Poolside Properties
410 properties available
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 this Condo:* Beachfront Property with Direct Beach Access Onsite* Awesome Onsite Amenities - Large Heated Pool, Hot Tub, Fitness Center, Snack Bar, Kiddie Pool and Mo
Sunset Vistas 302S
Condo
2
bedrooms
2
Full
6
guests
4.6
(36 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 Madeira Del Mar 301:* Don’t forget your fur baby! This unit is dog friendly (restrictions and fees apply). * Onsite outdoor resort style pool (heated seasonally) wi
Madeira Del Mar 301
Condo
3
bedrooms
3
Full
8
guests
5
(32 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 #5
Condo
1
bedrooms
1
Full
4
guests
5
(55 Reviews)
Top Reasons To Book Bungalows #1: * Charming Property Across the Street from Beach Access - Only 400 ft away!* Spacious and Bright* Onsite Heated Pool, Outside Games and Charcoal Grills* Dogs Allowed - 1 Dog, 50lb Max. Fees Apply* Small, Quaint Property - Only 10 Units Total* Professionally Managed, 24/7Welcome to The Bungalows #1, your pe
The Bungalows #1
Condo
1
bedrooms
1
Full
4
guests
5
(1 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: • Spacious screened balcony featuring breathtaking views of the Gulf of Mexico. • Shared covered lounge chairs and access to the heated swimming pool during your vi
Villa Madeira 406
Condo
3
bedrooms
2
Full
6
guests
4.8
(42 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. ***NOTICE: THE POOL IS CURRENTLY CLOSED. Work is ongoing and we do not have a set ETA for completion at this time. BEACH ACCESS: On grounds access may vary but public beach access adj
Emerald Isle 502 - Premier
Condo
3
bedrooms
2
Full
6
guests
4.9
(46 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: • All the Amenities-Beachfront heated pool onsite shuffleboard and shared BBQ grills! • Take in unforgettable beachfront views and warm sunshine from your private
Caprice 301
Condo
2
bedrooms
2
Full
6
guests
4.9
(122 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, Volleybal
Land's End 10-403 Beach Front - Premier
Condo
2
bedrooms
2
Full
4
guests
4.9
(42 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 Sea Club #46:* Close to Beach Access, About 400ft!* Private, Screened in Balcony* Beautifully Landscaped Grounds* Onsite Heated Pool and Shuffleboard* Fishing Dock
Sea Club #46 - Coastal Gem
Condo
2
bedrooms
2
Full
6
guests
4.9
(25 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: • Spacious screened balcony featuring breathtaking views of the Gulf of Mexico.• Shared covered lounge chairs and access to the heated swimming pool during your vi
Villa Madeira 504 - Premier
Condo
2
bedrooms
2
Full
6
guests
4.9
(55 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 6-203 Beach Front
Condo
2
bedrooms
2
Full
6
guests
4.9
(45 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 this Beautiful Condo:* Incredible Water Views from the Balcony* Fantastic Community Amenities: Saltwater Pool + Spa, Fitness Room, Library and Beautiful Grounds* Gr
Bahia Vista 361- Club Bahia
Condo
2
bedrooms
2
Full
6
guests
5
(17 Reviews)
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