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Holiday Rentals in Madeira Beach

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    Travellers to Madeira Beach are booking February dates now. Secure your holiday rental today, and have the perfect trip.
    All 221 Rentals in Madeira Beach
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    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    Madeira Bay Resort Marina & Spa 5121 / 13
    (7)Average
    1 Bedroom, 2 Bathrooms, Sleeps 3 Quick View
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    About this property
    The Jungle Oasis Studio is a ground floor unit that boasts ocean views. Upon walking into the unit to your right you will find a bathroom with toilet, sink and shower. You will also enter right into the kitchen with microwave, refrigerator, two top burner stove, toaster oven, coffee pot, dining...
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    Madeira Beach, Florida 33708
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 5 Quick View
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    Come live the Florida Dream at Tropic Breezes! Unit is located on the second floor with distant Gulf views. Unit #19 sleeps 5 guests with two double beds and a sleeper sofa and has updated furnishings, 2 Flat screen TVs and Free WiFi. Note: 1 week minimum stay, requires Saturday arrival in...
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    Madeira Beach, Florida 33708
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 5
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Waterfront
    • Washer
    • DVD Player
    • Cable/satellite TV
    • Balcony
    • Private Outdoor Pool (Heated)
    • Internet Access
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This comfortable Gulf front condo has a fantastic view of the beach and Gulf of Mexico from the living room and both bedrooms. This spacious condo has a traditional décor fully equipped kitchen and large living area. Each bedroom has either a king or queen size bed views of the beach. Your condo...
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    Madeira Beach, Florida 33708
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    7 Bedrooms, 7 Bathrooms, Sleeps 22 Quick View
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    About this property
    This ultra luxury boutique property features six units, all which are nestled around a beautiful heated pool. From the pool area you can sunbathe in our upscale loungers, take a dip in the heated pool or enjoy drinks under the tiki hut. A very short stroll leads you to the white sandy beaches! We...
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    Madeira Beach, Florida 33708
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 22
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Air Conditioning
    • Secure Parking
    • Wi-Fi
    • Cable/satellite TV
    • Patio
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Guests are sure to enjoy a memorable vacation in this fully furnished, 1 bedroom 1 bath condo overlooking Boca Ciega Bay. The enclosed patio area is ideal for morning coffee and evening dining. The unit sleeps four people. Bedroom has a queen sized bed, while the living room has a queen sofa bed....
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    Madeira Beach, Florida 33708
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    Gorgeous condo in a beautiful, well maintained water front complex. Two blocks away from the beach with supermarkets, restaurants, shopping and more within walking distance. The complex features a heated pool, a spa, a tennis court, a clubhouse with a gas grill. This furnished condo is spacious...
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    Madeira Beach, Florida 33708
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Air Conditioning
    • Washer
    • Internet Access
    • Cable/satellite TV
    • DVD Player
    • Hot Tub
    • Private Outdoor Pool (Unheated)
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    '29 NIGHT MINIMUM STAY' After months searching for the perfect beach getaway, we discovered a Madeira Beach gulf front gem, then improved it with state-of-the-art upgrades. The result: A sun-filled, beach-front condo with 180 degree Gulf of Mexico views from our seventh-floor wrap around balconies...
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    Madeira Beach, Florida 33708
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Balcony
    • Cable/satellite TV
    • Patio
    • Shared Outdoor Pool (Unheated)
    • Internet Access
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Begin your sun-kissed adventure to Madiera Beach at this 2-bedroom, 1.5-bathroom vacation rental condo that accommodates 6 guests. This waterfront condo is perched on the top floor of the complex with panoramic views of the Gulf of Mexico. This coastal abode boasts all the comforts of home with the...
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    Madeira Beach, Florida 33708
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Waterfront
    • Cable/satellite TV
    • Housekeeping Included
    • Ocean Views
    • Washer
    • Wi-Fi
    • Air Conditioning
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    2BR/2 BA SURF SONG TOWNHOUSE #343 CONDO Location - Space - Privacy - Unmatched Amenities - Clean - Well Equipped - Reasonably Priced - BEST DEAL ON THE BEACH! Perfect for a memorable family beach vacation. Keyless entry on entrance doors for added security and convenience. Ideal location...
