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.

Properties Available 65 properties available
Top Reasons to Book this Luxury Penthouse Condo: * Luxurious Top Floor Penthouse with 9FT Ceilings and a Spacious 1800 Sq Ft. Floor Plan * Panoramic Intercoastal Views from Oversized 40 Ft Balcony and Expansive Sliding Doors in Living Room and Master *All Beach Necessities including Beach Towels, Chairs, Sand Toys and Beach Cart * Granite Counte
Madeira Del Mar Penthouse #2- Premier
Condo Pet Friendly
$271 - $733 / per night
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
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 condo has a large, screened in balcony facing the beach and the G
Villa Madeira 206
Condo -
$160 - $634 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (90)
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 -
$165 - $639 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.3 (8)
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 heated pool and spa as well as free Wi-Fi, secured parking, and an in-unit washer and dryer!• Beautifully de
The Harbor Condo 303 - Premier
Condo -
$181 - $534 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths / 1 half baths
Guests 6 guests
Rating 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 2A - Premier
Condo -
$205 - $635 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (149)
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 5B - Premier
Condo -
$236 - $718 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (145)
Top reasons to Book: • The location- just steps away from, many restaurants, live entertainment, and the sugary white sands of Madeira Beach. • Beach access directly across the street. • Plenty of seating next to the grilling station for outdoor dining and gathering. • Beautifully decorated throughout to reflect coastal comfort. This really cute
Happy Home
House -
$169 - $549 / per night
Bedrooms 3 bedrooms
Bathrooms 1 baths
Guests 6 guests
Rating 4.9 (63)
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 3A - Premier
Condo -
$236 - $685 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (38)
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 - Pet Friendly
$97 - $307 / per night
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 5 (32)
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 4A - Premier
Condo -
$173 - $635 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (175)
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 -
$162 - $651 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 5 guests
Rating 5.1 (56)
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 premier condo has a large, screened in balcony facing the beach a
Villa Madeira 204 - Premier
Condo -
$210 - $680 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (33)

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