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Holiday Rentals with Pools in Madeira Beach

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    Travellers to Madeira Beach are booking March dates now. Secure your holiday rental today, and have the perfect trip.
    168 Matching Rentals in Madeira BeachView all 225 rentals
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    Madeira Norte Unit 4161 / 31
    (5)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Beautiful water view condo at the Skyline Resort1 / 24
    (8)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Madeira Norte #3041 / 72
    (5)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Internet Access
    • Washer
    • Waterfront
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Cable/satellite TV
    • Air Conditioning
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 June 2015
    We enjoyed our vacation even more since we stayed in Madeira Norte. Although it would have been great to have a rental overlooking the beach, we did not mind the side looking...
    Reviewed 10 August 2014
    The condo was beautiful and comfortable. The location would be hard to beat with John Pass village across the street and the beach is on your doorstep. I would book again in...
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    About this property
    This light, bright and inviting condo has recently been re-decorated with beautiful tile throughout and comfortable furniture for relaxing. The kitchen has been updated with granite counter tops and sleek black appliances. Plus, you can enjoy the balmy weather on your private balcony with access...
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    Madeira Beach, Florida 33708
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    211 - Sandy Shores1 / 43
    (3)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Balcony
    • Terrace
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 December 2017
    Super Clean, Spacious Condo for 5 of us staying here. Quiet beach access and walking distance to Johns Pass. Traveled from MA and couldn't be happier with our stay
    Reviewed 26 August 2014
    My husband and I and our son and daughter-in-law spent almost a week here. Lovely, well equipped condo. The beds were very comfortable. It was very spacious for 4 adults. The...
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    About this property
    Please note there are structural repairs scheduled for the building during the months of February 2018 through August 2018. The work will include concrete repair work in the garage underneath the building, balcony flooring repair work, and painting the outside of the building. There may be some...
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    Madeira Beach, Florida 33708
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Madeira Beach 2bedroom Kima 403 Gulf Front Condo    PRICELESS SUNSETS!1 / 22
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Parking
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 January 2018
    We stayed at Madeira Beach Kima Condominium #403 over Christmas. We had booked online without seeing the unit in person. We could not be happier about our choice to stay here...
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    About this property
    Enjoy the panoramic beach views form this oversized beach front balcony. Watch the dolphins play in the day and the spectacular sunsets in the evening. This large 2 bedroom 2 bath condo features Wi Fi, full size washer/dryer, 3 TVS, DVD, king bed, 2 double beds, very well equipped kitchen and...
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    Madeira Beach, Florida 33708
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Beachfront Sea Breeze #1021 / 14
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Washer
    • Hot Tub
    • Wi-Fi
    • Air Conditioning
    • Ocean Views
    • DVD Player
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 9 November 2017
    there are a good selection of restaurants & bars near by and a Beautifull beach to walk.the pool and hot tub excellent and have found the other guests to be very friendly...
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    About this property
    This beautiful beachfront condo was redecorated and updated in December 2017. You will be directly on the white sands of Florida's Gulf Coast watching the sun set off the balcony. In less than a minute, you can leave the condo and have your feet on the warm sand. Our two bedroom, two full bath...
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    Madeira Beach, Florida 33708
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    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
    About this property
    *TeemingVR presents Madeira Bay Resort 306 or MBR306 in Madeira Beach* *January 28-Easter, reservation must fall within Sat-Sat window. Please call us directly for other options before booking on line.* **New owners. It's their mission to share their 2 Bedroom/2 Bath condo with premium...
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    Madeira Beach, Florida 33708
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Ultimate Madeira Beach OCEAN LOVERS PARADISE!!!1 / 32
    (2)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Washer
    • Private Outdoor Pool (Heated)
    • Waterfront
    • DVD Player
    • Air Conditioning
    • Internet Access
    • Grill
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 June 2015
    We easily found the apartment block and the parking slot. Instructions for entry were easy to understand and use. We used the wrap around balcony to acclimatise to the heat and...
