Madeira Beach Vacation Rentals and Condos for Rent

Madeira Beach Condo 4.9 Star Review

Christmas Eve Special Dec 17-24, 2022 booking now in our BEACH FRONT CORNER vacation condo directly on the Gulf of Mexico.

Amazing Sunsets from every room and balcony that will last a lifetime - All Rooms Directly Beach Front and directly on the Gulf of Mexico.

Yes that is right the Living, Dining, Kitchen area, the King size Master B.......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 4.6 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

The brand new Madeira Bay Resort I #1607 is a two bedroom, two bathroom condo with a private balcony. King size bed in the master, bunk bed in the second bedroom plus a sleeper sofa in the living room. Flat screen TV\'s in the living room and master. Amenities include a full kitchen, washer and dryer in unit, and free Wi-Fi. This condo is NOT pet f.......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

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 4.5 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 4.4 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 Cottage 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

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 4.3 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 4.8 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 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 4.5 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

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)
2 Bath(s) Sleeps 4

Madeira Beach Condo 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

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 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 Cottage 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

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 4.3 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 4.8 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 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 4.9 Star Review

Enjoy a Gulf of Mexico vacation in our private beach condo. Gulf Gardens is located directly across the street from the Gulf of Mexico. In less than a one minute walk from your doorstep you will be enjoying the sun on the white powdery sands of quaint Madeira Beach. Don\'t forget to grab the metal detector in the closet and try your luck at findin.......read more

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

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 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 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 4.9 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 4.0 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 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

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 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 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 4.4 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 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 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 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 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 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

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 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 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 4.8 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

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 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 4.9 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