Resort Rentals - Florida Vacation Rentals Beach Vacation

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 262 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 7-305 Beach Front
Condo -
$169 - $481 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (39)
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. Amazing updates in this large beach front condo at Villa Madeira. Th
Villa Madeira 405 - Premier
Condo -
$183 - $516 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (6)
Top Reasons to Book: •Walking distance to a wide variety of local restaurants and entertainment. •Located just a block from the easy beach access. •Includes access to a shared dock on the intercoastal as well as a waterfront pool! The Amadeus is a smaller water front building with only 10 condos, centrally located just a block from the easy beach
Amadeus 2
Condo -
$91 - $314 / per night
Bedrooms 1 bedrooms
Bathrooms 2 baths
Guests 3 guests
Rating 5 (25)
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 1-304 Bay Front - Premier
Condo -
$136 - $427 / per night
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 5 (30)
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 9-201 Beach Front - Premier
Condo -
$190 - $528 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 5.1 (40)
Top reasons to book: • Scenic views from the living area and private balcony. • Just a short stroll to relax on the beautiful white sands of Treasure Island! • Low density complex, still close to all the action and entertainment! The Sand Dunes Townhome has many interior upgrades with every possible amenity you could desire and beautiful new flo
Sand Dunes Townhome C2
House -
$357 - $858 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 5 (6)
This top floor 2 bedroom, 2 bathroom has been nicely updated and is ready for you! The kitchen has been beautifully updated and is fully equipped and ready for your culinary masterpieces to be created! The view of the Intracoastal Waterway can be seen from the living room and master bedroom, it can also be enjoyed from your private balcony as you r
Land's End 3-404 Bay Front
Condo -
$141 - $439 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 5 (15)
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 2C - Premier
Condo -
$182 - $510 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (56)
Top Reasons to Book: •Walking distance to a wide variety of local restaurants and entertainment. •Located just a block from the easy beach access. •Includes access to a shared dock on the intercoastal as well as a waterfront pool! This upper floor, 2 bedroom/2 bath condo has a comfortable and traditional décor throughout. Fully stocked and equipp
Amadeus 6
Condo -
$103 - $338 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 5 guests
Rating 5 (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. • Located on the peninsula, this community o
Land's End 7-205 Beach Front - Premier
Condo -
$182 - $517 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (30)
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 11-406 Beach Front - Premier
Condo -
$182 - $517 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 5 (43)
Located on the #1 rated Sunset Beach, The Sunset Beach House is a totally unique, oceanfront oasis. Resting on 100 feet of private coastline, every residence features lanais and balconies overlooking historic Sunset Beach. In October 2020, the entire property was renovated and reimagined as Treasure Island’s only truly boutique experience. New sand
Sunset Beach House - Beach Hugger 1
Apartment -
$150 - $389 / per night
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 5 (2)

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