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Madeira Beach Rentals

From $216 per night (USD)
VRBO
1605 Madeira Bay Resort with pool- walkable to beach and Johns Pass
Bedrooms:
2
Bathrooms:
2
Sleeps:
7
****THIS CONDO WAS NOT DAMAGED IN THE RECENT HURRICANES. HOWEVER THE PROPERTY DID SUSTAIN DAMAGE. THE POOL IS NOT WORKI ...
From $216 per night (USD)
VRBO
$Walk to Beach & Johns Pass Village ~ Heated Community Pool ~ Bikes ~ Paddle Boards\/Kayaks$
From $239 per night (USD)
Expedia
Walk to Beach & Johns Pass Village ~ Heated Community Pool ~ Bikes ~ Paddle Boards\/Kayaks
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
HURRICANE UPDATE: Despite the recent impact of Hurricane Helene & Hurricane Milton, we're pleased to share that cleanup ...
From $239 per night (USD)
Expedia
From $248 per night (USD)
VRBO
Walk to Beach & Johns Pass Village! Community Heated Pool ~ Private Patio ~ Free Parking & Amenities
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
HURRICANE UPDATE: Despite the recent impact of Hurricane Helene & Hurricane Milton, we're pleased to share that cleanup ...
From $248 per night (USD)
VRBO
From $270 per night (USD)
Expedia
A Private, Spacious and Modern Home Away From Home. Heated Pool. Bikes, Boards, Toys!
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
HURRICANE UPDATE: Despite the recent impact of Hurricane Helene & Hurricane Milton, we're pleased to share that cleanup ...
From $270 per night (USD)
Expedia
From $230 per night (USD)
VRBO
Remodeled Florida Beach Cottage with Private Patio Area. Relax at the Pool. Walk Over to the Beach.
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
HURRICANE UPDATE: Despite the recent impact of Hurricane Helene & Hurricane Milton, we're pleased to share that cleanup ...
From $230 per night (USD)
VRBO
From $263 per night (USD)
Expedia
Updated. Great Family Spot with Free Amenities and Close to Everything. Pool, Grill, Fire Pit.
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
HURRICANE UPDATE: Despite the recent impact of Hurricane Helene & Hurricane Milton, we're pleased to share that cleanup ...
From $263 per night (USD)
Expedia
From $270 per night (USD)
VRBO
Private Cottage with Large Patio Area. Great Family Location. Pool, Water Toys, and Bikes!
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
HURRICANE UPDATE: Despite the recent impact of Hurricane Helene & Hurricane Milton, we're pleased to share that cleanup ...
From $270 per night (USD)
VRBO
From $240 per night (USD)
Expedia
Tropical Getaway Spot. Lush Grounds, Pool, Free Use of Water Activities, Private Patio.
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
HURRICANE UPDATE: Despite the recent impact of Hurricane Helene & Hurricane Milton, we're pleased to share that cleanup ...
From $240 per night (USD)
Expedia
From $348 per night (USD)
VRBO
Arie Dam 304 Direct Beachfront, breathtaking views, beautifully updated!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Please be aware that our beautiful beach town did experience damage from Hurricanes Helene and Milton. Our community is ...
From $348 per night (USD)
VRBO
From $261 per night (USD)
Expedia
Direct Beachfront 1b 1b Corner - Sandy Shores #301
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Sandy Shores #301 - Views, views and more views are all here in this 1 bedroom 1 bath corner unit at Sandy Shores Condo ...
From $261 per night (USD)
Expedia
From $263 per night (USD)
VRBO
Direct Beachfront 1b 1b Corner - Sandy Shores #501
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Sandy Shores #501 - This one bedroom condo is a Top Floor unit with one bath and an extra large open floor plan. Accommo ...
From $263 per night (USD)
VRBO
From $296 per night (USD)
Expedia
Enjoy Beachfront Views! Walk to John's Pass!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Condo did not have any damage from the Hurricane, but the complex did, so there is currently no Pool or Elevator service ...
