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Madeira Beach Rentals

From $314 per night (USD)
VRBO
The New Madeira Bay Resort I 1403 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 $314 per night (USD)
VRBO
From $395 per night (USD)
Expedia
The New Madeira Bay Resort I 1305 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 $395 per night (USD)
Expedia
From $356 per night (USD)
VRBO
The New Madeira Bay Resort I 1608 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 $356 per night (USD)
VRBO
From $305 per night (USD)
Expedia
The New Madeira Bay Resort I 1702
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 $305 per night (USD)
Expedia
From $406 per night (USD)
VRBO
The New Madeira Bay Resort I 1601 Marina View
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Hurricane Update: This condo was not damaged in the hurricanes! We'd love to accommodate you. The pool is currently not ...
From $406 per night (USD)
VRBO
From $341 per night (USD)
Expedia
The New Madeira Bay Resort I 1708 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 $341 per night (USD)
Expedia
From $442 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 $442 per night (USD)
VRBO
$WATERFRONT 2BR\/1.5 BA DUPLEX APT DIRECTLY ON FAMOUS JOHNS PASS!!!$
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Expedia
WATERFRONT 2BR\/1.5 BA DUPLEX APT DIRECTLY ON FAMOUS JOHNS PASS!!!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
RENTAL UNIT DIRECTLY ON FAMOUS JOHNS PASS BECOMING AVAILABLE!!! ONLY ONE BLOCK AWAY FROM THE BEACH, JOHNS PASS VILLAGE A ...
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Expedia
From $1000 per night (USD)
VRBO
The Penthouse at Madeira Beach 5 bedroom (sleeps 14) gorgeous Gulf views
Bedrooms:
4
Bathrooms:
6
Sleeps:
12
****THIS CONDO WAS NOT DAMAGED IN THE RECENT HURRICANE. THE STREET SIDE ELEVATOR IS WORKING, HOWEVER, THE POOL IS IS NOT ...
From $1000 per night (USD)
VRBO
From $394 per night (USD)
Expedia
☀️Happy Home-Across Street from Beach-3BR-Madeira Beach-Great Location☀️
Bedrooms:
1
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)
Expedia
From $395 per night (USD)
VRBO
Large Waterfront Porch & Spacious Family Stay- Walkable to Beach + Eats!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Enjoy panoramic views of the Madeira Beach intercoastal, a short walk to the beach, plus many restaurants and things to ...
From $395 per night (USD)
VRBO
$Waterfront Apartment! 2BD\/2BA at Johns Pass Walk to Beach\/Shopping!$
From $404 per night (USD)
VRBO
Waterfront Apartment! 2BD\/2BA at Johns Pass Walk to Beach\/Shopping!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Steps away from JOHNS PASS, literally! This quaint turn-of-the-century fishing village in a huge attraction for locals a ...
From $404 per night (USD)
VRBO
From $428 per night (USD)
VRBO
Paradise Found
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Located in the heart of Madeira Beach, this two bedroom condo is not to be missed! From the breathtaking views from eve ...
From $428 per night (USD)
VRBO
$Madeira Bay Resort 200 Marina View w\/Beach Access$
From $452 per night (USD)
Expedia
Madeira Bay Resort 200 Marina View w\/Beach Access
Bedrooms:
3
Bathrooms:
4
Sleeps:
13
Madeira Bay Resort #200 is a spacious newly completed unit. Completely renovated. Unit features full marina views, acces ...
From $452 per night (USD)
Expedia
From $194 per night (USD)
VRBO
Short walk to beach! Family-sized 2 bed, 2 bath condo.
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Wonderful 2 bedroom 2 bath unit with balcony. One queen, one full in Master bedroom. Twin bunk beds and twin trundle in ...
From $194 per night (USD)
VRBO
From $892 per night (USD)
Expedia
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)
Expedia
From $287 per night (USD)
VRBO
Ocean Sands 1107: Amazing Gulf Front Retreat in
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's ...
