communication was great and the arrival/entry process went just as...
    Reviewed June 2, 2016
    My wife and I stayed here with friends for a week in May. Our last visit to the are was 20 years ago. We loved this condo!They have everything you need to make it your home...
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    About this property
    Incredible View from your Huge Private Balcony --Over 200 sq. ft. of balcony with plenty of room for lounging in the sun, dining, and watching the most incredible views of the sunset that you can find. Just a few steps past the elevator your feet will be in the white, sugary sands of Madeira...
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    Madeira Beach, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    103 - Sandy Shores1 / 43
    (1)Very good
    0.1 miles 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 March 22, 2018
    The balcony and view made this condo really special! Watch the ever changing sunset from your roomy balcony every evening - wow! The condo, 2/2, has a good floor plan. We really...
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    About this property
    CONSTRUCTION AND REPAIRS CURRENTLY IN PROGRESS (FEBRUARY 2018 - NOVEMBER 2018). SPECIAL RATES IN PLACE. Please note there are structural repairs scheduled for the building during the months of February 2018 through November 2018. The work will does involve concrete repair which WILL include loud...
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    Location Information
    Madeira Beach, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    0.1 miles from The Pirate Ship At John's Pass
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Waterfront
    • Internet Access
    • Grill
    • Parking
    • Washer
    • DVD Player
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to our spectacular Madeira Norte gulf front condo at John's Pass. Relax and enjoy our sandy beaches and the breath-taking sunset view from our 2-bedroom, 2-bath, direct beach front, full-furnished condo. Walk-outs from both the master bedroom and living room to our large balcony which...
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    Location Information
    Madeira Beach, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    0.3 miles 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
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
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    0.1 miles 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
    CONSTRUCTION AND REPAIRS CURRENTLY IN PROGRESS (FEBRUARY 2018 - NOVEMBER 2018). SPECIAL RATES IN PLACE. Please note there are structural repairs scheduled for the building during the months of February 2018 through November 2018. The work will does involve concrete repair which WILL include loud...
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    Location Information
    Madeira Beach, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    411 - Sandy Shores1 / 43
    (3)Average
    0.1 miles 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
    • Terrace
    • Balcony
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 26, 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
    CONSTRUCTION AND REPAIRS CURRENTLY IN PROGRESS (FEBRUARY 2018 - NOVEMBER 2018). SPECIAL RATES IN PLACE. Please note there are structural repairs scheduled for the building during the months of February 2018 through November 2018. The work will does involve concrete repair which WILL include loud...
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    Location Information
    Madeira Beach, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    0.1 miles 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
    CONSTRUCTION AND REPAIRS CURRENTLY IN PROGRESS (FEBRUARY 2018 - NOVEMBER 2018). SPECIAL RATES IN PLACE. Please note there are structural repairs scheduled for the building during the months of February 2018 through November 2018. The work will does involve concrete repair which WILL include loud...
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    Location Information
    Madeira Beach, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Imagine your dream Florida vacation!1 / 30
    (19)Very good
    0.4 miles 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 July 30, 2018
    We loved it here. Everything was with in walking distance. The beaches were beautiful and Johns Pass was pretty cool. The condo was clean and well stocked. So thankful they had...
    Reviewed May 29, 2018
    Great location, updated building with inside access to condos, easy owner communication and super management onsite. Thanks Tony, we will be back!
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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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    0.3 miles from The Pirate Ship At John's Pass
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Patio
    • Grill
    • Hot Tub
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    TeemingVR presents Island Paradise Gulf Mist or ISL P GM in Madeira Beach. Built in the 1940's, Island Paradise is a charming boutique resort nestled in a quiet residential neighborhood just a 5-minute walk to the beautiful white sand Gulf beaches. This tropical oasis features 8 bright and cheery...
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    Location Information
    Madeira Beach, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    2BR Madeira Beach Condo Steps from the Beach!1 / 26
    (1)Excellent
    0.2 miles 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 August 15, 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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    101 - Sandy Shores1 / 43
    (2)Very good
    0.1 miles 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 April 20, 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
    CONSTRUCTION AND REPAIRS CURRENTLY IN PROGRESS (FEBRUARY 2018 - NOVEMBER 2018). SPECIAL RATES IN PLACE. Please note there are structural repairs scheduled for the building during the months of February 2018 through November 2018. The work will does involve concrete repair which WILL include loud...
