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Madeira Beach Rentals

From $208 per night (USD)
VRBO
SALE Aug Sept Oct Low Nightly Rates Villa Madeira Condo Direct Gulf Beach View
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
The current status of the pool : under renovation with estimated completion date of 7/1/25 - could be longer if city pe ...
From $208 per night (USD)
VRBO
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Expedia
Beach Vacation Paradise @ Famous John's Pass Madeira Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Totally Renovated & Updated condo in May 2020. Vacation Beach Condo 2/2 with heated swimming pool on the Beach wit ...
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Expedia
From $330 per night (USD)
VRBO
Stunning beach views from balcony in upscale BEACHFRONT condo with pool and spa
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
MADEIRA BEACH RANKED #9 BEST BEACH in the COUNTRY BY TRIPADVISOR!! Amazing gulf views await you in this beautifully u ...
From $330 per night (USD)
VRBO
From $384 per night (USD)
Expedia
#304 Sea Breeze Welcoming Condo., Steps to White Sandy Beach and Gulf
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to our warm and welcoming Sea Breeze of Madeira condo which sits directly facing the Gulf of Mexico and has one ...
From $384 per night (USD)
Expedia
From $265 per night (USD)
VRBO
Special Discount October 11-18, 2025 - Madeira Corner Direct Beach Front Condo
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
No Condo Damage. Elevator and heated pool fully operational. Special Discount for October 2025 in our BEACH FRONT CORNER ...
From $265 per night (USD)
VRBO
From $252 per night (USD)
Expedia
SPECIAL Oct 11-25, 2025 - All Rooms Directly Beach Front
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
No Condo Damage. Elevator and heated pool fully operational. Special discounting for booking September 20 through 27, 20 ...
From $252 per night (USD)
Expedia
From $226 per night (USD)
VRBO
🌅 Madeira Bay Resort #312 – Sunrise Marina Views & Family-Friendly Comfort Across from the Beach
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Madeira Bay Resort #312 is a bright and comfortable two-bedroom, one-bathroom condo with a private balcony overlooking t ...
From $226 per night (USD)
VRBO
From $302 per night (USD)
Expedia
Beautifully Updated Madeira Bay Resort Unit 401 - Steps from Sand and Fun!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This is a newly remodeled unit with lovely wood tile throughout kitchen, living room, and dining area. There is a doubl ...
From $302 per night (USD)
Expedia
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VRBO
Beautiful Beach Condo RIGHT ON THE WATER!!! WATER FRONT PROPERTY ENJOY SUNSET!!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
THIS IS A COMPLETELY REMODELED BEACH CONDO 2 BED 2 BATH RIGHT ON THE HEART OF St. JOHNS PASS at the beautiful Madeira Be ...
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VRBO
From $264 per night (USD)
Expedia
Ocean Sands 1108 is a Gold 2-bedroom 2 bath Condo on the 11th floor
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Home Away from Home -Ocean Sands 1108 is a spectacular GOLD rated CORNER two-bedroom, two-bath Gulf front vacation renta ...
From $264 per night (USD)
Expedia
From $462 per night (USD)
VRBO
Enjoy beautiful sunsets from the top floor in this 2 bed, 2 bath condo!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Beautifully remodeled spacious 2 bedroom, 2 bathroom beachfront condo on the top floor of this attractive 25-unit comple ...
From $462 per night (USD)
VRBO
From $235 per night (USD)
Expedia
Stay Across from Johns Pass Village. Heated Pool. Direct Beach Access. Secure Building.
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
The Madeira Norte complex, located in the heart of Madeira Beach and literally across the street from the vibrant restau ...
From $235 per night (USD)
Expedia
From $367 per night (USD)
VRBO
Direct Gulf Front 1 Bedroom 2 Bath Condo with Private Balcony
Bedrooms:
2
Bathrooms:
1
Sleeps:
4
1 bedroom, 2 bath condominium with full kitchen. Sleeps 4 - there is a private bedroom upstairs and sleeper sofa in the ...
From $367 per night (USD)
VRBO
From $310 per night (USD)
Expedia
Updated Beachfront Condo, steps to John's Pass with heated pool, updated kitchen
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
2025 HURRICANE NOTE: Our unit has been fully restored and ready to accept guests a/o January 20, 2025. We can provide fi ...
