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.

Immaculate Gulf Front Beach Condo!

Madeira Beach Condo - 5.0 5.0 Star Review

Experience beach living at it\'s finest in this direct gulf front top floor corner unit! Completely remodeled down to the studs 1725 sq ft 3 bedroom 2.5 bath condo. The unit has direct gulf front water views from the living room, dining room, kitchen and master bedroom. Intercostal views are enjoyed from the 2nd and 3rd bedrooms. Enjoy the sound .......read more

3 Bedroom(s)
Sleeps 8
Condo

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MadeiraC1 Waterfront & 2-3 minutes' Walk to the Beach

Madeira Beach Condo

Madeira Beach beautiful WATERFRONT condo & 2-3 minutes\' walk to the beach. It is a great location! A short walking/driving distance from John\'s Pass Boardwalk & Johns\' Pass Village. Everything you need, including 2 beds (1 Queen bed & 1 sofa bed), well-equipped kitchen, free parking with permit, Wi-Fi, smart TV, beach towels & chairs, umbrella.........read more

Studio
Sleeps 4
Condo

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Beautiful Beach Front Balcony! Las Brisas Madeira Beach 3 Bedroom

Madeira Beach Condo - 4.55556 4.6 Star Review

Las Brisas 402 Gulf front 4th-floor condo in Madeira Beach!  This three-bedroom, two-bath condo sleeps ten guests with a king-size bed and a trundle bed in the master bedroom, two queen-size beds in the second bedroom, and two twin beds in the third bedroom. Both bathrooms in the unit were updated in 2011 with gorgeous tile and granite countertops........read more

3 Bedroom(s)
Sleeps 10
Condo

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LIVING SALTY

Madeira Beach Apartment - 5.0 5.0 Star Review

About this space
Welcome to Seabreeze Inn on 147th. Stylish apartments ACROSS the street from Public Beach Access. We offer immaculately clean affordable vacation apartments.

WE HAVE SEVERAL APARTMENTS IN THE SAME BUILDING, GREAT FOR MULTIPLE GROUPS TRAVELING TOGETHER. CHECK OUT MY PROFILE FOR OUR OTHER LISTINGS.
The space
AHOY MATE.......read more

Studio
Sleeps 4
Apartment

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Spectacular Gulf Front Corner 2 bedroom / 2 bath in the Ocean Sands

Madeira Beach Condo - 5.0 5.0 Star Review

Home Away from Home -Ocean Sands 1108 is a spectacular GOLD rated CORNER two-bedroom, two-bath Gulf front vacation rental in Madeira Beach. This spacious 11th-floor vacation rental is beautifully decorated and includes a private balcony with access from the living area and main bedroom. The private balcony features stunning views of our beautiful .......read more

2 Bedroom(s)
Sleeps 4
Condo

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Charming & Modern Coastal Condo w/ Patio & Grill - Walk to Waves & Dining!

Madeira Beach Condo - 3.5 3.5 Star Review

The Palm #9

Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click \'Book Now!\'

Relax in style at this condo, located just across the street from Madeira beach! This 1BR unit boasts a shared patio, well-appointed interior, and prime location just a 3-minute walk fr.......read more

Studio
Sleeps 4
Condo

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Direct Beach Front 3 Bedroom at John's Pass

Madeira Beach Condo - 4.0 4.0 Star Review

**** SunHost Resorts cleaning staff and our cleaning partners are following CDC & WHO guidelines and recommendations for cleaning. All staff are practicing social distancing and following CDC guidelines.

Located right at John\'s Pass, Madeira Beach this direct beach front 3 bedroom 2 bath has all the comforts of home with views that are sure.......read more

3 Bedroom(s)
Sleeps 8
Condo

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Beachside Condo w/ Patio - Walk to the Waves & Dining

Madeira Beach Condo - 3.0 3.0 Star Review

The Palm #2

Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click \'Book Now!\'

Enjoy shoreside bliss at this condo, conveniently located just 1 block from the waves in downtown Madeira Beach! This studio boasts a prime coastal location and easy access to a plethor.......read more

Studio
Sleeps 2
Condo

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Madeira Bay Resort 312

Madeira Beach Condo - 4.6 4.6 Star Review

Madeira Bay Resort #312 is a two bedroom, one bathroom condo with a private balcony. Views of marina, sunrises, and waterway. The master bedroom has a queen size bed, the second bedroom also has a bunkbed with full on bottom and twin on top, and sleeper sofa in the living room. Amenities include a full kitchen, washer and dryer in unit, and free W.......read more

2 Bedroom(s)
Sleeps 6
Condo

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Gulf Views Beautiful Madeira Beach 2nd Floor Tropic Breeze Unit WIFI Parking

Madeira Beach Condo - 4.44444 4.4 Star Review

Make yourself right at home in this 2nd-floor condo with a great view of the pool and the Gulf of Mexico in the distance. NEWLY renovated one-bedroom condo with 2 double beds in the bedroom.  Just the place to have a home away from home. The perfect getaway!

This condo is right across the street from the Public beach access and is within wal.......read more

Studio
Condo

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Villa Madeira 208 Walk to John's Pass | Awesome Gulf views from balcony!!