From $287 per night (USD)
VRBO
From $274 per night (USD)
Expedia
Stunning Top Floor Views and an Interior to Match. On the Beach. Close to Johns Pass Village.
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 $274 per night (USD)
Expedia
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VRBO
Surf Song 223 Escape to Island Life
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Surf Song Resort #223 Escape to island life in this 2 bedroom, 2 bath poolside condo on the second floor with a view of ...
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VRBO
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Expedia
Surf Song 119 Coastal Retreat on Madeira Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Surf Song Resort #119 You will feel like you're on vacation the moment you step into this 2 bedroom, 2 bath poolside co ...
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Expedia
From $190 per night (USD)
VRBO
Surf Song 236 Beach Vibes
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 $190 per night (USD)
VRBO
From $173 per night (USD)
Expedia
Sweeping Ocean Views - Shores of Madeira #504
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Shores of Madeira #504 - Unbelievable direct beach front unit in Madeira Beach. Upper floor affords incredible views fr ...
From $173 per night (USD)
Expedia
From $232 per night (USD)
VRBO
Surf Song 237 Florida Charm on Madeira Beach
Bedrooms:
1
Bathrooms:
2
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 $232 per night (USD)
VRBO
From $191 per night (USD)
Expedia
Surf Song 344 Cool Breezes Across from John's Pass Village
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
This one bedroom, one bathroom condo offers all the convenience of being beach side and even has a partial view of the G ...
From $191 per night (USD)
Expedia
From $236 per night (USD)
VRBO
Madeira Beach Ground Floor One Bedroom Poolside
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Tropic Breeze 7 is a one-bedroom and one-bath located on the first floor with a pool view. This condo has two double bed ...
From $236 per night (USD)
VRBO
$1b\/1b Waterfront Madeira Beach Yacht Club #231E$
From $190 per night (USD)
Expedia
1b\/1b Waterfront Madeira Beach Yacht Club #231E
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Madeira Beach Yacht Club #231E - Newly updated 1 bedroom 1 bath 665 sq ft. waterfront suite at gated Madeira Beach Yacht ...
From $190 per night (USD)
Expedia
From $173 per night (USD)
VRBO
Direct Beachfront Unit - Shores of Madeira #505
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Shores of Madeira #505 - Gorgeous views from this direct beach front 5th floor Corner 2 bedroom 2 bath 1120 square foot ...
From $173 per night (USD)
VRBO
From $392 per night (USD)
Expedia
TROPICAL WATERHOME, NEWLY RENOVATED, 8 MINUTE WALK TO THE BEACH.
Bedrooms:
1
Bathrooms:
4
Sleeps:
10
Come by Land or come by Sea to this beautiful tropical waterfront house with deep water boat slip and an array of fruit ...
From $392 per night (USD)
Expedia
From $366 per night (USD)
VRBO
Villa Madeira 202 Beautiful updates, breathtaking view, 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 $366 per night (USD)
VRBO
From $219 per night (USD)
VRBO
Madeira Beach Townhose just 7 min walk to the beach
Bedrooms:
3
Bathrooms:
2
Sleeps:
6
This lovely second floor unit will have you coming back year after year! Recently updated two-story townhome 2bdr , 2bat ...
From $219 per night (USD)
VRBO
From $389 per night (USD)
VRBO
Top Floor Overlooking the Marina. Close to Johns Pass. Spacious with Two Private Balconies!
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 $389 per night (USD)
VRBO
From $313 per night (USD)
Expedia
The New Madeira Bay Resort I 1405 Marina View
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Hurricane Update: This condo was not damaged in the hurricanes! We'd love to accommodate you. The pool is currently not ...
From $313 per night (USD)
Expedia
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VRBO
Villas at John's Pass 01 just 1 Block to the Village and the Beach
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
The" Villas at John's Pass" is a small property of just 4 units, located on the North end of the historic boardwalk and ...
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VRBO
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Expedia
Villas at John's Pass 04 just 1 Block to the Village and the Beach
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
The" Villas at John's Pass" is a small property of just 4 units, located on the North end of the historic boardwalk and ...