From $296 per night (USD)
Expedia
From $489 per night (USD)
VRBO
Beach View, Private Plunge Pool, Charming 1938 Bungalow Madeira Beach Johns Pass
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Don't want the crowded condo experience with noisy neighbors having condo parties & dealing with lugging beach supplies ...
From $489 per night (USD)
VRBO
$2b\/1.5b - Intercoastal Views - Madeira Norte #505$
From $229 per night (USD)
Expedia
2b\/1.5b - Intercoastal Views - Madeira Norte #505
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Madeira Norte #505 - Enjoy the peace & quiet of being located on the top floor with incredible views of the beach and gu ...
From $229 per night (USD)
Expedia
From $297 per night (USD)
VRBO
The New Madeira Bay Resort I 1509 Marina View
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Hurricane Update: This condo was not damaged in the hurricanes! We'd love to accommodate you. The pool is currently not ...
From $297 per night (USD)
VRBO
From $338 per night (USD)
Expedia
Kima #103 Large Beach Front Balcony with Panoramic Gulf Views
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Kima 103 is a 2 Bedroom / 2 Bathroom Gulf Front unit that features a large balcony with panoramic gulf views that can be ...
From $338 per night (USD)
Expedia
From $194 per night (USD)
VRBO
2b 2b - Partial Beach Views Madeira Norte #101
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Madeira Norte #101 - This is a very large corner unit with a private 30 foot balcony. Onsite heated pool. Partial Beach ...
From $194 per night (USD)
VRBO
From $431 per night (USD)
Expedia
The New Madeira Bay Resort I 1606 Gulf View
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Hurricane Update: This condo was not damaged in the hurricanes! We'd love to accommodate you. The pool is currently not ...
From $431 per night (USD)
Expedia
From $306 per night (USD)
VRBO
Located on the Beach Directly Across from Johns Pass. Updated Large Balcony with Great View!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
HURRICANE UPDATE: Despite the recent impact of Hurricane Helene & Hurricane Milton, we're pleased to share that cleanup ...
From $306 per night (USD)
VRBO
From $314 per night (USD)
Expedia
Discounted Monthly Winter~Villa Madeira 504 | Beach FRONT|Walk to John's Pass!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Please be aware that our beautiful beach town did experience damage from Hurricanes Helene and Milton. Our community is ...
From $314 per night (USD)
Expedia
From $311 per night (USD)
VRBO
One Bedroom Penthouse Condo on the Beach at Ocean Sands
Bedrooms:
2
Bathrooms:
1
Sleeps:
4
This one bedroom penthouse condo on Madeira Beach is available for rent at prestigious Ocean Sands directly on the Gulf ...
From $311 per night (USD)
VRBO
From $398 per night (USD)
Expedia
Paradise awaits you!!!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This spectacular 2nd-floor condo is situated directly on the Gulf of Mexico's white sandy beach. Offering breathtaking, ...
From $398 per night (USD)
Expedia
From $179 per night (USD)
VRBO
SALE Dec. Low Nightly Rates Villa Madeira Condo Direct Gulf Beach View unit
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Free Wi-Fi Internet access - works with laptops, tablets and handhelds. This large nicely furnished 3 bedroom gulf front ...
From $179 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 ...
Click For Pricing
Expedia
From $171 per night (USD)
VRBO
Madeira Beach Tropic Breeze Unit 19 Second Floor
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Come live the Florida Dream at Tropic Breezes! The unit is located on the second floor with distant Gulf views. Unit #19 ...
From $171 per night (USD)
VRBO
Click For Pricing
Expedia
2 Conjoined Units - Steps From Madeira Beach!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Planning a trip with family or friends where you want to travel together but have your own space? This 2-bedroom, 2-bath ...
Click For Pricing
Expedia
$Stunning views from balcony in upscale BEACHFRONT unit w\/heated pool & hot tub.$
From $326 per night (USD)
VRBO
Stunning views from balcony in upscale BEACHFRONT unit w\/heated pool & hot tub.
