Madeira Beach Vacation Rentals and Condos for Rent

Madeira Beach Condo 4.6 Star Review

Recently renovated ground floor condo with all new kitchen, bed, bath, and decor! New tile and paint throughout the condo are complimented with granite counters, stylish furnishings, and modern features. The condo includes 2 double beds located in one bedroom with an additional pull-out sofa in the living room. The condo is fitted with central air .......read more

1 Bedroom(s)
1 Bath(s) Sleeps 5

Madeira Beach Condo 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-m.......read more

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

Madeira Beach Condo 4.8 Star Review

This spacious end unit on the top floor is located on the Gulf of Mexico on Madeira Beach. It is complete with three bedrooms, three baths, a huge kitchen and extra-large living room is a great location for family vacations, girls getaways, or couples traveling with their friends. Hotel rooms can feel so crowded, at Seaview Unit 505 you will have p.......read more

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

Madeira Beach Cottage 5.0 Star Review

You will love Ocean Breeze Cottage! The cottage has an"old style Key West charm" and is located in a quiet neighborhood but is close to everything you need. The beautiful white Gulf Coast sandy beach is right across the street and the world famous John\'s Pass Village is only short walk and where you will find an abundant amount of shops and rest.......read more

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

Madeira Beach Condo 4.3 Star Review

This Kima unit has a beautiful sought after 2 bedroom 2 bathroom gulf front condo. Enjoy the gulf view and flat screen tv from Madeira Beach Florida. The master has a king size bed and flat screen tv and private full bathroom with shower stall. Have access to the balcony that has a beach front view with lounge chairs and table. The sunsets from th.......read more

2 Bedroom(s)
2 Bath(s) Sleeps 5

Madeira Beach Private vacation home 2.0 Star Review

This a a completely remodeled 4 bedroom 2 story furnished house in Madeira beach, FL with 2 bedrooms upstairs and 2 bedrooms downstairs. Stocked with everything you need. Just bring suitcase. Must stay for 90 days minimal. You are responsible for utilities. Great for corporate stays and short term rentals. Also perfect for snowbirds and traveling .......read more

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

Madeira Beach Condo 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)
3 Bath(s) Sleeps 8

Madeira Beach Condo 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

Madeira Beach Condo 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)
2 Bath(s) Sleeps 6

Madeira Beach Condo 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!

.......read more

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

Madeira Beach Condo 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

Madeira Beach Condo 4.5 Star Review

Great view from this 4th floor unit in secluded Chambre Condominiums. Enjoy the very best that Madeira Beach has to offer.

After your first stay here, you\'ll understand why this building has so many repeat visitors. Situated directly on the beach, and setback far enough from the main road to eliminate traffic noise, Chambre gives an unpre.......read more

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

Madeira Beach Condo 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

Madeira Beach Condo 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)
2 Bath(s) Sleeps 6

Madeira Beach Condo 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)
2 Bath(s) Sleeps 4

Madeira Beach Condo 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

Madeira Beach Condo 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)
2 Bath(s) Sleeps

Madeira Beach Apartment 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

Madeira Beach Condo 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

1 Bedroom(s)
2 Bath(s)

Madeira Beach Condo 4.7 Star Review

This well kept one bedroom with two queen size beds, full kitchen, and easy beach access is the place for you if you need to get away. Madeira Beach is a quiet little town with lots going on. Restaurants, bars, and coffee houses are within a few blocks walking distance. John\'s Pass is exactly one mile away with shopping, restaurants, jet skis, fis.......read more

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

Madeira Beach Condo 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

Madeira Beach Condo 4.0 Star Review

The Palm #6

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

Enjoy coastal bliss at this 2BR beachside condo in the heart of Madeira Beach! Walk to the waves in 3 minutes, or stroll to a plethora of local shops, restaurants, and attractions. Then.......read more

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

Madeira Beach Condo 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

Madeira Beach Condo 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

Madeira Beach Condo 4.3 Star Review

SAME DAY CHECKIN AVAILABLE - PLEASE EMAIL

RECOMMENDED FOR BEACH LOVING FAMILIES SUMMER SPECIALS AVAILABLE
***** THE PERFECT DESTINATION 5/5 stars
John K. Review
"My family of 4 needed a much-deserved getaway to the beach. This property was the perfect spot. From the initial reservation to the time was wa.......read more

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

Madeira Beach Condo 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)
1 Bath(s) Sleeps 6

Madeira Beach Condo 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)
2 Bath(s)

Madeira Beach Condo 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

Madeira Beach Condo 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 REQU.......read more

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

Madeira Beach Private vacation home 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

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

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

Madeira Beach Condo 5.0 Star Review

Why Madeira Beach? It\'s the best kept secret on the Gulf Coast, that\'s why. Not overgrown and overcrowded, as so much is now.