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    About this property
    UNIQUE One of a Kind OCEAN LOVER'S Gulf coast Condo is especially made for those that are all about the JAW-DROPPING OCEAN VIEWS and being within footsteps to the Majestic Gulf of Mexico Ocean ! You will never forget your stay at the ' Unique Turqoise Building -the 4rth level CORNER UNIT with...
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    Madeira Beach, Florida 33708
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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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
    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 33708
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    2/1 NOW BOOKING winter 2018!  Updated. Great location!1 / 17
    (4)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Hot Tub
    • Patio
    • DVD Player
    • Cable/satellite TV
    • Sauna
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 May 2017
    We enjoyed our stay. The condo is updated, cute, and comfortable. The bed was very comfortable and the kitchen well stocked. The pool is right out the door and the beach a 10...
    Reviewed 7 April 2017
    Jennifer's condo, exceeded our expectations as soon as we walked in the door. Well laid out and very clean condo, with everything we needed for a perfect holiday. Including...
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    About this property
    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...
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    Madeira Beach, Florida 33708
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Ocean Sands 504 Beachfront Studio Condo1 / 25
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Cable/satellite TV
    • Air Conditioning
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Parking
    • Terrace
    • Internet Access
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 December 2017
    Our 2 weeks in this beautiful condo could not have been more perfect. The condo was spotlessly clean, beautifully furnished, and actually a lot bigger than it looks in the...
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    About this property
    Ocean Sands 504 is a beautiful, newly renovated studio right on the white sands of Madeira Beach. Enjoy our fabulous sunsets on your private fifth floor balcony. The recent updates include all stainless steel appliances in the kitchen along with beautiful white granite counter-tops and a flat...
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    Madeira Beach, Florida 33708
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Madeira Beach Yacht Club 329B1 / 34
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Hot Tub
    • Grill
    • Internet Access
    • Patio
    • DVD Player
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 31 December 2017
    My husband and I had a great getaway together. We were able to walk within minutes to the beach, restaurants, and shopping. We can not wait to come back with our family and boat...
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    About this property
    *TeemingVR presents Madeira Beach Yacht Club 329 or MBYC329B in Madeira Beach* Lovingly renovated in 2017, this gorgeous Madeira Beach property offers a great location, abundant amenities and great value! Teeming Vacation Rentals understands that your much anticipated get-away should be something...
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    Madeira Beach, Florida 33708
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Waterfront
    • Internet Access
    • Air Conditioning
    • Grill
    • DVD Player
    • Washer
    • Private Outdoor Pool (Heated)
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    ***3 night minimum rental period, please call or email for a less than 7 night stay*** Bright and spacious 3 bedroom, 2 bath condo with direct views of the Gulf of Mexico! This condo will accommodate up to 8, has a nice sized private balcony and is right in the heart of Madeira Beach! Easy...
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    Madeira Beach, Florida 33708
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Quaint and charming studio cottage by the beach1 / 23
    (7)Very good
    Studio, 1 Bathroom, Sleeps 4 Quick View
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    • Parking
    • DVD Player
    • Air Conditioning
    • Wi-Fi
    • Cable/satellite TV
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 January 2018
    This unit has a great location. Right across the street from beach entry and troley/bus stop, walking distance both ways from restaurants like Bubba Gump, Hooters, supermarket...
    Reviewed 12 March 2016
    It was a nice stay for us. We stayed July 2015 and do apologize for just now writing a review. I thought it was a good location and your across the street from the beach. The...
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    About this property
    Our unit is part of Gulf Gardens Resort at 14141 Gulf Blvd Madeira Beach Fl. Quaint and charming studio cottage with full kitchen, one bath, and all the linens included. We are across the street from the beautiful Gulf of Mexico. Our cottage can comfortably sleep 4 people on our custom built wall...
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    Madeira Beach, Florida 33738
    Holiday Rental House - 1 Bathroom, Sleeps 4
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    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
    Please note there are structural repairs scheduled for the building during the months of February 2018 through August 2018. The work will include concrete repair work in the garage underneath the building, balcony flooring repair work, and painting the outside of the building. There may be some...
