Poolside Properties


Properties Available 349 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
Specials Tag Special
Summer Savings

Save 10% on 4+ night stays* 

PROMO CODE: SUMMER2025
Offer is valid on new online bookings only when you book by May 9, 2025 for 4+ night stays from April 23 - June 30, 2025Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.   

Land's End 1-402 Bay Front - Premier
Condo
Bedrooms 1 bedrooms
Bathrooms 1 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. 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 book:• Short proximity to the onsite heated pool.• A
Specials Tag Special
Summer Savings

Save 10% on 4+ night stays* 

PROMO CODE: SUMMER2025
Offer is valid on new online bookings only when you book by May 9, 2025 for 4+ night stays from April 23 - June 30, 2025Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.   

Land's End 11-305 Beach Front - Premier
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 4.9 (13 Reviews)
Please note that this is a NON SMOKING PROPERTY!Directly across the street from the beach and completely remodeled at the end of 2022! This super cute house consists of 4 individual 1BR units, each with a kitchen, bedroom, living room and full bathroom. The location is perfect for the single traveler, couples, families or a larger group of friends/
Specials Tag Special
Summer Savings

Save 10% on 4+ night stays* 

PROMO CODE: SUMMER2025
Offer is valid on new online bookings only when you book by May 9, 2025 for 4+ night stays from April 23 - June 30, 2025Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.   

Twin Tiki units 3 and 4 - Upstairs
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 8 guests
 New Property!
**Please note that due to damage from the recent hurricanes, this property temporarily has no access to the pools, hot tubs, cabanas, or clubhouse. Restoration work will be taking place. At this time, we do not have a guaranteed date for this to be accessible. Please reach out with any questions. Rates lowered!**Top reasons to Book: • All the Ameni
Specials Tag Special
Summer Savings

Save 10% on 4+ night stays* 

PROMO CODE: SUMMER2025
Offer is valid on new online bookings only when you book by May 9, 2025 for 4+ night stays from April 23 - June 30, 2025Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.   

Tides 6-563
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 6 guests
 New Property!
**Please note that due to damage from the recent hurricanes there may be noise onsite while restoration work continues. **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. • E
Specials Tag Special
Summer Savings

Save 10% on 4+ night stays* 

PROMO CODE: SUMMER2025
Offer is valid on new online bookings only when you book by May 9, 2025 for 4+ night stays from April 23 - June 30, 2025Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.   

Trillium 2B - Premier
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 5 (78 Reviews)
**Please note that due to damage from the recent hurricanes there may be noise onsite while restoration work continues. **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. • E
Specials Tag Special
Summer Savings

Save 10% on 4+ night stays* 

PROMO CODE: SUMMER2025
Offer is valid on new online bookings only when you book by May 9, 2025 for 4+ night stays from April 23 - June 30, 2025Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.   

Trillium 4A - Premier
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 4.9 (86 Reviews)
Top Reasons to Book Sea Club #15:* Close to Beach Access* Private Balcony* Beautifully Landscaped Grounds* Onsite Heated Pool and Shuffleboard* Fishing Dock on Intracoastal Waterway* Professionally ManagedSand Dollar is a spacious and comfortable one-bedroom, one-bathroom condo located on the first floor of the Sea Club Community, just steps away f
Specials Tag Special
Summer Savings

Save 10% on 4+ night stays* 

PROMO CODE: SUMMER2025
Offer is valid on new online bookings only when you book by May 9, 2025 for 4+ night stays from April 23 - June 30, 2025Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.   

Sea Club #15 - Sand Dollar
Condo
Bedrooms 1 bedrooms
Bathrooms 1 Full
Guests 2 guests
Rating 5 (4 Reviews)
Top Reasons to Book this Beautiful Condo: * Stunning Views of the Marina * Beautiful, Modern Finishes and Updates Throughout the Unit.* Private Balcony to Relax and Unwind On* Prime Location Just a Short Distance to Madeira Beach Public Beach* Spacious Layout with Plenty of Room for All* Professionally ManagedWelcome to Harbors Town Center C
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New Property Introductory Discount

New Property Introductory Discount 

Limited time only Promo Code NEW100

The Harbor Condo 411 - Premier
Condo
Bedrooms 3 bedrooms
Bathrooms 2 Full, 1 Half
Guests 6 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
Specials Tag Special
Summer Savings

Save 10% on 4+ night stays* 

PROMO CODE: SUMMER2025
Offer is valid on new online bookings only when you book by May 9, 2025 for 4+ night stays from April 23 - June 30, 2025Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.   

Land's End 11-407 Beach Front - Premier
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 4 guests
Rating 5 (38 Reviews)
Top Reasons to Book Sea Club #13:* Close to Beach Access* Private Balcony* Beautifully Landscaped Grounds* Onsite Heated Pool and Shuffleboard* Fishing Dock on Intracoastal Waterway* Professionally ManagedWelcome to Coastal Charm, a stunning two-bedroom, two-bathroom coastal-style condo just steps away from the community swimming pool. Enjoy the re
Specials Tag Special
Summer Savings

Save 10% on 4+ night stays* 

PROMO CODE: SUMMER2025
Offer is valid on new online bookings only when you book by May 9, 2025 for 4+ night stays from April 23 - June 30, 2025Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.   

Sea Club #13 - Coastal Charm
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 5 guests
Rating 5 (2 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
Specials Tag Special
Summer Savings

Save 10% on 4+ night stays* 

PROMO CODE: SUMMER2025
Offer is valid on new online bookings only when you book by May 9, 2025 for 4+ night stays from April 23 - June 30, 2025Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.   

Villa Madeira 408 - Premier
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 5 (46 Reviews)
Top Reasons to Book:* 173 Yards to the Gulfport Beach Recreation Area* 5 Miles to St. Pete Beach* Pet Friendly up to 20lbs. (Additional Cost Applies) * On-Site Parking and Laundry Facility * Walking Distance to many Restaurants, Art Galleries, and Boutiques* Professionally Managed * Gas Grill on grounds* Hulu Live access!Beach Quarters 3BR is a com
Specials Tag Special
Summer Savings

Save 10% on 4+ night stays* 

PROMO CODE: SUMMER2025
Offer is valid on new online bookings only when you book by May 9, 2025 for 4+ night stays from April 23 - June 30, 2025Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.   

Beach Quarters 3BR - #2, #3, #4
Condo Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 3 Full
Guests 12 guests
 New Property!

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