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Madeira Beach Vacation Rentals

Book Your Madeira Beach Vacation Rentals Here and Save! Many to choose from, including Rental Homes or Condos with Wi-Fi, Pool, Oceanview, Beachfront and other amenities to make your Florida stay enjoyable.

Vacation Rentals by Owner in Madeira Beach Florida.

We have partnered with a major provider for Vacation Rentals by Owner directly through Florida Vacation Rental Homes. With hundreds of short term rentals to choose from, we now have the selection and value to offer our visitors searching for Places to Rent in Madeira Beach Florida.

Madeira Beach1 Waterfront & 2-3 minutes' Walk to the 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 & spectac.......read more

1 Bedroom(s)
1 Bath(s) Sleeps 4


Vacation Rental


Completely Remodeled, 1 BDRM Condo, swimming pools, 2 minute walk to the beach

Madeira Beach Condo Star 5.0 Star Review

Completely remodeled, beach theme decorated, a beautifully furnished second-floor condo just steps away from the white silky sandy beach! Ideal for romantic vacations, honeymoon escapes, and getaways! Located in Madeira Beach Yacht Club - private gated community, free parking, two outdoor heated swimming pools, and 4 fishing piers. Clubhouse with b.......read more

1 Bedroom(s)
1 Bath(s) Sleeps 2


Vacation Rental


Shoreside Studio Condo w/ Patio – 300’ to Beach, Near Dining

Madeira Beach Apartment Star 2.0 Star Review

The Palm #4

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

This shoreside studio condo boasts a prime coastal location in the heart of downtown Maderia Beach! Located just 300’ from the sand near a plethora of restaurants and shopping options.......read more

Studio
1 Bath(s) Sleeps 4


Vacation Rental


Gulf Gardens Condo That Has a Cottage Feel, Right Across the Street From The Beach!

Madeira Beach Condo Star 4.3 Star Review

Inside the condo, you will be able to relax in comfort while planning your adventures. Meal prep is a breeze in the fully equipped kitchen. The living room features comfortable seating and cable tv. When it\'s time to settle in for the night the roomy bedroom with a queen size bed that will provide you a nice sanctuary.

Gulf Gardens #8 i.......read more

1 Bedroom(s)
1 Bath(s) Sleeps 2


Vacation Rental


Beautiful Beach Condo RIGHT ON THE WATER!!! WATER FRONT PROPERTY ENJOY SUNSET!!

Madeira Beach Condo Star 4.8 Star Review

THIS IS A COMPLETELY REMODELED BEACH CONDO 2 BED 2 BATH RIGHT ON THE HEART OF St. JOHNS PASS at the beautiful Madeira Beach, FL near St. Petersburgh. CONDO IS CENTRALLY LOCATED RIGHT IN FRONT OF THE BEACH. Enjoy the beautiful sunset from the balcony. New tile flooring, new granite counter tops, NEW REMODELED BATHROOMS. Fully furnished. CABLE TV, EL.......read more

2 Bedroom(s)
2 Bath(s) Sleeps 6


Vacation Rental


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

Madeira Beach Condo Star 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 ame.......read more

1 Bedroom(s)
1 Bath(s) Sleeps 4


Vacation Rental


A Hidden Paradise Found-Amazing Top Floor Gulf Front Unit with a Panoramic View

Madeira Beach Condo Star 5.0 Star Review

Right on the beach! A simply fabulous, vacation getaway! This great,
one-bedroom, one-bath condominium is directly on the Gulf of Mexico.

Watch the sunset over the gulf from the spacious, top floor balcony
(fifth floor). Watch and listen to the waves wash over the white
sand from the balcony, the outdoor-heated, swimming pool or .......read more

1 Bedroom(s)
1 Bath(s) Sleeps 4


Vacation Rental


A 2 BR, 2 BA Downstairs Unit right across the street from John's Pass Village!