From $310 per night (USD)
Expedia
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Expedia
Madeira Bay unit 310
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This is a Coastal & Cozy 2 Bed 1 Bath unit that was just newly remodeled and renovated. There is a vibrant 'beachy' bac ...
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Expedia
From $260 per night (USD)
Expedia
Villa Madeira 203 Gorgeous remodel|Walk to John's Pass|Large Balcony!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
**CONSTRUCTION NOTICE: Please note that restoration work is underway. Parking is limited onsite. Elevators may experien ...
From $260 per night (USD)
Expedia
From $378 per night (USD)
VRBO
Corner Unit. 2 Bedroom+Bonus Room/Den. Overlooking the Gulf. Amazing Views! Easy Walk to Johns Pass.
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Named "Casa Bianca" - The view from this direct beachfront unit will leave you speechless! This fifth floor corner unit ...
From $378 per night (USD)
VRBO
From $280 per night (USD)
Expedia
Trillium 4C Beach Front Condo with Private Balcony|Gorgeous Updates|Pool!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Top Reasons to book: • You’ll love the beautiful décor, and comfortable furnishings throughout this unit • As you e ...
From $280 per night (USD)
Expedia
From $178 per night (USD)
VRBO
Madeira Beach Yacht Club 151H | Balcony, Pool + Hot Tub Access
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
**Due to recent hurricanes in Central Florida the small pool is temporarily closed and repairs are actively underway. Th ...
From $178 per night (USD)
VRBO
From $296 per night (USD)
Expedia
Spectacular Beachfront Corner Unit w/ Views, Pool and Great Location on Madeira Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Enjoy beachfront relaxation at one of the most spectacular locations in Madeira Beach. The Kima Condos are centrally lo ...
From $296 per night (USD)
Expedia
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VRBO
Ocean/Beach Front 2 Bedroom Condo
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
2 bedroom/2 bathroom condo available over New Years (December 30th, 2019 to January 4th, 2020). A beachfront resort on ...
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VRBO
From $242 per night (USD)
Expedia
Villa Madeira 207 Paradise! So many updates in the awesome beach front condo!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
**CONSTRUCTION NOTICE: Please note that restoration work is underway. Parking is limited onsite. Elevators may experien ...
From $242 per night (USD)
Expedia
From $162 per night (USD)
VRBO
Corner Unit Ocean Views - Shores of Madeira #501
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
The Shores of Madeira #501 - Please note that due to our hurricane season, there is no pool or patio at this time at The ...
From $162 per night (USD)
VRBO
From $256 per night (USD)
Expedia
Villa Madeira 404 Gorgeous Gulf Views|Many updates|Walk to John's Pass!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
**CONSTRUCTION NOTICE: Please note that restoration work is underway. Parking is limited onsite. Elevators may experien ...
From $256 per night (USD)
Expedia
From $293 per night (USD)
VRBO
Trillium 2C | Beautiful Updates | North Corner Condo |
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Top Reasons to book: • You’ll love the beautiful décor, and comfortable furnishings throughout this unit • As you e ...
From $293 per night (USD)
VRBO
From $257 per night (USD)
Expedia
Villa Madeira 410 Spacious Corner Condo, Private Beachfront Balcony
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
**CONSTRUCTION NOTICE: Please note that restoration work is underway. Parking is limited onsite. Elevators may experien ...
From $257 per night (USD)
Expedia
From $260 per night (USD)
VRBO
Trillium 2A Desired South Corner
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Top Reasons to book: • You’ll love the beautiful décor, and comfortable furnishings throughout this unit • As you e ...
From $260 per night (USD)
VRBO
From $278 per night (USD)
Expedia
Trillium 2B Beach View from ALL rooms|Very unique|Top location!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Top Reasons to book: • You’ll love the beautiful décor, and comfortable furnishings throughout this unit • As you e ...
From $278 per night (USD)
Expedia
From $262 per night (USD)
VRBO
Trillium 1C Beach Front Condo with gorgeous updates and amazing view!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Top Reasons to book: • You’ll love the beautiful décor, and comfortable furnishings throughout this unit PLUS the kit ...
