Search by Location
Bedrooms
Min Price
Max Price
Updating Results
39 Listings Match Your Search

Madeira Beach Vacation Rentals

Madeira Beach Vacation Rentals

Madeira Beach Vacations

Vacation Rentals in Madeira Beach, Florida

Located on Central Florida’s West coast between Clearwater and St. Petersburg, Madeira Beach is a quaint, turn-of-the-century fishing village with vacation rentals to suit every style and budget. 

The Gulf of Mexico waterfront city is home to over four kilometres of white sand beaches, warm turquoise waters, and shaded picnic areas, which appeal to swimmers, sunbathers, and beachcombers. Pier and deep-sea fishing are popular here, as are boating, parasailing, and jet skiing. The community is also home to the Suncoast Seabird Sanctuary—the largest non-profit wild bird hospital and sanctuary in the country, and one of the world’s top avian rehabilitation centres. 

Madeira Beach is best known for its sea-themed John’s Pass Village and Boardwalk, a bustling 335-metre walkway along the Intracoastal Waterway that features eateries, shops, the local fishing fleet, boat rentals, and dolphin watching and shelling tours. The city hosts annual events that appeal to locals and visitors alike, including the Seafood Festival and the John Levique Pirate Days Festival, a celebration of Madeira Beach’s founder, the pirate John Levique. 

Madeira Beach offers a vast array of natural, outdoors, and cultural attractions, as well as a variety of facilities and rental accommodation options, and is less than a thirty minutes’ drive from St. Petersburg-Clearwater International Airport.


Madeira Beach Vacation Rentals & Vacation Homes

All Seasons #401

Condo Rentals in Madeira Beach, Florida

2
Beds

1
Baths

$1,028
Week

Interval ownership property with 1479 owners. A beachfront resort on the Gulf of Mexico, with a pool and whirlpool on-site. It is a short drive from Tampa, and … More →

CanadaStays Secure PaymentsCanadaStays Refund Protection

Trillium

Condo Rentals in Madeira Beach, Florida

2
Beds

2
Baths

$750
Week

From your bedroom or from the living room, enjoy a remarkable view of the beach and the Gulf of Mexico. Feel the breeze coming in through your private balcony … More →


Villa Madeira

Condo Rentals in Madeira Beach, Florida

2
Beds

2
Baths

$750
Week

Start your day with a walk on the beach or a few laps in the pool, relax under the tiki on a lazy island afternoon. Later, enjoy our famous sunsets from your … More →


All Season #301 - 2 Bedroom - Florida Central Gulf Coast Condo Rental

All Season #301 - 2 Bedroom

Condo Rentals in Madeira Beach, Florida

2
Beds

1
Baths

$1,028
Week

A beachfront resort on the Gulf of Mexico, with a pool and whirlpool on-site. It is a short drive from Tampa, and Disney World is an easy days outing. Florida's… More →

CanadaStays Secure PaymentsCanadaStays Refund Protection

All Season #302 - 2 Bedroom - Florida Central Gulf Coast Condo Rental

All Season #302 - 2 Bedroom

Condo Rentals in Madeira Beach, Florida

2
Beds

1
Baths

$907
Week

A beachfront resort on the Gulf of Mexico, with a pool and whirlpool on-site. It is a short drive from Tampa, and Disney World is an easy days outing. Florida's… More →

CanadaStays Secure PaymentsCanadaStays Refund Protection

All Season 202 - 2bd Side Unit - Florida Central Gulf Coast Condo Rental

All Season 202 - 2bd Side Unit

Condo Rentals in Madeira Beach, Florida

2
Beds

1
Baths

$1,058
Week

Interval ownership property with 1479 owners. A beachfront resort on the Gulf of Mexico, with a pool and whirlpool on-site. It is a short drive from Tampa, and … More →

CanadaStays Secure PaymentsCanadaStays Refund Protection

All Seasons #203 - 2 Bd Side View - Florida Central Gulf Coast Condo Rental

All Seasons #203 - 2 Bd Side View

Condo Rentals in Madeira Beach, Florida

2
Beds

2
Baths

$907
Week

A 2 bedrooms unit in a beachfront resort on the Gulf of Mexico, with a pool and whirlpool on-site. It is a short drive from Tampa, and Disney World is an easy … More →

CanadaStays Secure PaymentsCanadaStays Refund Protection

All Seasons #205 - 2 Bedroom - Florida Central Gulf Coast Condo Rental

All Seasons #205 - 2 Bedroom

Condo Rentals in Madeira Beach, Florida

2
Beds

1
Baths

$907
Week

Interval ownership property with 1479 owners. A beachfront resort on the Gulf of Mexico, with a pool and whirlpool on-site. It is a short drive from Tampa, and … More →

CanadaStays Secure PaymentsCanadaStays Refund Protection

All Seasons #207 - 2 Bd Front Unit - Florida Central Gulf Coast Condo Rental

All Seasons #207 - 2 Bd Front Unit

Condo Rentals in Madeira Beach, Florida

2
Beds

1
Baths

$1,028
Week

A beachfront resort on the Gulf of Mexico, with a pool and whirlpool on-site. It is a short drive from Tampa, and Disney World is an easy days outing. Florida's… More →

