A boat on a sandy beach with visible wear and rust.

Gulfport Hotels with Swimming Pool

  • 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 Swimming Pools

Tonight
4 Oct - 5 Oct
Tomorrow
5 Oct - 6 Oct
Next weekend
9 Oct - 11 Oct
In two weeks
16 Oct - 18 Oct

Our top choices for Gulfport hotels with a pool

A rectangular swimming pool with clear blue water, surrounded by white lounge chairs and umbrellas, set against a backdrop of modern buildings.
A spacious lobby with a sofa, armchairs, a coffee table, and a reception desk.
A hotel lobby with a long corridor, large windows, a patterned carpet, and a seating area with upholstered chairs.
A multi-story hotel with a modern design, featuring large windows and a prominent "Hyatt Place" sign.

1. Hyatt Place St. Petersburg / Downtown

Hyatt Place St. Petersburg / Downtown
Downtown St. Petersburg
  • Poolside perfection meets city views; soak in the sunshine at this city centre oasis.
RM690
RM780 total
includes taxes & fees
11 Oct - 12 Oct
Hyatt Place St. Petersburg / Downtown
A swimming pool with lounge chairs and a building with a balcony in the background.
A spacious lobby with a large white sofa, several armchairs, a coffee table, and a patterned rug. There are multiple doors leading outside, and a potted plant is visible.
A white chair in a covered outdoor area with arched windows overlooking a garden with various plants and trees.
A large, multi-story building with a flat roof, surrounded by lush greenery and palm trees.

2. Crystal Bay Historic Hotel

Crystal Bay Historic Hotel
La Vista
  • Float in a pristine pool at this historic hotel, where poolside charm meets butterfly gardens.
RM425
RM480 total
includes taxes & fees
11 Oct - 12 Oct
Crystal Bay Historic Hotel
A hotel with a pool area surrounded by palm trees, a covered deck, and multiple lounge chairs.
A hotel lobby with a chandelier, potted plants, and a tiled floor.
A large resort with multiple buildings, a pool area, and a beach with sun loungers.
A terrace with wicker furniture, a fire pit, and a view of the ocean.

3. The Don CeSar

The Don CeSar
St. Pete Beach
  • Sip cocktails poolside at this historic beachfront hotel with two sparkling outdoor pools.
RM1,099
RM1,427 total
includes taxes & fees
19 Oct - 20 Oct
The Don CeSar
A swimming pool with lounge chairs and umbrellas, surrounded by a white fence and palm trees.
A marina with docked boats, a bridge in the background, and a building with a red roof.
A modern hotel lobby with a fireplace, seating areas, and a flat-screen TV mounted on the wall.
An outdoor patio with wicker furniture, white columns, and a view of the sea.

4. Residence Inn by Marriott St. Petersburg Tierra Verde

Residence Inn by Marriott St. Petersburg Tierra Verde
Tierra Verde
  • A splashy escape awaits with serene pool views overlooking marina waters and the park beyond.
RM621
RM702 total
includes taxes & fees
11 Oct - 12 Oct
Residence Inn by Marriott St. Petersburg Tierra Verde
A swimming pool with lounge chairs and umbrellas, surrounded by a high-rise building with balconies.
A modern dining area with tables and chairs, a large potted plant, and artwork on the walls.
An outdoor patio area with seating arrangements, including a sofa and chairs, and a large potted plant.
A hotel entrance with a covered entrance, palm trees, and a clear sky.

5. Hampton Inn & Suites St. Petersburg/Downtown

Hampton Inn & Suites St. Petersburg/Downtown
Downtown St. Petersburg
  • Plunge into relaxation at this city centre gem, where the outdoor pool offers a refreshing retreat after sightseeing.
RM667
RM753 total
includes taxes & fees
18 Oct - 19 Oct
Hampton Inn & Suites St. Petersburg/Downtown
A resort with a pool, beach chairs, umbrellas, and a clear view of the ocean.
A beachfront hotel with a large mural of a sailboat, outdoor seating, and a view of the sea.
A beachside hotel with a view of the ocean, outdoor seating, and a mural on the building.
A beachside resort with a sunset view, outdoor seating, and a mural of a sailboat on a building.

6. RumFish Beach at TradeWinds

RumFish Beach at TradeWinds
St. Pete Beach
  • Splashing in paradise with four dreamy pools, poolside dining, and a beachfront oasis to elevate your sun-soaked escape.
RM656
RM995 total
includes taxes & fees
19 Oct - 20 Oct
RumFish Beach at TradeWinds
A couple toasting with champagne glasses on a balcony with a pool view.
A bar area with wooden ceiling, bar stools, and a counter with a TV screen.
A restaurant with wooden ceiling and walls, hanging pendant lights, and a long wooden bar.
A couple sitting on a bed with a bottle of champagne and a bouquet of red roses.

