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Holiday Rentals and Apartments in Madeira Beach, FL

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    Travellers to Madeira Beach are booking March dates now. Secure your holiday rental today, and have the perfect trip.
    1 / 49
    4 of 5 bubbles (3) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    1 / 23
    5 of 5 bubbles (3) Excellent
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    1 / 46
    3 of 5 bubbles (1) Average
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    - (7-14 night stays are available. Please email for availability and details) - Beachfront Luxury Situated on the 12th Floor of the Prestigious Ocean Sands Resort Stay at one of the finest and most up-to-date condominium complexes on the beach. Ocean Sands is the perfect combination of location and... View all property information
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    Madeira Beach, Florida 33708
    1 / 25
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Many updates have been made in this Gulf front condo. The renovated kitchen is beautiful and fully equipped. Sparkling tile on the floors, modern furniture, a king bed, queen bed and twin beds in the den are just a few of the pluses. The big screened-in balcony is the perfect spot for watching... View all property information
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    Madeira Beach, Florida 33708
    1 / 48
    5 of 5 bubbles (1) Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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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 leather furniture, upgraded flooring, granite countertops, and stainless appliances. Enjoy a fantastic view... View all property information
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    Madeira Beach, Florida 33708
    1 / 26
    5 of 5 bubbles (2) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    This large, south corner condo has been beautifully renovated and tastefully furnished. The living room, dining area and kitchen have a bright, open floor plan with beautiful tile floors. The view of the beach and the Gulf of Mexico from the living room, dining area, the kitchen counter and the... View all property information
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    Madeira Beach, Florida 33708
    1 / 27
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    If your plans call for sitting on your balcony and watching spectacular, technicolor sunrises and sunsets, you have found your place on the beach. This panoramic unit has a large balcony. Madeira Towers is a quite condo with friendly neighbors. Enjoy your morning coffee or your cocktail hour on the... View all property information
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    Madeira Beach, Florida 33708
    1 / 42
    3.5 of 5 bubbles (3) Average
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • x
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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 Beach... View all property information
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    Madeira Beach, Florida 33708
    1 / 42
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    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... View all property information
    Location Information
    Madeira Beach, Florida 33708
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    1 / 2
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    Convenient ground floor condominium located in the highly sought-after Madeira Beach Yacht club. 2 bed/1 bath condo is well cared for featuring newly updated kitchen with granite counter tops and artic white solid wood cabinets. Brand new mattress in master bedroom with high end linens and up to... View all property information
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    Madeira Beach, Florida 33708
    1 / 14
    2 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    SEABREEZE 604 of Maderia Beach is perfect for a family beach getaway! Spacious direct gulf front condo with private balcony to enjoy the beach views. Comfortable furnishing with 3 queen beds, and a sleeper sofa, sleeps 6-8. Lounge by the pool, take a dip in the Jacuzzi, or go shelling on our... View all property information
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    Madeira Beach, Florida
    1 / 24
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Premium, yet Comfy Accommodations in Madeira Beach One Block North of John's Pass! ** When you call, reference this unit code MBR306 or Madeira Bay Resort 306 ** **Unit 306 has new owners. It's their mission to share their 2 Bedroom/2 Bath condo with premium accommodations in one of the best... View all property information
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    Madeira Beach, Florida
    1 / 21
    4 of 5 bubbles (5) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    ** When you call, reference this unit code MBR508 or Madeira Bay Resort 508 ** ** Month of February may not be rented without month of January if January is not already rented ** Everything to complete your dream Florida vacation is within your reach! Start the day sipping your coffee and... View all property information
    Location Information
    Madeira Beach, Florida 33708
    1 / 32
    5 of 5 bubbles (7) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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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 / 26
    5 of 5 bubbles (3) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
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    About this property
    If your plans call for sitting on your balcony and watching spectacular, technicolor sunrises and sunsets, you have found your place on the beach. This panoramic corner unit has a full wrap around balcony with plenty of seating for everyone. Madeira Towers is a quite condo with friendly neighbors.... View all property information
    Location Information
    Madeira Beach, Florida 33708
    1 / 45
    4.5 of 5 bubbles (3) Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • x
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    • x
    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
    Location Information
    Madeira Beach, Florida 33708
    1 / 28
    5 of 5 bubbles (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Waterfront
    • Terrace
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    • Balcony
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
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    • x
    About this property
    This large, south corner condo has a terrific view of the beach and the Gulf of Mexico from the balcony and the living room. The fully equipped kitchen with stainless appliances offers granite counter tops with a wide open view of the living area and balcony. Updated bathrooms with granite... View all property information
    Location Information
    Madeira Beach, Florida 33708
    1 / 48
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Satellite TV
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    Our condo at the beautiful and modern Las Brisas resort delivers the perfect blend of home and vacation that you've been looking for. This is a corner unit on the second floor with privacy and space to enjoy your Florida beach vacation. The corner units at the building spans the width of the... View all property information
    Location Information
    Madeira Beach, Florida 33708
    1 / 36
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • x
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    • x
    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
    Location Information
    Madeira Beach, Florida 33708
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    1 / 27
    4.5 of 5 bubbles (2) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Waterfront
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    • Private Outdoor...