From $262 per night (USD)
VRBO
From $281 per night (USD)
Expedia
Trillium 4A Beach Front Condo with Private Balcony|Amazing Gulf Views|Pool!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Top Reasons to book: • You’ll love the beautiful décor, and comfortable furnishings throughout this unit • As you e ...
From $281 per night (USD)
Expedia
From $289 per night (USD)
VRBO
Villa Madeira 204 Beach Front|Walk to restaurants, shops, entertainment!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
**CONSTRUCTION NOTICE: Please note that restoration work is underway. Parking is limited onsite. Elevators may experien ...
From $289 per night (USD)
VRBO
From $308 per night (USD)
Expedia
Trillium 5B Beach Front, LR|both BR face Gulf, gorgeous updates, amazing view
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Top Reasons to book: • You’ll love the beautiful décor, and comfortable furnishings throughout this unit • As you e ...
From $308 per night (USD)
Expedia
From $236 per night (USD)
VRBO
Villa Madeira 506 Amazing Updates|Great decor|Large Beach Front Balcony!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
**CONSTRUCTION NOTICE: Please note that restoration work is underway. Parking is limited onsite. Elevators may experien ...
From $236 per night (USD)
VRBO
From $258 per night (USD)
Expedia
Trillium 5A Beach Front Condo beautifully remodeled with amazing views!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Top Reasons to book: • You’ll love the beautiful décor, and comfortable furnishings throughout this unit • As you e ...
From $258 per night (USD)
Expedia
From $285 per night (USD)
VRBO
Trillium 1B Completely remodeled, Beach Views from all rooms, top location!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Top Reasons to book: • You’ll love the beautiful décor, and comfortable furnishings throughout this unit • As you e ...
From $285 per night (USD)
VRBO
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Expedia
Villa Madeira 301 South corner with huge wrap around balcony, simply amazing!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
**CONSTRUCTION NOTICE: Please note that restoration work is underway. Parking is limited onsite. Elevators may experien ...
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Expedia
From $244 per night (USD)
VRBO
🌊 Madeira Bay Resort I #1706 – Gulf Views, Pet Friendly & Steps from the Shore
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
The brand new Madeira Bay Resort I #1706 is a two bedroom, two bathroom condo with a private balcony with views of the G ...
From $244 per night (USD)
VRBO
From $168 per night (USD)
Expedia
TB10: Beautiful Madeira Beach 1 Bedroom 2nd Floor
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
This second-floor newly decorated condo has a Gulf view and Free WiFi, Too! The unit sleeps six guests, and there are tw ...
From $168 per night (USD)
Expedia
From $182 per night (USD)
VRBO
Madeira Beach Condo near John's Pass
Bedrooms:
2
Bathrooms:
1
Sleeps:
5
Luxury condominium just across the street from the beach 1 bedroom. And a Den with a window, that has been converted ...
From $182 per night (USD)
VRBO
From $371 per night (USD)
Expedia
Luxurious 2BR/BA Beachfront Condo. Seaview
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
WE ARE FULLY RECOVERED AND REOPENED AFTER THE HURICANE. This exceptional CORNER UNIT is completely updated with high e ...
From $371 per night (USD)
Expedia
From $251 per night (USD)
VRBO
Villa Madeira 305 Fresh Updates, Luxurious Beach Getaway!
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
**CONSTRUCTION NOTICE: Please note that restoration work is underway. Parking is limited onsite. Elevators may experien ...
From $251 per night (USD)
VRBO
From $695 per night (USD)
Expedia
BRAND NEW LUXURY CONDO WITH HEATED POOL - 1 BLOCK FROM GULF W/ WATER VIEWS!!
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Introducing Solace at the Beach! Experience luxury in our newly-built 3BD/3BA condo, just steps away from the world's mo ...
From $695 per night (USD)
Expedia
From $247 per night (USD)
VRBO
All Updated, Great Location. Quiet and Private Building in Central Madeira Beach. Beach Views!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
The La Coquina building in central Madeira Beach gives you some of the best values in a beach vacation spot. Located ne ...
From $247 per night (USD)
VRBO
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Expedia
STYLISH STAY AT OCEAN SANDS
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
ABOUT BREATHTAKING views of the Gulf of Mexico and beautiful beach from this posh 1BR/1.5BA condo located in the highly ...
