Madeira Beach Vacation Rentals and Condos for Rent

Madeira Beach Condo 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 wa.......read more

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

Madeira Beach Condo 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)
3 Bath(s) Sleeps 8

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 Apartment 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

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

Madeira Beach Condo 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

Madeira Beach Condo 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 be.......read more

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

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 4.7 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 Condo 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)

Madeira Beach Apartment 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

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

MADEIRA BEACH Cottage 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

Madeira Beach Condo 4.0 Star Review

Madeira Bay Resort #203 is a two bedroom, two bathroom condo with a private balcony. The master bedroom has a queen size bed and the second has a full size bed. Sleeper sofa in the living room. Amenities include a full kitchen, washer and dryer in unit, and free Wi-Fi. This condo is NOT pet friendly. One parking pass provided.

​​​​�.......read more

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

Madeira Beach Condo 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

Madeira Beach Condo 4.8 Star Review

Seaview 202 Highlights!
- Huge private beachfront balcony with room for everyone to enjoy the breathtaking sunsets
- Beachy, cheerful living area with a large leather sectional
- Well-appointed kitchen with marble countertops and stainless-steel appliances
- Dining area comfortably seats eight and has additional counter seating for thr.......read more

3 Bedroom(s)
2 Bath(s) Sleeps 9

Madeira Beach Condo 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

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 4.4 Star Review

September and October OPEN !
Best Practices Cleaning Procedures in Place!
Direct Gulf front 1/1 with partial views, across from John\'s Pass Village!
.......read more

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

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 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 i.......read more

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

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 Apartment 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

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 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 c.......read more

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

Madeira Beach Condo 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)
2 Bath(s) Sleeps 6

Madeira Beach Cottage 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

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

Madeira Beach Condo 4.3 Star Review

Sea Breeze of Madeira 706 is a top floor 2 bedroom, 2 bath condo located on beautiful Madeira Beach. The balcony looks directly out over the sand with fantastic views of the Gulf of Mexico. Sea Breeze 706 is a nicely updated condo, tastefully decorated and includes a master suite with 2 queen beds and a walk-in shower, a queen bed in the second bed.......read more

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

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 5.0 Star Review

Your Florida Beach House awaits! Our spacious (3300 sq ft) and stunning 4 bdrm/3 bath home is located directly across the street from Madeira Beach and just a short walk (1/2 block) to beach access. Your next vacation rental has a fully stocked kitchen, free parking, and everything you\'ll need for a relaxed, memorable vacation including compliment.......read more

4 Bedroom(s)
3 Bath(s) Sleeps 16

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 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

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

Madeira Beach Apartment 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

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 Condo 4.5 Star Review

Perched right over pristine Madeira Beach, this roomy condo offers the latest electronics and all the comforts of home. And the best part? Panoramic views of sky, sea, and sand from the long balcony!
Actually, the views come right into the condo with you! One entire wall is sliding glass doors, so you can see the sparkling Gulf waters from the l.......read more

Studio
2 Bath(s) Sleeps 10

Madeira Beach Condo 4.4 Star Review

New Diamond renovated property. Watch the waves roll in from your private ocean-front balcony! This spacious 3-bedroom condo has 4 flat-screen TVs, a stunning pool, community grills, and resort amenities to treat the whole family.

At Las Brisas 306, you can enjoy the best parts of beach-front living. The living room is bright and spacious, w.......read more

3 Bedroom(s)
2 Bath(s) Sleeps 9

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 Apartment 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

Madeira Beach Condo 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 wa.......read more

1 Bedroom(s)
1 Bath(s)

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 1.0 Star Review

The Palm #5

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

This 1BR beachside condo boasts a prime coastal location and a shared patio, perfect for enjoying balmy Florida evenings. Stroll just 3 minutes to the beach, then take a short walk to a.......read more

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

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 4.7 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 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

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

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 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

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 3

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