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
27 Dec - 28 Dec
Tomorrow
28 Dec - 29 Dec
Next weekend
2 Jan - 4 Jan
In two weeks
9 Jan - 11 Jan

Our top choices for Gulfport hotels with a pool

Exterior
RumFish Beach at TradeWinds

RumFish Beach at TradeWinds

RumFish Beach at TradeWinds
4.0 star property
St. Pete Beach
8.2 out of 10, Very good, (1558)
"Great stay ! We extended our stay ! "
United States
Nicky
The price is ฿2,765
฿5,054 total
includes taxes & fees
4 Jan - 5 Jan 2026
RumFish Beach at TradeWinds
Exterior
Hilton Clearwater Beach Resort & Spa

Hilton Clearwater Beach Resort & Spa

Hilton Clearwater Beach Resort & Spa
4.0 star property
Clearwater Beach
8.0 out of 10, Very good, (2372)
"Great hotel, awesome views, friendly staff"
United States
Kathryn
The price is ฿4,810
฿6,663 total
includes taxes & fees
11 Jan - 12 Jan 2026
Hilton Clearwater Beach Resort & Spa
Outdoor pool, pool umbrellas, pool loungers
Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach
4.0 star property
Clearwater Beach
9.4 out of 10, Exceptional, (2941)
"Everything about this stay was AMAZING!!!"
United States
Nikki
The price is ฿6,379
฿8,436 total
includes taxes & fees
1 Jan - 2 Jan 2026
Wyndham Grand Clearwater Beach
Private beach, white sand, beach cabanas, sun-loungers
Dolphin Sands Clearwater Beach, an Ascend Collection Hotel

Dolphin Sands Clearwater Beach, an Ascend Collection Hotel

Dolphin Sands Clearwater Beach, an Ascend Collection Hotel
3.0 star property
Clearwater Beach
8.6 out of 10, Excellent, (1113)
"Great hotel for the price! Very affordable, excellent location, and the staff was friendly and helpful throughout our stay."
United States
Shari
The price is ฿4,441
฿5,349 total
includes taxes & fees
4 Jan - 5 Jan 2026
Dolphin Sands Clearwater Beach, an Ascend Collection Hotel
Exterior
Hilton Garden Inn St. Pete Beach

Hilton Garden Inn St. Pete Beach

Hilton Garden Inn St. Pete Beach
3.0 star property
St. Pete Beach
9.2 out of 10, Wonderful, (928)
"Awesome spot, clean rooms and so close to the best there is there !"
United States
Helder A
The price is ฿5,558
฿6,281 total
includes taxes & fees
15 Jan - 16 Jan 2026
Hilton Garden Inn St. Pete Beach
Lobby
Courtyard by Marriott Clearwater Beach

Courtyard by Marriott Clearwater Beach

Courtyard by Marriott Clearwater Beach
3.0 star property
Clearwater Beach
8.8 out of 10, Excellent, (1002)
"Great location for the price."
United States
Chayamon
The price is ฿4,562
฿5,155 total
includes taxes & fees
11 Jan - 12 Jan 2026
Courtyard by Marriott Clearwater Beach
Outdoor pool, open 10:00 AM to 10:00 PM, pool loungers
Hyatt Place Tampa Airport/Westshore

Hyatt Place Tampa Airport/Westshore

Hyatt Place Tampa Airport/Westshore
3.0 star property
Westshore
8.8 out of 10, Excellent, (1111)
"Fresh breakfast and clean hotel."
United States
Giselle
The price is ฿4,159
฿4,720 total
includes taxes & fees
28 Dec - 29 Dec
Hyatt Place Tampa Airport/Westshore
Exterior
Fairfield Inn & Suites by Marriott Clearwater Beach

Fairfield Inn & Suites by Marriott Clearwater Beach

Fairfield Inn & Suites by Marriott Clearwater Beach
2.5 star property
Clearwater Beach
9.0 out of 10, Wonderful, (1004)
"Everything was great!"
United States
Naqiya Zainab
The price is ฿4,469
฿5,050 total
includes taxes & fees
4 Jan - 5 Jan 2026
Fairfield Inn & Suites by Marriott Clearwater Beach
2 outdoor pools, a heated pool, pool loungers
Edge Hotel Clearwater Beach

Edge Hotel Clearwater Beach

Edge Hotel Clearwater Beach
3.5 star property
Clearwater Beach
8.8 out of 10, Excellent, (1231)
"Was a great stay."
United States
Margaret
Edge Hotel Clearwater Beach
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, (1891)
"Excellent breakfast menu,dedicated staff "
United States
Rose
The price is ฿6,305
฿8,001 total
includes taxes & fees
5 Jan - 6 Jan 2026
Compass Hotel by Margaritaville Anna Maria Sound
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.