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Expedia
$Madeira Bay Resort 209 Marina View w\/Beach Access$
From $268 per night (USD)
VRBO
Madeira Bay Resort 209 Marina View w\/Beach Access
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
Madeira Bay Resort #209 is a two bedroom, one bathroom condo with a private balcony. Views of marina, sunrises, waterway ...
From $268 per night (USD)
VRBO
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Expedia
Villas at John's Pass 02 just 1 Block to the Village and the Beach
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
The" Villas at John's Pass" is a small property of just 4 units, located on the North end of the historic boardwalk and ...
Click For Pricing
Expedia
Click For Pricing
VRBO
Villas at John's Pass 03 just 1 Block to the Village and the Beach
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
The" Villas at John's Pass" is a small property of just 4 units, located on the North end of the historic boardwalk and ...
Click For Pricing
VRBO
From $253 per night (USD)
Expedia
Madeira Bay Resort 316 Beach Access
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Madeira Bay Resort #316 is a two bedroom, two bathroom condo with a private balcony. The master bedroom has a queen size ...
From $253 per night (USD)
Expedia
$Stunning 3 bed\/2 bath beachfront condo in Madeira Beach, FL$
From $476 per night (USD)
VRBO
Stunning 3 bed\/2 bath beachfront condo in Madeira Beach, FL
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
The beachfront condo directly overlooks the glistening Gulf of Mexico and sparkling white, sandy beach of Madeira Beach, ...
From $476 per night (USD)
VRBO
From $408 per night (USD)
Expedia
Sea Breeze 707 Gulf Front Balcony with Heated Pool
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Sea Breeze #707 is a direct Gulf Front condo with a large private balcony overlooking the beach. Spacious two bedroom, t ...
From $408 per night (USD)
Expedia
From $459 per night (USD)
VRBO
Las Brisas 407 3BR 2BA Gulf Front
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Las Brisas #407 is a spacious 3 bedroom, 2 bathroom condo with a balcony. Stunning direct gulf front view. The master be ...
From $459 per night (USD)
VRBO
From $251 per night (USD)
Expedia
Madeira Bay Resort 414 Beach Access
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Madeira Bay Resort #414 is a two bedroom, two bathroom condo with a private balcony. The master bedroom has a king size ...
From $251 per night (USD)
Expedia
From $426 per night (USD)
VRBO
Sea Breeze 505 Gulf Front Balcony with Heated Pool
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Sea Breeze #505 is a direct Gulf Front condo with a large private balcony overlooking the beach. Spacious 710 sq. ft. fl ...
From $426 per night (USD)
VRBO
$Madeira Bay Resort 313 Marina View w\/Beach Access$
From $306 per night (USD)
Expedia
Madeira Bay Resort 313 Marina View w\/Beach Access
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Madeira Bay Resort #313 is a two bedroom, two bathroom condo with a private balcony. View of marina, sunrises, waterway ...
From $306 per night (USD)
Expedia
From $423 per night (USD)
VRBO
Villa Madeira 601 Gulf Front Corner Unit Large Balcony
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Villa Madeira is a Gulf Front property with large screened balconies. Expansive view of the Gulf of Mexico. So close to ...
From $423 per night (USD)
VRBO
$Madeira Bay Resort 506 Gulf View w\/Beach Access$
From $294 per night (USD)
Expedia
Madeira Bay Resort 506 Gulf View w\/Beach Access
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Madeira Bay Resort #506 is a two bedroom, two bathroom condo with two private balconies. The master bedroom has a king s ...
From $294 per night (USD)
Expedia
From $448 per night (USD)
VRBO
Villa Madeira 610 Gulf Front Large Balcony
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Villa Madeira is a Gulf Front property with large screened balconies. Expansive view of the Gulf of Mexico. So close to ...
From $448 per night (USD)
VRBO
$Madeira Bay Resort 307 Marina View w\/Beach Access$
From $266 per night (USD)
Expedia
Madeira Bay Resort 307 Marina View w\/Beach Access
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Madeira Bay Resort #307 is a two bedroom, one bathroom condo with a private balcony. Views of marina, sunrises, waterway ...
