Madeira Beach, Florida

Vacation Rentals in Madeira Beach, Florida

Discover 81 vacation rental properties in Madeira Beach. From 1 to 4 bedrooms. Average $212/night. 100% have pools.

81 verified listings Book securely on VRBO Prices updated March 2026

81 properties available

Listen to the Waves - Direct Gulf Front - WiFi, Parking Included

Listen to the Waves - Direct Gulf Front - WiFi, Parking Included

1 bed 1 bath
PoolA/CWiFiBalcony
$198/night
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Beautiful Madeira Yacht Club Beach Condo-1BR/ 1.5BA. Sleeps 4 comfortably!

Beautiful Madeira Yacht Club Beach Condo-1BR/ 1.5BA. Sleeps 4 comfortably!

2 beds 1 bath
PoolA/CWiFiBalcony
$135/night
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COASTAL GETAWAY !!!!

COASTAL GETAWAY !!!!

1 bed 1 bath
PoolA/CWiFiBalcony
$165/night
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Special Rates for Aug-Sept 2024 - All Rooms Directly Beach Front

Special Rates for Aug-Sept 2024 - All Rooms Directly Beach Front

2 beds 2 baths
PoolA/CWiFiBalcony
$198/night
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Sandy Shores 302 Gulf Front 1 BR

Sandy Shores 302 Gulf Front 1 BR

1 bed 1 bath
PoolA/CWiFiBalcony
$226/night
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Wraparound Corner Balcony. Heated Pool. Direct Beachfront. Outstanding Views.

Wraparound Corner Balcony. Heated Pool. Direct Beachfront. Outstanding Views.

2 beds 2 baths
PoolA/CWiFiBalcony
$216/night
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Fabulous View. Great Value. All Updated and Fresh!

Fabulous View. Great Value. All Updated and Fresh!

1 bed 2 baths
PoolA/CWiFiBalcony
$146/night
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#304 Sea Breeze Welcoming Condo., Steps to White Sandy Beach and Gulf

#304 Sea Breeze Welcoming Condo., Steps to White Sandy Beach and Gulf

2 beds 2 baths
PoolA/CWiFiBalcony
$216/night
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Sea Breeze 505 Gulf Front Balcony with Heated Pool

Sea Breeze 505 Gulf Front Balcony with Heated Pool

1 bed 1 bath
PoolA/CWiFiBalcony
$207/night
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Million Dollar View - ocean front! 1 br, 1.5 ba, 25' balcony, CLEAN, remodeled

Million Dollar View - ocean front! 1 br, 1.5 ba, 25' balcony, CLEAN, remodeled

1 bed 1 bath
PoolA/CWiFiBalcony
$173/night
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Top-floor, beachfront condo with Gulf views, balcony, pool, hot tub & bocce

Top-floor, beachfront condo with Gulf views, balcony, pool, hot tub & bocce

1 bed 1 bath
PoolA/CWiFiBalcony
$217/night
View Details → Book on VRBO
Front Row Seat to World Class Sunsets. Beachfront and Across from Johns Pass Village.

Front Row Seat to World Class Sunsets. Beachfront and Across from Johns Pass Village.

1 bed 1 bath
PoolA/CWiFiBalcony
$234/night
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Beach-Front Condo With 180-degree Views Of The Gulf Of Mexico

Beach-Front Condo With 180-degree Views Of The Gulf Of Mexico

2 beds 2 baths
PoolA/CWiFiBalcony
$226/night
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BEACH FRONT LUXURY! Brand new and waiting for you!

BEACH FRONT LUXURY! Brand new and waiting for you!

1 bed 1 bath
PoolA/CWiFiBalcony
$227/night
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Beachfront Madeira Beach Condo w/ Ocean Views

Beachfront Madeira Beach Condo w/ Ocean Views

2 beds 2 baths
PoolA/CWiFiBalcony
$170/night
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Sea Breeze 203 Gulf Front Balcony with Heated Pool

Sea Breeze 203 Gulf Front Balcony with Heated Pool

2 beds 2 baths
PoolA/CWiFiBalcony
$243/night
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Trillium 2C | Beautiful Updates | North Corner Condo |

Trillium 2C | Beautiful Updates | North Corner Condo |

2 beds 2 baths
PoolA/CWiFiBalcony
$248/night
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Beachfront Condo Across from John's Pass (Madeira Norte) Gorgeous sunset views!