Madeira Beach Cottage Star 4.9 Star Review

Cottage by the Pass, downstairs unit, offers all the charm of days gone by as well as all the modern conveniences. Cottage by the Pass is located just steps from the white sand, with no streets to cross. Across the street is John\'s Pass Village and Boardwalk. Inside you will find a spacious kitchen with travertine counter tops, and energy efficie.......read more

2 Bedroom(s)
2 Bath(s) Sleeps 6


Vacation Rental


Luxury Beach Home S

Madeira Beach Private vacation home Star 5.0 Star Review

Brand New, 2000 sq feet/3 Bedroom/3 Full Bathrooms 2 living rooms/modern townhome located near a canal and the gulf just two blocks from the beach. You can enjoy full view of the canal and partial views of the gulf from the balconies and the rooftop! Walking distance to beach, restaurants, volleyball. Close to Johns Pass, 2 miles........read more

3 Bedroom(s)
3 Bath(s) Sleeps 8


Vacation Rental


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

Madeira Beach Condo Star 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)
2 Bath(s) Sleeps 6


Vacation Rental


Marina View from Private Balcony. Great Location!

Madeira Beach Condo Star 4.6 Star Review

Upgraded one bedroom plus den condo with a fantastic view of Boca Ciega Bay and the Marina in the heart of Madeira Beach. On-site full service Spa and Restaurant.

Beautifully furnished with new flooring throughout, granite countertops, and stainless appliances. Enjoy a fantastic view of the marina and Boca Ciega Bay from the private balcony.......read more

2 Bedroom(s)
1 Bath(s) Sleeps 6


Vacation Rental


Beautiful Condo at Madeira Beach, 2Htd Pools,Walk to Beach,WiFi,Piers,Johns Pass

Madeira Beach Condo Star 4.8 Star Review

Taking extra care of our guests with focused sanitizing and including hand sanitizer & spray for your convenience during your stay. This is a lovely, two bedroom, ground floor condominium located in the highly desired Madeira Beach Yacht Club. It is just across the road to the beautiful powdery white sands of Gulf Beach. This gem\'s repeat renter .......read more

3 Bedroom(s)
1 Bath(s) Sleeps 6


Vacation Rental


COZY CORNER BEACH CONDO RETREAT

Madeira Beach Apartment Star 4.9 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

Studio
1 Bath(s) Sleeps 2


Vacation Rental


Madeira Beach Studio Cottage

Madeira Beach Apartment Star 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

1 Bedroom(s)
1 Bath(s) Sleeps 2


Vacation Rental


Walk to Beautiful Sunsets! Ground Floor Madeira Beach Free Parking WIFI

Madeira Beach Condo Star 4.7 Star Review

Nice and Nautical! One bedroom with new flooring and brand new King size bed with sleeper sofa located on the first floor, poolside. Beautiful new tile shower in the bath. All the comforts to make your vacation complete. 

This condo is steps from the pool and right across the street from the Public beach access and is within walking distanc.......read more

1 Bedroom(s)
1 Bath(s)


Vacation Rental


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

Madeira Beach Condo Star 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

1 Bedroom(s)
1 Bath(s) Sleeps 4


Vacation Rental


Directly on the Beach

Madeira Beach Apartment Star 5.0 Star Review

This is a great getaway for a couple looking for total relaxation and privacy. White sandy beaches softened by gently swaying sea oats lie just beyond the living room picture window. A large private pool is just a few steps from the sliding door with an expansive patio for sunbathing after a refreshing swim.

If you should want to hide from t.......read more

1 Bedroom(s)
1 Bath(s) Sleeps 3


Vacation Rental


Wave-Side Wonder: Condo w/ Patio - Steps to Beach, Walk to Shops & Dining!