Convenience! With airport access from Tampa or St Petersburg, you\'re just a half hour to your beach home. No traffic messes (as in Clearwater) getting here or in getting around here. Rental cars .......read more

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

Madeira Beach Condo 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)
2 Bath(s) Sleeps 5

Madeira Beach Condo 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

1 Bedroom(s)
1 Bath(s)

Madeira Beach Condo 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

Madeira Beach Condo 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)
2 Bath(s) Sleeps 5

Madeira Beach Condo 5.0 Star Review

Las Brisas #206 is a spacious 3 bedroom, 2 bathroom condo with a balcony. Stunning direct gulf front view. Enjoy miles of pristine beaches and very near famous John\'s Pass Village and Boardwalk. The master bedroom has a king size bed. The second bedroom has a queen bed. The third bedroom has two queen size beds. TV\'s in the living room and master.......read more

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

Madeira Beach Condo 4.9 Star Review

1 PARKING SPACE
SAT TO SAT RENTAL ONLY
FREE Wi-Fi AND HEATED POOL
KEYPAD ENTRY, NO NEED FOR KEYS . NO CHECKIN
Watch the Dolphins and Beautiful Sunsets from Master bedroom, Living Room or 26 Ft. Balcony, Kitchen or Living Room Chair. Las Brisas Has Only 40 Units and 5 Floors High, with Elevator. We are Located on the Second Floor........read more

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

Madeira Beach Condo 4.8 Star Review

This condo is located on the second floor with a pool and Gulf views. It condo sleeps four guests with a new king bed in the bedroom and a new double sofa sleeper in the living room. The unit has two wall-mounted flat-screen TVs and Free WiFi! Come and enjoy a quiet stay or just a quick getaway to relax.

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

1 Bedroom(s)
1 Bath(s)

Madeira Beach Condo 4.9 Star Review

We think our Unit "Fiddler\'s Green" at Madeira Norte will please the most discriminating guests. Directly on the Gulf, facing one of the world\'s most desirable beaches. You\'ll enjoy the serenity of gentle waves and soft breezes from your 2nd floor private balcony. The main bedroom offers a plush king-sized bed, newly renovated bathroom and beac.......read more

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

Madeira Beach Condo 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)
2 Bath(s) Sleeps 6

Madeira Beach Apartment 4.7 Star Review

Enjoy the new renovation complete a stylish experience at this centrally-located place. Also enjoy the breathtaking view of the Gulf of Mexico from either the living room or walkout balcony. This fully furnished 3 floor condo is directly overlooking the pool in front and beach in the back.In the bedroom you will find a queen size bed, dresser, nigh.......read more

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

Madeira Beach Private vacation home 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)
1 Bath(s) Sleeps 6

Madeira Beach Private vacation home 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)
2 Bath(s) Sleeps 6

Madeira Beach Condo 4.9 Star Review

Tranquil 3 bedroomS, 2 bath beach front condo. Wake up to the sounds of the ocean from the master bedroom sliding glass doors. Sit on the 20\' x 7\' screened balcony and watch the dolphins play. Walk for miles on the white sandy beach or sunbathe at the heated beachside pool. Fly a kite or throw a ball in the sand. Enjoy great fishing off the beach.......read more

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

Madeira Beach Condo 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

Madeira Beach Condo 5.0 Star Review

This well kept one bedroom with two queen size beds, full kitchen, and easy beach access is the place for you if you need to get away. Madeira Beach is a quiet little town with lots going on. Restaurants, bars, and coffee houses are within a few blocks walking distance. John\'s Pass is exactly one mile away with shopping, restaurants, jet skis, fis.......read more

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

Madeira Beach Condo 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