Poolside Properties


Properties Available 347 properties available
**Please note that due to damages from recent hurricanes, this property temporarily does not have access to one of the two hot tubs. Elevators may be experiencing occasional outages. Beach access, the hot tub closest to the pool, and the other onsite amenities are now available! Please reach out with any questions. Rates lowered** Top Reasons to bo
Land's End 1-407 Gulf View - Premier
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 4.9 (44 Reviews)
Top reasons to Book: • All the Amenities-Beachfront heated pool onsite shuffleboard and shared BBQ grills! • Take in unforgettable beachfront views and warm sunshine from your private balcony. • Very close proximity to several top-rated restaurants St Pete Beach has to offer. This 2-bedroom, 2 bath top floor condo at The Caprice has stunning view
Caprice 501
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 4.9 (84 Reviews)
**Please note that due to damage from the recent hurricanes, this property temporarily has no access to the pool. There may be some noise onsite while restoration work is ongoing. At this time, we do not have a guaranteed timeline for these repairs to be complete. Please reach out with any questions. **Top Reasons to Book: • Take in unforgettable p
Emerald Isle 103
Condo
Bedrooms 3 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 4.9 (59 Reviews)
Top Reasons to Book Madeira Bay Resort #1402:* Easy Beach Access Directly Across the Street* Private Balcony with Gulf Views* Walk to Restaurants, Bars, Ice Cream, Coffee, Bike Rentals and More* Refreshing Onsite Pool and Hot Tub* Gym Available (Building II)* Professionally Managed Welcome to Madeira Bay Resort #1402, a bright and airy 2-bedro
Madeira Bay Resort I 1402
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 4.9 (10 Reviews)
**Please note that due to damage from the recent hurricanes, this property temporarily has no access to the pool. There may be some noise onsite while restoration work is ongoing. At this time, we do not have a guaranteed timeline for these repairs to be complete. Please reach out with any questions. **Top Reasons to Book: • Take in unforgettable p
Emerald Isle 604
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 4 guests
Rating 5 (44 Reviews)
**Please note that due to damages from recent hurricanes, this property temporarily does not have access to one of the two hot tubs. Elevators may be experiencing occasional outages. Beach access, the hot tub closest to the pool, and the other onsite amenities are now available! Please reach out with any questions. Rates lowered** Top Reasons to bo
Land's End 11-203 Beach Front - Premier
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 5 guests
Rating 5 (39 Reviews)
Top Reasons to Book this Beautiful Townhome: * Newly Built in 2025 with Private Elevator* Rooftop Balcony with Views of Gulf and Intracoastal Waterway* Prime Location Just a Quick Walk to the Beach, About 300 Feet!* Spacious Layout with Plenty of Room for All* Dog Friendly (Fee and Restrictions Apply)* Professionally ManagedWelcome to Azul T
Azul Townhomes A1
Madeira Beach Pet Friendly
Bedrooms 5 bedrooms
Bathrooms 4 Full
Guests 14 guests
 New Property!
**Please note that due to damages from recent hurricanes, this property temporarily does not have access to one of the two hot tubs. Elevators may be experiencing occasional outages. Beach access, the hot tub closest to the pool, and the other onsite amenities are now available! Please reach out with any questions. Rates lowered** Top Reasons to bo
Land's End 4-202 Bay Front - Premier
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 5 (21 Reviews)
Top Reasons to Book: * Direct Beachfront Condo in the WEST building with Private Balcony * Dogs allowed (Fees and Restrictions apply)* Central Location, Walking Distance to Restaurants and Grocery Store* Direct Beach Access Path on Grounds Gorgeous Beachfront 2 bedroom/ 2 bathroom condo with spectacular views of the Gulf! The stunning views fro
Oceana 203 West
Condo Pet Friendly
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 4.9 (62 Reviews)
**Please note that due to damage from Hurricane Helene, this property temporarily has no access to the pool. Parking is currently limited onsite. Elevators may experience intermittent outages, but are currently being worked on. There may be some noise onsite while restoration work is ongoing. At this time, we do not have a guaranteed timeline for t
Villa Madeira 202
Condo
Bedrooms 3 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 4.9 (108 Reviews)
**Please note that due to damage from the recent hurricanes, this property temporarily has no access to onsite amenities. Parking is limited onsite. Elevators are currently out of service. There may be some noise onsite while restoration work is ongoing. At this time, we do not have a guaranteed timeline for these repairs to be complete. Please rea
Sunset Chateau 511
Condo
Bedrooms 1 bedrooms
Bathrooms 1 Full
Guests 2 guests
Rating 4.8 (21 Reviews)
**Please note that due to damages from recent hurricanes, this property temporarily does not have access to one of the two hot tubs. Elevators may be experiencing occasional outages. Beach access, the hot tub closest to the pool, and the other onsite amenities are now available! Please reach out with any questions. Rates lowered** Top Reasons to bo
Land's End 3-204 Bay Front
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 4 guests
Rating 4.9 (26 Reviews)

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