Madeira Beach Condo - 5.0 5.0 Star Review

Top Reasons to Book:

• Spacious balcony featuring breathtaking views of the Gulf of Mexico.
• Shared covered lounge chairs & access to the heated saltwater swimming pool during your visit.
• Located minutes from Florida\'s main attractions, just North of John\'s Pass Village.

If you can vacation for a minimum of 1-month, .......read more

2 Bedroom(s)
Sleeps 6
Condo

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Madeira Beach Yacht Club steps to the beach

Madeira Beach Condo - 5.0 5.0 Star Review

This fully furnished waterfront condo located in the exclusive Madeira Beach Yacht Club offers all the comforts of home and everything you need for your beach vacation including fully equipped kitchen & bath with linens, towels, beach umbrella and chairs as well as an in-unit washer and dryer – all at a budget friendly rate.

So, if you want.......read more

Studio
Sleeps 4
Condo

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Madeira Beach Yacht Club 337G, 2 Bedroom, Sleeps 6, Pool View, Heated Pool

Madeira Beach Condo - 4.2 4.2 Star Review

Escape to the pleasures of Madeira Beach as only Madeira Beach Yacht Club 337G can deliver them. Your two-story townhome offers everything you need to take full advantage of this relaxing, beautiful area including a screened lanai that overlooks one of the two heated swimming pools. Best of all, you’re just a five-minute walk from Madeira’s best b.......read more

2 Bedroom(s)
Sleeps 6
Condo

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Sea Breeze #503 2BR 2BA Gulf Front

Madeira Beach Condo - 4.27273 4.3 Star Review

This 5th floor two bedroom gulf front condo at Sea Breeze 503 can be found on beautiful Madeira Beach. Just several blocks down the blvd, you will find the famous Johns Pass Village boardwalk, Bubba Gump Shrimp Restaurant and shops just waiting for you to explore. Walk the boardwalk, take a day cruise, go on an all day fishing charter or sign up fo.......read more

2 Bedroom(s)
Sleeps 6
Condo

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Enjoy Florida's open environment Jan 1 - 30, 2023 95 per night

Madeira Beach Condo - 4.42105 4.4 Star Review

Enjoy a memorable vacation in this fully furnished tiled 1 bedroom 1 bath condo with free Wi-Fi. The unit sleeps three people. Bedroom has a queen sized bed while the living room has a full sofa bed.
TV service from Spectrum Cable. There is a combo ventless Washer/ Dryer in unit. The kitchen is fully equipped with dishwasher and all the amen.......read more

Studio
Sleeps 4
Condo

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Walk To Beach! Poolside Ground Floor Tropic Breeze Madeira Beach King Bed

Madeira Beach Condo - 4.43478 4.4 Star Review

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 including Free WiFi!

This condo is right across the street from the Public beach access and is within walking distance of a variety of local restaurants and.......read more

Studio
Condo

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MadieraC2 Waterfront & 2-3 minutes' Walk to the Beach

Madeira Beach Condo

Madeira Beach beautiful WATERFRONT condo & 2-3 minutes\' walk to the beach. It is a great location! A short walking/driving distance from John\'s Pass Boardwalk & Johns\' Pass Village. Everything you need, including 2 beds (1 Queen bed & 1 sofa bed), well-equipped kitchen, free parking with permit, Wi-Fi, smart TV, beach towels & chairs, umbrella. .......read more

Studio
Sleeps 3
Condo

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Madeira3 Waterfront & 2-3 minutes' Walktothe Beach

Madeira Beach Apartment

Newly renovated apartment in a GREAT location. Less than 3 minutes walking across Gulf Blvd to the beach. A 15–20-minutes walking to John\'s Pass Boardwalk & John’s Pass Village. Relax in this spacious & stylish space with a fully equipped kitchen, granite island & nice family room with sofa & smart TV.
Outside, take in a beautiful & spectacular.......read more

Studio
Sleeps 4
Apartment

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Perfect Slice of Paradise. Direct Beachfront. Heated Pool & Hot Tub. Spectacular Views From Master.

Madeira Beach Condo - 4.79661 4.8 Star Review

Situated in the heart of Madeira Beach, on the most pristine section of beach on the Gulf of Mexico, and within easy walking distance of shops, great restaurants, activities and scenic adventures, this is the ultimate destination for your Florida vacation.

A modern and updated condo in a small well-kept secure building, with a spacious beach.......read more

2 Bedroom(s)
Sleeps 6
Condo

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Come enjoy the serenity of Gulf Gardens at Madeira Beach

Madeira Beach Cottage - 4.85294 4.9 Star Review

Come visit the gem of Madeira Beach, and discover the charm that has visitors coming back for decades.

Enjoy a quiet, clean tropical old Florida feel that\'s hard to find anywhere in this sought after beach community.

This studio unit is bright, clean and equipped with everything you need from a full kitchen to dine in on those lon.......read more

Studio
Sleeps 3
Cottage

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Walk To Beach! Poolside Tropic Breeze Madeira Beach Ground Floor

Madeira Beach Condo - 4.88889 4.9 Star Review

Tropic Breezes 8 is conveniently located poolside on the first floor. This condo is updated with new living room furniture, a flat-screen TV, King size bed, new paint, and bedroom tile! The condo includes Free WiFi! 