Madeira Beach Condo Star 4.7 Star Review

The Palm #7

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 wave-side condo, centrally located in Madeira Beach! Walk just 3 minutes to hit the sand at the beach. Then, stroll to a plethora of shops, restaurants,.......read more

1 Bedroom(s)
1 Bath(s) Sleeps 4


Vacation Rental


Charming Upstairs Unit in a Cottage, steps to the beach. Across from John's Pass

Madeira Beach Cottage Star 4.7 Star Review

Cottage by the Pass offers all the charm of days gone by as well as all the modern conveniences. Cottage by the Pass is located just steps from the white sand, with no streets to cross. Across the street is John\'s Pass Village and Boardwalk. Inside you\'ll find a spacious studio apartment that features a full kitchen, comfortable living area, q.......read more

Studio
1 Bath(s) Sleeps 2


Vacation Rental


Ocean Sands 908, 2 Bedroom, Gulf Front, Pool, Lanai, Wi-Fi, Sleeps 6

Madeira Beach Condo Star 3.7 Star Review

Wake up each morning at Diamond-rated Ocean Sands 908 to sparkling waters, white sandy beaches and the high end amenities of this luxe two-bedroom, two-bathroom condo. It’s hard to imagine a more perfect vacation setting on the Gulf of Mexico. Engulf your senses when you peek out to the panoramic views that will take your breath away. High on the.......read more

2 Bedroom(s)
2 Bath(s) Sleeps 6


Vacation Rental


Stunning views from balcony in upscale BEACHFRONT unit close to John’s Pass

Madeira Beach Condo Star 4.8 Star Review

MADEIRA BEACH RANKED #9 BEST BEACH in the COUNTRY BY TRIPADVISOR!!

Amazing gulf views await you in this beautifully updated condo. The building is upscale and secluded yet amazingly close to restaurants, shops and water sports of World Famous John\'s Pass Village! Also within walking distance to Candy Kitchen ice cream, shopping and trans.......read more

1 Bedroom(s)
1 Bath(s) Sleeps 4


Vacation Rental


Leave Your Troubles Behind. Relaxation, Value, and Peace in the Heart of Madeira Beach.

Madeira Beach Condo Star 4.7 Star Review

Island Paradise Cottages, centrally located in Madeira Beach inside a quiet and secure neighborhood, and just off the main road. The cottages are just a 5 minute walk over to the very best beaches that the Gulf of Mexico has to offer, and you are in very easy walking distance of Johns Pass Village, with many excellent restaurants, activities, and .......read more

1 Bedroom(s)
1 Bath(s) Sleeps 4


Vacation Rental


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

Madeira Beach Condo Star 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)
2 Bath(s) Sleeps 5


Vacation Rental


New Property Right in the Heart of John's Pass

Madeira Beach Apartment Star 1.5 Star Review

This new property is ideal for a small family getaway and perfect for our snowbirds! This 2 bedroom, 2 bath apartment is 1,068 sq. ft. with a private balcony with an amazing view that is situated right in the heart of the ever so popular John\'s Pass Village! The apartment comes fully functional with a stackable washer/dryer, full size fridge, ful.......read more

2 Bedroom(s)
2 Bath(s) Sleeps 6


Vacation Rental


Bright, sunny condo with gorgeous ocean views & pool access!

Madeira Beach Condo Star 3.7 Star Review

Arena de Madeira 203

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

This lovely condo is located in a small, secure, and quiet building in the heart of Madeira Beach, it features a wrap-around west facing balcony for unobstructed views of the .......read more

3 Bedroom(s)
2 Bath(s) Sleeps 6


Vacation Rental


Fun in the sun-just a 3 minute walk to the beach!