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
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    • x
    About this property
    You have to see this spectacular, newly renovated, south corner, Gulf front condo. The new kitchen is top of the line with granite countertops and stainless steel appliances. You have a fantastic view of the Gulf from the breakfast bar, living room with a large private balcony. Newly renovated... View all property information
    Location Information
    Madeira Beach, Florida 33708
    1 / 49
    4 of 5 bubbles (1) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Private Outdoor...
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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 full-service... View all property information
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    Madeira Beach, Florida 33708
    1 / 22
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    Come check out this beautifully redecorated Tropic Breezes condo! Unit is located on the second floor with view of the pool and Gulf of Mexico. Rental comes complete with two flat screen TVs, a new bathroom with tile shower & Free WiFi too! 10% discount for 28 day or longer stays! This condo is... View all property information
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    Madeira Beach, Florida 33708
    1 / 46
    5 of 5 bubbles (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
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    • x
    About this property
    With docks surrounding the entire property, this is the perfect location for Bay front fishing or just relaxing away from the crowds. Reserve your stay at this freshly updated two bedroom waterfront condo at the well maintained Madeira Beach Yacht Club. Everything in this condo is setup for comfort... View all property information
    Location Information
    Madeira Beach, Florida 33708
    1 / 10
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    • x
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    • x
    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... View all property information
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    Madeira Beach, Florida 33708
    1 / 24
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Waterfront
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    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... View all property information
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    Madeira Beach, Florida 33708
    1 / 24
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • x
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    • x
    About this property
    This is the perfect condo for the budget minded vacationer. Truly a 2 minute walk to the beautiful white sands of Madeira Beach!!! Newly redecorated and updated with new furniture for relaxing beach charm during your Florida beach vacation. 2 bedroom 1 bath unit has all the comforts of home,... View all property information
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    Madeira Beach, Florida 33708
    1 / 19
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • x
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    About this property
    ** When you call, reference this unit code SB705 or Sea Breeze 705 ** Unit 705 at the Sea Breeze Condominium is a lovely place for a vacation. Location, location, location are the key words for this attractive and updated condo. It is situated directly on the powdery sands on the Gulf of Mexico... View all property information
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    Madeira Beach, Florida
    1 / 38
    3 of 5 bubbles (1) Average
    Studio, 1 Bathroom, Sleeps 2 | Quick View
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    • x
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    • x
    About this property
    - (7-14 night stays are available. Please email for availability and details) - Enjoy a breathtaking view of the Gulf of Mexico from your private 9th floor balcony. Sit back and relax. Your Florida vacation awaits. The Ocean Sands resort in beautiful Madeira Beach simply can't be beat. This... View all property information
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    Madeira Beach, Florida 33708
    1 / 25
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
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    • x
    About this property
    ** When you call, reference this unit code SB306 or Sea Breeze 306 ** The Sea Breeze Condominium is one of the most desirable complexes in Madeira Beach. Each unit sports a roomy balcony overlooking the powdery white sand and emerald turquoise waters, and you would be hard pressed to find a better... View all property information
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    Madeira Beach, Florida
    1 / 38
    4.5 of 5 bubbles (3) Very good
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • x
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    • x
    About this property
    Private Waterfront Cottage. Private Dock. Waterfront Pool Access. Easy Walk to the Beach. This picture perfect Bayfront private house is ready to surround you in comfort. Walk through the beautifully landscaped yard and into the front door of this private residence and you will find yourself in... View all property information
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    Madeira Beach, Florida 33708
    1 / 23
    3 Bedrooms, 2 Bathrooms, Sleeps 11 | Quick View
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    • ?