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    Location Information
    Madeira Beach, Florida 33708
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Air Conditioning
    • Ocean Views
    • Cable/satellite TV
    • Waterfront
    • DVD Player
    • Hot Tub
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful 6th floor condo in Surfside Tower, directly on the beach. Beach and Gulf view from living room, dining room, kitchen and master bedroom. Intercoastal view from second bedroom. Enjoy your morning coffee or a sunset glass of wine from your private balcony, while watching and listening to...
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    Madeira Beach, Florida 33708
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Ocean Sands1 / 24
    (28)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Waterfront
    • DVD Player
    • Wi-Fi
    • Washer
    • Cable/satellite TV
    • Air Conditioning
    • Hot Tub
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The condo is suitable for families, couples and groups of friends. From the private balcony there is a wonderful, wide view of the coast, from Treasure Island up to the end of Sand Key. Dolphins are often spotted in the sea in front. It receives direct sunshine from about 2pm.The sunsets are...
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    Madeira Beach, Florida 33708
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Imagine your dream Florida vacation!1 / 30
    (16)Very good
    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
    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 33708
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    The best guest rated condos at Madeira Beach area!1 / 56
    (48)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • DVD Player
    • Ocean Views
    • Air Conditioning
    • Private Outdoor Pool (Heated)
    • Hot Tub
    • Cable/satellite TV
    • Wi-Fi
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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. We have a top floor condo on the waterfront with Scandinavian interior design. Large private balcony with stunning view over Boca Ciega Bay. Dolphins come...
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    Madeira Beach, Florida 33708
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    OCEANFRONT at SAND DOLLAR RESORT- call us quick!1 / 17
    (2)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Waterfront
    • Ocean Views
    • Air Conditioning
    • Housekeeping Included
    • Patio
    • Cable/satellite TV
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    For avail and other questions, best to call us at the number listed on contact owner vs email- phone is best as availability changes constantly. 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...
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    Madeira Beach, Florida 33785
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    HOLIDAY VILLAS III- WOW CALL US QUICK!1 / 24
    (5)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Waterfront
    • Cable/satellite TV
    • Patio
    • Ocean Views
    • DVD Player
    • Housekeeping Included
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    For avail and other questions, best to call us at the number listed on contact owner vs email- phone is best as availability changes constantly. Completely renovated: Condo completed updated and freshly painted with new everything. New ceramic tile and carpet throughout. Most recent guests rate...
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    Location Information
    Madeira Beach, Florida 33785
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Internet Access
    • Air Conditioning
    • Patio
    • Washer
    • Grill
    • DVD Player
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    French doors off the living and dining room open onto a landscaped yard with a private deck and gorgeous view of the tropical foliage. This newly renovated, beautifully furnished duplex overlooks the bay and the breathtaking Gulf Sunsets. Step out to your own patio's with table and chairs and...
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    Location Information
    Madeira Beach, Florida 33708
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • DVD Player
    • Patio
    • Washer
    • Internet Access
    • Cable/satellite TV
    • Grill
    • Air Conditioning
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    French doors off the living and dining room open onto a landscaped yard with a private deck and gorgeous view of the tropical foliage. This newly renovated, beautifully furnished 2 bedroom suite overlooks the bay and the breathtaking Gulf Sunsets. Beach towels, beach chairs, and umbrellas are...
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    Location Information
    Madeira Beach, Florida 33708
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Patio
    • Internet Access
    • Air Conditioning
    • Grill
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    • Cable/satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    *Great discounts available for monthly stays!* Feel right at home in this delightful Madeira Beach vacation rental apartment! This fantastic home offers 1 bedroom, 1 bathroom, and enough sleeping arrangements for up to 4 guests. You'll have easy access to pristine beaches and picturesque ocean...
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    Madeira Beach, Florida 33708
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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