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 $326 per night (USD)
VRBO
Click For Pricing
Expedia
The New Madeira Bay Resort I 1607 Marina View
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
The brand new Madeira Bay Resort I #1607 is a two bedroom, two bathroom condo with a private balcony. King size bed in t ...
Click For Pricing
Expedia
From $371 per night (USD)
VRBO
#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 $371 per night (USD)
VRBO
From $525 per night (USD)
Expedia
Special Discounts for January 2025 - Direct Beach Front Corner Condo
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
No Condo Damage and area cleanup in-process from Hurricane Helene. Booking January 2025 in our BEACH FRONT CORNER vacat ...
From $525 per night (USD)
Expedia
From $409 per night (USD)
VRBO
Special Rates for December 2024 - All Rooms Directly Beach Front
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
No Condo Damage and area cleanup in process from Hurricane Helene. Booking December 2024 and beyond into 2025. Special ...
From $409 per night (USD)
VRBO
$Madeira Bay Resort 312 Marina View w\/Beach Access$
From $268 per night (USD)
Expedia
Madeira Bay Resort 312 Marina View w\/Beach Access
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Madeira Bay Resort #312 is a two bedroom, one bathroom condo with a private balcony. Views of marina, sunrises, and wate ...
From $268 per night (USD)
Expedia
From $308 per night (USD)
VRBO
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 $308 per night (USD)
VRBO
From $190 per night (USD)
Expedia
Home Away from Home Beach Getaway Condo
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to Madeira Beach Yacht Club, your home away from home beach destination. Our rental is just a 10 - 15 minute wal ...
From $190 per night (USD)
Expedia
From $636 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 $636 per night (USD)
VRBO
$Spectacular Gulf Front Corner 2 bedroom \/ 2 bath in the Ocean Sands$
From $318 per night (USD)
Expedia
Spectacular Gulf Front Corner 2 bedroom \/ 2 bath in the Ocean Sands
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 $318 per night (USD)
Expedia
From $267 per night (USD)
VRBO
Stay Across from Johns Pass Village. Heated Pool. Direct Beach Access. Secure Building.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
HURRICANE UPDATE: Despite the recent impact of Hurricane Helene & Hurricane Milton, we're pleased to share that cleanup ...
From $267 per night (USD)
VRBO
From $402 per night (USD)
Expedia
Cheerful 4 bedroom Beach House
Bedrooms:
3
Bathrooms:
4
Sleeps:
9
Ask about discount offered for long-term rental. Live where you feel like you're on vacation. Relax at our beach getawa ...
From $402 per night (USD)
Expedia
From $311 per night (USD)
VRBO
Direct Gulf Front 1 Bedroom 2 Bath Condo with Private Balcony
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
1 bedroom, 2 bath condominium with full kitchen. Sleeps 4 - there is a private bedroom upstairs and sleeper sofa in the ...
From $311 per night (USD)
VRBO
$Self Check-in-out\/Extra clean Across from John's Pass\/view of Bridge\/much more$
From $415 per night (USD)
Expedia
Self Check-in-out\/Extra clean Across from John's Pass\/view of Bridge\/much more
Bedrooms:
2
Bathrooms:
2
Sleeps:
10
We are ready for booking. We also offer early entry by 1 oclock for those who fly. Information if YOu fly in. You can ...
From $415 per night (USD)
Expedia
From $522 per night (USD)
VRBO
Updated Beachfront Condo, steps to John's Pass with heated pool, updated kitchen
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Amazing sunsets of the Gulf of Mexico from Madeira Beach condo located on the second floor. Updated beach modern condo w ...
From $522 per night (USD)
VRBO
From $325 per night (USD)
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 ...
From $325 per night (USD)
Expedia
From $386 per night (USD)
VRBO
Villa Madeira 203 Gorgeous remodel|Walk to John's Pass|Large Balcony!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Please be aware that our beautiful beach town did experience damage from Hurricanes Helene and Milton. Our community is ...