From $266 per night (USD)
Expedia
$Gulf Lane 2BR Beach House w\/Private Path to Beach$
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VRBO
Gulf Lane 2BR Beach House w\/Private Path to Beach
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
This two bedroom, one bathroom beach house is Gulf Front and offers a large deck overlooking the beach! Lots of natural ...
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VRBO
From $229 per night (USD)
Expedia
Madeira Bay Resort 416 Beach Access
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Madeira Bay Resort #416 is a two bedroom, two bathroom condo with a private balcony. The master bedroom has a king size ...
From $229 per night (USD)
Expedia
From $297 per night (USD)
VRBO
Madeira Bay Resort 410
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Madeira Bay Resort #410 is a two bedroom, one bathroom condo with a private balcony. Views of marina, sunrises, waterway ...
From $297 per night (USD)
VRBO
From $315 per night (USD)
Expedia
Sea Breeze 508 Gulf Front Balcony with Heated Pool
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Sea Breeze #508 is a direct Gulf Front condo with a large private balcony overlooking the beach. This corner unit also h ...
From $315 per night (USD)
Expedia
From $371 per night (USD)
VRBO
Sea Breeze 301 Gulf Front Balcony with Heated Pool
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Sea Breeze #301 is a direct Gulf Front condo with a large private balcony overlooking the beach. This corner unit also h ...
From $371 per night (USD)
VRBO
From $249 per night (USD)
Expedia
Madeira Bay Resort 205 Beach Access
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Madeira Bay Resort #205 is a two bedroom, two bathroom condo with a private balcony. The master bedroom has a queen size ...
From $249 per night (USD)
Expedia
$Madeira Bay Resort 413 Marina View w\/Beach Access$
From $238 per night (USD)
VRBO
Madeira Bay Resort 413 Marina View w\/Beach Access
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
Madeira Bay Resort #413 is a two bedroom, two bathroom condo with two private balconies. Views of marina, sunrises, wate ...
From $238 per night (USD)
VRBO
From $407 per night (USD)
Expedia
Sea Breeze 703 Gulf Front Balcony with Heated Pool
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Sea Breeze #703 is a direct Gulf Front condo with a large private balcony overlooking the beach. Spacious two bedroom, t ...
From $407 per night (USD)
Expedia
$Madeira Bay Resort 301 Marina View w\/Beach Access$
From $243 per night (USD)
VRBO
Madeira Bay Resort 301 Marina View w\/Beach Access
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Madeira Bay Resort #301 is a one bedroom, one bathroom condo with a private balcony. Views of marina, sunrises, waterway ...
From $243 per night (USD)
VRBO
$Madeira Bay Resort 207 Marina View w\/Beach Access$
From $268 per night (USD)
Expedia
Madeira Bay Resort 207 Marina View w\/Beach Access
Bedrooms:
1
Bathrooms:
3
Sleeps:
4
Madeira Bay Resort #207 is a two bedroom, one bathroom condo with a private balcony. View of marina, sunrises, waterway ...
From $268 per night (USD)
Expedia
$Madeira Bay Resort 610 Gulf View w\/Beach Access$
From $332 per night (USD)
VRBO
Madeira Bay Resort 610 Gulf View w\/Beach Access
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Madeira Bay Resort #610 is a two bedroom, two bathroom condo with a private balcony. The master bedroom has a king size ...
From $332 per night (USD)
VRBO
From $362 per night (USD)
Expedia
Sea Breeze 402 Gulf Front Balcony with Heated Pool
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Sea Breeze #402 is a direct Gulf Front condo with a large private balcony overlooking the beach. Spacious two bedroom, t ...
From $362 per night (USD)
Expedia
From $427 per night (USD)
VRBO
Sea Breeze 406 Gulf Front Balcony with Heated Pool
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Sea Breeze #406 is a direct Gulf Front condo with a large private balcony overlooking the beach. Spacious two bedroom, t ...
