Poolside Properties


Properties Available 355 properties available
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 for available dock rentals) * Located just a few miles South from the well-known John’
Specials Tag Special
Dog Days of Summer Sale

We're entering the Dog Days of Summer! Book now to get 10% off your end-of-summer stay. Stay for 4+ nights and get 10% off using code "DOGDAYS". Book by August 3, 2025 for stays until October 3, 2025.


*Only applicable to new bookings. Restrictions may apply.

Barefoot On The Shores I
Condo
Bedrooms 1 bedrooms
Bathrooms 1 Full
Guests 6 guests
Rating 4.9 (62 Reviews)
Top Reasons to Book:• All the Amenities! Large Heated Pool, Kiddie Pool, Hot Tub, Fitness Center, 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 ParkingYour next Florida retreat awaits at this co
Specials Tag Special
Dog Days of Summer Sale

We're entering the Dog Days of Summer! Book now to get 10% off your end-of-summer stay. Stay for 4+ nights and get 10% off using code "DOGDAYS". Book by August 3, 2025 for stays until October 3, 2025.


*Only applicable to new bookings. Restrictions may apply.

Sunset Vistas 603W
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 4.9 (47 Reviews)
Top Reasons to Book this Condo: * Private Balcony with Awesome Views of Intracoastal Waterway* Easy Walk to Public Beach Access, about .3 Miles* Heated Pool Onsite* Beautifully Updated Condo with Stunning Details* Fishing Dock on Grounds* Professionally ManagedExperience relaxed coastal living in this beautifully updated 2-bedroom, 2- bathr
Palm Beach 602
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 4 guests
 New Property!
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
Specials Tag Special
Dog Days of Summer Sale

We're entering the Dog Days of Summer! Book now to get 10% off your end-of-summer stay. Stay for 4+ nights and get 10% off using code "DOGDAYS". Book by August 3, 2025 for stays until October 3, 2025.


*Only applicable to new bookings. Restrictions may apply.

Trillium 4A - Premier
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 4.9 (95 Reviews)
Top Reasons to Book Sea Club #44:* Close to Beach Access!* Private, Screened in Balcony* Beautifully Landscaped Grounds* Onsite Heated Pool and Shuffleboard* Fishing Dock on Intracoastal Waterway* Professionally ManagedWelcome to this gorgeous two-bedroom, two-bathroom condo, located on the second floor of the well-maintained Sea Club of Indian Sho
Specials Tag Special
Dog Days of Summer Sale

We're entering the Dog Days of Summer! Book now to get 10% off your end-of-summer stay. Stay for 4+ nights and get 10% off using code "DOGDAYS". Book by August 3, 2025 for stays until October 3, 2025.


*Only applicable to new bookings. Restrictions may apply.

Sea Club #44 - Coral Reef Retreat
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 5 (4 Reviews)
**Please note that this property temporarily does not have access to one of the two hot tubs. Elevators may experience occasional outages. Beach access, the hot tub near the pool, and all other onsite amenities are fully available! ** Top Reasons to book : •Totally Remodeled in 2024! New pics coming soon! • Short proximity to the onsite heated po
Specials Tag Special
Dog Days of Summer Sale

We're entering the Dog Days of Summer! Book now to get 10% off your end-of-summer stay. Stay for 4+ nights and get 10% off using code "DOGDAYS". Book by August 3, 2025 for stays until October 3, 2025.


*Only applicable to new bookings. Restrictions may apply.

Land's End 7-406 Beach Front - Premier
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 4 guests
Rating 4.9 (45 Reviews)
Top Reasons to Book Sea Club #18:* Close to Beach Access* Private Balcony* Beautifully Landscaped Grounds* Onsite Heated Pool and Shuffleboard* Fishing Dock on Intracoastal Waterway* Professionally ManagedFloriday’s is a beautiful two-bedroom, two-bathroom condo located on the second story, featuring a covered balcony that overlooks lush community
Sea Club #18 - Floridays
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 4 guests
Rating 5 (5 Reviews)
**CONSTRUCTION NOTICE: Please note that restoration work is underway. Parking is limited onsite. Elevators may experience intermittent outages. There is noise onsite while work is ongoing. The POOL is currently closed but scheduled to REOPEN August, 2025! Beach Access OPEN! *** Top Reasons to Book: • Spacious screened balcony featuring breat
Specials Tag Special
Dog Days of Summer Sale

We're entering the Dog Days of Summer! Book now to get 10% off your end-of-summer stay. Stay for 4+ nights and get 10% off using code "DOGDAYS". Book by August 3, 2025 for stays until October 3, 2025.


*Only applicable to new bookings. Restrictions may apply.

Villa Madeira 208
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 5 guests
Rating 5 (8 Reviews)
**Please note that this property temporarily does not have access to one of the two hot tubs. Elevators may experience occasional outages. Beach access, the hot tub near the pool, and all other onsite amenities are fully available! Building 5 is currently going through a ROOFING PROJECT that is expected to last through APPROX mid July, 2025. Ple
Specials Tag Special
Dog Days of Summer Sale

We're entering the Dog Days of Summer! Book now to get 10% off your end-of-summer stay. Stay for 4+ nights and get 10% off using code "DOGDAYS". Book by August 3, 2025 for stays until October 3, 2025.


*Only applicable to new bookings. Restrictions may apply.

Land's End 5-302 Gulf-Bay Front - Premier
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 4 guests
Rating 5 (39 Reviews)
**Please note that this property is currently undergoing repairs. The pool is closed until further notice. Elevators are currently out of service and undergoing repairs. Noise onsite may be experienced. Parking will vary during the work. We do not have a set date for completion at this time. **Top Reasons to Book: * Beachfront Condo with Awes
Specials Tag Special
Dog Days of Summer Sale

We're entering the Dog Days of Summer! Book now to get 10% off your end-of-summer stay. Stay for 4+ nights and get 10% off using code "DOGDAYS". Book by August 3, 2025 for stays until October 3, 2025.


*Only applicable to new bookings. Restrictions may apply.

Sunset Chateau 603
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 4 guests
Rating 5 (49 Reviews)
**Please note that this property temporarily does not have access to one of the two hot tubs. Elevators may experience occasional outages. Beach access, the hot tub near the pool, and all other onsite amenities are fully available! ** Top Reasons to book : • Short proximity to the onsite heated pool. • All the fabulous amenities including two Hot
Specials Tag Special
Dog Days of Summer Sale

We're entering the Dog Days of Summer! Book now to get 10% off your end-of-summer stay. Stay for 4+ nights and get 10% off using code "DOGDAYS". Book by August 3, 2025 for stays until October 3, 2025.


*Only applicable to new bookings. Restrictions may apply.

Land's End 3-202 Bay Front
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 4 guests
Rating 4.8 (34 Reviews)
Top Reasons to Book: * Quiet Neighborhood Location in Treasure Island* Quick Drive to the Beach, Only 2 minutes!* Easy Access on and off the Island* Cozy Private Patio * Professionally Managed Welcome to Se La Vie, your perfect Florida getaway! This charming two-bedroom, one-bathroom unit is tucked away on a quiet neighborhood street, offeri
Specials Tag Special
New Property Introductory Discount

New Property Introductory Discount 

Limited time only Promo Code NEW100

Se La Vie
House
Bedrooms 2 bedrooms
Bathrooms 1 Full
Guests 6 guests
Rating 5 (7 Reviews)

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