From $386 per night (USD)
VRBO
$Corner Unit. 2 Bedroom+Bonus Room\/Den. Overlooking the Gulf. Amazing Views! Easy Walk to Johns Pass.$
From $467 per night (USD)
Expedia
Corner Unit. 2 Bedroom+Bonus Room\/Den. Overlooking the Gulf. Amazing Views! Easy Walk to Johns Pass.
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
HURRICANE UPDATE: Despite the recent impact of Hurricane Helene & Hurricane Milton, we're pleased to share that cleanup ...
From $467 per night (USD)
Expedia
From $287 per night (USD)
VRBO
Trillium 4C Beach Front Condo with Private Balcony|Gorgeous Updates|Pool!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Please be aware that our beautiful beach town did experience damage from Hurricanes Helene and Milton. Our community is ...
From $287 per night (USD)
VRBO
From $295 per night (USD)
VRBO
Madeira Beach Yacht Club 151H | Pools, Near Beach
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
**Due to recent hurricanes in Southwest Florida, water and power may be temporarily shut off for up to an hour or longer ...
From $295 per night (USD)
VRBO
From $330 per night (USD)
VRBO
Spectacular Beachfront Condo. Views and Location! Free Fun Activities Pool and Restaurants Nearby
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
HURRICANE UPDATE: Despite the recent impact of Hurricane Helene & Hurricane Milton, we're pleased to share that cleanup ...
From $330 per night (USD)
VRBO
$Ocean\/Beach Front 2 Bedroom Condo$
Click For Pricing
Expedia
Ocean\/Beach Front 2 Bedroom Condo
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
2 bedroom/2 bathroom condo available over New Years (December 30th, 2019 to January 4th, 2020). A beachfront resort on ...
Click For Pricing
Expedia
From $604 per night (USD)
VRBO
Great views of the dolphins playing under the bridge.
Bedrooms:
2
Bathrooms:
2
Sleeps:
10
Address 12901 Gulf Lane - Unit 103. For those that a fly in. We offer early entry!!! Let us know if you need it. Bed ...
From $604 per night (USD)
VRBO
From $173 per night (USD)
Expedia
Corner Unit Ocean Views - Shores of Madeira #501
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
The Shores of Madeira #501 - Gorgeous views from this direct beach front 5th floor Corner 2 bedroom 2 bath 1120 square f ...
From $173 per night (USD)
Expedia
From $632 per night (USD)
VRBO
Villa Madeira 404 Gorgeous Gulf Views|Many updates|Walk to John's Pass!
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Please be aware that our beautiful beach town did experience damage from Hurricanes Helene and Milton. Our community is ...
From $632 per night (USD)
VRBO
From $275 per night (USD)
Expedia
Trillium 2C | Beautiful Updates | North Corner Condo |
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Please be aware that our beautiful beach town did experience damage from Hurricanes Helene and Milton. Our community is ...
From $275 per night (USD)
Expedia
From $334 per night (USD)
VRBO
Villa Madeira 410 Spacious Corner Condo, Private Beachfront Balcony
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Please be aware that our beautiful beach town did experience damage from Hurricanes Helene and Milton. Our community is ...
From $334 per night (USD)
VRBO
From $339 per night (USD)
Expedia
Discounted Monthly Winter Rates~Trillium 2A Desired South Corner
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Please be aware that our beautiful beach town did experience damage from Hurricanes Helene and Milton. Our community is ...
From $339 per night (USD)
Expedia
From $286 per night (USD)
VRBO
Trillium 2B Beach View from ALL rooms|Very unique|Top location!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Please be aware that our beautiful beach town did experience damage from Hurricanes Helene and Milton. Our community is ...
From $286 per night (USD)
VRBO
From $268 per night (USD)
Expedia
Trillium 1C Beach Front Condo with gorgeous updates and amazing view!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Please be aware that our beautiful beach town did experience damage from Hurricanes Helene and Milton. Our community is ...