From $427 per night (USD)
VRBO
From $436 per night (USD)
Expedia
Las Brisas 207 Gulf Front Large Balcony Sleeps 9
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
Las Brisas #207 is a beautiful Gulf front corner unit condo with large balcony. With 3 bedrooms and 2 bathroom, this is ...
From $436 per night (USD)
Expedia
From $358 per night (USD)
VRBO
Sea Breeze 203 Gulf Front Balcony with Heated Pool
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Sea Breeze #203 is a direct Gulf Front condo with a large private balcony overlooking the beach. Spacious two bedroom, t ...
From $358 per night (USD)
VRBO
$Madeira Bay Resort 510 Gulf View w\/Beach Access$
From $292 per night (USD)
Expedia
Madeira Bay Resort 510 Gulf View w\/Beach Access
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Madeira Bay Resort #510 is a two bedroom, two bathroom condo with a private balcony. The master and second bedroom both ...
From $292 per night (USD)
Expedia
$Madeira Bay Resort 206 Marina View w\/Beach Access$
From $336 per night (USD)
VRBO
Madeira Bay Resort 206 Marina View w\/Beach Access
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Madeira Bay Resort #206 is a two bedroom, one bathroom condo with private balcony. The master bedroom has a king size be ...
From $336 per night (USD)
VRBO
From $363 per night (USD)
Expedia
Villa Madeira 606 Gulf Front Large Balcony
Bedrooms:
2
Bathrooms:
4
Sleeps:
5
Villa Madeira is a Gulf Front property with large screened balconies. Expansive view of the Gulf of Mexico. So close to ...
From $363 per night (USD)
Expedia
From $283 per night (USD)
VRBO
Madeira Bay Resort 611 ~ TOP FLOOR GREAT VIEWS OF THE BEACH AND CITY, CORNER UNIT FOR GREAT PRIVACY
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Madeira Bay Resort #611 is a TOP FLOOR CORNER UNIT, offering stunning views of both the beach and city. Its corner locat ...
From $283 per night (USD)
VRBO
$Madeira Bay Resort 210 Marina View w\/Beach Access$
From $290 per night (USD)
Expedia
Madeira Bay Resort 210 Marina View w\/Beach Access
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Madeira Bay Resort #210 is a two bedroom, two bathroom condo with a private balcony. Corner balcony with access from liv ...
From $290 per night (USD)
Expedia
$Madeira Bay Resort 602 Gulf View w\/Beach Access$
From $284 per night (USD)
VRBO
Madeira Bay Resort 602 Gulf View w\/Beach Access
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Madeira Bay Resort #602 is a two bedroom, two bathroom condo with two private balconies. The master bedroom has a king s ...
From $284 per night (USD)
VRBO
From $265 per night (USD)
Expedia
Madeira Bay Resort 402 Beach Access
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Madeira Bay Resort #402 is a one bedroom, one bathroom condo with a private balcony. This spacious floorplan is handicap ...
From $265 per night (USD)
Expedia
$Madeira Bay Resort 412 Marina View w\/Beach Access$
From $221 per night (USD)
VRBO
Madeira Bay Resort 412 Marina View w\/Beach Access
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Madeira Bay Resort #412 is a two bedroom, one bathroom condo with a private balcony. Views of marina, sunrises, waterway ...
From $221 per night (USD)
VRBO
From $219 per night (USD)
Expedia
Madeira Bay Resort 208 Beach Access
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Madeira Bay Resort #208 is a two bedroom, two bathroom condo and private balcony. The master bedroom has a queen size be ...
From $219 per night (USD)
Expedia
From $336 per night (USD)
VRBO
Sea Breeze 305 Gulf Front Balcony with Heated Pool
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Sea Breeze #305 is a direct Gulf Front condo with a large private balcony overlooking the beach. Spacious 710 sq. ft. fl ...
From $336 per night (USD)
VRBO
$Madeira Bay Resort 504 Marina View w\/Beach Access$
From $280 per night (USD)
Expedia
Madeira Bay Resort 504 Marina View w\/Beach Access
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Madeira Bay Resort #504 is a three bedroom, two bathroom condo with two private balconies. Views of marina, sunrises, wa ...