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    Location Information
    Madeira Beach, Florida 33708
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    'Carson's Surf Shack'  Quaint! Cool! So Cute!  Old Florida Style Cottage!1 / 21
    (10)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Parking
    • Porch
    • Patio
    • Grill
    • Wi-Fi
    • Washer
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 weeks ago
    I have stayed at other places in the Madeira beach area, but this cottage has it all! Decorated in the surfer style, it was charming and comfortable;having a separate bedroom...
    Reviewed 4 weeks ago
    We stayed at this cute little cottage at the beggining of December and we had a blast! Place is comfortable, clean and has everything you can possibly need and more! Location...
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    About this property
    We recently began renting this property in June 2016. Please look up Gulf Gardens Resort in Madeira Beach, FL on TripAdvisor for additional reviews! Our cozy cottage is perfect for the couple or the small family of 4! This is a small 1 bedroom/ 1 bath unit but features all of the comforts of...
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    Location Information
    Madeira Beach, Florida 33708
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Madeira Beach Yacht Club Special1 / 25
    (1)Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
    • Sauna
    • Washer
    • DVD Player
    • Hot Tub
    • Grill
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 November 2017
    The location is what got us there.The unit was small and perfect for our needs.Very efficient with easy arrival and departure.We were met by lessor and confirmed all went...
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    About this property
    Enjoy the lore of the much desired Madeira Beach Yacht Club. A unique decor second floor tiled 1BR/1BA condo that has beautiful sunset and gulf views from living room. Condo offers all the comforts of home. Fully equipped kitchen. Bed linens, towels, beach towels, beach chairs, hair dryer. Living...
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    Location Information
    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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    • Balcony
    • Cable/satellite TV
    • Waterfront
    • Private Outdoor Pool (Heated)
    • Internet Access
    • Washer
    • DVD Player
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    You will feel happy when you walk into this freshly renovated north corner condo. And, the view will take your breath away. The cheerful, tropical décor is also quite comfortable. The kitchen is top-of-the line with granite counter tops, stainless steel appliances, and custom cherry cabinets....
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    Madeira Beach, Florida 33708
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    1 Bedroom Madeira Beach Cottage1 / 12
    (2)Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
    • Grill
    • Parking
    • Wi-Fi
    • Porch
    • Patio
    • Air Conditioning
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 July 2017
    We had a wonderful time! Condo was perfect for the 3 of us. It was clean and had everything we needed, looks just like pictures. John was quick to respond with last minute...
    Reviewed 4 August 2016
    In general the facility was in a good shape, pool was clean and the barbecue place was nice and cosy. The cottage itself is perfect for two people, as soon as you need the...
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    About this property
    ESCAPE TO THE WHITE POWDERED SANDS OF THE GULF! Come discover the charming, quiet, and tropical atmosphere, reminiscent of the real, unspoiled Florida, at Gulf Gardens. This rental property has public beach access directly across the street. This beach cottage provides everything for a romantic,...
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    Madeira Beach, Florida 33708
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    3 BR Penthouse Condo Located on Boca Ciega Bay1 / 24
    (1)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Patio
    • Internet Access
    • Washer
    • Private Outdoor Pool (Heated)
    • DVD Player
    • Cable/satellite TV
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 January 2017
    This condo was MAGNIFICENT for my family of 5 very different people.It checked all the boxes and this made everyone happy.(Especially me who booked the place)The pool, beach...
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    About this property
    This beautiful, spacious 3 bedroom/3 bathroom penthouse corner unit is located on a scenic intra-coastal waterway directly across the street from the beach. It is approximately 2000 sq. Ft. with an extra 1000 sq. ft of balcony space. It occupies 1/2 of the top floor. This condo features an enormous...
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    Madeira Beach, Florida 33708
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    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
    About this property
    Please note there are structural repairs scheduled for the building during the months of February 2018 through August 2018. The work will include concrete repair work in the garage underneath the building, balcony flooring repair work, and painting the outside of the building. There may be some...
