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.

Newly Renovated Groundfloor Waterfront Condo.. Steps from the Beach

Madeira Beach Condo - 4.64 4.6 Star Review

Newly Renovated!
Madeira Beach Yacht Club is a gated community. The condo has luxurious amenities for up to six people. Newly updated! Ceramic tiles flooring throughout the entire condo. Fully equipped kitchen with quartz counter tops and a large pantry – it has everything you need; living room boasts a 65 inch Smart TV with DVD player. Wal.......read more

2 Bedroom(s)
Sleeps 6
Condo

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#304 Sea Breeze Welcoming Condo., Steps to White Sandy Beach and Gulf

Madeira Beach Condo - 4.73228 4.7 Star Review

Welcome to our warm and welcoming Sea Breeze of Madeira condo which sits directly facing the Gulf of Mexico and has one of the largest white sugar powdered sandy beaches. Sea Breeze is the only building in Madeira Beach where you have a full unobstructed view of the beach and Gulf from the pool, hot tub or tiki huts. We are located in the middle .......read more

2 Bedroom(s)
Sleeps 6
Condo

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Arena De Madeira 502 - Beautiful Updates|Beach Front|Walk to John's Pass

Madeira Beach Condo - 5.0 5.0 Star Review

Top reasons to Book:
• Private and beautifully furnished balcony overlooking the Gulf of Mexico!
• Unit includes free Wi-Fi & free parking!
• Beautifully decorated throughout to reflect coastal comfort.

The 5th floor condo at Arena De Madeira features many great updates and is tastefully decorated! This large 3 bedroom condo h.......read more

3 Bedroom(s)
Sleeps 8
Condo

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Shoreside Condo w/ Fenced Patio - Walk to Waves, Dining & Shops

Madeira Beach Condo - 2.0 2.0 Star Review

The Palm #8

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

Coastal bliss awaits at this 1BR shoreside beauty located just across the street from the beach! Walk 3 minutes to hit the sand, or relax in privacy on the fenced patio. Beachy decor an.......read more

Studio
Sleeps 4
Condo

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Charming, Waterfront Oasis Getaway near John's Pass in Madeira Beach

Madeira Beach Private vacation home - 4.80435 4.8 Star Review

There are separate private entrances to this duplex. The whole living space is on the ground floor.

French doors off the living and dining room open onto a flowered yard and semi-private dock with a gorgeous view. This newly renovated, beautifully furnished 2 bedroom duplex overlooks the water and the beautiful, Gulf sunsets. Off the living.......read more

2 Bedroom(s)
Sleeps 6
Private vacation home

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BRAND NEW★ MADEIRA BEACH★WATERFRONT 1/1★BOAT DOCK&PETS OK! - Unit 2

Madeira Beach Apartment - 5.0 5.0 Star Review

Enjoy a Breezy Stay in the Heart of Madeira Beach and St Pete beach!

There’s no better place than this cozy unit located right on the water close to all the attractions. Feel pretty snazzy pulling right up to your rental for a sunny Florida weekend on its private dock! Its idyllic location offers you easy walking distance to all the most pop.......read more

Studio
Sleeps 4
Apartment

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Madeira Beach Yacht Club 165C, Sleeps 4, 1 Bedroom, Heated Pool, Pier, Sauna

Madeira Beach Condo - 3.77778 3.8 Star Review

Imagine the pleasure of sitting out on your screened lanai overlooking the Boca Ciega Bay enjoying a cool drink as you watch the activity at water’s edge. This will be your reality when you vacation at Madeira Beach Yacht Club 165C, our ground floor, bayside condo. To make the picture even more perfect, the beautiful white sands of Archibald Beach .......read more

Studio
Sleeps 4
Condo

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BEACH PLEASE *ACROSS THE STREET FROM PUBLIC ACCESS

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
Madeira B.......read more

Studio
Sleeps 4
Apartment

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Madeira Beach Studio Cottage

Madeira Beach Apartment - 4.69879 4.7 Star Review

COME DISCOVER THE CHARM OF GULF GARDENS IN MADEIRA BEACH!