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Expedia
From $323 per night (USD)
VRBO
Madeira Del Mar 305 - Stunning Luxury Condo, Steps From The Beach
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Top reasons to book: • Don’t forget your fur baby! This unit is dog friendly (restrictions and fees apply). • Onsite ...
From $323 per night (USD)
VRBO
From $317 per night (USD)
Expedia
Accepting bookings .Amazing view. No owner booking fee
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
*Contactless entry. * Please note, All beach front facilities were impacted by hurricanes. Facility is completely funct ...
From $317 per night (USD)
Expedia
From $244 per night (USD)
VRBO
Villa Madeira 609 | Beach FRONT|Walk to John's Pass!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
**CONSTRUCTION NOTICE: Please note that restoration work is underway. Parking is limited onsite. Elevators may experien ...
From $244 per night (USD)
VRBO
From $237 per night (USD)
Expedia
Upper Floor. Beautifully Furnished. Heated Pool. Incredible Views.
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Stay in the premiere beachfront building in Madeira Beach. Located on the 10th floor, this outstanding unit will pamper ...
From $237 per night (USD)
Expedia
From $149 per night (USD)
VRBO
Walk to Madeira Beach: Family Resort Condo
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Resting across the street from sand and surf, this 1-bed, 1-bath vacation rental is a great home base for families and f ...
From $149 per night (USD)
VRBO
From $219 per night (USD)
Expedia
OPEN March 2-9! BEST BEACH DEALS! Beautiful Beach Front Views!
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
This Kima unit has a beautiful sought after 2 bedroom 2 bathroom gulf front condo. Enjoy the gulf view and flat screen t ...
From $219 per night (USD)
Expedia
From $191 per night (USD)
VRBO
Madeira Beach Cozy 1-Bedroom Second-Floor Condo at Tropic Breeze #17
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Experience Relaxation at Tropic Breezes Condo in Madeira Beach Escape to a beautifully redecorated second-floor condo a ...
From $191 per night (USD)
VRBO
From $348 per night (USD)
Expedia
Exclusive PENTHOUSE Footsteps from Madeira Beach! 3BR/3BA with a Heated Pool!
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Welcome to Bella Vita (Italian for the good life), Madeira’s most luxurious condo. Our family’s rare Penthouse boasts an ...
From $348 per night (USD)
Expedia
From $141 per night (USD)
VRBO
UPDATED ONE BEDROOM, WATERFRONT CONDO IN THE FABULOUS MADEIRA BEACH YACHT CLUB
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
UPDATED ONE BEDROOM, WATERFRONT CONDO IN THE FABULOUS MADEIRA BEACH YACHT CLUB COMMUNITY. Perfect location for your dre ...
From $141 per night (USD)
VRBO
From $223 per night (USD)
Expedia
4th Floor spacious 2 BR, 2 BA w/ spectacular views of Boca Ciega Bay
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Easiest Way to Get Away: 1.) Book & Pay online here on this website (7+ nights 5%, 28+ nights 10% discount automaticall ...
From $223 per night (USD)
Expedia
From $499 per night (USD)
VRBO
Luxury Beach Condo
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Welcome to our brand-new, spacious, 3BR/3BA beach condo, just steps away from the sand. **We survived the hurricanes. N ...
From $499 per night (USD)
VRBO
From $223 per night (USD)
Expedia
La Coquina 306: Beachside Comfort - 2BD/2BA
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Coastal retreat! This top-floor, end-unit condo offers a slice of paradise with unobstructed beach views that will take ...
From $223 per night (USD)
Expedia
From $289 per night (USD)
VRBO
Coastal Madeira Beach Condo - Walk to Gulf!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Take a trip to coastal Florida for sunny days on the beach and plenty of community amenities when you stay at this Madei ...
From $289 per night (USD)
VRBO
From $230 per night (USD)
Expedia
Madeira Bay Resort I 1504 NEW, amazing Gulf Beach view in top location!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Top Reasons to Book: • Unobstructed view of the gulf from the private balcony • Beach access directly across the stree ...
From $230 per night (USD)
Expedia
From $424 per night (USD)
VRBO
**2 bedroom/2 bath- Brand New Madeira Beach condo steps from John’s Pass
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
2 bed/ 2 bath brand new condo on Madeira Beach steps from John’s Pass restaurants and entertainment. 1 king bed (Maste ...