Madeira Beach Private vacation home

This fun, beach themed home is perfect for a family getaway, sleeping 6 comfortably with a queen bed, two twins, and a sleeper sofa. Just a 3 minute walk to the beautiful shores of Madeira Beach, you will find plenty to enjoy-there\'s even mini-golf just behind the property. Soak up the sun on the beach, the strip, or the patio, or stay in and watc.......read more

Studio
2 Bath(s) Sleeps 6


Vacation Rental


Walk To Beach! Poolside Tropic Breeze Madeira Beach Ground Floor

Madeira Beach Condo Star 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 resta.......read more

1 Bedroom(s)
1 Bath(s) Sleeps 4


Vacation Rental


MBYacht Club,Tropical Waterview from LR, 2 Htd Pools,Walk to Bch,Gym,Piers,Park

Madeira Beach Condo Star 4.8 Star Review

Updated Condo Offers Queen Bed, 2 Twins,Twin daybed, Single rollaway 5 inch Memory foam bed, Washer & Dryer, Dishwasher, Microwave, Stainless Whirlpool Refrigerator/Freezer, Huge Kitchen Pantry,3 Flat Screen LED HD TV\'s, plus 3 DVD players in each room, with Cable & Hi Speed WIfi, 2 heated Swimming Pools (one right around building corner), All l.......read more

2 Bedroom(s)
2 Bath(s) Sleeps 6


Vacation Rental


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

Madeira Beach Condo Star 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

1 Bedroom(s)
1 Bath(s) Sleeps 4


Vacation Rental


Sea Breeze #503 2BR 2BA Gulf Front

Madeira Beach Condo Star 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)
2 Bath(s) Sleeps 6


Vacation Rental


Madeira Beach Yacht Club Condo, Walk to Shops!

Madeira Beach Condo Star 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)
2 Bath(s) Sleeps 4


Vacation Rental


Enjoy beautiful sunsets from the top floor in this 2 bed, 2 bath condo!

Madeira Beach Condo Star 4.9 Star Review

Large 2 bedroom, 2 bathroom beachfront condo on the top floor of this attractive 25-unit complex directly on the beautiful Gulf of Mexico. Enjoy sunsets and watching for dolphins from the comfort of your balcony or walk the many miles of sandy beaches. The bedrooms are on the bay side of the condo and have small balconies to enjoy sweeping views .......read more

2 Bedroom(s)
2 Bath(s) Sleeps 6


Vacation Rental


Beach Vacation Paradise @ Famous John's Pass Madeira Beach

Madeira Beach Condo Star 4.5 Star Review

Totally Renovated & Updated condo in May 2020. Vacation Beach Condo 2/2 with heated swimming pool on the Beach with tiki huts , lounge chairs & barbeque grills & directly across the street from the famous John\'s Pass in Madeira Beach Florida that offers fishing, boating, water sports, shopping, restaurants, clubs,.sports bar .... .......read more

2 Bedroom(s)
2 Bath(s) Sleeps 6


Vacation Rental


Madeira Beach Cottage

MADEIRA BEACH Cottage Star 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)
1 Bath(s) Sleeps 6


Vacation Rental


Beachfront Condo Across from John's Pass (Madeira Norte) Gorgeous sunset views!

Madeira Beach Condo Star 5.0 Star Review

Unparalleled beach and gulf views from your private 30-foot balcony. Updated granite chef\'s kitchen with stainless appliances. Tiled throughout with updated tile and granite baths. The Master bedroom has a king bed and ensuite bath, and access to the balcony. The guest bedroom has one double bed and one single bed. Open spacious dining and living .......read more

2 Bedroom(s)
2 Bath(s) Sleeps 4


Vacation Rental


Las Brisas 504, 3 Bedroom, Sleeps 8, BBQ Area, Gulf Front, Shared Pool

Madeira Beach Condo Star 3.9 Star Review

“Las Brisas” is Spanish for “breezes,” and from the waterfront balcony of Las Brisas 504, you’ll certainly revel in the salt-kissed breezes from the Gulf of Mexico. You’ll relish the spectacular view as well, from both the balcony and inside the condo.
In fact, the view might be the first thing you notice upon entering this top-floor.......read more

3 Bedroom(s)
2 Bath(s) Sleeps 8


Vacation Rental


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