Escape to a quiet, tropical atmosphere, reminiscent of the real, unspoiled Florida, and the white powdered sands of Madeira Beach. This rental property has public beach access directly across the street. This beach cottage provides everything for a romantic, relaxing escape. After a.......read more

Studio
Sleeps 2
Apartment

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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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SAVE $, GROUND CONDO GETAWAY, SLEEP 4,SUNGLOW SEASIDE.BEACH CHAIRS,WIFI,BBQ &Pkg

Madeira Beach Condo - 4.72727 4.7 Star Review

The NEWLY UPDATED “SUNGLOW SEASIDE” ( was SUNGLOW CONDO APTS) IN DOWNTOWN MADEIRA BEACH…just Voted #1 BEACH. ENJOY OUR PRIVATE BEACHFRONT & NO PEOPLE. . It’s JUST SIMPLY AMAZING !
VIEW MAJESTIC SUNSETS …lwe are located at the start of a MILE OF PRIVATE RESIDENTIAL GULF FRONT HOMES.
**GREAT RATES....3 NT min. for **SPECIAL REQUESTS, call.......read more

Studio
Sleeps 4
Condo

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NEW LISTING! Madeira Beach Yacht Club 155B, 1BR, Walk to Beach, Pool, Wi-Fi, Sle

Madeira Beach Condo - 4.0 4.0 Star Review

Please note this property has a minimum stay of 7 nights.

Your St. Pete Beach pied-a-terre awaits! Discover this lovely ground-floor condo, renovated with the latest appliances, furnishings, and decor. Enjoy resort amenities in an excellent location!

The best of everything is within your reach when you stay at Madeira Beach Yacht Club.......read more

Studio
Sleeps 4
Condo

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Sea Breeze Condominium 201

Madeira Beach Condo - 3.85714 3.9 Star Review

2 Bedroom / 2 Bath

1 King bed, 1 Queen bed & 1 Bunk bed (Twin over Full)

3 TVs
Foldable Play Pen and Booster seat for toddlers

Temperature Regulators for showers and faucets

FREE Wi-Fi

FREE Calling to US & Canada

Complex Washers & Dryers

TWO Balconies - Living room balcony is a direct gulf front.......read more

2 Bedroom(s)
Sleeps 6
Condo

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Sea Breeze #103 2BR 2BA Gulf Front

Madeira Beach Condo - 4.6 4.6 Star Review

Sea Breeze 103 is a fully updated 2 bedroom 2 bath condo on beautiful Madeira Beach. Just a few blocks down the boulevard, you will find the famous Johns Pass Village, boardwalk shops and the Bubba Gump Shrimp Restaurant to name a few with many water excursions and shops just waiting for you to explore. The complex features a heated pool and hot tu.......read more

2 Bedroom(s)
Sleeps 6
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 View* Ideal location *2 Bedroom 2 Baths***

Madeira Beach Condo - 4.73016 4.7 Star Review

IMPORTANT NOTE FOR STAYS BETWEEN APRIL 27 - JULY 1, 2022: The pool will be closed during these dates.

****Beautiful 2 Bedroom Condo***
Directly across the street from the beach. Enjoy fantastic views of the Intracoastal waterway from all rooms or balcony.

Located on the 5th floor out of 6. Private balcony makes this unit unique.......read more

2 Bedroom(s)
Sleeps 5
Condo

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Gulf Views Madeira Beach 2nd Floor Tropic Breeze Condo Free WIFI Parking

Madeira Beach Condo - 4.86957 4.9 Star Review

This is the place to be if you are looking for that \'beachy\' getaway! On the second floor, the Gulf View Tropic Breezes condo is brightly decorated in an ocean blue theme. New, 42-inch flat-screen TV and DVD. Free WiFi too! Unit 18 sleeps 4 guests with two double beds (New in May 2016) and a sleeper sofa.  

This condo is right across the s.......read more

Studio
Sleeps 4
Condo

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Madeira Beach Yacht Club Condo, Walk to Shops!

Madeira Beach Condo - 4.1875 4.2 Star Review

Experience the Sunshine State by booking this newly remodeled, Madeira Beach Yacht Club vacation rental. Featuring a 2-story, 2-bedroom, and 1.5-bath living space, guests can unwind in this welcoming townhome. Utilize the free shuttle or walk just 1.5 blocks to the public beach, and visit ROC Park or several shops and restaurants also within walkin.......read more

2 Bedroom(s)
Sleeps 4
Condo

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Popular Madeira Beach Yacht Club waterfront condo. (1 large bedroom townhome)

Madeira Beach Condo - 4.74074 4.7 Star Review

Located a few hundred yards from the beautiful white sandy Gulf beach listed as # 9 best beach in 2021, a waterfront view of the Boca Ciega Bay, this 1 bedroom, 1 ½ bath, 2-storytownhome has it all. Drink your morning coffee overlooking the inter-coastal waterway from your balcony or picnic by the water’s edge or pool. Dolphins are often seen in t.......read more

Studio
Sleeps 4
Condo

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KEY WEST STYLED BEACH HOUSE! STEPS TO BEACH AND WALK TO JOHN'S PASS!

