Madeira Beach Florida Vacation Rentals, Hotels & 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

Sea Breeze Gulf Front Condo

Sea Breeze Gulf Front Condo Amazing Beach and Balcony Views

This large nicely furnished 2 bedroom/ 2 full bathroom gulf front condo is directly on the beach and is well equipped and provides over 1200 s.f. of comfortable living area which can easily sleep 6 persons. It is a direct gulf front condo on the 5th ....

2 Bedroom(s) 2 Bath(s) Condo - Sleeps 6
Madeira Beach, FL

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Madeira Beach condo

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1 Bedroom(s) 0 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 cottage

The Cottages at Madeira Beach/Dolphin

NEW!! Charming 2BR stand-alone Cottage/Newly renovated/Perfect location!

The Cottages at Madeira Beach are a hard to find treasure across from the Gulf of Mexico. This delightful complex is located just steps from the white sandy beach of Madeira Beach. There are 7 single home style cottages arranged in a quaint, well m ....

2 Bedroom(s) 1 Bath(s) Cottage
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 condo

Madeira Bay Resort 306

Premium, yet Comfy Accommodations in Madeira Beach One Block North of John's Pass!

Teem up with Teeming Vacation Rentals! For fun in the sun & at night, this condo is just steps away from Madeira Beach and John's Pass Village & Boardwalk, an eclectic array of specialty boutiques, stores, restaurants, and bars; John's Pass Village h ....

2 Bedroom(s) 2 Bath(s) Condo - Sleeps 6
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 house

#402 Beach Place Condos

#402 Beach Place Condos: 2 BR / 2 BA in Madeira Beach, Sleeps 8

Wheelchair accessible bath, Completely updated and spacious, this 2 bedroom 2 bathroom condo with views of John's Pass Village is ready for your vacation to begin. This home away from home, has everything you need to start your get-away. The bright a ....

2 Bedroom(s) 3 Bath(s) Vacation Rental - Sleeps 8
Madeira Beach, FL

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Madeira Beach house

#238 Surf Song Resort

Beach View from This Nicely Updated Unit - Balcony - Free Wifi - 238 Surf Song

Lovely 1 bedroom, 1 bath condo close to all of the popular attractions in south Madeira Beach. Bright and spacious living quarters, with 43 inch television, lead to the outdoor balcony that provides nice side view of the gorgeous gulf waters. The kit ....

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

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Madeira Beach condo

MBR316 GV 2BR 2BA*

Madeira Bay Resort 316

Madeira Bay Resort #316 is a two bedroom, two bathroom condo with a private balcony. The master bedroom has a queen size bed and the second has two twin size beds. Sleeper sofa in the living room. Amenities include a full kitchen, washer and dryer in ....

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

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Madeira Beach condo

Tropic Breeze 19

Tropic Breeze Unit 19 Madeira Beach Second Floor Condo With Gulf Views

Come live the Florida Dream at Tropic Breezes! Unit is located on the second floor with distant Gulf views. Unit #19 sleeps 5 guests with two double beds and a sleeper sofa and has updated furnishings, 2 Flat screen TVs and Free WiFi. Note: 1 week mi ....

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

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Madeira Beach house

Madeira Norte #205

2b 1.5 Bath Beach View - Private Balcony - Updated Throughout - Madeira Norte 205

Relax on the balcony of this wonderfully updated Madeira Norte unit. Located steps from the beach and directly across from world Famous John's Pass Village & Boardwalk. This 940 square foot property has an open floor plan with ample seating in the li ....

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

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Madeira Beach house

#205 Crimson Condos

Exquisitely Decorated, Updated 1225 Sq ft 2b 2b Beach View balcony - Free Wifi - Crimson 205

Enjoy Southern Madeira Beach at its best from this spacious, ocean view, newly renovated 2 bedroom, 2 bath unit. This spectacular rental has all the bells and whistles, not to mention its prime location just steps away from pool, hot tub and of cours ....

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

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Madeira Beach condo

Madeira Beach Yacht Club #F

UPDATED, CHARMING BEACH COTTAGE STYLED CONDO ON MADEIRA BEACH!

