Condos

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 264 properties available
Top Reasons to book : • Short proximity to the onsite heated pool. • All the fabulous amenities including two Hot Tubs, Charcoal BBQ Grills, Community Gazebos, Shuffleboard, Volleyball, Tennis and Pickleball Courts. • Boardwalk that wraps around the community for your morning exercise or evening stroll. • Located on the peninsula, this community o
Land's End 11-204 Beach Front
Condo -
$145 - $569 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (33)
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 decor
The Harbor Condo 503 - Premier
Condo -
$157 - $488 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths / 1 half baths
Guests 7 guests
Rating 5 (3)
Top reasons to book: • Best of both worlds! Gorgeous sunrises from your private balcony, famous sunsets in your back yard• Beautifully updated and furnished!• Onsite amenities include an outdoor heated pool, a community grilling area, private beach access alongside a shower/rinse area.• Located just a few miles South is the well-known John’s P
Holiday Villas II 407 Premier
Condo -
$168 - $507 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 (31)
Top Reasons to book: • Short proximity to the onsite heated pool.• All the fabulous amenities including two Hot Tubs, Charcoal BBQ Grills, Community Gazebos, Shuffleboard, Volleyball, Tennis and Pickleball Courts.• Boardwalk that wraps around the community for your morning exercise or evening stroll. • Fantastic sunset views looking over the pool.A
Land's End 1-408 Bay Front
Condo -
$122 - $482 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 5 (4)
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 -
$170 - $624 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 (142)
Top Reasons to Book this Spacious Beach Front Getaway • Access to the balcony is from the living room and primary bedroom. • Beautifully maintained resort with lots of amenities. • Private Pier with panoramic views of the Gulf of Mexico. • Outdoor grilling, then beach dining under tiki huts. Bring your bags packed for an unforgettable Indian Shor
Sand Dollar 107
Condo -
$203 - $557 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (15)
Top Reasons to Book this Beautiful Condo: • Short proximity to the onsite heated pool • All the fabulous amenities including two Hot Tubs, Charcoal BBQ Grills, Community Gazebos, Shuffleboard, Volleyball, Tennis and Pickleball Courts • Boardwalk that wraps around the community for your morning exercise or evening stroll • Located on the peninsula,
Land's End 5-204 Gulf-Bay Front - Premier
Condo -
$148 - $570 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (8)
Top Reasons To Book:* Across the Street from the Beach with Easy Beach Access* Cute, Beachy Fully Updated Unit* Less than 3 miles from John's Pass Village* Walking Distance to Restaurants, Grocery Store and Tiki BarsWelcome to Nautilus, a charming 4-plex in Treasure Island! This property offers comfort, convenience, and proximity to the beautiful
Nautilus B
Condo -
$93 - $322 / per night
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 5 (1)
Top Reasons to Book: • All the Amenities! Pool, Hot Tub, Sauna, Fishing Docks, Tennis Courts, Shuffleboard, Pickleball, and more all in one location! • Boat Slips available for easy access as a pickup/ drop off area for your Friends and Family. • Gas Grills and several Tiki Huts Waterside • Waterfront Main Bedroom with Bay Front Balcony Access. •
Bayshore Yacht & Tennis 409 - Premier
Condo -
$109 - $372 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 (14)
Top Reasons to Book : • All the Amenities! Pool, Hot Tub, Sauna, Fishing Docks, Tennis Courts, Shuffleboard and Pickleball, all in one location! • Boat Slips available for easy access as a pick up/ drop off area for your Friends and Family. • Gas Grills and several Tiki Huts Waterside • Water Front Main Bedroom with Bay Front Balcony Access. • Ste
Bayshore Yacht & Tennis 216
Condo -
$102 - $345 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (13)
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 main attractions, just North of John's Pass Village. The minute you walk in, you'll feel right at home at this bri
Villa Madeira 406
Condo -
$151 - $617 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 5 guests
Rating 5 (39)
Top Reasons to Book: • Beach access directly across the street as well as on site fishing and charter boats.• Onsite Gym for use • 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! The Madeira Bay Resort is one of the n
Madeira Bay Resort I 1505
Condo -
$126 - $409 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 (72)

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