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.
58 properties available
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 and 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 the
Sea Breeze 106
Condo -
$140 - $585 / per night
2
bedrooms
2
baths
6
guests
4.4
(11)
**CONSTRUCTION NOTICE: BUILDING WORK/PAINTING September 2nd, 2024 - Mid December, 2024. Dates could vary. ** Top Reasons to Book: • Spacious screened 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 ma
Villa Madeira 410
Condo -
$199 - $670 / per night
3
bedrooms
2
baths
6
guests
5
(29)
**Please note that due to damage from Hurricane Helene, this property temporarily has no access to the elevators or pool. At this time, we do not have a guaranteed date for these to be accessible, but we do not anticipate any interference with 2025 stay dates. Please reach out with any questions. Rates lowered!**Top Reasons to Book: • Beach access
Madeira Bay Resort I 1505
Condo -
$110 - $463 / per night
2
bedrooms
2
baths
6
guests
4.9
(76)
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 -
$165 - $725 / per night
2
bedrooms
2
baths
6
guests
5
(150)
**CONSTRUCTION NOTICE: BUILDING WORK/PAINTING September 2nd, 2024 - Mid December, 2024. Dates could vary. ** Top Reasons to Book: • Spacious screened balcony with brand new outdoor furniture featuring breathtaking views of the Gulf of Mexico. • Shared covered lounge chairs and access to the heated saltwater swimming pool during your visit. •
Villa Madeira 402 - Premier
Condo -
$165 - $757 / per night
3
bedrooms
2
baths
6
guests
4.8
(11)
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 1B - Premier
Condo -
$165 - $725 / per night
2
bedrooms
2
baths
6
guests
5
(113)
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. • Washer/Dryer in unit Welcome to Ocean Sands 708, your ultimate Gulf front vacation rental in the enchanting Madeira Beach. Prepare to be captivated
Ocean Sands 1-708
Condo -
$100 - $579 / per night
2
bedrooms
2
baths
6
guests
5
(2)
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 5C - Premier
Condo -
$165 - $725 / per night
2
bedrooms
2
baths
6
guests
4.9
(113)
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 -
$165 - $725 / per night
2
bedrooms
2
baths
6
guests
4.9
(143)
Top Reasons to Book this Beachfront Condo:* Beachfront Condo with Direct Views of the Gulf of Mexico* Open and Spacious Condo on 10th Floor* Large Pool Deck with Table and Chairs* Heated Pool, Hot Tub and Shuffleboard on Grounds * Central Location and Walking Distance to Local RestaurantsWelcome to Ocean Sands I! This stunning 2-bedroom, 2-bathroom
Ocean Sands 1-1002
Condo
$100 - $567 / per night
2
bedrooms
2
baths
6
guests
Top reasons to Book: • Direct waterfront views from your private dock! • The location- Walking distance to the sugary white sands of Madeira Beach. • Plenty of comfortable outdoor furnishings to relax and enjoy the warm Florida sunshine. You will love this charming waterfront home with a fishing dock overlooking Boca Ciega Bay! It's in walking
Coconut Paradise
House -
$120 - $567 / per night
3
bedrooms
1
baths
8
guests
4.9
(64)
**CONSTRUCTION NOTICE: BUILDING WORK/PAINTING September 2nd, 2024 - Mid December, 2024. Dates could vary. ** Top Reasons to Book: • Spacious screened 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 ma
Villa Madeira 208
Condo -
$140 - $670 / per night
2
bedrooms
2
baths
5
guests
5
(16)