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    Location Information
    Madeira Beach, Florida
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    0.1 miles 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 May 14, 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
    CONSTRUCTION AND REPAIRS CURRENTLY IN PROGRESS (FEBRUARY 2018 - NOVEMBER 2018). SPECIAL RATES IN PLACE. Please note there are structural repairs scheduled for the building during the months of February 2018 through November 2018. The work will does involve concrete repair which WILL include loud...
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    Location Information
    Madeira Beach, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    509 - Madeira Bay Resort1 / 46
    (3)Average
    0.3 miles 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 July 3, 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 July 11, 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
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    0.3 miles from The Pirate Ship At John's Pass
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Patio
    • Grill
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    TeemingVR presents Island Paradise Sea Grape or ISL P SG Built in the 1940's, Island Paradise is a charming boutique resort nestled in a quiet residential neighborhood just a 5-minute walk to the beautiful white sand Gulf beaches. This tropical oasis features 8 bright and cheery 1 and 2-bedroom...
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    Madeira Beach, Florida
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Beach Vacation Paradise Famous John's Pass1 / 24
    (1)Average
    0.1 miles 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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    • Waterfront
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Vacation Beach Condo 2/2 with heated swimming pool directly across the street from the famous John's Pass in Madeira Beach Florida that offers fishing, boating, watersports, shopping, restaurants, clubs,.sports bar .... Vacation paradise at its finest !!!! No Smoking inside. Check in 2 pm. Check...
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    Madeira Beach, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Tropical escape w/ community pool, sauna & hot tub - right on the Gulf1 / 33
    (3)Average
    0.3 miles from The Pirate Ship At John's Pass
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed November 9, 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
    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 and hot tub, a shared sauna, and beach access! Located on the third floor of the Madeira...
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    Location Information
    Madeira Beach, Florida
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    6West Luxury Beach Cottage #21 / 18
    (1)Excellent
    0.4 miles from The Pirate Ship At John's Pass
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • DVD Player
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    • Private Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 26, 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
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 4
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    0.1 miles 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
    CONSTRUCTION AND REPAIRS CURRENTLY IN PROGRESS (FEBRUARY 2018 - NOVEMBER 2018). SPECIAL RATES IN PLACE. Please note there are structural repairs scheduled for the building during the months of February 2018 through November 2018. The work will does involve concrete repair which WILL include loud...
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    Location Information
    Madeira Beach, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    0.4 miles from The Pirate Ship At John's Pass
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Smoking allowed
    About this property
    Clean and family friendly Condo with double balcony overlooking Boca Ciaga bay. The unit is right across the street from the beach. Famous Johns Pass is less than a block away with lots of restaurants, shopping, ice cream and even dolphin and fishing tours. There is a full kitchen and washer and...
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    Location Information
    Madeira Beach, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Beautiful waterfront apartment with stunning views1 / 25
    (7)Excellent
    0.2 miles from The Pirate Ship At John's Pass
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Washer
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    • Ocean Views
    • Wi-Fi
    • Waterfront
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 30, 2015
    We were so happy with the rental property and the owner was so nice. We loved the view from our balcony, the fact we could walk to the beach, John"s Pass was also within...
    Reviewed June 29, 2015
    This apartment was in the perfect location. 5 minutes walk (if that) from the beach, shops and restaurants it was an ideal place to stay on our relaxing holiday.The apartment...
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    About this property
    This relaxing Key West style apartment is just across the road from the beach, a short walk from the shops, bars and restaurants of Johns Pass and has beautiful views of the intracoastal. The large back yard has a Florida garden, full of indigenous plants and plenty of birdlife. You can fish from...
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    Location Information
    Madeira Beach, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    0.1 miles 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
    CONSTRUCTION AND REPAIRS CURRENTLY IN PROGRESS (FEBRUARY 2018 - NOVEMBER 2018). SPECIAL RATES IN PLACE. Please note there are structural repairs scheduled for the building during the months of February 2018 through November 2018. The work will does involve concrete repair which WILL include loud...
