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Vacation Rentals in Madeira Beach, FL

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    Travellers to Madeira Beach are booking December dates now. Secure your vacation rental today, and have the perfect trip.
    1 / 11
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    1 / 16
    2 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    1 / 9
    5 of 5 stars (4) Excellent
    4 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    1 / 28
    5 of 5 stars (36) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    Do you want to watch dolphins from your balcony? This is the place to rent! Boca Ciega Resort & Marina (the condominium) was built in 2006. The condos were completely refurbished and painted 2012 / 2013, Everything is new! Top modern, 2 top floor (#404 & #410) and one 3rd floor (#310) condo on the... View all property information
    Location Information
    Madeira Beach, Florida 33708
    1 / 45
    4.5 of 5 stars (3) Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Walk into this beachfront paradise home and sail into another world. The Captains Townhouse is a rare find on a pristine and uncrowded section of Madeira Beach. The views from the living room, master bedroom, twin balconies, and beachfront patio are simply breathtaking. A private wood-lined pathway... View all property information
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    Madeira Beach, Florida 33708
    1 / 44
    3 of 5 stars (1) Average
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Skyline of Madeira Beach Resort Condo is conveniently located a short walk from John's Pass Village, and just across the street from a fantastic and quiet stretch of white sandy beach. The Resort is directly on the Bay, and our guests have full access to the private dock, fishing dock, courtyard... View all property information
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    Madeira Beach, Florida 33708
    1 / 36
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    A fantastic destination in the heart of Madeira Beach, this comfortable, private, and secure cottage has been completely renovated from the inside-out (Fall 2013). Everything is new and updated, and the location can't be beat. The cottage is directly across the street from the public beach access... View all property information
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    Madeira Beach, Florida 33708
    1 / 25
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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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 Bay... View all property information
    Location Information
    Madeira Beach, Florida 33708
    1 / 8
    2 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • x
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    About this property
    Whether You're Looking For A Round Of Great Golf... Fantastic Offshore Fishing...A Much Needed Family Get Away...Or Just A Relaxing Time At Our Fabulous Pool & Jacuzzi, This Unit Is The Right Place For The Entire Family. This 2 bed 2 bath OCEANFRONT condo at SAND CASTLE is just what the doctor... View all property information
    Location Information
    Madeira Beach, Florida 33785
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Satellite TV
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    • Pet-friendly
    • Child-friendly
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    • x
    About this property
    You will love this 'Old Florida' tropical beach cottage w/ all the amenities of today. Enjoy the privacy & charm of your own beach cottage that has just been redecorated w/ new furniture and everything that you can even think of. Clean & bright tropical colors. Fully equipped kitchen including an... View all property information
    Location Information
    Madeira Beach, Florida 33708
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    1 / 45
    2.5 of 5 stars (2) Poor
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Air Conditioning
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    • Terrace
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    • Pet-friendly
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    • x
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    About this property
    Located directly on the most beautiful section of beach and just across the road from the fabulous John's Pass Village shopping and restaurant area, Sandy Shores is the perfect location for your Florida Gulf vacation. The resort is complete with beach front pool, beach front Tiki hut patio, and of... View all property information
    Location Information
    Madeira Beach, Florida 33708
    1 / 41
    4.5 of 5 stars (4) Very good
    5 Bedrooms, 4 Bathrooms, Sleeps 14 | Quick View
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    • Grill
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    • x
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    • x
    About this property
    Fantastic Beach House. Private and comfortably furnished for the whole family. If you are searching for a spacious and private home that puts you directly on the the white, sandy beaches of Madeira, this is the place. With its unique floor plan, this house gives everyone in the group space and... View all property information
    Location Information
    Madeira Beach, Florida 33708
    1 / 21
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Internet Access
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    • Waterfront
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    • x
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    About this property
    The condo is on the Gulf with direct beach access. The 25 unit complex has a 3-6ft deep graduated pool and a Hot Tub. On site management is very helpful and accommodating. Beautiful 3 bedroom condo on the beach. Recently repainted and decorated with other rehab projects underway. Master has... View all property information
    Location Information
    Madeira Beach, Florida
    1 / 45
    4.5 of 5 stars (2) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Patio
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    • Satellite TV
    • Hot Tub
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    • Washer
    • Wi-Fi
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    New Resort with full service Spa, marina, restaurant, and 2 blocks from John's Pass. Gulf facing view from your private balcony. All the amenities of home. Freshly updated and furnished with Bamboo flooring, granite counter-tops, new sofa/sleeper, leather recliner, and stainless appliances. The... View all property information