From $424 per night (USD)
VRBO
From $167 per night (USD)
Expedia
Walk to Madeira Beach: Coastal Condo w/ Balcony
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Book your next Gulf Coast getaway at this charming Madeira Beach condo. Boasting an ocean-themed interior, a fully equip ...
From $167 per night (USD)
Expedia
From $465 per night (USD)
VRBO
REMODELED, immaculately designed, BEACHFRONT condo with gorgeous water views
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Be the first to book a stay at Sea Breeze Condominium #404, a spacious 2BR, 2Bath renovated unit (August 2023) which com ...
From $465 per night (USD)
VRBO
From $273 per night (USD)
Expedia
Villa Madeira #605 3 Bedroom 2 Bath Unit WIFI
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
*Construction work in the parking lot* *POOL IS OPEN, POOL BATHROOMS ARE CLOSED* Absolutely magnificent 3 bedroom 2 ba ...
From $273 per night (USD)
Expedia
From $151 per night (USD)
VRBO
Beautiful Madeira Yacht Club Beach Condo-1BR/ 1.5BA. Sleeps 4 comfortably!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
ACCOMODATIONS: Steps away from the beach and your toes touching the sand! Enjoy leisurely afternoon strolls around the b ...
From $151 per night (USD)
VRBO
From $213 per night (USD)
Expedia
Madeira Bay Resort I 1505 NEW Complex with a Breathtaking Bayfront View!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Top Reasons to Book: • Beach access directly across the street as well as on site fishing and charter boats. • Gym Avai ...
From $213 per night (USD)
Expedia
From $371 per night (USD)
VRBO
Top floor beachfront condo. Incredibly Spacious. Overlooking the best beach in Florida!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
When you look for the perfect beachfront vacation spot for your family, this is the place. Setup for larger families (o ...
From $371 per night (USD)
VRBO
From $404 per night (USD)
Expedia
Bay front condo, shared pool and hot tub right next to the beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Bay Front Oasis Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $404 per night (USD)
Expedia
From $317 per night (USD)
VRBO
🌊 Madeira Bay Resort I #1602 – Gulf View Family Retreat in the Heart of Madeira Beach ~ Walk to John's Pass
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Madeira Bay Resort I #1602 is a two-bedroom, two-bathroom condo offering a coastal retreat with a balcony offering breat ...
From $317 per night (USD)
VRBO
From $405 per night (USD)
Expedia
Top floor beachfront unit at premier building
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This top floor condo will leave you breathless from the moment you arrive. The entire unit has been tastefully renovate ...
From $405 per night (USD)
Expedia
From $214 per night (USD)
VRBO
Luxury Updated Beach Condo - Crimson #104
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Crimson on the Gulf #104 - Please note that due to our hurricane season the elevator and the hot tub are undergoing repa ...
From $214 per night (USD)
VRBO
From $311 per night (USD)
Expedia
Top Floor Balcony Beach View - Crimson #304
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Crimson on the Gulf #304 - Please note that due to our hurricane season the elevator and the hot tub undergoing repairs. ...
From $311 per night (USD)
Expedia
From $279 per night (USD)
VRBO
Sea Breeze 202 is a Gold Tier 2 - bedroom 2 bath Gulf Front Condo!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Home away from home- Home Away from Home -Sea Breeze 202 is a GOLD Tier corner two-bedroom, two-bath Gulf Front vacation ...
From $279 per night (USD)
VRBO
From $240 per night (USD)
Expedia
BEST DEALS NOW !AMAZING BEACH, PRIVACY, UNWIND. SLEEP 4, FREE CHAIRS, BBQ, PKG
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
SIMPLY AMAZING MILE OF PRIVATE RESIDENTIAL BEACHFRONT.....SUNGLOW SEASIDE, ST PETERSBURG-MADEIRA BEACH DOWNTOWN CENTRAL ...
From $240 per night (USD)
Expedia
From $232 per night (USD)
VRBO
PRIVACY, RELAX with the DOLPHINS at the SEASIDE,no people. LOUNGERS & UMBRELLA,
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
MADEIRA BEACH. TOTAL PRIVACY at SUNGLOW SEASIDE IS A RARE in TOWN PROPERTY FIND.. SLEEPS 4. THIS GROUND FLOOR END UNIT ...
