Poolside Properties

Properties Available 250 properties available
Top Reasons to Book: • All the property amenities- Outdoor heated pool, shuffleboard, tiki huts, & a shared grilling area, bike racks & complementary in unit Wi-Fi.• You are not limited to one bedroom! This unit includes a queen size sleeper sofa for additional sleeping arrangements.• Located within walking distance to the sugary white san
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Save w/Code NEW100
Friendly Native 507
Condo
$105 - $284 / per night
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
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 10-304 Beach Front - Premier
Condo -
$153 - $517 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 5 (40)
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. The minute you walk in, you'll feel right at home at this bright con
Villa Madeira 406
Condo -
$142 - $480 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 5 guests
Rating 5 (10)
Top Reasons to Book: • All the Amenities! Large Heated Pool, Kiddie Pool, Hot Tub, Fitness Center, Bicycles, BBQ Grills, Beach Tiki Bar and Café all in one location! • Living room and main bedroom accessible to the private beach balcony. • Located less than one mile South of John's Pass. • In-unit free Wifi Access, Assigned Parking Are you drea
Sunset Vistas 411N
Condo -
$170 - $555 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (1)
Top reasons to book this Beachfront Getaway: • Not only are you in the perfect location for enjoying all that Treasure Island has to offer, the unit itself is designed to maximize your vacation experience with its open living area with double sliding glass doors & expansive Gulf views. • Scenic beachfront views from the living area and kitchen
Sand Dunes 105A
Condo -
$130 - $480 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 5 (1)
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 4-304 Bay Front - Premier
Condo -
$115 - $439 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (37)
Top reasons to Book: • 4 total units for this building, the perfect getaway for the entire family! • TWO balconies per condo, one facing South overlooking the Gulf and one facing North. • Onsite heated pool & direct beach access. Experience true Florida living in this charming beachfront property!! This amazing 2 bedroom, 2 bath condo has an
Sunset Villas 4
Condo -
$165 - $583 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 5 guests
Rating 5.1 (54)
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 C1
House -
$280 - $858 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (2)
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. This Villa Madeira unit will become your vacation destination year a
Villa Madeira 408
Condo -
$142 - $480 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 5 guests
Rating 5 (33)
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. If you can vacation for a minimum of 1-month, this beautiful condo i
Villa Madeira 208
Condo -
$164 - $516 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (9)
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 8-403 Beach Front - Premier
Condo -
$153 - $517 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 5 (54)
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 4-401 Bay Front - Premier
Condo -
$147 - $475 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (58)

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