Beachfront Condo Across from John's Pass (Madeira Norte) Gorgeous sunset views!

2 beds 2 baths
PoolA/CWiFiBalcony
$314/night
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DREAM VACATION - DIRECT BEACH FRONT 2/2

DREAM VACATION - DIRECT BEACH FRONT 2/2

2 beds 2 baths
PoolA/CWiFiBalcony
$231/night
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Superb Location on the Beaches of Madeira. Great Corner Unit Views. Beachfront Pool on the Sand!

Superb Location on the Beaches of Madeira. Great Corner Unit Views. Beachfront Pool on the Sand!

2 beds 2 baths
PoolA/CWiFiBalcony
$321/night
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PRIVACY, RELAX with the DOLPHINS at the SEASIDE,no people. LOUNGERS & UMBRELLA,

PRIVACY, RELAX with the DOLPHINS at the SEASIDE,no people. LOUNGERS & UMBRELLA,

1 bed 1 bath
PoolA/CWiFiBalcony
$156/night
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Beautiful Florida Beachfront Condo Vacation Rentals

Beautiful Florida Beachfront Condo Vacation Rentals

2 beds 2 baths
PoolA/CWiFiBalcony
$194/night
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Beautiful Gulf Front Condo

Beautiful Gulf Front Condo

2 beds 2 baths
PoolA/CWiFiBalcony
$210/night
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Outstanding Direct Beachfront Location. Heated Pool. Excellent Sunset Views!

Outstanding Direct Beachfront Location. Heated Pool. Excellent Sunset Views!

2 beds 2 baths
PoolA/CWiFiBalcony
$210/night
View Details → Book on VRBO
Renovated beachfront condo with pool, hot tub, amazing Gulf views & washer/dryer

Renovated beachfront condo with pool, hot tub, amazing Gulf views & washer/dryer

2 beds 2 baths
PoolA/CWiFiBalcony
$367/night
View Details → Book on VRBO
Directly on the Gulf of Mexico enjoy great sunsets and watch the Dolphins

Directly on the Gulf of Mexico enjoy great sunsets and watch the Dolphins

2 beds 2 baths
PoolA/CWiFiBalcony
$226/night
View Details → Book on VRBO
Gulf Beach Condo at John's Pass village /Madeira Norte building/

Gulf Beach Condo at John's Pass village /Madeira Norte building/

2 beds 2 baths
PoolA/CWiFiBalcony
$180/night
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Ocean Sands Fabulous Beachfront Condo Madeira Beach

Ocean Sands Fabulous Beachfront Condo Madeira Beach

2 beds 2 baths
PoolA/CWiFiBalcony
$206/night
View Details → Book on VRBO
Beautiful Gulf Beach Condo

Beautiful Gulf Beach Condo

2 beds
PoolA/CWiFiBalcony
$204/night
View Details → Book on VRBO
Amazing 9th Floor View. Beautiful Resort. Perfect Getaway.

Amazing 9th Floor View. Beautiful Resort. Perfect Getaway.

1 bath
PoolA/CWiFiBalcony
$150/night
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Studio Efficiency Ground Floor - Surf Song #117

Studio Efficiency Ground Floor - Surf Song #117

1 bed 1 bath
PoolA/CWiFiBalcony
$127/night
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Sandy Shores 401 Gulf Front Corner Condo

Sandy Shores 401 Gulf Front Corner Condo

1 bed 1 bath
PoolA/CWiFiBalcony
$201/night
View Details → Book on VRBO
Spectacular Beachfront Condo. Views and Location! Free Fun Activities Pool and Restaurants Nearby

Spectacular Beachfront Condo. Views and Location! Free Fun Activities Pool and Restaurants Nearby

2 beds 2 baths
PoolA/CWiFiBalcony
$230/night
View Details → Book on VRBO
Beach View Hotel Unit - Ground Floor Surf Song #154

Beach View Hotel Unit - Ground Floor Surf Song #154

1 bed 1 bath
PoolA/CWiFiBalcony
$108/night
View Details → Book on VRBO
Newly Renovated! On Gulf/Prof Decor 2BR/2BA Condo Across Fr/John's Pass.