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    • x
    About this property
    This newly remodeled home has all the amenities you need while on vacation and still manages to maintain its beachy charm. Professionally decorated this home has an airy feel with top of the line finishings. At 3 bedrooms and 2 full bathrooms, this is one of the best little rentals on Lido Key.... View all property information
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    Madeira Beach, Florida
    1 / 21
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • x
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    • x
    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. "Beachy" Master... View all property information
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    Madeira Beach, Florida 33708
    1 / 13
    5 of 5 bubbles (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
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    About this property
    Beautiful, just remodeled 2BR/2BA condominium in prestigious Ocean Sands is available for year-round rental. This luxurious condo, with its panoramic views of the Gulf of Mexico and the Boca Ciega Bay is a highly sought-after and plush rental property. Ultra-clean and modern, this beautiful... View all property information
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    Madeira Beach, Florida 33708
    1 / 22
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • x
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    • x
    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... View all property information
    Location Information
    Madeira Beach, Florida 33708
    1 / 10
    Studio, 1 Bathroom, Sleeps 2 | Quick View
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    Ground floor efficiency condo on the north side of the building. This unit has a full kitchen, flat screen TV, and free WiFi! This spacious unit sleeps two guests with a queen size bed in the bedroom. There's not another Sea Rocket condo like it. Come enjoy a unique and relaxing beach front get... View all property information
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    Madeira Beach, Florida 33708
    1 / 24
    3 of 5 bubbles (1) Average
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    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 ....<BR><BR>Vacation paradise at its finest !!!!<BR><BR>Weekly, monthly rates. No... View all property information
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    Madeira Beach, Florida 33708
    1 / 60
    3 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
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    • x
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    • x
    About this property
    Perfect for family and friends wanting a relaxing beach vacation together. This newly renovated, one and two bedroom waterfront duplex is located in tropical gulfside city of Madeira Beach Florida! It sleeps up to 10 with 5 beds in 3 bedrooms, 2 Kitchens, large patio, and 2 full bathrooms. The 2... View all property information
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    Madeira Beach, Florida 33708
    1 / 49
    2.5 of 5 bubbles (3) Poor
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • x
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    • x
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    - (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
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    Madeira Beach, Florida 33708
    1 / 44
    4 of 5 bubbles (2) Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • x
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    • x
    About this property
    Click on the Image for a 3D Tour of the Property! Fantastic Location. Private, Quiet, Relaxing. Ahh....... The upscale Chambre Condominium building is located directly on the White Sandy Beaches of the Gulf of Mexico. This beautiful complex is a 25 unit/five story building, elevator, with reserved... View all property information
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    Madeira Beach, Florida 33708
    1 / 47
    4 of 5 bubbles (5) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • x
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    • 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
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    Madeira Beach, Florida 33708
    1 / 16
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • x
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    • x
    About this property
    Come enjoy the sand and sun! Have your coffee with the morning sun and then off to the beach to the warm turquoise waters of the Gulf. The condo is located on the southside of the building with a partial Oceanview to the right and a view of John's Pass to the left. Located directly across the... View all property information
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    Madeira Beach, Florida 33708
    1 / 23
    5 of 5 bubbles (2) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
    • ?
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    About this property
    ** When you call, reference this unit code SB608 or Sea Breeze 608 ** You will not want to miss out on this delightful vacation spot. Unit 608 at the Sea Breeze Condominium has it all. It is situated directly on the powdery sands on the Gulf of Mexico where you can sit on the balcony and watch the... View all property information
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    Madeira Beach, Florida 33708
    1 / 46
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    French doors off the living and dining room open onto a flowered yard and private deck with a gorgeous view. This newly renovated, beautifully furnished 2 bedroom suite overlooks the water and the breathtaking Gulf sunsets. Step out to your own patio with table and chairs, gas grill or wander... View all property information
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    Madeira Beach, Florida 33708
    1 / 24
    5 of 5 bubbles (2) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Child-friendly
    • x
    • ?
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    • x
    About this property
    Our DIRECT BEACH FRONT condo at the prestigious OCEAN SANDS in Madeira Beach, Florida is available for rent. It features 2 bedrooms, 2 bathrooms and a fully-equipped kitchen. We take pride in offering you a spacious, clean and well-maintained condo for your vacation. What sets us apart is the... View all property information
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    Madeira Beach, Florida 33708
    1 / 45
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    This spacious top floor unit in Madeira Beach has been completely refurnished, and is fresh and ready for your Florida beach vacation! The private balcony gives an unobstructed view of the beach and Gulf of Mexico, and is perfectly positioned for morning coffee, Sunset viewing or daytime relaxing.... View all property information
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    Madeira Beach, Florida 33708
    1 / 13
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
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    • x
    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... View all property information
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    Madeira Beach, Florida 33708
    1 / 23
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Feast your eyes on this fabulous upscale beauty with a balcony to die for. Ocean Sands has been renovated from top to bottom and offers you a premier vacation spot with luxury in mind. This gem is laden with upscale details and furnishings, and sports an oversized balcony to breath in the ocean air... View all property information
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    Madeira Beach, Florida
    1 / 45
    2.5 of 5 bubbles (2) Poor
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Grill
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    • Balcony
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    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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
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    Madeira Beach, Florida 33708
    1 / 25
    Studio, 2 Bathrooms, Sleeps 8 | Quick View
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    • Child-friendly
    • ?
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    • ?
    About this property
    4 Br, 2 Ba * Sleeps 8 4 Bedroom/ 2 Bathroom Beachfront House with Pool on the Sand of Madeira Beach. Our Madeira Beach home is a quintessential beach house sitting right smack dab on the sand of one of Florida's most beautiful beaches. The large pool and deck are the perfect place for enjoying... View all property information
    Location Information
    Madeira Beach, Florida 33708