Madeira Beach Private vacation home - 4.91304 4.9 Star Review

This beautiful newer Key West style beach home is located in the heart of Madeira Beach within walking distance to the Famous John\'s Pass. Open concept with 3 lovely bedroom and 2 baths. Lots of activities and just steps across the street to the beautiful white sandy beach and the warm blue green waters of the Gulf of Mexico. This home is perfec.......read more

3 Bedroom(s)
Sleeps 6
Private vacation home

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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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Walk to Beach Across Street 1 Bedroom 3rd Floor Close to John's Pass

Madeira Beach Condo - 4.7619 4.8 Star Review

This third-floor condo is located in Madeira Beach location that\'s close to John\'s Pass Village. There is a view from the balcony of the Gulf of Mexico in the distance! You can walk to everything from this one bedroom, bath, and a half condo that sleeps four guests with two queen size beds and a sofa bed. Enjoy the NEW living room furniture, full.......read more

Studio
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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Elegant FL Condo w/ Pool: Walk to Madeira Beach!

Madeira Beach Condo - 5.0 5.0 Star Review

Elevate your next coastal getaway when you stay at this 2-bedroom, 2-bath Madeira Beach vacation rental! Located in the gated community of Madeira Beach Yacht Club, this condo provides access to 2 heated community pools, fishing piers, and a prime location within walking distance of restaurants and shops. Spend your days relaxing on Madeira Beach o.......read more

2 Bedroom(s)
Sleeps 5
Condo

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Seabreeze-- DIRECT Gulf, REMODELED 5th Floor, SECURE wireless, HOT TUB & POOL

Madeira Beach Condo - 4.76316 4.8 Star Review

Mid-week date to a mid-week date in a following week if allowed will have a higher rental rate.
Direct GULF FRONT (5th Floor 504) overlooking GORGEOUS SAND BEACH!!!!
TOTALLY REMODELED THROUGHOUT---floor to ceiling!!!
SECURE WIRELESS!! Please ask our rental agency for the code or find the code in the 3-ring binder on dining room bookcase.......read more

2 Bedroom(s)
Sleeps 6
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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Madeira Beach Cottage

MADEIRA BEACH Cottage - 4.68067 4.7 Star Review

You will love this \'Old Florida\' tropical beach cottage w/ all the amenities of today. Enjoy the privacy & charm of your own beach cottage that has just been redecorated w/ new furniture. Clean & bright tropical colors. Fully equipped kitchen. Everything provided. Even beach towels & chairs. Great location. No streets to cross. Just go out the d.......read more

2 Bedroom(s)
Sleeps 6
Cottage

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Madeira Beach Yacht Club 215F, 2 Bedrooms, Pool Access, Spa, WiFi, Sleeps 6

Madeira Beach Condo - 2.5 2.5 Star Review

If your ideal family vacation consists of minimal time in the car and maximum time at the beach, Madeira Beach Yacht Club 215F is the Florida getaway for you. The 2-bedroom condo, which sleeps 6, is just a short stroll from Archibald Memorial Beach Park and the Gulf of Mexico. Along with sparkling white sands, the park includes a covered picnic are.......read more

2 Bedroom(s)
Sleeps 6
Condo

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Washington Towers 109, 55+ Community, Waterfront

Madeira Beach Condo

Right on the bay and just a mile from the white sands of the Gulf of Mexico, Washington Towers 109 invites you to experience luxury living and tranquility in Madeira Beach.

This waterfront 55+ gated community offers fantastic resort-level amenities with two heated pools, fishing piers, tennis and shuffleboard courts, putting green, fitness c.......read more

2 Bedroom(s)
Sleeps 4
Condo

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*BEACH FRONT CONDO* MADEIRA BEACH 3RD FLOOR AWESOME VIEW AND LOCATION*

Madeira Beach Condo - 4.8 4.8 Star Review

Welcome to Madeira Norte condo. Gulf front condo at Johns Pass. Relax and enjoy the breath-taking view from our 2-bedroom ,2-bath, and a 24`x 6`Balcony!!! Direct beach front fully furnished condo. With a keyed elevator.

Walk from both the master bedroom and livingroom to our spectacular 240+degree view of Madeira Beach and the Gulf of Mexic.......read more

2 Bedroom(s)
Sleeps 6
Condo

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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.


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