CanadaStays Secure PaymentsCanadaStays Refund Protection

All Seasons #305 - 2 Bedrooms - Florida Central Gulf Coast Condo Rental

All Seasons #305 - 2 Bedrooms

Condo Rentals in Madeira Beach, Florida

2
Beds

1
Baths

$907
Week

A beachfront resort on the Gulf of Mexico, with a pool and whirlpool on-site. It is a short drive from Tampa, and Disney World is an easy days outing. Florida's… More →

CanadaStays Secure PaymentsCanadaStays Refund Protection

All Seasons #307 - 2 Bedrooms - Florida Central Gulf Coast Condo Rental

All Seasons #307 - 2 Bedrooms

Condo Rentals in Madeira Beach, Florida

2
Beds

1
Baths

$1,028
Week

A beachfront resort on the Gulf of Mexico, with a pool and whirlpool on-site. It is a short drive from Tampa, and Disney World is an easy days outing. Florida's… More →

CanadaStays Secure PaymentsCanadaStays Refund Protection

All Seasons #402 - Florida Central Gulf Coast Condo Rental

All Seasons #402

Condo Rentals in Madeira Beach, Florida

2
Beds

1
Baths

$907
Week

A beachfront resort on the Gulf of Mexico, with a pool and whirlpool on-site. It is a short drive from Tampa, and Disney World is an easy days outing. Florida'… More →

CanadaStays Secure PaymentsCanadaStays Refund Protection

All Seasons Resort #404 - 3bd - Florida Central Gulf Coast Condo Rental

All Seasons Resort #404 - 3bd

Condo Rentals in Madeira Beach, Florida

3
Beds

1
Baths

$1,149
Week

A beachfront resort on the Gulf of Mexico, with a pool and whirlpool on-site. It is a short drive from Tampa, and Disney World is an easy days outing. Florida's… More →

CanadaStays Secure PaymentsCanadaStays Refund Protection

All Seasons Resort #405 - Florida Central Gulf Coast Condo Rental

All Seasons Resort #405

Condo Rentals in Madeira Beach, Florida

2
Beds

1
Baths

$907
Week

A beachfront resort on the Gulf of Mexico, with a pool and whirlpool on-site. It is a short drive from Tampa, and Disney World is an easy days outing. Florida's… More →

CanadaStays Secure PaymentsCanadaStays Refund Protection

All Seasons Resort #501 Front Deck - Florida Central Gulf Coast Condo Rental

All Seasons Resort #501 Front Deck

Condo Rentals in Madeira Beach, Florida

2
Beds

1
Baths

$1,058
Week

Interval ownership property with 1479 owners. A beachfront resort on the Gulf of Mexico, with a pool and whirlpool on-site. It is a short drive from Tampa, and … More →

CanadaStays Secure PaymentsCanadaStays Refund Protection

All Seasons Resort #505 - Florida Central Gulf Coast Condo Rental

All Seasons Resort #505

Condo Rentals in Madeira Beach, Florida

2
Beds

1
Baths

$907
Week

A beachfront resort on the Gulf of Mexico, with a pool and whirlpool on-site. It is a short drive from Tampa, and Disney World is an easy days outing. Florida's… More →

CanadaStays Secure PaymentsCanadaStays Refund Protection

All Seasons Resort #601 - Florida Central Gulf Coast Condo Rental

All Seasons Resort #601

Condo Rentals in Madeira Beach, Florida

2
Beds

1
Baths

$907
Week

A beachfront resort on the Gulf of Mexico, with a pool and whirlpool on-site. It is a short drive from Tampa, and Disney World is an easy days outing. Florida's… More →

CanadaStays Secure PaymentsCanadaStays Refund Protection

All Seasons Resort #603 - Florida Central Gulf Coast Condo Rental

All Seasons Resort #603

Condo Rentals in Madeira Beach, Florida

2
Beds

1
Baths

$1,058
Week

A beachfront resort on the Gulf of Mexico, with a pool and whirlpool on-site. It is a short drive from Tampa, and Disney World is an easy days outing. Florida's… More →

CanadaStays Secure PaymentsCanadaStays Refund Protection

All Seasons Resort - 1bedroom - Florida Central Gulf Coast Condo Rental

All Seasons Resort - 1bedroom

Condo Rentals in Madeira Beach, Florida

1
Beds

1
Baths

Call
Week

Stay in our one bedroom unit located in a beachfront resort on the Gulf of Mexico, with a pool and whirlpool on-site. It is a short drive from Tampa, and Disney… More →


All Seasons Resort - 2bd Front Deck - Florida Central Gulf Coast Condo Rental

All Seasons Resort - 2bd Front Deck

Condo Rentals in Madeira Beach, Florida

2
Beds

2
Baths

$1,058
Week

A 2 bedroom unit with a front deck on a beachfront resort on the Gulf of Mexico, with a pool and whirlpool on-site. It is a short drive from Tampa, and Disney … More →

CanadaStays Secure PaymentsCanadaStays Refund Protection

1 - 20 of 39 Rentals

Sort

Trending Rentals in Madeira Beach

Marketplace

Your One Stop Shop for Cottage Essentials

View More Items →