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Madeira Beach Vacation Rentals, Condos & Resorts

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We have partnered with a major provider for Vacation Rentals by Owner, directly through Vacation Places To Stay. There are many home rentals to choose from, and we now have the selection and value to offer our visitors going to Madeira Beach, FL. Browse hundreds of Homes and Condos with Wi-Fi, Pool, Oceanview, Beachfront and other amenities they have to offer.

Madeira Beach condo

MBR201 GV 1BR 1BA

Madeira Bay Resort 201

Madeira Bay Resort #201 is a one bedroom, one bathroom condo with a private balcony. This spacious floorplan is handicap friendly. Queen size bed in the master plus a sleeper sofa in the living room. Two flat screen TV's both with Blue Ray DVD player ....

2 Bedroom(s) 1 Bath(s) Condo
Madeira Beach, FL

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Madeira Beach condo

202 - Sandy Shores

Beach Just Outside the Door. Restaurants, Activities, Shops Across the Street. No Car Required.

With an over $2 million exterior renovation now finished, the Sandy Shores building in Madeira Beach is the perfect location for your Florida Vacation! Sandy Shores is perfectly located on the sand in Madeira Beach. Just across the street from ....

1 Bedroom(s) 1 Bath(s) Condo
Madeira Beach, FL

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Madeira Beach condo

Vacation Home

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4 Bedroom(s) 2 Bath(s) Condo
Madeira Beach, FL

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Madeira Beach condo

SB706 2BR 2BA bb

Sea Breeze #706 2BR 2BA Gulf Front

Sea Breeze of Madeira 706 is a top floor 2 bedroom, 2 bath condo located on beautiful Madeira Beach. The balcony looks directly out over the sand with fantastic views of the Gulf of Mexico. Sea Breeze 706 is a nicely updated condo, tastefully decorat ....

2 Bedroom(s) 2 Bath(s) Condo
Madeira Beach, FL

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Madeira Beach condo

MBR210 MV 2BR 2BA

Madeira Bay Resort 210

Madeira Bay Resort #210 is a two bedroom, two bathroom condo with a private balcony. Corner balcony with access from living room and master bedroom. Views of marina, sunrises, waterway and islands. The master bedroom has a king size bed and the secon ....

2 Bedroom(s) 2 Bath(s) Condo
Madeira Beach, FL

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Madeira Beach house

#230 Surf Song Resort

Best Value, 2nd Floor Near Pool Great for Family on A Budget - Free Wifi - 230 Surf Song

Delightful, nicely appointed 2 bedroom, 2 bathroom condo in popular Surf Song Resort! Located near the heated swimming pool, and BBQ facilities, this is a quiet second floor unit. With its tropical Florida decor, here is a relaxing vacation retreat i ....

2 Bedroom(s) 3 Bath(s) Vacation Rental - Sleeps 4
Madeira Beach, FL

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Madeira Beach house

#114 Surf Song Resort

Beautifully Decorated Ground Floor Unit Near Pool - at John's Pass Village - Free Wifi

This quaint, adorable ground floor 2 bedroom, 2 bath unit is just steps away from the relaxing, heated swimming pool and patio area. With tropical decorations throughout, this non smoking residence has been recently updated for added comfort to our g ....

2 Bedroom(s) 3 Bath(s) Vacation Rental - Sleeps 4
Madeira Beach, FL

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Madeira Beach house

#304 Beach Place Condos

#304 Beach Place Condos: 2 BR / 2 BA in Madeira Beach, Sleeps 4

Spacious with tons of natural light, this is a beautiful 2 bedroom, 2 bath retreat ready for friends or family! Near everything, including gorgeous white sandy beaches, heated swimming pool and lounging area, and popular John's Pass Village, the time ....

2 Bedroom(s) 3 Bath(s) Vacation Rental - Sleeps 4
Madeira Beach, FL

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Madeira Beach condo

OS507 2BR 2BA bb

Ocean Sands II #507 2BR 2BA

Enjoy a breathtaking view of the Gulf of Mexico from your private 5th floor balcony of Ocean Sands II 507. Sit back and relax. Your Florida vacation awaits. Ocean Sands II 507 and the Ocean Sands resort in beautiful Madeira Beach simply can't be beat ....

3 Bedroom(s) 2 Bath(s) Condo
Madeira Beach, FL

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Madeira Beach bungalow

Island Paradise SkyView Villa

Welcome to Island Paradise Resort Cottages of Madeira Beach!