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    Location Information
    Madeira Beach, Florida 33708
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Patio
    • Washer
    • Wi-Fi
    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Cable/satellite TV
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Ocean Sands, the premier condo building in Madeira Beach is located on an absolutely perfect section of white, soft, sandy beach and offers the most picturesque views of the beach and Gulf of Mexico. This lower floor condo is unique with its extra large, very private, beachfront terrace. The...
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    Location Information
    Madeira Beach, Florida 33708
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 7
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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
    DIRECT BEACHFRONT CONDO. Enjoy the white sand beaches, cool breeze and the sound of the gentle surf right in the heart of Madeira Beach. This 2 bed/2 bath condo has Gulf views from almost every room. Enjoy breakfast on your balcony overlooking the beach or catch incredible sunsets while relaxing...
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    Location Information
    Madeira Beach, Florida 33708
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    412 - Madeira Place1 / 43
    (1)Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    • Grill
    • Cable/satellite TV
    • DVD Player
    • Patio
    • Air Conditioning
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 March 2017
    Beautiful beach across the street. Great apartment, everything you could need. Even had kids toys and gear for the beach and nice pool on the property. Close to restaurants and...
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    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....
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    Location Information
    Madeira Beach, Florida 33708
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Air Conditioning
    • Washer
    • Wi-Fi
    • DVD Player
    • Grill
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A superb view from your private balcony in this new resort situated with easy walking distance to Johns Pass Village, and directly across from the most pristine section of beach in the area. The master bedroom is furnished with a King size bed, and the second bedroom is furnished with two twins...
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    Location Information
    Madeira Beach, Florida 33708
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
    • DVD Player
    • Balcony
    • Terrace
    • Parking
    • Private Outdoor Pool (Heated)
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    ** When you call, reference this unit code MBR603 or Madeira Bay Resort 603** *January 28-Easter, reservation must fall within Sat-Sat window. Please call us directly for other options before booking on line.* Comfortable, Classy and Convenient, this hidden treasure is an affordable way to take...
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    Location Information
    Madeira Beach, Florida 33708
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    409 - Madeira Bay Resort1 / 43
    (4)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Patio
    • DVD Player
    • Air Conditioning
    • Cable/satellite TV
    • Hot Tub
    • Private Outdoor Pool (Unheated)
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 August 2017
    Beautiful beach. It is walking distance from just about anything that you would want to do dinning, shopping, activities. If you are looking for a family vacation or a trip for...
    Reviewed 28 May 2015
    The condo was just as advertised, no suprises. The location is ideal with easy beach access. John's Pass is a short walk down the street with all it has to offer and do. Mad...
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    About this property
    Resort with full service Spa, marina, restaurant, and two blocks from John's Pass. Gulf facing view from your private balcony. All the amenities of home. -- Freshly updated and furnished with Bamboo flooring and the interior design will welcome you with its' charm and sophistication. -- Kitchen...
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    Location Information
    Madeira Beach, Florida 33708
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Villa Madeira #309 Madeira Beach Updated 3 bedroom Beachfront1 / 24
    (7)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
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    • Balcony
    • Waterfront
    • Ocean Views
    • Cable/satellite TV
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 September 2017
    votes: We loved the location of this condo. It is beautifully decorated and the balcony had really nice furniture and spectacular views of the gulf. We loved the ceiling fan on...
    Reviewed 25 September 2017
    It was a girls trip with my sister and two wonderful friends. We enjoyed our stay at this condo very much! Everything was just as presented. The kitchen was fully stocked with...
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    About this property
    Madeira Beach Condo Rental by Owner Updated beachfront three-bedroom vacation condo. January Specials. The beachfront condo directly overlooks the glistening Gulf of Mexico and sparkling white, sandy beach of Madeira Beach, less than one mile from the famous John's Pass Village. The condominium...
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    Location Information
    Madeira Beach, Florida 33708
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    107 - Sea Breeze1 / 43
    (2)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Hot Tub
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    • Balcony
    • Air Conditioning
    • Grill
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 May 2016
    We really enjoyed the condo and it's easy access to the pool and beach. It is within walking distances to John's Pass or the Candy kitchen which is a must if you like homemade...
    Reviewed 17 January 2016
    We had our annual girls weekend here in September, there were 5 of us and the space was plenty big enough. The condo is well appointed and is nicely decorated, The bottom floor...