    Location Information
    Madeira Beach, Florida 33708
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Internet Access
    • Washer
    • Patio
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    • Satellite TV
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    • Air Conditioning
    • Outdoor Dining Area
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • x
    About this property
    Great discounts available for monthly stays! Experience a fantastic getaway to sunny Florida by escaping to this radiant Madeira Beach vacation rental apartment! Complete with a welcoming interior and convenient location, this beautiful, brand new home provides the perfect combination of... View all property information
    Location Information
    Madeira Beach, Florida 33708
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • x
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    • x
    About this property
    This unit is in the PERFECT location. Everything you need is within walking distance. Grocery store, Pharmacy, Great Restaurants and beautiful sunsets on the beach are just a couple minutes away. It is located close to Indian Shores and John's Pass that has great shopping and food for everyone. The... View all property information
    Location Information
    Madeira Beach, Florida 33708
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • x
    Location Information
    Madeira Beach, Florida 33708
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Patio
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    • Private Garden
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    Location Information
    Madeira Beach, Florida 33708
    1 / 32
    5 of 5 stars (7) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Satellite TV
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    • x
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    • x
    About this property
    Renovated Two Bedroom Home Just Steps from the Beach In a fantastic location just off the beautiful beaches of Madeira, this totally renovated cottage is ready for your family vacation. The cottage is situated inside a safe and friendly neighborhood, and is directly across the street from the beach... View all property information
    Location Information
    Madeira Beach, Florida 33708
    1 / 17
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Wi-Fi
    • Air Conditioning
    • Satellite TV
    • Washer
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    • DVD Player
    • Patio
    • Waterfront
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • ?
    About this property
    CALL MANAGER FOR AVAILABILITY. WE DO NOT POST A CALENDAR BECAUSE THIS IS ONLY ONE OF THE 4 UNITS IN THIS BUILDING. <BR><BR>ALWAYS PUT YOUR EMAIL ADDRESS IN YOUR INQUIRY SO THAT WE CAN SEND YOU PICTURES. <BR><BR>This unit is located in an old 1940 Beach house that has been converted into 4 units. It... View all property information
    Location Information
    Madeira Beach, Florida 33708
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    1 Bedroom, 1 Bathroom, Sleeps 5 | Quick View
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    • DVD Player
    • Internet Access
    • Ocean Views
    • Waterfront
    • Patio
    • Satellite TV
    • Air Conditioning
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This Condo is located on Madeira Beach next to the world famous John's Pass Village & Boardwalk, Ocean front beach getaway! Steps away from shopping, dinning, multiple scenic gulf beaches, Deep sea fishing, boating or jet skiing. You will feel instantly relaxed in this completely remodeled and... View all property information
    Location Information
    Madeira Beach, Florida 33708
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Outdoor Dining Area
    • Washer
    • Patio
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    • Parking
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Madeira beach - Between Clearwater beach and St. Pete Beach. Long term leases - 3 months or more. 3 blocks from the beach, 5 blocks from Johns Pass Village entertainment complex/boardwalk 3 bedroom 2 bath 1 giant and one large bedroom upstairs, and one small guest bedroom downstairs Efficient,... View all property information
    Location Information
    Madeira Beach, Florida 33708
    1 / 15
    5 of 5 stars (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Balcony
    • Satellite TV
    • Wi-Fi
    • Washer
    • Waterfront
    • Air Conditioning
    • DVD Player
    • Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Watch beautiful sunsets from your balcony on this beautiful 2/2 beachfront condo in Madeira Beach. Just 10 block walk to Johns Pass Village Wireless Hi Spd, Tile, new hi-end king bed, upgraded linens 2 double beds in the guest new DVD/VHS player, TV in both bedrooms & L.R, VCR in L.R., 1120 s.f.... View all property information
    Location Information
    Madeira Beach, Florida 33708
    1 / 49
    2.5 of 5 stars (3) Poor
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • DVD Player
    • Air Conditioning
    • Washer
    • Satellite TV
    • Wi-Fi
    • Hot Tub
    • Private Outdoor...
    • Patio
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    - (7-14 night stays are available. Please email for availability and details) - Stay at one of the most special places on Madeira Beach, and enjoy one of the most outstanding and updated condo units available. This corner unit condo is high above the beach on the seventh floor, and boasts an... View all property information
    Location Information
    Madeira Beach, Florida 33708
    1 / 14
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Air Conditioning
    • Waterfront
    • Porch
    • DVD Player
    • Sauna
    • Wi-Fi
    • Hot Tub
    • Washer
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    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    Newly remodeled, very niicely furnished 1BR/1.5 Bath unit at Madeira Beach Yacht Club on the intracoastal waterfront & just a short walk to Madeira Beach. Everything brand new including appliances, Hi Spd Internet, 3 tvs, vcr, dvd, boom box. The Yacht Club has 2 heated pools, exercise room... View all property information
    Location Information
    Madeira Beach, Florida 33708
    1 / 44
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Private Outdoor...
