Madeira Beach Vacation Rentals and Condos for Rent

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 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 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 Beac.......read more

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

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 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 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 4.8 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 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 4.7 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

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

Madeira Beach Condo 4.8 Star Review

Thanksgiving Special Nov 19-26, 2022 bookings available for your amazing sun-tan directly on the Gulf of Mexico. So book your Beach Front Corner Vacation Condo directly on Madeira Beach.

Yes that is right the Living, Dining, Kitchen area, and the King size Master Bedroom suite, are all directly on the Gulf. Enjoy the fabulous Western Expos.......read more

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

Madeira Beach Condo 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

Madeira Beach Condo 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

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

Madeira Beach Condo 4.9 Star Review

The small, family oriented community of Madeira Beach is casual and friendly, offering a sunny welcome to all who vacation by its wide, white beach. Watersports, fishing, golfing, beach walking, and quiet relaxing are favorite pastimes on this popular but never crowded area. Las Brisas, beach front condo is overlooking the Gulf of Mexico on the .......read more

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

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 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 Condo 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 counterto.......read more

3 Bedroom(s)
2 Bath(s) Sleeps 10

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

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 Private vacation home

Beautiful 1st-floor duplex home 1/2 block to the beach & near famous John\'s Pass!
Picture yourself less than a half block from the Gulf of Mexico\'s pristine white-sand beaches. Now, make it a reality by booking this beautiful first-floor home with no stairs. Ideally located on the Gulf of Mexico and within walking distance to the entertainment.......read more

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

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 4.7 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)
2 Bath(s) Sleeps 6

Madeira beach Condo 4.8 Star Review

Our unit is on the fourth floor with a balcony view of the Gulf of Mexico and the intercoastal waterway. We have private, numbered parking with guest parking available. We have secured elevators. We are across the street from famous John\'s Pass Village with many restaurants and shops.

Master bedroom has king-size bed, second bedroom has two.......read more

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

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 4.6 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. W.......read more

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

Madeira Beach Condo 4.3 Star Review

Sea Breeze 502 is located in Madeira Beach directly on the beautiful white sand beach of the Gulf of Mexico. The property features a heated pool and spa, community washer and dryer facilities and private balconies for each unit that look directly out to the beautiful waters of the Gulf of Mexico. Only 6 blocks from famous John\'s Pass Village, clos.......read more

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

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 4.9 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 4.4 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)
2 Bath(s) Sleeps 5

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 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 3.5 Star Review

This 2 bedroom 2 bath gulf front condo at Sea Breeze 108 can be found on beautiful Madeira Beach. Just a few blocks down the blvd, you will find the famous Johns Pass Village boardwalk and Bubba Gump Shrimp Restaurant with many water excursions and shops just waiting for you to explore. The beautiful white sandy beaches and breathtaking gulf coast .......read more

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

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

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

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 3.0 Star Review

The Palm #10

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

This coastal condo boasts a prime beachside location in the center of all the action in Maderia Beach! Nestled just 1 block from the waves and within walking distance of local restaura.......read more

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

Madeira Beach Condo 4.3 Star Review

Free Wi-Fi Internet access - works with laptops, tablets and handhelds.
This large nicely furnished 3 bedroom gulf front Madeira beach condo is well equipped and provides over 1200 s.f. of comfortable living area which can easily sleep 6-7 persons.

It is a direct gulf front condo on the 5th floor corner unit with STUNNING VIEWS over the o.......read more

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

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 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:
• 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 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)
2 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 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 4.3 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 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 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

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

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 4.0 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)
2 Bath(s) Sleeps 8

Madeira Beach Condo 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

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