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    About this property
    Fantastic Value in this Updated Beachfront Resort Sea Breeze Condominiums is located centrally on beautiful Madeira Beach with everything you need for a perfect Florida vacation. Soft sugary sand, warm tropical breezes, and the warm and clean Gulf of Mexico at your doorstep. Sea Breeze is within...
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    Location Information
    Madeira Beach, Florida 33708
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Madeira Bay Resort Suite 3051 / 41
    (2)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Wi-Fi
    • Balcony
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy your Florida vacation in a nicely furnished Madeira Bay Resort condo, overlooking a quiet beautiful marina. 770 sq. feet (72 sq. meters) 3rd floor of a 6-story building, elevators available. Built in '06 and upgraded in '11. Beach access directly across the street. Short walking distance...
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    Location Information
    Madeira Beach, Florida 33708
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Balcony
    • Terrace
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    • Shared Outdoor Pool (Unheated)
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Location Information
    Madeira Beach, Florida 33708
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    205 - Chambre1 / 39
    (1)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Grill
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    • DVD Player
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    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 April 2017
    This condo is very spacious and comfortable. The kitchen is smaller, but we didn't cook very much, since we preferred the outdoor grill beside the swimming pool and hot tub...
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    About this property
    Corner unit on the second floor, with outstanding view of the beach and Sunset! Master bedroom has a Queen size bed and private en suite bath with tub/shower. Second bedroom is furnished with two Twin size beds. TV's in both bedrooms. The large living room gives and full West and North view of the...
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    Location Information
    Madeira Beach, Florida 33708
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Beach,Sunset,Shop,Fish or Fitness?1 / 28
    (4)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Air Conditioning
    • Waterfront
    • Hot Tub
    • Sauna
    • Housekeeping Included
    • DVD Player
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 21 September 2017
    The condo and the owners are awesome. The owners are very nice and helpful. The condo is in a fabulous location , clean , had everything we needed and was just perfect. I can't...
    Reviewed 9 September 2016
    I love Madeira Beach, and will come there again. The beach is awesome. The condo was very god, rest rants and food store in the neighborhood. And easy to drive longer distances.
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    About this property
    The Yacht Club at Madeira Beach laps the Boca Ciega Bay and is only 150 yards from Madeira's finest white sand beach. The complex is a private, gated immaculately kept facility and boasts a club house with a small, well equipped gym, Jacuzzi, sauna, showers & billiards room. It also has 2 outdoor...
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    Location Information
    Madeira Beach, Florida 33708
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Waterfront
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    • Shared Outdoor Pool (Unheated)
    • Balcony
    • DVD Player
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    When you walk into this condo you are greeted by a bright fresh décor. The newly updated kitchen with stainless steel appliances, beautiful tile and wood floors plus comfortable furniture makes this a great spot for a beach vacation. Updated master bathroom with nice walk-in shower and granite...
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    Location Information
    Madeira Beach, Florida 33708
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
    • Cable/satellite TV
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    • Ocean Views
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Condo, 3 Bedrooms, 2 Baths, (Sleeps 2-8) After staying in our unit you will want to return year after year. Our building Las Brisas has only 40 units and 5 floors high. Our unit has been totally redone top to bottom, 1500 square ft. top floor and is a pleasure to stay in. Three bedrooms, two...
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    Location Information
    Madeira Beach, Florida 33708
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    2BR Madeira Beach Condo Steps from the Beach!1 / 26
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • DVD Player
    • Grill
    • Internet Access
    • Washer
    • Private Outdoor Pool (Heated)
    • Patio
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 August 2017
    I'm so glad that I chose this condo instead of a more expensive one. The condo is just like the pictures. It was fairly clean and had all the necessary items except rubbermaid...
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    About this property
    Escape to paradise in Madeira Beach at this 2-bedroom, 2-bathroom vacation rental condo that comfortably sleeps 8. The private balcony, soaring palm trees, and tranquil environment will make this rental one you'll never forget. If chartering a fishing boat or jet skiing around Florida's sparkling...