*A beautiful new pool is being added to the property. Pool under construction 4/18-6/20* Teem up with Teeming Vacation Rentals! Built in the 1940's, Island Paradise Resort is a charming boutique resort nestled in a quiet residential neighborhood jus ....

2 Bedroom(s) 1 Bath(s) Bungalow - Sleeps 4
Madeira Beach, FL

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Madeira Beach house

Yoda Beach House

Huge House with Beachfront Patio! Vacation for the Entire Family.

Fantastic Beach House. Private and comfortably furnished for the whole family. If you are searching for a spacious and private home that puts you directly on the the white, sandy beaches of Madeira, this is the place. With its unique floor pl ....

5 Bedroom(s) 4 Bath(s) Vacation Rental
Madeira Beach, FL

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Madeira Beach condo

Vacation Home

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1 Bedroom(s) 0 Bath(s) Condo
Madeira Beach, FL

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Madeira Beach condo

Trillium 1A South Corner/Amazing Remodel/Stunning View!

Trillium 1A South Corner/Amazing Remodel/Stunning View from balcony!

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 roo ....

2 Bedroom(s) 2 Bath(s) Condo
Madeira Beach, FL

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Madeira Beach studio

13713 Gulf Blvd Unit 1

Check out this cozy studio unit across the street from the beach!

Enjoy your vacation in paradise in this upgraded studio! Located directly across the street from award-winning gulf beaches, this studio is the perfect place for a romantic getaway or some solitude to recharge your batteries. With upgraded features t ....

1 Bedroom(s) 1 Bath(s) Studio - Sleeps 4
Madeira Beach, FL

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Madeira Beach condo

SB703 2BR 2BA

Sea Breeze 703 2BR 2BA

Sea Breeze #703 is a direct Gulf Front condo with a large private balcony overlooking the beach. Spacious two bedroom, two bathroom condo with a 1200 sq. ft. split floorplan. The master bedroom has two Queen size beds and the second bedroom has one q ....

2 Bedroom(s) 2 Bath(s) Condo
Madeira Beach, FL

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Madeira Beach house

#222 Surf Song Resort

Direct Beach Second Floor - Updated & Only Steps to Beach - Great Beach Views - Free Wifi

Here is your home away from home! Relaxing and comfortable 2 bedroom, 2 bathroom vacation retreat at the popular Surf Song Resort. Guests will enjoy being close to everything, while enjoying all that a SunHost Resort property offers. Free Wifi Step ....

2 Bedroom(s) 3 Bath(s) Vacation Rental - Sleeps 4
Madeira Beach, FL

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Madeira Beach condo

Trillium 5B Beach Front with Private Balcony/Amazing Gulf Views!

Trillium 5B Beach Front Condo with Private Balcony/Gulf Views/Pool!

Light, bright and comfortable describes this top floor Gulf front condo. And, it has a fantastic view of the beach from the living room and both bedrooms as well as the balcony. The sunsets are second to none. The kitchen is totally remodeled with G ....

2 Bedroom(s) 2 Bath(s) Condo
Madeira Beach, FL

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Madeira Beach condo

Tropic Breeze 9

Tropic Breeze Unit 9 Madeira Beach Ground Floor King Size Bed

This Tropic Breezes one bedroom condo has beautiful new decor and a king size bed and is on the first floor. Unit sleeps 4 with a king size bed and double sleeper sofa in the living room, includes Free WiFi! 10% Discount for stays of 28 days or longe ....

2 Bedroom(s) 1 Bath(s) Condo
Madeira Beach, FL

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Madeira Beach townhome

Admirals Townhouse

Stunning Views, Outstanding Location. Plenty of Space For The Entire Family!

Walk into this beachfront paradise home and sail into another world. The Admirals 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 ....

4 Bedroom(s) 3 Bath(s) Townhome
Madeira Beach, FL

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Madeira Beach condo

1-1108 - Ocean Sands

Spectacular Corner Unit Condo. Spectacular Beach. Modern and Comfortable Design Throughout.

The upscale and immaculately maintained Ocean Sands complex boasts one of the very largest and nicest pool areas on the beach, with a hot tub, spacious lounging area, and wide sweeping views of the Gulf of Mexico and our pristine beaches. We ar ....

2 Bedroom(s) 2 Bath(s) Condo
Madeira Beach, FL

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Madeira Beach bungalow

Island Paradise Sandy Shores

Welcome to Island Paradise Resort Cottages of Madeira Beach!