Fantastic, updated, spacious town home "cottage styled" condo located inside the gates of The Madeira Beach Yacht Club only steps from beautiful Madeira Beach and the Gulf of Mexico and waterfront complex. Beautifully updated with newer cabinetry, f ....

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

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Madeira Beach house

#209 Beach Place Condos

Direct Beach Front Xtra Large 1b 1b Suite Balcony Beach and Gulf Views - Free Wifi - Beach Place 209

Planning a Girl's Vacation? Have a young family? What better place to soak up some sun than this large 1 bedroom, 1 bath gulf front condo! Free Wifi. 7 night rental minimum, Saturday arrival/departure required. Call for exceptions. Enjoy all that 20 ....

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

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Madeira Beach condo

SB502 2BR 2BA bb

Sea Breeze #502 2BR 2BA Gulf Front

Sea Breeze 502 is located in Madeira Beach directly on the beautiful white sand beach of the Gulf of Mexico. The property features a heated pool and spa, community washer and dryer facilities and private balconies for each unit that look directly out ....

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

106 - Kima

Spectacular Beachfront Condo. Views and Location!

Enjoy beachfront relaxation at one of the most spectacular locations in Madeira Beach. The Kima Condos are centrally located directly on the Gulf of Mexico, near shopping, restaurants, activities, and on the sugary white sands of Madeira. This ....

2 Bedroom(s) 2 Bath(s) Condo
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 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

Arie Dam 204

Luxury Corner Unit with Views, Views, Views!

Teem up with Teeming Vacation Rentals! If Gulf views are what you desire, look no further than this newly renovated condo with million dollar views! From the moment you enter, you will be wowed by the elegant details in the kitchen and living area. T ....

2 Bedroom(s) 2 Bath(s) Condo - Sleeps 6
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 house

#229 Surf Song Resort

Xtra Large Unit Near Pool 2nd Floor - Across the Street From John's Pass Village - Free Wifi

Very spacious 1 bedroom, 1 bathroom condo is the only poolside one bedroom at Surf Song. This recently upgraded retreat has easy access to beach and is across the street from John's Pass Village. Perfect location for a perfect vacation! Free Wifi Ti ....

1 Bedroom(s) 2 Bath(s) Vacation Rental - Sleeps 4
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 condo

2-701 - Ocean Sands

Corner Two bedroom Overlooking the Gulf of Mexico

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 enormous tiled balcony with ful ....

2 Bedroom(s) 2 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 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 house

#103 Crimson Condos

Updated 1500 sq ft 3 b 3 b Beach Views from Balcony - 2 Master Br - Free Wifi - Crimson 103

It doesn't get much better than this when visiting southern Madeira Beach! Enjoy first class living in this beautiful 3 bedroom, 3 bathroom condo complete with ocean and pool views. This bright and airy 1,570 square foot property offers everything yo ....

3 Bedroom(s) 4 Bath(s) Vacation Rental - Sleeps 6
Madeira Beach, FL

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Madeira Beach condo

607- Villa Madeira

Comfortable Top Floor Unit Overlooking the Gulf. Incredible View. Great Resort.

Spend your vacation at this three bedroom Penthouse condo on the Beach! The Villa Madeira Resort in Madeira Beach is the perfect location for your family vacation. This secure and well maintained building is located in the heart of Madeira Beach, i ....

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

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Madeira Beach condo

303 - Chambre

Fantastic Location. Private, Quiet, Relaxing. Ahh...

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 reser ....

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

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Find Affordable Madeira Beach Hotels & Vacation Rentals

Plan your Madeira Beach Florida Vacation here and get the best value possible for the trip! Find affordable Resort Hotels with oceanfront condo rentals, pool and much more. We have a great selection of 2,3 or 4 bedroom villas, condos or cottages that offer you the best available places to stay in Madeira Beach, FL. Our Vacation Rentals, including Pet Friendly Rentals, let you get the most from your vacation in Tampa Bay Area.


Vacation Rentals Nearby Tampa Bay Destinations

Spend quality time with your family and friends at cheap hotel rates you can afford, visit the nearby beaches for nightlife, entertainment and a wide variety of beach activities. Hundreds of properties to choose from, search for availability, photos, descriptions and best price.

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