Newly Renovated! On Gulf/Prof Decor 2BR/2BA Condo Across Fr/John's Pass.

2 beds 2 baths
PoolA/CWiFiBalcony
$226/night
View Details → Book on VRBO
BEACH FRONT CONDO MADEIRA BEACH 2nd FLOOR AWESOME VIEW AND LOCATION

BEACH FRONT CONDO MADEIRA BEACH 2nd FLOOR AWESOME VIEW AND LOCATION

2 beds 2 baths
PoolA/CWiFiBalcony
$250/night
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Surf Song 237 Florida Charm on Madeira Beach

Surf Song 237 Florida Charm on Madeira Beach

1 bed 1 bath
PoolA/CWiFiBalcony
$142/night
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Endless Beach Views - Balcony - Madeira Norte #413

Endless Beach Views - Balcony - Madeira Norte #413

2 beds 2 baths
PoolA/CWiFiBalcony
$246/night
View Details → Book on VRBO
Gulf Front Executive level Condominum 2 Master Suites/ 2 full bathrooms

Gulf Front Executive level Condominum 2 Master Suites/ 2 full bathrooms

2 beds 2 baths
PoolA/CWiFiBalcony
$353/night
View Details → Book on VRBO
OPEN March 2-9! BEST BEACH DEALS! Beautiful Beach Front Views!

OPEN March 2-9! BEST BEACH DEALS! Beautiful Beach Front Views!

2 beds 2 baths
PoolA/CWiFiBalcony
$229/night
View Details → Book on VRBO
Ocean Sands 1101 South | Beachfront, Gulf Views!

Ocean Sands 1101 South | Beachfront, Gulf Views!

2 beds 2 baths
PoolA/CWiFiBalcony
$156/night
View Details → Book on VRBO
REMODELED, immaculately designed, BEACHFRONT condo with gorgeous water views

REMODELED, immaculately designed, BEACHFRONT condo with gorgeous water views

2 beds 2 baths
PoolA/CWiFiBalcony
$362/night
View Details → Book on VRBO
Welcome to Your Oceanfront Paradise in Madeira Beach!

Welcome to Your Oceanfront Paradise in Madeira Beach!

3 beds 1 bath
PoolA/CWiFiBalcony
$276/night
View Details → Book on VRBO
Stunning views from balcony, living room and kitchen in upscale BEACHFRONT unit.

Stunning views from balcony, living room and kitchen in upscale BEACHFRONT unit.

1 bed 1 bath
PoolA/CWiFiBalcony
$305/night
View Details → Book on VRBO
Directly on the beach! Madeira Beach, Private Home, Lg. deck

Directly on the beach! Madeira Beach, Private Home, Lg. deck

3 beds 2 baths
PoolA/CWiFiBalcony
$381/night
View Details → Book on VRBO
Sandy Shores 405 1 BR Gulf Front Corner Condo

Sandy Shores 405 1 BR Gulf Front Corner Condo

1 bed 1 bath
PoolA/CWiFiBalcony
$222/night
View Details → Book on VRBO
Amazing Beach Front w/ Gulf & Ocean Views~Las Brisas 506

Amazing Beach Front w/ Gulf & Ocean Views~Las Brisas 506

3 beds 2 baths
PoolA/CWiFiBalcony
$246/night
View Details → Book on VRBO
Villa Madeira 307 Paradise! Many updates in this awesome Beach Front condo!

Villa Madeira 307 Paradise! Many updates in this awesome Beach Front condo!

3 beds 2 baths
PoolA/CWiFiBalcony
$241/night
View Details → Book on VRBO

Showing 48 of 81 properties

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