Poolside Properties
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.
322 properties available
This completely remodeled, Bay front condo has a wonderful view of the Intracoastal Waterway. The gorgeous, open, fully equipped kitchen has stainless steel, state of the art appliances, granite counter top and custom cabinets. The newly furnished living room features a huge smart TV and large sliding doors opening up to the water front balcony. Wh
Land's End 3-303 Bay Front - Premier
Condo -
$110 - $581 / per night
2
bedrooms
2
baths
4
guests
5
(49)
Top reasons to Book: • 4 total units for this building, the perfect getaway for the entire family!• TWO balconies per condo, one facing West overlooking the Gulf and one facing East. • Onsite heated pool; direct beach access. Experience true Florida living in this charming beachfront property!! This amazing 2 bedroom, 2 bath condo has an open an
Sunset Villas 2
Condo -
$173 - $637 / per night
2
bedrooms
2
baths
5
guests
5
(106)
Welcome to Upham Beach Inn, a meticulously maintained property situated in the heart of St. Pete Beach! Our 12 charming Suites are thoughtfully furnished and adorned with tasteful decor, ensuring a comfortable and delightful stay.We take pride in representing all 12 Suites and are more than happy to provide additional information for larger groups
Upham Beach Inn - #5 Studio
Apartment -
$81 - $273 / per night
1
bedrooms
1
baths
2
guests
4.8
(5)
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 3-202 Bay Front
Condo -
$100 - $550 / per night
2
bedrooms
2
baths
4
guests
5
(54)
POOL AND SPA CLOSURE NOTICE: STARTING DATE -SEPT 23RD, 2024FINISH DATE - BY OCT. 3RD 2024. DATES COULD VARY.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 L
Ocean Sands 1-1002
Condo
$100 - $517 / per night
2
bedrooms
2
baths
6
guests
**POOL CLOSURE CURRENTLY SCHEDULED FOR SEPTEMBER 4th and 5th, 2024. This could vary**Top Reasons to Book this Chic Condo:* Beach Access Located Across the Street* Newly Renovated Unit* All the Amenities: Well Maintained, Seasonally Heated Pool + Large Sundeck* BBQ and Picnic Area for Outdoor Dining Onsite * Boat Friendly Property! (Please inquire
Barefoot On The Shores I
Condo -
$105 - $294 / per night
1
bedrooms
1
baths
6
guests
5
(14)
**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 -
$130 - $688 / per night
3
bedrooms
2
baths
6
guests
4.8
(11)
Top Reasons To Book:* Beautiful Beaches Right Across the Street* Access to Beach Front Pool and Grills Across the Street* Nightly Sunsets to Watch Just a Few Steps Away* Less Than 3 Miles to John's Pass Village* Walking Distance to Caddy's on the BeachEscape to this 1-bedroom, 1-bathroom condo at Harbor House located in the tranquil Sunset Beach co
Harbor House 37
Condo -
$150 - $297 / per night
1
bedrooms
1
baths
2
guests
4.9
(20)
Top Reasons to Book:- Directly on the Beach- Dog Friendly (Additional Costs Apply) - Two Balconies- Wine Fridge, Large TVs throughout, and Gas Grill- Close to Restaurants- Professionally Managed This beautiful two-story townhome features 3 bedrooms, 2.5 bathrooms and sleeps up to 8 guests comfortably. Natural light fills the open-concept living roo
Beach Haven #C7
House -
$224 - $844 / per night
3
bedrooms
2
baths / 1 half baths
8
guests
4.8
(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 5B - Premier
Condo -
$163 - $693 / per night
2
bedrooms
2
baths
6
guests
5
(147)
Top Reasons to Book this Home:* 2 Blocks from the Beach* Private Hot Tub* Pet Friendly! (1 dog. 30lb max. Additional fee required)* Ample Space for the whole Family!* Beach EssentialsWelcome to Relax On The Rocks, your ultimate beach home retreat nestled in a serene and welcoming neighborhood. This spacious and inviting home embodies everything you
Relax On The Rocks
House -
$165 - $609 / per night
3
bedrooms
2
baths
6
guests
5
(8)
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 7-206 Beach Front - Premier
Condo -
$125 - $685 / per night
2
bedrooms
2
baths
5
guests
5
(36)