Search Hotels with Pool in Gulfport

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Gulfport Hotels with Pool

Tonight
26 Dec - 27 Dec
Tomorrow
27 Dec - 28 Dec
This weekend
26 Dec - 28 Dec
Next weekend
2 Jan - 4 Jan

Our top choices for Gulfport hotels with a pool

2 outdoor pools, pool cabanas (surcharge), pool umbrellas
Barefoot Beach Club

Barefoot Beach Club

Barefoot Beach Club
2.5 star property
Madeira Beach
9.4 out of 10, Exceptional, (1120)
"Wonderful staff, clean, beautiful pool, and perfect beach location. "
United States
Jessica
Barefoot Beach Club
Suite, 1 Bedroom, Pool View | View from room
Compass Hotel by Margaritaville Anna Maria Sound

Compass Hotel by Margaritaville Anna Maria Sound

Compass Hotel by Margaritaville Anna Maria Sound
4.0 star property
Bradenton
9.4 out of 10, Exceptional, (1888)
"Excellent breakfast menu,dedicated staff "
United States
Rose
The price is ฿6,312
฿8,011 total
includes taxes & fees
4 Jan - 5 Jan 2026
Compass Hotel by Margaritaville Anna Maria Sound
Outdoor pool
Hilton St. Petersburg Carillon Park

Hilton St. Petersburg Carillon Park

Hilton St. Petersburg Carillon Park
4.0 star property
St. Petersburg
9.2 out of 10, Wonderful, (1000)
"Excellent location with attentive staff. The views from the balcony rooms are well worth it, and the hotel offers excellent value overall."
United States
Elliot
The price is ฿4,202
฿4,748 total
includes taxes & fees
30 Dec - 31 Dec
Hilton St. Petersburg Carillon Park
Outdoor pool
Crystal Bay Historic Hotel

Crystal Bay Historic Hotel

Crystal Bay Historic Hotel
3.0 star property
La Vista
9.6 out of 10, Exceptional, (1418)
"Great breakfast and friendly staffs."
United States
Duencheng
The price is ฿3,645
฿4,119 total
includes taxes & fees
6 Jan - 7 Jan 2026
Crystal Bay Historic Hotel
Front of property
Avalon Hotel Downtown St. Petersburg

Avalon Hotel Downtown St. Petersburg

Avalon Hotel Downtown St. Petersburg
2.5 star property
Downtown St. Petersburg
9.2 out of 10, Wonderful, (1356)
"Courteous staff, nice rooms, HH amenities, competitive price!"
United States
Karl
Avalon Hotel Downtown St. Petersburg
Outdoor pool, open 8:00 AM to 10:00 PM, pool loungers
Tahitian Inn

Tahitian Inn

Tahitian Inn
3.0 star property
Swann Estates
7.6 out of 10, Good, (1744)
"Great food and location "
United States
Edward
The price is ฿2,981
฿3,383 total
includes taxes & fees
1 Jan - 2 Jan 2026
Tahitian Inn
Property amenity
Cambria Hotel St Petersburg-Madeira Beach Marina

Cambria Hotel St Petersburg-Madeira Beach Marina

Cambria Hotel St Petersburg-Madeira Beach Marina
3.0 star property
Madeira Beach
9.2 out of 10, Wonderful, (1001)
"Thank you for our stay!! "
United States
Aniello
The price is ฿4,398
฿4,970 total
includes taxes & fees
7 Jan - 8 Jan 2026
Cambria Hotel St Petersburg-Madeira Beach Marina
Outdoor pool
Hollander Boutique Hotel

Hollander Boutique Hotel

Hollander Boutique Hotel
3.0 star property
Downtown St. Petersburg
9.4 out of 10, Exceptional, (2193)
"stylish rooms, good location and great amenities."
Canada
Nicholas
Hollander Boutique Hotel
Terrace/patio
DoubleTree by Hilton Tampa Rocky Point Waterfront

DoubleTree by Hilton Tampa Rocky Point Waterfront

DoubleTree by Hilton Tampa Rocky Point Waterfront
4.0 star property
Rocky Point
8.2 out of 10, Very good, (1003)
"This place was great staff was very friendly and helpful "
United States
Michael
The price is ฿4,561
฿5,177 total
includes taxes & fees
4 Jan - 5 Jan 2026
DoubleTree by Hilton Tampa Rocky Point Waterfront
View from room
Treasure Island Hotel and Marina

Treasure Island Hotel and Marina

Treasure Island Hotel and Marina
3.0 star property
Treasure Island
8.2 out of 10, Very good, (1322)
"Thonk this is the 4th stay, always a great stay."
United States
Jill
Treasure Island Hotel and Marina
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties

Top Gulfport Hotel Reviews

Island Grand at TradeWinds

Island Grand at TradeWinds

10/10 Excellent
"Everything was fabulous, clean and the staff could not have been more helpful. My friend ending up being very sick and they moved me to another room at a discounted rate. "
Stacy 3-night trip
Posted 2 weeks ago
Island Grand at TradeWinds

Frequently asked questions

What are some hotels with pools in Gulfport?
Wyndham Grand Clearwater Beach: Hotel, 3-minute walk from St. Petersburg - Clearwater Beaches. Features 3 restaurants, an outdoor pool and a full-service spa. Hilton Clearwater Beach Resort & Spa: Resort, 2-minute walk from St. Petersburg - Clearwater Beaches. Offers a private beach, 2 outdoor swimming pools and 3 restaurants. RumFish Beach at TradeWinds: Resort, 5-minute walk from St. Petersburg - Clearwater Beaches. Provides 2 restaurants, 4 outdoor swimming pools and 2 bars. Hotel Alba, Tapestry Collection by Hilton: Hotel located near Tampa Bay. Features 2 bars, a pool and a snack bar/deli. The Westin Tampa Bay: Hotel located near Tampa Bay. Features daily, a pool and free self parking.
What is there to see and do in Gulfport?
Explore places such as Tampa Bay while you're in the area. Enjoy a stroll along the shore at Gulfport Beach. The beaches and restaurants are just some of the things to enjoy while you're in the area.
When is the best time to book a hotel with a pool in Gulfport?
You may want to consider a place to stay with an outdoor pool if you plan to visit St. Petersburg - Clearwater in the driest months of February, November or December, when the average rainfall is 49 mm. Accommodation with an indoor pool may be the way to go if you are visiting during the rainiest months of July, August and June when the average rainfall is 187 mm.