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    • Satellite TV
    • Hot Tub
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    - (7-14 night stays are available. Please email for availability and details) - Enjoy perfect sunset views from this large recently renovated Gulf front condo. Ocean Sands is located on the soft sugary sands of Madeira Beach, and features a resort style heated pool with hot tub, covered parking,... View all property information
    Location Information
    Madeira Beach, Florida 33708
    1 / 46
    4 of 5 stars (4) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Satellite TV
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    • Pet-friendly
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    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Fantastic Location in the Heart of Madeira Beach. Walking distance to shopping, restaurants, and watersports. The Las Brisas resort is situated directly on the beaches and the pristine waters of the Gulf of Mexico. This particular condo is on the bay side (doesn't face the beach), but still, just... View all property information
    Location Information
    Madeira Beach, Florida 33708
    1 / 18
    5 of 5 stars (17) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Satellite TV
    • Grill
    • Wi-Fi
    • Waterfront
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    • Washer
    • Balcony
    • DVD Player
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This elegant condo is DIRECTLY ON THE BEACH. Gorgeous views directly facing the Gulf! The condo has two bedrooms and two full baths. There is a King bed in each bedroom. It has a kitchen, a separate laundry room with full-sized washer and dryer, and all the comforts of home. As you can see... View all property information
    Location Information
    Madeira Beach, Florida 33708
    Studio, 1 Bathroom, Sleeps 2 | Quick View
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    • Air Conditioning
    • DVD Player
    • Parking
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    • Satellite TV
    • Terrace
    • Internet Access
    • Balcony
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    A quiet resort right on the gulf. Although there are no scheduled activities, after a short drive, north or south, there is plenty to do and see. The resort itself is well maintained, neat and the staff very friendly. The staff was very quick to respond to any request. Of course, the closeness to... View all property information
    Location Information
    Madeira Beach, Florida 33708
    1 / 19
    5 of 5 stars (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Waterfront
    • Satellite TV
    • Washer
    • Grill
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    • Patio
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • ?
    About this property
    CALL MANAGER FOR AVAILABILITY. WE DO NOT POST A CALENDAR BECAUSE THIS IS ONLY ONE OF THE 4 UNITS IN THIS BUILDING. <BR><BR>ALWAYS PUT YOUR EMAIL ADDRESS IN YOUR INQUIRY SO THAT WE CAN SEND YOU PICTURES. <BR><BR>The Beach Flower is considered one of Florida's most Endangered Species. A 1940's Home... View all property information
    Location Information
    Madeira Beach, Florida 33708
    1 / 13
    2 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Air Conditioning
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    • Satellite TV
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    • Private Outdoor...
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    • Balcony
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    • Pet-friendly
    • Child-friendly
    • x
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    • Smoking allowed
    • x
    About this property
    Gulf Blvd., Madeira Beach 33708 South Facing Balcony Description: 2Bedroom 2Bath/1140 sq ft/2 double beds in each w/TV's, Parking space(1car) Property Amenities: Pool Pass View Balcony DVD Micro/Coffeemkr Full Kitchen BBQ Facilities HS internet... View all property information
    Location Information
    Madeira Beach, Florida 33708
    1 / 23
    4 Bedrooms, 3 Bathrooms, Sleeps 14 | Quick View
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    • Waterfront
    • Air Conditioning
    • Washer
    • Internet Access
    • DVD Player
    • Satellite TV
    • Private Outdoor...
    • Hot Tub
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Welcome to paradise in Madeira beach! This home is located on Jack's Boat Basin next to John's Pass Village & Boardwalk & Madeira Beach, waterfront with inter-coastal channel minutes away from Ocean Fishing, the world famous John's Pass, and steps away from the scenic gulf beaches. This property... View all property information
    Location Information
    Madeira Beach, Florida 33708
    1 / 8
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Amenities & Details
    • Porch
    • Sauna
    • Satellite TV
    • Waterfront
    • Private Outdoor...
    • Air Conditioning
    • Washer
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    3rd floor corner condo with wrap around balcony full Gulf exposure and great sunsets Beautiful updated accommodations, Master Bedroom with King Bed Second Bedroom with a set of twin beds. Separate baths for each. This property rents only for the month and to only a single family, No... View all property information
    Location Information
    Madeira Beach, Florida 33708