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    Location Information
    Madeira Beach, Florida 33708
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    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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    Location Information
    Madeira Beach, Florida 33708
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Madeira Beach Front 2bd/2bath Condo Kima 503 Top Floor  WHITE SANDY BEACHES!1 / 13
    (24)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Terrace
    • Waterfront
    • Air Conditioning
    • Ocean Views
    • Parking
    • Private Outdoor Pool (Unheated)
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 September 2016
    We recently stayed 7 nights at this fabulous condo. It is located directly on Madeira Beach with a balcony overlooking the gulf waters. This place is amazing ! It has a complete...
    Reviewed 20 March 2016
    This condo was perfect for our group. We had everything we needed. When we arrived, the A/C wasnt working. We told them and they were there to check it in less than 30 min. Had...
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    About this property
    Enjoy the panoramic beach views form this oversized beach front balcony. Watch the dolphins play in the day and the spectacular sunsets in the evening. This large 2 bedroom 2 bath condo features Wi Fi, washer/dryer, 3 TVS, DVD, king bed, 2 double beds, very well equipped kitchen and newer...
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    Location Information
    Madeira Beach, Florida 33708
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Villa Madeira #3011 / 22
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
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    • DVD Player
    • Cable/satellite TV
    • Waterfront
    • Balcony
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 20 June 2015
    We stayed at Villa Madeira last year and decided to stay there again this year as we loved it! Our condo was wonderful and felt like home. The kitchen was very well equipped...
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    About this property
    The big wrap-around balcony and the extra windows and doors give this condo a terrific open feeling. The view of the Gulf of Mexico, the beach and the pool is fantastic. The décor is traditional and comfortable plus the den can be used as another small bedroom. The floors are tile throughout....
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    Location Information
    Madeira Beach, Florida 33708
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    # 514 Madeira Norte, Madeira Beach1 / 20
    (5)Excellent
    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 9 September 2015
    We booked this unit because of the location being directly across the street from John's Pass and having so many things to do within walking distance. The unit being so nice...
    Reviewed 23 August 2015
    We were blown away with the level of furnishing of this apartment particularly the bed in the master suite.This bed is soooo comfortable and you can lie in bed and hear the...
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    About this property
    Newly renovated top floor of the Madeira Norte complex. Located on the beautiful white sandy beaches of the Gulf of Mexico on the barrier Islands between St. Pete Beach and Clearwater Beach. We are directly across the street from John's Pass Village and Boardwalk. Madeira Beach is conveniently...
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    Location Information
    Madeira Beach, Florida 33708
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Beautiful water views at the Skyline Resort1 / 25
    (5)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Balcony
    • Cable/satellite TV
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    • Wi-Fi
    • Patio
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 March 2017
    My husband and I had an excellent nearly 2-week stay here, everything was just great, and we felt right at home! Very clean and in a perfect location. The balcony view of the...
    Reviewed 27 October 2016
    Stay there through Airbnb this past week. We were there 3 days so the first day was a day of acclamation. The place is exactly like the pictures only the pictures look better...
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    About this property
    Perfect for up to 6 guests located on the 2nd floor, with a private balcony overlooking the marina and the heated swimming pool. The master bedroom has a king size bed, private bath and a flat screen TV. Second bedroom with two twin size beds. The living room is equipped with a queen size...
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    Location Information
    Madeira Beach, Florida 33708
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2-602 - Ocean Sands1 / 42
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Private Outdoor Pool (Unheated)
    • Patio
    • Wi-Fi
    • Washer
    • DVD Player
    • Cable/satellite TV
    • Hot Tub
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 October 2016
    We loved this condo. The balcony has a beautiful view of the ocean and the sunset every night was spectacular. It is a great location for getting around and it's a short...
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    About this property
    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, secured building, and upscale landscaping all around. You will be in walking...
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    Location Information
    Madeira Beach, Florida 33708
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Villa Madeira #207 Madeira Beach Updated Tommy Bahama1 / 24
    (4)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Wi-Fi
    • Cable/satellite TV
    • Air Conditioning
    • Patio
    • Waterfront
    • Ocean Views
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 September 2017
    Had a very relaxing week. All our expectations were met. Recently updated condo. Clean comfortable and right on beautiful Maderia beach. Close enough to St. Johns Pass yet like...