From $280 per night (USD)
Expedia
From $270 per night (USD)
VRBO
Madeira Bay Resort 404 Beach Access
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
Enjoy our updated Madeira Beach condo with a great location to beach and John's Pass! Madeira Bay Resort #404 is a two b ...
From $270 per night (USD)
VRBO
$Madeira Bay Resort 608 Marina View w\/Beach Access$
From $310 per night (USD)
Expedia
Madeira Bay Resort 608 Marina View w\/Beach Access
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Madeira Bay Resort #608 is a two bedroom, two bathroom condo with two private balconies. Spacious corner unit with views ...
From $310 per night (USD)
Expedia
$Gulf Lane 1BR Beach House w\/Private Path to Beach$
Click For Pricing
VRBO
Gulf Lane 1BR Beach House w\/Private Path to Beach
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This one bedroom, one bathroom beach house is Gulf Front and offers a large deck overlooking the beach! Lots of natural ...
Click For Pricing
VRBO
From $507 per night (USD)
Expedia
Villa Madeira 304 Gulf Front Large Balcony Sleeps 8
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Villa Madeira is a Gulf Front property with large screened balconies. Expansive view of the Gulf of Mexico. So close to ...
From $507 per night (USD)
Expedia
From $322 per night (USD)
VRBO
Chambre #301 Beach Front Balcony and Pool
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Spend your days relaxing by the heated pool or in the sparkling waters of the Gulf and be sure to get the white sugar sa ...
From $322 per night (USD)
VRBO
$Madeira Bay Resort 408 Marina View w\/Beach Access$
From $247 per night (USD)
Expedia
Madeira Bay Resort 408 Marina View w\/Beach Access
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Madeira Bay Resort #408 is a two bedroom, one bathroom condo with a private balcony. Views of marina, sunrises, waterway ...
From $247 per night (USD)
Expedia
From $295 per night (USD)
VRBO
Madeira Bay Resort 314 Beach Access
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Hurricane Update: This condo was not damaged in the hurricanes! We'd love to accommodate you. The pool and elevator are ...
From $295 per night (USD)
VRBO
From $338 per night (USD)
Expedia
Madeira Bay Resort 415 Beach Access
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Madeira Bay Resort #415 is a two bedroom, two bathroom condo with a private balcony. The master bedroom has a king size ...
From $338 per night (USD)
Expedia
$Madeira Bay Resort 501 Gulf View w\/Beach Access$
From $249 per night (USD)
VRBO
Madeira Bay Resort 501 Gulf View w\/Beach Access
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Madeira Bay Resort #501 is a one bedroom, one bathroom condo with a private balcony. This spacious floorplan is handicap ...
From $249 per night (USD)
VRBO
From $301 per night (USD)
Expedia
Sea Breeze 403 Gulf Front Balcony with Heated Pool
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Sea Breeze #403 is a direct Gulf Front condo with a large private balcony overlooking the beach. Spacious two bedroom, t ...
From $301 per night (USD)
Expedia
$Madeira Bay Resort 505 Marina View w\/Beach Access$
From $406 per night (USD)
VRBO
Madeira Bay Resort 505 Marina View w\/Beach Access
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Madeira Bay Resort #505 is a three bedroom, two bathroom condo with two private balconies. Views of marina, sunrises, wa ...
From $406 per night (USD)
VRBO
From $424 per night (USD)
Expedia
Sea Breeze 206 Gulf Front Balcony with Heated Pool
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Sea Breeze #206 is a direct Gulf Front condo with a large private balcony overlooking the beach. Spacious two bedroom, t ...
From $424 per night (USD)
Expedia
$Madeira Bay Resort 502 Marina View w\/Beach Access$
From $292 per night (USD)
VRBO
Madeira Bay Resort 502 Marina View w\/Beach Access
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Madeira Bay Resort #502 is a two bedroom, two bathroom condo with a private balcony. Views of marina, sunrises, waterway ...