From $232 per night (USD)
VRBO
From $254 per night (USD)
Expedia
🐾 Madeira Bay Resort I #1308 – Pet-Friendly Paradise Near John's Pass
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
The brand new Madeira Bay Resort I #1308 is a two bedroom, two bathroom condo with a private balcony. King size bed in t ...
From $254 per night (USD)
Expedia
From $283 per night (USD)
VRBO
**DIRECT BEACH FRONT**GREAT LOCATION** 2 BEDROOM 2 BATH**AWESOME VIEWS**
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
*****WELCOME TO KIMA #105***** 7/25/25 - THE POOL IS OUT OF SERVICE UNTIL 8/8/25. WAITING ON A PART FOR THE ...
From $283 per night (USD)
VRBO
From $318 per night (USD)
Expedia
🏖️ Madeira Bay Resort I #1401 – Spacious, Stylish & Pet-Free
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
The brand new Madeira Bay Resort I #1401 is a three bedroom, two bathroom condo with a private balcony. King size bed in ...
From $318 per night (USD)
Expedia
From $237 per night (USD)
VRBO
🌴 Madeira Bay Resort I #1707 – Clean, Comfortable & Just Steps from the Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
The brand new Madeira Bay Resort I #1707 is a two bedroom, two bathroom condo with a private balcony. King size bed in t ...
From $237 per night (USD)
VRBO
From $323 per night (USD)
Expedia
Superb Location on the Beaches of Madeira. Great Corner Unit Views. Beachfront Pool on the Sand!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This is a second floor unit. We are offering highly-discounted rates during the elevator downtime period. This spaciou ...
From $323 per night (USD)
Expedia
From $251 per night (USD)
VRBO
🌊 Gulf Front Balcony Bliss — 1BR Condo at Surf Song Resort #348
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Hurricane Update: This condo was not damaged in the hurricanes! The pool, elevator, and grills are all operational at th ...
From $251 per night (USD)
VRBO
From $270 per night (USD)
Expedia
🐾 Madeira Bay Resort I #1407 – Pet-Friendly Comfort Near the Coast
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
The brand new Madeira Bay Resort I #1407 is a two bedroom, two bathroom condo with a private balcony. King size bed in t ...
From $270 per night (USD)
Expedia
From $328 per night (USD)
VRBO
🐾 Madeira Bay Resort I #1701 – Spacious 3-Bedroom Retreat Near the Beach & John's Pass
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
The brand new Madeira Bay Resort I #1701 is a three bedroom, two bathroom condo with a private balcony. King size bed in ...
From $328 per night (USD)
VRBO
From $316 per night (USD)
Expedia
🌞 Madeira Bay Resort I #1501 – Spacious, Stylish & Pet-Free Family Retreat
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
The brand new Madeira Bay Resort I #1501 is a three bedroom, two bathroom condo with a private balcony. King size bed in ...
From $316 per night (USD)
Expedia
From $258 per night (USD)
VRBO
🏝️ Madeira Bay Resort I #1403 – Cozy, Kid-Friendly & Pet-Free
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
The brand new Madeira Bay Resort I #1403 is a two bedroom, two bathroom condo with a private balcony. King size bed in t ...
From $258 per night (USD)
VRBO
From $315 per night (USD)
Expedia
🌞 Madeira Bay Resort I #1305 – Spacious Comfort Steps from the Shore
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
The brand new Madeira Bay Resort I #1305 is a three bedroom, two bathroom condo with a private balcony. King size bed in ...
From $315 per night (USD)
Expedia
From $274 per night (USD)
VRBO
🐾 Madeira Bay Resort I #1608 – Pet-Friendly, Professionally Sanitized & Steps from the Shore
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
The brand new Madeira Bay Resort I #1608 is a two bedroom, two bathroom condo with a private balcony. King size bed in t ...
From $274 per night (USD)
VRBO
From $402 per night (USD)
Expedia
The New Madeira Bay Resort I 1702
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
The brand new Madeira Bay Resort I #1702 is a two bedroom, two bathroom condo with a private balcony with views of the G ...