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    Location Information
    Madeira Beach, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    0.3 miles from The Pirate Ship At John's Pass
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Luxury Condo with Spa and Marina, 100 steps to the white sandy beach and a 2 min. walk to famous John's Pass Boardwalk. Everything you could want or need within walking distance. EAT, SHOP, PLAY, FISH or just RELAX on the beach or by the heated POOL. The resort also has 24 hour attendee and...
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    Location Information
    Madeira Beach, Florida
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    0.3 miles from The Pirate Ship At John's Pass
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Patio
    • Hot Tub
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    TeemingVR presents Island Paradise Tropic Sun or ISL P TS Built in the 1940's, Island Paradise is a charming boutique resort nestled in a quiet residential neighborhood just a 5-minute walk to the beautiful white sand Gulf beaches. This tropical oasis features 8 bright and cheery 1 and 2-bedroom...
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    Location Information
    Madeira Beach, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    0.1 miles 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
    CONSTRUCTION AND REPAIRS CURRENTLY IN PROGRESS (FEBRUARY 2018 - NOVEMBER 2018). SPECIAL RATES IN PLACE. Please note there are structural repairs scheduled for the building during the months of February 2018 through November 2018. The work will does involve concrete repair which WILL include loud...
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    Location Information
    Madeira Beach, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    0.3 miles from The Pirate Ship At John's Pass
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Wi-Fi
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    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
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
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    0.1 miles from The Pirate Ship At John's Pass
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
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    About this property
    This gorgeous ocean front condo is beautifully decorated with all the amenities and comforts of home complete with granite kitchen and new furnishings and flooring. This nicely furnished unit comes with fully equipped kitchen for cooking and entertaining, washer and dryer in unit, Wi-Fi,...
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    Madeira Beach, Florida
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    0.1 miles from The Pirate Ship At John's Pass
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Terrace
    • Balcony
    • DVD Player
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    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    CONSTRUCTION AND REPAIRS CURRENTLY IN PROGRESS (FEBRUARY 2018 - NOVEMBER 2018). SPECIAL RATES IN PLACE. Please note there are structural repairs scheduled for the building during the months of February 2018 through November 2018. The work will does involve concrete repair which WILL include loud...
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    Location Information
    Madeira Beach, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    0.1 miles 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 3 days ago
    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
    CONSTRUCTION AND REPAIRS CURRENTLY IN PROGRESS (FEBRUARY 2018 - NOVEMBER 2018). SPECIAL RATES IN PLACE. Please note there are structural repairs scheduled for the building during the months of February 2018 through November 2018. The work will does involve concrete repair which WILL include loud...
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    Location Information
    Madeira Beach, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    307 - Beach Place1 / 58
    (1)Very good
    0.1 miles 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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    • DVD Player
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed November 19, 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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    Location Information
    Madeira Beach, Florida
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    0.1 miles from The Pirate Ship At John's Pass
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Balcony
    • Grill
    • Cable/satellite TV
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    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Top Floor one bedroom one bath, extra large open floor plan. Accommodates up to 4 persons. This great Sandy Shores unit offers updated kitchen with breakfast bar seating, and an updated bath. Sleeping included two queen beds in the bedroom and sleeper sofa in living area. Large flat screen in...
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    Location Information
    Madeira Beach, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    0.3 miles from The Pirate Ship At John's Pass
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Patio
    • Hot Tub
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    TeemingVR presents Island Paradise Sandy Shores or ISL P SS Built in the 1940's, Island Paradise is a charming boutique resort nestled in a quiet residential neighborhood just a 5-minute walk to the beautiful white sand Gulf beaches. This tropical oasis features 8 bright and cheery 1 and...
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    Location Information
    Madeira Beach, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    0.3 miles from The Pirate Ship At John's Pass
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Grill
    • Patio
    • Hot Tub
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    TeemingVR presents Island Paradise Sweet Jasmine or ISL P SJ Built in the 1940's, Island Paradise is a charming boutique resort nestled in a quiet residential neighborhood just a 5-minute walk to the beautiful white sand Gulf beaches. This tropical oasis features 8 bright and cheery 1 and...
