Madeira Beach Vacation Rentals and Condos for Rent

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 4.7 Star Review

Under New Management!

Welcome to Sandy Shores- where miles of white sugar sand beaches meet the end of Madeira beach, with SO many things to do! This awesome complex sits right on the beach, and directly across the street from John\'s Pass Historic Fishing Village.

Find the comforts of home while on vacation here in this completely up.......read more

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

Madeira Beach Condo 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

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 4.8 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 4.4 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 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 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 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 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 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 4.6 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 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 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 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 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 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

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 4.2 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 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 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

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

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 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 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 Apartment 5.0 Star Review

Enjoy a Breezy Stay in the Heart of Madeira Beach and St Pete beach!

There’s no better place than this cozy unit located right on the water close to all the attractions. Feel pretty snazzy pulling right up to your rental for a sunny Florida weekend on its private dock! Its idyllic location offers you easy walking distance to all the most p.......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 Condo 4.8 Star Review

Cozy Clean Remodeled Condo features; Queen Bed, 2 pillow- topped Twin Beds, Queen Sleeper Sofa, roll out twin, New Washer & Dryer, Fully Stocked Kitchen, Granite Counters with Stainless Whirlpool Dishwasher, Refrigerator/Freezer, Stove, and Microwave. There is Large Kitchen Pantry closet, 3 Flat Screen LED HDTV\'s, plus 3 DVD players in each room. .......read more

2 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 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 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 4.7 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 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 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 4.6 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

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 4.9 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 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 4.7 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

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 3.9 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 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 4.8 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 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 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

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