From $292 per night (USD)
VRBO
$Madeira Bay Resort 604 Marina View w\/Beach Access$
From $384 per night (USD)
Expedia
Madeira Bay Resort 604 Marina View w\/Beach Access
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Madeira Bay Resort #604 is a three bedroom, two bathroom condo with two private balconies. Views of marina, sunrises, wa ...
From $384 per night (USD)
Expedia
$Madeira Bay Resort 507 Marina View w\/Beach Access$
From $361 per night (USD)
VRBO
Madeira Bay Resort 507 Marina View w\/Beach Access
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Madeira Bay Resort #507 is a three bedroom, two bathroom condo with two private balconies. Views of marina, sunrises, wa ...
From $361 per night (USD)
VRBO
From $541 per night (USD)
Expedia
Large Family Condo with Outstanding View of the Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Las Brisas 201 is a recently renovated 1440 square foot condo with 3 bedrooms and 2 bathrooms. You can take pleasure in ...
From $541 per night (USD)
Expedia
From $368 per night (USD)
VRBO
Luxury Beachfront Corner Condo 3 BR 2 BA with a Pool - It’s 5 o’clock somewhere!
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
This newly remodeled Villa Madeira condo is a large north corner unit that has a screened in balcony facing the white sa ...
From $368 per night (USD)
VRBO
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Expedia
NEW Luxury Penthouse @ Madeira Beach pool & views!
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
NEW Luxury Fourth Floor Penthouse Condo on Madeira Beach with direct views of the Gulf out the front door & intercoastal ...
Click For Pricing
Expedia
From $605 per night (USD)
VRBO
5⭐️ Coastal Luxury: 3BR, 3BA Condo with Heated Pool – Steps from the Beach
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Experience luxury & comfort in this stunning newly built 3BR/3BA condo. Perfectly located just a short walk from the be ...
From $605 per night (USD)
VRBO
From $510 per night (USD)
VRBO
LOOK NO FURTHER!! BEST LOCATION ON THE FLORIDA BEACHES! WIFI, POOL,30ft BALCONY!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Welcome to the island living you have been dreaming of! Located on the 9th floor, This CORNER unit, direct ocean front, ...
From $510 per night (USD)
VRBO
From $862 per night (USD)
VRBO
Gorgeous New Home with Ocean View, Steps to Beach
Bedrooms:
3
Bathrooms:
3
Sleeps:
11
Luxurious 3BR/3BA fully furnished new home that sleeps 11. Enjoy the gorgeous ocean views with two large balconies, perf ...
From $862 per night (USD)
VRBO
From $365 per night (USD)
VRBO
One of a kind large condo located right on the beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Amazing condo apartment located right on the beach. 3 large bedrooms and 2 bathrooms. New storm shutters, and furniture. ...
From $365 per night (USD)
VRBO
Click For Pricing
VRBO
Slice of Heaven-walk to the beach!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Our little slice of paradise: 1 bedroom ground floor condo in Madeira Beach Yacht Club. 2 heated pools, gym, jacuzzi, & ...
Click For Pricing
VRBO
Click For Pricing
Expedia
2nd floor view of the gulf in Madeira Beach FL
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This is the most adorable little place right on the beach and right across the street from John's Pass! If you are not f ...
Click For Pricing
Expedia
$Madeira Bay Resort 606 Marina View w\/Beach Access$
From $378 per night (USD)
VRBO
Madeira Bay Resort 606 Marina View w\/Beach Access
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Madeira Bay Resort #606 is newly remodeled 1,200 square foot Three-bedroom two-bathroom condo with a private double balc ...
From $378 per night (USD)
VRBO
From $252 per night (USD)
Expedia
Discounted Monthly Winter Rates~Coconut Paradise- Waterfront
Bedrooms:
1
Bathrooms:
4
Sleeps:
8
Please be aware that our beautiful beach town did experience damage from Hurricanes Helene and Milton. Our community is ...
From $252 per night (USD)
Expedia

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