*A beautiful new pool is being added to the property. Pool under construction 4/18-6/20* Teem up with Teeming Vacation Rentals! Built in the 1940's, Island Paradise Resort is a charming boutique resort nestled in a quiet residential neighborhood jus ....

1 Bedroom(s) 1 Bath(s) Bungalow - Sleeps 2
Madeira Beach, FL

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Madeira Beach house

#301 Beach Place Condos

#301 Beach Place Condos: 2 BR / 2 BA in Madeira Beach, Sleeps 6

Charming two bedroom, two bathroom condo with views of John's Pass waterway, Bridge & Village, is conveniently located steps from the beautiful beaches, heated swimming pool and all the amenities Beach Place offers - perfect for up to six people! Fre ....

2 Bedroom(s) 3 Bath(s) Vacation Rental - Sleeps 6
Madeira Beach, FL

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Madeira Beach house

#349 Surf Song Resort

Direct Beach & Gulf Views from Covered Balcony Granite Kitchen & Upgrades Sleeps 4 - Free Wifi

Rain or shine, enjoy spectacular beach views from the covered balcony in this delightful 1 bedroom, 1 bath condo in Surf Song! Here, you are close to everything, including spectacular warm gulf waters, white sandy beaches, heated swimming pool, BBQ f ....

1 Bedroom(s) 2 Bath(s) Vacation Rental - Sleeps 4
Madeira Beach, FL

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Madeira Beach house

#120 Surf Song Resort

Ground Floor Updated 2b 2b Unit - Steps to Beach & Sunset - Free Wifi

Relax in this bright and airy 2 bedroom, 2 bath poolside condo, complete with brand new kitchen, new furnishings and flat screened panel TV! Just steps from the heated beach facing pool, and a quick walk to popular John's Pass, this ground unit condo ....

2 Bedroom(s) 3 Bath(s) Vacation Rental - Sleeps 4
Madeira Beach, FL

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Madeira Beach condo

SB301 2BR 2BA

Sea Breeze 301 2BR 2BA Gulf Front

Sea Breeze #301 is a direct Gulf Front condo with a large private balcony overlooking the beach. This corner unit also has a second balcony off the master bedroom that overlooks the Bay. Spacious two bedroom, two bathroom condo with 1420 sq. ft. The ....

3 Bedroom(s) 2 Bath(s) Condo
Madeira Beach, FL

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Madeira Beach condo

MBR611 GV 2BR 2BA* trs

Madeira Bay Resort 611

Madeira Bay Resort #611 is a two bedroom, two bathroom condo with a private balcony. The master bedroom has a queen size bed and the second also has a queen size bed. Amenities include a full kitchen, washer and dryer in unit, and free Wi-Fi. This co ....

2 Bedroom(s) 2 Bath(s) Condo
Madeira Beach, FL

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Madeira Beach condo

Vacation Home

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1 Bedroom(s) 0 Bath(s) Condo
Madeira Beach, FL

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Madeira Beach condo

Madeira Beach Yacht Club 329G - Two Bedroom Condo

Madeira Beach Yacht Club 329G - Two Bedroom Condo

Property Location With a stay at this condo in Madeira Beach, you'll be next to a golf course, within a 5-minute drive of John's Pass Village & Boardwalk and Alligator Attraction. This golf condo is 11.2 mi (18.1 km) from Sunken Gardens and 11.3 mi ....

3 Bedroom(s) 1 Bath(s) Condo
Madeira Beach, FL

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Madeira Beach house

Seahorse - Belle Vista #2 @ John's Pass

2 Bedroom 1 Bath Unit Ground Floor @ John's Pass with 24' dock available (no trailer parking).

Two-bedroom Ground Floor Suite: comfortable, all-inclusive suite with 2 bedrooms, 1 bath, fully equipped kitchen, living room with a large 53� flat screen TV and free Wi-Fi. Sleeps 6: 1 King bed, 1 Full bed and 1 Queen Sofa Bed. Located in waterfr ....

2 Bedroom(s) 1 Bath(s) Vacation Rental - Sleeps 6
Madeira Beach, FL

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Madeira Beach house

#111 Madeira Norte Condo

Awesome Sweeping Beach & Balcony Gulf Views - Direct Beach Front Unit - Master BR Free Wifi

Imagine vacationing on your own private balcony watching dolphins swim along Madeira Beach. It's been known to happen when reserving this 2 bedroom, 1.5 bathroom oceanfront condo. This 940 square foot retreat offers everything you need for a wonderfu ....

2 Bedroom(s) 3 Bath(s) Vacation Rental - Sleeps 4
Madeira Beach, FL

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