From $268 per night (USD)
Expedia
From $334 per night (USD)
VRBO
Trillium 4A Beach Front Condo with Private Balcony|Amazing Gulf Views|Pool!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Please be aware that our beautiful beach town did experience damage from Hurricanes Helene and Milton. Our community is ...
From $334 per night (USD)
VRBO
From $326 per night (USD)
Expedia
Villa Madeira 204 Beach Front|Walk to restaurants, shops, entertainment!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Please be aware that our beautiful beach town did experience damage from Hurricanes Helene and Milton. Our community is ...
From $326 per night (USD)
Expedia
From $636 per night (USD)
VRBO
Trillium 5B Beach Front, LR|both BR face Gulf, gorgeous updates, amazing view
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Please be aware that our beautiful beach town did experience damage from Hurricanes Helene and Milton. Our community is ...
From $636 per night (USD)
VRBO
From $338 per night (USD)
Expedia
Villa Madeira 506 Amazing Updates|Great decor|Large Beach Front Balcony!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Please be aware that our beautiful beach town did experience damage from Hurricanes Helene and Milton. Our community is ...
From $338 per night (USD)
Expedia
From $548 per night (USD)
VRBO
Trillium 5A Beach Front Condo beautifully remodeled with amazing views!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Please be aware that our beautiful beach town did experience damage from Hurricanes Helene and Milton. Our community is ...
From $548 per night (USD)
VRBO
From $425 per night (USD)
Expedia
Trillium 1B Completely remodeled, Beach Views from all rooms, top location!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Please be aware that our beautiful beach town did experience damage from Hurricanes Helene and Milton. Our community is ...
From $425 per night (USD)
Expedia
From $394 per night (USD)
VRBO
Villa Madeira 207 Paradise! So many updates in the awesome beach front condo!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Please be aware that our beautiful beach town did experience damage from Hurricanes Helene and Milton. Our community is ...
From $394 per night (USD)
VRBO
From $362 per night (USD)
Expedia
Villa Madeira 301 South corner with huge wrap around balcony, simply amazing!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Please be aware that our beautiful beach town did experience damage from Hurricanes Helene and Milton. Our community is ...
From $362 per night (USD)
Expedia
From $323 per night (USD)
VRBO
The New Madeira Bay Resort I 1706
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Hurricane Update: This condo was not damaged in the hurricanes! We'd love to accommodate you. The pool is currently not ...
From $323 per night (USD)
VRBO
$Gulf Front 2\/2 overlooking pool and beach directly across from John's Pass$
From $363 per night (USD)
Expedia
Gulf Front 2\/2 overlooking pool and beach directly across from John's Pass
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Enjoy the breathtaking view of the Gulf of Mexico from either the master bedroom or living room walkout balconies. This ...
From $363 per night (USD)
Expedia
From $194 per night (USD)
VRBO
TB10: Beautiful Madeira Beach 1 Bedroom 2nd Floor
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
This second-floor newly decorated condo has a Gulf view and Free WiFi Too! The unit sleeps six guests with two double be ...
From $194 per night (USD)
VRBO
From $208 per night (USD)
Expedia
Madeira Beach Condo near John's Pass
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Luxury condominium just across the street from the beach 1 bedroom. And a Den with a window, that has been converted ...
From $208 per night (USD)
Expedia
$Luxurious 2BR\/BA Beachfront Condo$
From $429 per night (USD)
VRBO
Luxurious 2BR\/BA Beachfront Condo
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
This exceptional CORNER UNIT is completely updated with high end finishes throughout that will not disappoint. Unit fea ...
From $429 per night (USD)
VRBO
From $289 per night (USD)
Expedia
Beautiful Florida Beachfront Condo Vacation Rentals
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Our very spacious 4th floor condo has a newly furnished leather living room set, 55" flat screen smart TV, completely t ...
From $289 per night (USD)
Expedia
From $523 per night (USD)
VRBO
Villa Madeira 305 Fresh Updates, Luxurious Beach Getaway!
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Please be aware that our beautiful beach town did experience damage from Hurricanes Helene and Milton. Our community is ...
