Poolside Properties


Properties Available 423 properties available
Top Reasons To Book This Condo:* Prime Location Just a Quick 2-Minute Walk to Beach Access Across the Street - About 450ft Away! * Heated Pool Onsite with Large Deck and Lounge Chairs* Beautifully Landscaped Resort Grounds with Gas Grills and Fishing Docks* Professionally Managed, 24/7Welcome to Barefoot Beach Resort E206, also known as “Liquid
Barefoot Beach Resort E206 - Liquid Obsession
Condo
Bedrooms 1 bedrooms
Bathrooms 1 Full
Guests 4 guests
Rating 5 (2 Reviews)
Top reasons to Book:• Private and beautifully furnished balcony overlooking the marina!• Just a block from beautiful, white sand Madeira Beach!• Wonderful amenities such as a pool and spa as well as free Wi-Fi, secured parking, and an in-unit washer and dryer!• Beautifully decorated throughout to reflect coastal comfort.•The location is great too!
The Harbor Condo 305 - Premier
Condo
Bedrooms 4 bedrooms
Bathrooms 3 Full
Guests 8 guests
Rating 5 (15 Reviews)
2 mins to beach – beach and intercoastal views – sleeps 14– 5 bed / 4 bath – elevator 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
Azul Townhomes A1
Townhouse Pet Friendly
Bedrooms 5 bedrooms
Bathrooms 4 Full
Guests 14 guests
Rating 5 (14 Reviews)
NOTICE **Please note that due to damage from the recent hurricanes, this property temporarily has no access to onsite amenities. Parking is currently limited onsite. There may be some noise while restoration work is finishing up. **Top Reasons To Book This Condo:* Beachfront Location with Direct Beach Access* Stunning Gulf and Beach Views From t
Madeira Vista 406
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 5 guests
 New Property!
Top Reasons To Book Bungalows #9:* Onsite Heated Pool and Large Pool Deck with Chairs and Umbrellas* Great Common Space with Charcoal Grills, Tables and Chairs and Family Fun Outdoor Game Area* Charming Property Across the Street from Beach Access - Only 400 ft away!* Spacious and Bright Studio* Dogs Allowed - 1 Dog, 50lb Max. Fees Apply* Pr
Specials Tag Special
Hot Summer Savings Are Here!


Enjoy 10% off your summer escape when you stay between June 2 and September 1, 2026. Book 3 nights or more and make the most of peak season for less.

Use code HOTDEALS at checkout.

*New online bookings only. Minimum stay required. Restrictions apply.



The Bungalows #9
Studio Pet Friendly
Bathrooms 1 Full
Guests 2 guests
Rating 5 (5 Reviews)
Stay more, SAVE more! We offer lower nightly rates on extended stays from Sept-Mar. No coupon code needed! Just enter your dates, at least 14 nights, for pricing. 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 * Profess
Specials Tag Special
Hot Summer Savings Are Here!


Enjoy 10% off your summer escape when you stay between June 2 and September 1, 2026. Book 3 nights or more and make the most of peak season for less.

Use code HOTDEALS at checkout.

*New online bookings only. Minimum stay required. Restrictions apply.



Se La Vie
House
Bedrooms 2 bedrooms
Bathrooms 1 Full
Guests 6 guests
Rating 5 (11 Reviews)
****NOTICE OF ROOF WORK - BUILDING 6. ROOF WORK WILL BEGIN MARCH 30TH 2026 FOR APPROX 6 WEEKS. *** Stay more, SAVE more! We offer lower nightly rates on extended stays from Sept-Mar. No coupon code needed! Just enter your dates, at least 14 nights, for pricing. Top Reasons to book : • Short proximity to the onsite heated pool. • All the fab
Land's End 6-404 Beach Front
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 4 guests
Rating 4.9 (89 Reviews)
Stay more, SAVE more! We offer lower nightly rates on extended stays from Sept-Mar. No coupon code needed! Just enter your dates, at least 14 nights, for pricing. 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 Faci
Beach Quarters #8
Condo Pet Friendly
Bedrooms 1 bedrooms
Bathrooms 1 Full
Guests 4 guests
Rating 4.9 (43 Reviews)
Top Reasons To Book This Villa:* Walk to the Beach – Only 3-5 Minutes to Beach Access (approx. 500 ft)* Heated Community Pool – Relax and Unwind Onsite* Private Balconies – 2 Balconies to Enjoy the Gulf Breeze* Spacious 3-Story Villa – Plenty of Room with a Smart, Private Layout* Professionally Managed, 24/7Welcome to Bayview Villa #120! This
Bayview Villas 120
Villa
Bedrooms 2 bedrooms
Bathrooms 2 Full, 1 Half
Guests 6 guests
Rating 5 (6 Reviews)
Stay more, SAVE more! We offer lower nightly rates on extended stays from Sept-Mar. No coupon code needed! Just enter your dates, at least 14 nights, for pricing. 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
Land's End 8-403 Beach Front - Premier
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 4 guests
Rating 4.9 (53 Reviews)
Stay more, SAVE more! We offer lower nightly rates on extended stays from Sept-Mar. No coupon code needed! Just enter your dates, at least 14 nights, for pricing. Top Reasons to Book The Intercoastal #205:*Intercoastal water views*Upgraded appliances*Beautifully decorated* Private, Screened in Balcony* Professionally Managed, 24/7Escape to The I
Specials Tag Special
Hot Summer Savings Are Here!


Enjoy 10% off your summer escape when you stay between June 2 and September 1, 2026. Book 3 nights or more and make the most of peak season for less.

Use code HOTDEALS at checkout.

*New online bookings only. Minimum stay required. Restrictions apply.



The Intercoastal #205 - Beachy Chic
Condo Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 2 Full
Guests 8 guests
Rating 5 (38 Reviews)
Top Reasons To Book Bungalows #7:* Onsite Heated Pool with Large Deck and Lounge Chairs* Across the Street from the Beach - Only 400 ft!* Fun Outdoor Space with Games, Seating, and Charcoal Grills* Dogs Allowed - 1 Dog, 50lb Max. Fees Apply* Professionally Managed; 24/7 ServiceWelcome to The Bungalows #7! This updated 2-bedroom, 1-bathroom s
Specials Tag Special
Hot Summer Savings Are Here!


Enjoy 10% off your summer escape when you stay between June 2 and September 1, 2026. Book 3 nights or more and make the most of peak season for less.

Use code HOTDEALS at checkout.

*New online bookings only. Minimum stay required. Restrictions apply.



The Bungalows #7
Condo Pet Friendly
Bedrooms 2 bedrooms
Bathrooms 1 Full
Guests 5 guests
Rating 5 (5 Reviews)

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