Poolside Properties
374 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 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
(27 Reviews)
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
Trillium 2C - Premier
Condo
2
bedrooms
2
Full
6
guests
4.9
(72 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
Se La Vie
House
2
bedrooms
1
Full
6
guests
5
(8 Reviews)
** POOL is now OPEN. There may be noise onsite while restoration work is ongoing. Please reach out with any questions. **Top Reasons To Book Holiday Villas III #209:* Beachfront Property – Direct Beach Access From the Pool Deck* Large Heated Pool and Pool Deck with Lounge Chairs* Private Balcony with Table and Chairs - Enjoy Watching the Boats, D
Holiday Villas III #209
Condo
1
bedrooms
1
Full
6
guests
New Property!
Top Reasons to Book this Beautiful Home:* Single Family Home on the Intracoastal Waterway* Large, Private Deck with Saltwater Pool* Fishing Dock* Dogs Allowed - (1 dog max, 50lbs and under. Extra Fee Applies)* Professionally ManagedStay more, SAVE more! We offer lower nightly rates on extended stays from Sept-Mar. No coupon code needed! Just
Parrots Cove
House
3
bedrooms
3
Full
8
guests
New Property!
Top Reasons To Book John's Pass-Time #1:* Beachfront Property with Direct Beach Access* Ground Level Cottage, No Stairs Required* Large Private, Covered Deck with Table and Chairs* Shared Beachfront Area with Picnic Table, Hammock and Charcoal Grill* Professionally Managed, 24/7Welcome to John's Pass-Time Beach Cottage #1, a charming and cozy
Special
New Property Introductory Discount
New Property Introductory Discount
Limited time only Promo Code NEW100
John's Pass-Time Beach Cottage #1
House
2
bedrooms
1
Full
4
guests
New Property!
Top Reasons to book this Beautiful Piece of Paradise: • All the fabulous amenities including two Hot Tubs, Charcoal BBQ Grills, Community Gazebos, Shuffleboard, Volleyball, Tennis and Pickleball Courts. • Located on the peninsula, this community offers the best of both worlds- easy access to the Bay and Beach. • Access the private balcony from th
Land's End 7-203 Beach Front - Premier
Condo
2
bedrooms
2
Full
5
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 this Fabulous Condo: * 3 Blocks from Easy Public Beach Access* Private Balcony with Intracoastal Views* 2 Free Waterpark Passes/Day to Splash Harbour Water Park in
Harbourside 7716- Splash On The Rocks
Condo
2
bedrooms
2
Full
8
guests
4.9
(60 Reviews)
Top Reasons To Book St. Pete Yacht and Tennis Club 404:* Gorgeous Unit with Incredible Water Views* Gated Waterfront Community* Incredible Amenities including Tennis Courts, Pool, Jacuzzi, Gym, and Sauna* Walking Distance to Restaurants and Activities* Professionally ManagedWelcome to St. Pete Yacht and Tennis Club 404! This beautifully decorated 2
St. Pete Beach Yacht and Tennis Club 404
Condo
2
bedrooms
2
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 this Bayside Unit: • Treasure Island’s newest, boutique condo-resort offers the best of both worlds; beachfront and bayfront. • Watch stunning sunsets from the gul
Oceana 204 East
Condo
2
bedrooms
2
Full
6
guests
4.9
(52 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: * Beachfront Condo with AWESOME Views - Watch Sunset Every Night * Private Balcony Extending off of Living Room and Master Bedroom * Full Condo Water Filtration
Arena De Madeira 103 - Premier
Condo
3
bedrooms
2
Full
8
guests
5
(30 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 Premier Condo: * Private Balconies with Stunning Views* Close Proximity to the Onsite Heated Pool* Fabulous Amenities: 2 Hot Tubs, Charcoal BBQ Grills, and Com
Land's End 5-203 Gulf-Bay Front - Premier
Condo
2
bedrooms
2
Full
4
guests
4.9
(13 Reviews)
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