From $523 per night (USD)
VRBO
$BRAND NEW LUXURY CONDO WITH HEATED POOL - 1 BLOCK FROM GULF W\/ WATER VIEWS!!$
From $509 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 $509 per night (USD)
Expedia
From $295 per night (USD)
VRBO
STYLISH STAY AT OCEAN SANDS
Bedrooms:
2
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 ...
From $295 per night (USD)
VRBO
From $252 per night (USD)
Expedia
UNIT 411 Beautiful View of Marina. Beach and John's Pass Boardwalk a short walk
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
WE ARE DESIGNATED A FIVE STAR PREMIER PARTNER BY VRBO/HOMEAWAY. GREAT CONDO! A COUPLE MINUTES WALK TO THE BEACH AND 5 ...
From $252 per night (USD)
Expedia
From $244 per night (USD)
VRBO
All Updated, Great Location. Quiet and Private Building in Central Madeira Beach. Beach Views!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
HURRICANE UPDATE: Despite the recent impact of Hurricane Helene & Hurricane Milton, we're pleased to share that cleanup ...
From $244 per night (USD)
VRBO
From $453 per night (USD)
Expedia
Madeira Del Mar 305 - Stunning Luxury Condo, Steps From The Beach
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Please be aware that our beautiful beach town did experience damage from Hurricanes Helene and Milton. Our community is ...
From $453 per night (USD)
Expedia
From $475 per night (USD)
VRBO
Accepting bookings .Amazing view. No owner booking fee
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
*Contactless entry. Not effected by hurricane. * Please note, facility management has recently refurbished pool, pool b ...
From $475 per night (USD)
VRBO
From $343 per night (USD)
Expedia
Discounted Monthly Winter~Villa Madeira 609 | Beach FRONT|Walk to John's Pass!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Please be aware that our beautiful beach town did experience damage from Hurricanes Helene and Milton. Our community is ...
From $343 per night (USD)
Expedia
From $381 per night (USD)
VRBO
Brand New Contemporary Home
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Contemporary modern spacious brand new luxury home. One minute walk to Madeira Beach. A 2 bedroom, 2 baths, with sofa-be ...
From $381 per night (USD)
VRBO
From $302 per night (USD)
Expedia
Upper Floor. Beautifully Furnished. Heated Pool. Incredible Views.
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
HURRICANE UPDATE: Despite the recent impact of Hurricane Helene & Hurricane Milton, we're pleased to share that cleanup ...
From $302 per night (USD)
Expedia
$Condo w\/ Community Pool - Walk to Madeira Beach!$
From $149 per night (USD)
VRBO
Condo w\/ Community Pool - Walk to Madeira Beach!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Resting across the street from sand and surf and boasting access to a community pool, this 1-bed, 1-bath vacation rental ...
From $149 per night (USD)
VRBO
From $261 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 $261 per night (USD)
Expedia
From $212 per night (USD)
VRBO
Madeira Beach Tropic Breeze Unit 17 Second Floor
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Come check out this beautifully redecorated Tropic Breezes condo! The unit is located on the second floor with a view of ...
From $212 per night (USD)
VRBO
From $381 per night (USD)
Expedia
Brand New Contemporary Home
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Contemporary modern, spacious, brand new luxury home. Located one minute walk to Madeira Beach. A 2 bedroom, 2 baths, wi ...
From $381 per night (USD)
Expedia
$Exclusive PENTHOUSE Footsteps from Madeira Beach! 3BR\/3BA with a Heated Pool!$
From $390 per night (USD)
VRBO
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 $390 per night (USD)
VRBO
From $154 per night (USD)
Expedia
UPDATED ONE BEDROOM, WATERFRONT CONDO IN THE FABULOUS MADEIRA BEACH YACHT CLUB
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
UPDATED ONE BEDROOM, WATERFRONT CONDO IN THE FABULOUS MADEIRA BEACH YACHT CLUB COMMUNITY. Perfect location for your dre ...