From $402 per night (USD)
Expedia
From $329 per night (USD)
VRBO
🐾 Madeira Bay Resort I #1601 – Spacious, Pet-Friendly Escape by the Shore
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
The brand new Madeira Bay Resort I #1601 is a three bedroom, two bathroom condo with a private balcony. King size bed in ...
From $329 per night (USD)
VRBO
From $280 per night (USD)
Expedia
🏖️ Madeira Bay Resort I #1708 – Clean, Comfortable & Steps from the Sand
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
The brand new Madeira Bay Resort I #1708 is a two bedroom, two bathroom condo with a private balcony. King size bed in t ...
From $280 per night (USD)
Expedia
From $370 per night (USD)
VRBO
2b 2b - Partial Beach View - Sandy Shores #211
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Sandy Shores #211 - Under new ownership and freshened up with new paint, appliances, kitchen backsplash, bedding, smart ...
From $370 per night (USD)
VRBO
From $221 per night (USD)
Expedia
Madeira Beach 2 Bedroom, 1 Bath Pool, Hot Tub, Gym
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Beautiful 2-bedroom 1 bathroom in the highly sought-after Madeira Beach Yacht Club. A gated, waterfront community is loc ...
From $221 per night (USD)
Expedia
From $321 per night (USD)
VRBO
PENTHOUSE BEACHFRONT, SLEEP 4, <br> 2 MIN to TOWN. FREE LOUNGERS, BBQ, WiFi
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
SUNGLOW SEASIDE. A QUAINT PROPERTY, Few PEOPLE, No elevators or congested common areas. COME RELAX by the SEASIDE AT S ...
From $321 per night (USD)
VRBO
From $805 per night (USD)
Expedia
The Penthouse at Madeira Beach 5 bedroom (sleeps 12) gorgeous Gulf views
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
Come and enjoy spectacular views from this waterfront 5-bedroom penthouse situated directly on Madeira Beach. Situated i ...
From $805 per night (USD)
Expedia
From $892 per night (USD)
VRBO
Sand Beach lifestyle and boardwalk vacation house
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Welcome "Madeira Beach Area" - just steps from the beautiful white-sanded Beach and famous John's Pass Boardwalk! Great ...
From $892 per night (USD)
VRBO
From $210 per night (USD)
Expedia
Ocean Sands 1107: Amazing Gulf Front Retreat
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Amazing 11th floor 2 bedroom 2, bath Gulf Front condo with upgrades galore and panoramic views from every window! There' ...
From $210 per night (USD)
Expedia
From $401 per night (USD)
VRBO
Stunning Top Floor Views and an Interior to Match. On the Beach. Close to Johns Pass Village.
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This is the ultimate beachfront condo, complete with simply amazing views from the top floor of this immaculately mainta ...
From $401 per night (USD)
VRBO
From $194 per night (USD)
Expedia
🌅 Cozy Gulf-View Condo at Surf Song — Spacious Comfort Just Steps from the Beach!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This one bedroom, one bathroom condo offers all the convenience of being beach side and even has a partial view of the G ...
From $194 per night (USD)
Expedia
From $206 per night (USD)
VRBO
🌴 Surf Song #237 — King Bed Comfort with Gulf Breezes & Walkable Charm
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Surf Song Resort #237 12960 Gulf Blvd, Madeira Beach, FL 33708 TRS office located just a block away: 13030 Gulf Blvd, Ma ...
From $206 per night (USD)
VRBO
From $273 per night (USD)
Expedia
Madeira Beach Ground Floor One Bedroom Poolside
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Tropic Breeze 7 is a one-bedroom, one-bath condo with a pool view on the first floor. This condo has two Double beds, an ...
From $273 per night (USD)
Expedia
From $248 per night (USD)
VRBO
Top Floor Overlooking the Marina. Close to Johns Pass. Spacious with Two Private Balconies!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
With the Beach Access directly across the street and located just a block away from the shops, restaurants and vibrant a ...
From $248 per night (USD)
VRBO
From $233 per night (USD)
Expedia
🌅 Madeira Bay Resort I #1405 – Stylish & Spacious
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
The brand new Madeira Bay Resort I #1405 is a two bedroom, two bathroom condo with a private balcony. King size bed in t ...
From $233 per night (USD)
Expedia

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