Madeira Beach
During the winter and summer season, most properties require a Saturday check-in/check-out date. If your dates are flexible and the search result doesn't return a property that meets your requirements, please adjust your dates accordingly or call our Guest Services Team at 727-363-3336.
64 properties available
Top Reasons to Book: • Bring your fur baby too! This beachy cottage is pet-friendly! (additional fees apply) *NO DOGS ALLOWED IN POOL AREA* • Amenities include a shared shed with beach gear for the trip, an outdoor heated pool, a BBQ area and poolside tiki huts! • Short walk from the sugary white sands of Madeira Beach. The Cottages at Madeira Be
C2-Seahorse
House -
$73 - $242 / per night
1
bedrooms
1
baths
4
guests
5
(27)
Top Reasons to book: • You’ll love the beautiful décor, and comfortable furnishings throughout this unit • As you enter, you'll be greeted by floor to ceiling sliding glass doors and a panoramic view of the Gulf of Mexico. • Enjoy direct beach access as well as an outdoor heated pool! • Open floor plan with plenty of room for the entire family to
Trillium 2A - Premier
Condo -
$151 - $486 / per night
2
bedrooms
2
baths
6
guests
5
(147)
Top Reasons to Book:•Panoramic Views of the Gulf of Mexico!• Enjoy the fabulous complex amenities such as the shared outdoor pool, lounge chairs and beach access.• Washer/Dryer in unit Step inside this corner unit #1108 - Ocean Sands, directly facing the beach, and experience the epitome of sophistication and modern design. Perfectly tailored for e
Ocean Sands 1-1108 - Premier
Condo -
$165 - $534 / per night
2
bedrooms
2
baths
8
guests
5
(5)
Top Reasons to Book: • Beach access directly across the street as well as on site fishing and charter boats. • Short stroll away from many shops and restaurants. • Property includes free WiFi and a shared outdoor pool with a beautiful sundeck. • Boat slips available on site at the marina! Welcome to Madeira Bay Resort! The moment you step inside t
Madeira Bay Resort I 1502
Condo -
$104 - $429 / per night
2
bedrooms
2
baths
6
guests
5
(4)
Top Reasons to Book:• Stunning Views of the Gulf of Mexico from the moment you enter the condo. • Enjoy the fabulous complex amenities such as the shared outdoor pool, lounge chairs and beach access. • make long lasting memories while you grill out and dine at the shared BBQ/picnic area. • Tasteful, stylish upscale furnishings inside and out.Welcom
Madeira Vista 201
Condo -
$122 - $457 / per night
2
bedrooms
2
baths
6
guests
5
(5)
Top Reasons to Book: • Spacious balcony featuring breathtaking views of the Gulf of Mexico. • Shared covered lounge chairs & access to the heated saltwater swimming pool during your visit. • Located minutes from Florida's main attractions, just North of John's Pass Village. Many updates have been made in this Gulf front condo. The renovated k
Villa Madeira 505 - Premier
Condo -
$141 - $491 / per night
3
bedrooms
2
baths
6
guests
5
(119)
Top reasons to Book:• Beautifully decorated throughout to reflect coastal comfort.• All the Amenities- Beachfront heated pool, hot tub, shared BBQ Area, Free Wi-Fi & onsite laundry facilities. • Located just one mile South is the well-known John’s Pass Village which is loaded with tons of shopping, restaurants, and entertainment!Sea Breeze is t
Sea Breeze 106
Condo -
$132 - $485 / per night
2
bedrooms
2
baths
6
guests
5
(5)
Top Reasons to book: • You’ll love the beautiful décor, and comfortable furnishings throughout this unit • As you enter, you'll be greeted by floor to ceiling sliding glass doors and a panoramic view of the Gulf of Mexico. • Enjoy direct beach access as well as an outdoor heated pool! • Open floor plan with plenty of room for the entire family to
Trillium 5A - Premier
Condo -
$151 - $486 / per night
2
bedrooms
2
baths
6
guests
5
(140)
Top reasons to Book:• Private and beautifully furnished balcony!• Just a block from beautiful, white sand Madeira Beach!• Wonderful amenities such as a pool and spa as well as free Wi-Fi, secured parking, and an in-unit washer and dryer!• Beautifully decorated throughout.•The location is great too! Close to a variety of restaurants, entertainment,
The Harbor Condo 510 - Premier
Condo -
$120 - $429 / per night
2
bedrooms
2
baths
6
guests
5
(2)
Top Reasons to Book: • Bring your fur baby too! This beachy cottage is pet-friendly! (additional fees apply) *NO DOGS ALLOWED IN POOL AREA* • Amenities include a shared shed with beach gear for the trip, an outdoor heated pool, a BBQ area and poolside tiki huts! • New floors, New Paint, and Updated Furniture as of November 2022. The Cottages at M
C3-Star Fish
House -
$88 - $258 / per night
1
bedrooms
1
baths
4
guests
5
(26)
The Harbor At Town Center is a brand new property in Madeira Beach!Top reasons to Book:• Private and beautifully furnished balcony overlooking the marina!• Just a block from beautiful, white sand Madeira Beach!• Wonderful amenities such as a pool and spa as well as free Wi-Fi, secured parking, and an in-unit washer and dryer!• Beautifully decorated
The Harbor Condo 305 - Premier
Condo -
$169 - $587 / per night
4
bedrooms
3
baths
8
guests
5
(4)
Top Reasons to Book: • Spacious balcony featuring breathtaking views of the Gulf of Mexico. • Shared covered lounge chairs and access to the heated saltwater swimming pool during your visit. • Located minutes from Florida's main attractions, just North of John's Pass Village. This lovely, updated beach front condo at Villa Madeira on Madeira Bea
Villa Madeira 305
Condo -
$143 - $457 / per night
2
bedrooms
2
baths
5
guests
5.1
(55)
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