From $154 per night (USD)
Expedia
$4th Floor spacious 2 BR, 2 BA w\/ spectacular views of Boca Ciega Bay$
From $223 per night (USD)
VRBO
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)
VRBO
From $499 per night (USD)
Expedia
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. Our condo has everything you ma ...
From $499 per night (USD)
Expedia
$La Coquina 306: Beachside Comfort - 2BD\/2BA$
From $327 per night (USD)
VRBO
La Coquina 306: Beachside Comfort - 2BD\/2BA
Bedrooms:
2
Bathrooms:
2
Sleeps:
7
**BUILDING WILL BE UNDER CONSTRUCTION STARYING MAY to NOVEMBER 2024. BALCONIES WILL BE BOARDED UP AND POOL WILL BE CLOSE ...
From $327 per night (USD)
VRBO
From $249 per night (USD)
Expedia
Coastal Madeira Beach Condo - Walk to Gulf!
Bedrooms:
2
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 $249 per night (USD)
Expedia
From $448 per night (USD)
VRBO
Remodeled beach house — Steps to the beach!
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
All you need to bring is your bathing suits! We provide the pop up shades, coolers, beach wagon, beach chairs, beach tow ...
From $448 per night (USD)
VRBO
From $328 per night (USD)
Expedia
Madeira Bay Resort I 1504 NEW, amazing Gulf Beach view in top location!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Please be aware that our beautiful beach town did experience damage from Hurricanes Helene and Milton. Our community is ...
From $328 per night (USD)
Expedia
$**2 bedroom\/2 bath- Brand New Madeira Beach condo steps from John’s Pass$
From $424 per night (USD)
VRBO
**2 bedroom\/2 bath- Brand New Madeira Beach condo steps from John’s Pass
Bedrooms:
2
Bathrooms:
3
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
$Coastal Condo w\/ Balcony: Walk to Madeira Beach!$
From $243 per night (USD)
Expedia
Coastal Condo w\/ Balcony: Walk to Madeira Beach!
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 $243 per night (USD)
Expedia
From $557 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 $557 per night (USD)
VRBO
From $313 per night (USD)
Expedia
Cozy Oasis: Just Renovated Bungalow, Steps to Madeira Beach
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
𝘾𝙤𝙯𝙮 𝙖𝙣𝙙 𝙘𝙝𝙞𝙘 𝙗𝙚𝙖𝙘𝙝 𝙝𝙖𝙫𝙚𝙣! Adorable getaway in this Beach Bungalow, perfect for a small family, wee ...
From $313 per night (USD)
Expedia
From $390 per night (USD)
VRBO
Villa Madeira #605 3 Bedroom 2 Bath Unit WIFI
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
**IMPORTANT: BUILDING WILL BE RESEALED AND PAINTED STARTING 8/17/24, THERE IS A 15% DISCOUNT ALREADY FIGURED INTO THE RA ...
From $390 per night (USD)
VRBO
$Beautiful Madeira Yacht Club Beach Condo-1BR\/ 1.5BA. Sleeps 4 comfortably!$
From $217 per night (USD)
Expedia
Beautiful Madeira Yacht Club Beach Condo-1BR\/ 1.5BA. Sleeps 4 comfortably!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
ACCOMODATIONS: Steps away from the beach and your toes touching the sand! Enjoy leisurely afternoon strolls around the b ...
From $217 per night (USD)
Expedia
From $141 per night (USD)
VRBO
Madeira Beach Condo Steps from the Gulf
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
** Not impacted by Hurricane Idalia ** Madeira Beach has been a sought out destination for decades. Enjoy an amazing cu ...
From $141 per night (USD)
VRBO
From $537 per night (USD)
Expedia
Top floor beachfront condo. Incredibly Spacious. Overlooking the best beach in Florida!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
HURRICANE UPDATE: Despite the recent impact of Hurricane Helene & Hurricane Milton, we're pleased to share that cleanup ...
From $537 per night (USD)
Expedia

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