This condo is right across the street from the Public beach access and is within walking distance of a variety of local restau.......read more

Studio
Sleeps 4
Condo

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You can't get any closer to the beach than this!

Madeira Beach Condo - 4.38462 4.4 Star Review

You can't much closer to the sugary sands of Madeira Beach than this.
Enjoy the unobstructed panoramic view of the beach and Gulf of
Mexico from the private screened terrace that extends from the
master bedroom to the living / dining area. Watch the dolphins play
and marvel at the breathtaking sunsets from our little piece of
pa.......read more

3 Bedroom(s)
Sleeps 5
Condo

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Beautifully Updated Madeira Bay Resort Unit 401 - Steps from Sand and Fun!

Madeira Beach Condo - 4.95652 5.0 Star Review


This is a newly remodeled unit with lovely wood tile throughout kitchen, living room, and dining area. There is a double balcony and sliding doors for waterfront decor and breezes. You can eat your meals staring at the boats coming in from the Boca Ciega Bay. It is just steps to the beach and famous Johns Pass that is filled with fun for the wh.......read more

Studio
Sleeps 4
Condo

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Beachfront Premium Unit - Stunning Sunsets

Madeira Beach Condo - 4.86486 4.9 Star Review

This unit went through a complete makeover : the kitchen was remodeled, both bathrooms as well : new vanities, with new granite countertops for both bathrooms, the entire unit was painted, new furniture was bought in each room, such as new beds for all bedrooms. The bedrooms floors are either wooden (new) or tiled.

New plumbing has been .......read more

2 Bedroom(s)
Sleeps 6
Condo

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PICTURE PERFECT 3 BEDROOM SOUTHWEST CORNER GULF FRONT! 28 DAY MINIMUM.

Madeira Beach Condo - 4.33333 4.3 Star Review

THE SEASIDE REAL ESTATE STORE & PROPERTY SHOPPE PRESENTS A BEAUTIFUL MADEIRA BEACH CONDO! NEW TO THE MARKET... BE THE FIRST TO ENJOY!

From the moment you enter you will appreciate the beautiful details of this amazing beach home. Spacious, clean and updated! Direct Gulf front views from this southwest corner unit in Madeira Towers with a wr.......read more

3 Bedroom(s)
Sleeps
Condo

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Robust Relax Beach Vacay, Pools, WiFi , Contactless Check-In,Easy walk 2 Beach

Madeira Beach Condo - 4.96774 5.0 Star Review

Located on Boca Ciega Bay beside the White Sand Beaches Gulf of Mexico. SLEEPS 4 comfortably, within this One Bedroom Condo. Main Master bdrm offers King size pillow top bed, and a large walk-in closet. Wood laminate flooring. Living room includes Full Sofa Bed with preferred pull-out memory foam mattress. Also provide mod privacy screen panel, 2 .......read more

Studio
Sleeps 4
Condo

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Home sweet home

Madeira Beach Condo - 5.0 5.0 Star Review

Rarely available condo with gorgeous DIRECT GULF VIEWS. Welcome to The Seaview Condominiums in Madeira Beach. The perfect spot for a personal vacation destination on the beach! This is a spacious condo and sleeps 5. Featuring a fantastic floor plan of 2 bedrooms, 2 bathrooms, plus 1 Reserved PARKING space, and over 1510 sq. ft. of living space be.......read more

2 Bedroom(s)
Sleeps 5
Condo

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2000sf! BEST 360 DEGREE BEACH VIEW! PRIVATE 1000sf Terrace! Your beach house!

Madeira Beach Condo - 4.85333 4.9 Star Review

** Video walkthrough: https://youtu.be/uM0WwHkh964 **
-3 bedroom & 3 full bathrooms open concept 2,000 square feet of indoor Penthouse living space
-PRIVATE 1000 sq ft Terrace with almost 360 degree views of beaches, bays and city plus 2 balconies
-Private, full-size, indoor laundry
-Spacious master bedroom with a walk in closet, flat .......read more

3 Bedroom(s)
Sleeps 8
Condo

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Sea Breeze 401 - Amazing Beach Front|Walk to John's Pass!

Madeira Beach Condo - 4.46429 4.5 Star Review

Top reasons to Book:
• Beachfront property with two private balconies!
• All the Amenities- Beachfront heated pool, hot tub, shared BBQ Area, Free wifi & onsite laundry facilities.
• Located just one mile South is the well known John’s Pass Village which is loaded with tons of shopping, restaurants, and entertainment!

This gor.......read more

2 Bedroom(s)
Sleeps 6
Condo

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COZY CORNER BEACH CONDO RETREAT

Madeira Beach Apartment - 4.85 4.8 Star Review

Location! Location! Location! Walk across the street to the beach access. 3+ Blocks to the popular John s Pass. Entertainment, food, shopping and all kinds of fun. Bright Studio located just across the street from the beach. Condo is located in the private corner of the complex with view of the pool. Queen size bed and great space for 2 people. All.......read more


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.


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