    Reviewed 23 September 2017
    We have stayed at this condo twice in the past few years and loved it. It is well kept up and had everything we needed including beach towels, a cooler and toys for the beach...
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    About this property
    Madeira Beach Condo Rental by Owner Updated beachfront three-bedroom vacation condo. Owner Operated by: Pam Carpentier The Beachfront Condo with its huge balcony directly overlooks the glistening Gulf of Mexico and sparkling white, sandy beach of Madeira Beach, less than 1 mile from the famous...
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    Location Information
    Madeira Beach, Florida 33708
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    1 Bedroom, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Washer
    • DVD Player
    • Private Outdoor Pool (Unheated)
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    • Cable/satellite TV
    • Hot Tub
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Madeira Beach Yacht Club is ideally situated at the North end of Madeira Beach within walking distance of plenty of great restaurants and activities. The beaches are just a few minutes walk away, and John's Pass Village is a quick 5 minute drive. You'll find everything you need in this secure...
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    Location Information
    Madeira Beach, Florida 33708
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 6
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    Gulf Gardens Resort - 1 BR Cottage1 / 8
    (9)Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Grill
    • Cable/satellite TV
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    • Balcony
    • Wi-Fi
    • DVD Player
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Steps to the white sands of Madeira Beach! 1 BR/1 bath cottage with separate dining and living areas. Newly updated, completely furnished including linens and fully stocked kitchen..all you need are the groceries! Parking in front of your cottage. Private heated tropical pool, gazebo with...
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    Location Information
    Madeira Beach, Florida 33708
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Sea Breeze1 / 27
    (8)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Parking
    • Balcony
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    • Internet Access
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 July 2017
    My family has stayed in Sea Breeze 108 for 10 years. Best condo in Madeira Beach. We have always been pleased.
    Reviewed 22 March 2017
    Beach was beautiful, had nice pool and hot tub. Beautiful balcony facing the ocean. Walking distance to johns pass which has great restaurants and shops.
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    About this property
    on going specials: Last minute weeklh rental 20% discount For reservations of 4 or more continous weeks is 20% Loacated directly on the white beaches of the Gulf Coast this large deluxe 1625 sq. ft. condo is only minutes from many quality restaurants and attractions. enjoy the balcony view of...
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    Location Information
    Madeira Beach, Florida 33708
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • DVD Player
    • Hot Tub
    • Parking
    • Private Outdoor Pool (Heated)
    • Internet Access
    • Terrace
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    ** When you call, reference this unit code SB702 or Sea Breeze 702 ** *Reservation must fall within Sat-Sat booking window* Unit 702 at the Sea Breeze Condominium in Madeira Beach depicts the true essence of getting away from it all. This luxurious condo has all the comforts of home but includes...
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    Location Information
    Madeira Beach, Florida 33708
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Hot Tub
    • Parking
    • Grill
    • Internet Access
    • Private Outdoor Pool (Heated)
    • Terrace
    • DVD Player
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    ** When you call, reference this unit code SB306 or Sea Breeze 306 ** *Reservation must fall within Sat-Sat booking window* 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...
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    Location Information
    Madeira Beach, Florida 33708
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Arie Dam 5031 / 22
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Terrace
    • Internet Access
    • Grill
    • Hot Tub
    • Balcony
    • DVD Player
    • Parking
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 April 2017
    stayed there 4/8-22 2017. Did much research and found this unit to be simply beautiful. Booked thru teeming vr and they are wonderful, helpful folks. this unit has had extensive...
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    About this property
    ** TeemingVR presents AD503 or Arie Dam 503 in Madeira Beach, FL ** *Reservation must fall within Sat-Sat booking window* Arie Dam is the quintessential beachfront destination offering comfort, convenience and class for an unforgettable vacation experience. Sweeping, panoramic views of turquoise...
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    Location Information
    Madeira Beach, Florida 33708
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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