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    Location Information
    Madeira Beach, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    0.4 miles from The Pirate Ship At John's Pass
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Terrace
    • Parking
    • Private Outdoor Pool (Heated)
    • Hot Tub
    • Balcony
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    TeemingVR presents Madeira Bay Resort 204 or MBR204 With several dining options within walking distance and all the activities of John's Pass Boardwalk just 1/3 mile away, there is never a dull moment when you stay at Madeira Bay Resort 204! Photos coming soon, this property is currently being...
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    Location Information
    Madeira Beach, Florida
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Alice's Beach Bungalows 2 bedroom1 / 10
    (6)Excellent
    0.3 miles from The Pirate Ship At John's Pass
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Air Conditioning
    • Patio
    • Waterfront
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    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed December 28, 2017
    Susan was so easy to work with! It took us an extra 3 hours to get there with Traffic, so we were happy to see her waiting for us when we arrived. The house had everything we...
    Reviewed July 17, 2016
    I can't begin to write how amazing this property is.. Truly the owner makes sure you have 'EVERYTHING'. She even sends you information about current happenings around the area...
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    About this property
    Enjoy this private oasis located at the northern tip of Treasure Island just steps from the white sugary sand of one of the best beaches in Florida. We are walking distance to Treasure Island Boardwalk, John's Pass Boardwalk, beach access, public boat docks, and much more while giving you the...
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    Location Information
    Treasure Island, Florida
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Alice's Beach Bungalows Private Oasis TI, FL1 / 29
    (9)Very good
    0.3 miles from The Pirate Ship At John's Pass
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
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    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 11, 2018
    This rental was perfect for a week of R and R. Beach is across the street; pedestrian light stops traffic to allow easy access. Alice's provides beach chairs and umbrella and...
    Reviewed July 3, 2016
    I rented the main house which is a two bedroom and one bath..The house was extremely clean and a big space with a patio out back with chairs and table.It had everything you...
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    About this property
    Enjoy this private oasis located at the northern tip of Treasure Island just steps from the white sugary sand of one of the best beaches in Florida. We are walking distance to Treasure Island Boardwalk, John's Pass Boardwalk, beach access, public boat docks, and much more while giving you the...
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    Location Information
    Treasure Island, Florida
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Alice's Beach Bungalows Private Oasis #21 / 12
    (3)Average
    0.3 miles from The Pirate Ship At John's Pass
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
    • Hot Tub
    • Housekeeping Included
    • Wi-Fi
    • Ocean Views
    • Grill
    • Air Conditioning
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 30, 2018
    I love this area where we stayed, beach 2 minutes away, restaurants right around the corner, all the shops you could want. Our time at Alice's had everything we need, private...
    Reviewed November 9, 2016
    Owner is very attentive to your requests. Beach is beautiful, area is beautiful. Garden area and backyard area very comfortable. Beach chairs, etc available.
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    About this property
    This is an additional unit at Alices Beach Bungalows, see my other listings by searching Alice's Beach Bungalows Private Oasis Enjoy this private oasis located at the northern tip of Treasure Island just steps from the white sugary sand of one of the best beaches in Florida. We are walking...
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    Location Information
    Treasure Island, Florida
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Palms at the Pass1 / 10
    (11)Excellent
    0.2 miles from The Pirate Ship At John's Pass
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 3, 2018
    A truly memorable stay, excellent facilities in every room with some breathtaking views. The beach is just a couple of minutes walk and the supermarket is about 5 mins (by car...
    Reviewed April 1, 2018
    Location! Location! Location! Great floor plan awesome owners. Everything you need within walking distance. If you have a family or planning a ladies/guys retreat you will not...
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    About this property
    3 bedroom, 3 bath beach house only a 3-minute walk to the Gulf of Mexico in beautiful Treasure Island, Florida. 2300 square foot house with lots of room to stretch out and relax. Fully furnished, kitchen, deck overlooking the ocean, dining room, living room, washer and dryer. Lots to see and do in...
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    Location Information
    Treasure Island, Florida
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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