7. Hollander Boutique Hotel

Hollander Boutique Hotel
Downtown St. Petersburg
  • Float in luxury at this art deco hotel with a refreshing outdoor pool and poolside bar service.
RM548
RM619 total
includes taxes & fees
6 Oct - 7 Oct
Hollander Boutique Hotel
A swimming pool with lounge chairs and palm trees.
A pathway lined with palm trees and red flowers, leading to a building with a white exterior and balconies.
A balcony with a view of a landscaped garden, palm trees, and a fountain.
A beachside resort with outdoor seating areas, umbrellas, and a stage for live entertainment.

8. The Beachcomber

The Beachcomber
St. Pete Beach
RM515
RM757 total
includes taxes & fees
12 Oct - 13 Oct
The Beachcomber
A pool area with lounge chairs, a building with a sign, and palm trees.
A beachside resort with a pool area, lounge chairs, and a building with a blue roof.
A beachside hotel with a pool area, palm trees, and a thatched umbrella.
A modern living room with a sofa, armchairs, a coffee table, and a TV.

9. SkyBeach Resort

SkyBeach Resort
Greater Pinellas Point
  • Splash around in 2 outdoor pools with comfy loungers at this beachfront paradise.
RM463
RM730 total
includes taxes & fees
5 Oct - 6 Oct
SkyBeach Resort
A resort with a pool, beach, and palm trees.
A spacious lobby with high ceilings, palm trees, and a blue patterned carpet.
A spacious lobby with a high ceiling, palm trees, and a central seating area with sofas and chairs.
A bar area with a central statue, palm trees, and wooden chairs.

10. Island Grand at TradeWinds

Island Grand at TradeWinds
St. Pete Beach
  • Splash into a sun-soaked aquatic paradise with five sparkling pools and beachfront views.
RM726
RM1,074 total
includes taxes & fees
12 Oct - 13 Oct
Island Grand at TradeWinds
View all properties

Choose what matters most at hotels with a pool in Gulfport

Breakfast included
4 stars
Hot tub
5 stars
Spa

Top Gulfport Hotel Reviews

Hyatt Regency Clearwater Beach Resort and Suites

Hyatt Regency Clearwater Beach Resort and Suites

10/10 Excellent
"Just all around fantastic."
Richard 6-night trip
Posted 6 hours ago
Hyatt Regency Clearwater Beach Resort and Suites
Hilton Tampa Airport Westshore

Hilton Tampa Airport Westshore

10/10 Excellent
"Ok"
Javier 2-night trip
Posted 8 hours ago
Hilton Tampa Airport Westshore
Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

10/10 Excellent
"Beautiful room, very clean, staff was courteous"
Jessica 3-night trip
Posted 9 hours ago
Wyndham Grand Clearwater Beach
Hilton Clearwater Beach Resort & Spa

Hilton Clearwater Beach Resort & Spa

10/10 Excellent
"The building is very well kept but is pretty dated now and many of the rooms overlook the air conditioning units, which are quite loud. Regardless, the staff is excellent and there is no better location in Clearwater."
Dennis 6-night trip
Posted 12 hours ago
Hilton Clearwater Beach Resort & Spa
Hilton St. Petersburg Bayfront

Hilton St. Petersburg Bayfront

10/10 Excellent
"I highly recommend this hotel. I loved it"
Lenny 3-night trip
Posted 17 hours ago
Hilton St. Petersburg Bayfront
Island Grand at TradeWinds

Island Grand at TradeWinds

8/10 Good
"Room slightly outdated and a little shabby. Having towels, chaise and umbrella free of charge was wonderful. Staff was always friendly!!! Very helpful and always treated us with such great customer service Consider having some complimentary coffee in lobby. Prices pretty steep on a lot of things but I guess that’s expected at a resort."
Terri 7-night trip
Posted 3 days ago
Island Grand at TradeWinds

Frequently asked questions

What are some hotels with pools in Gulfport?
Wyndham Grand Clearwater Beach: Hotel, 2-minute walk from Pier 60 Park. Features 3 restaurants, an outdoor pool and a full-service spa. Hyatt Regency Clearwater Beach Resort and Suites: Resort, 3-minute walk from St. Petersburg - Clearwater Beaches. Offers a children's pool, an outdoor pool and 2 restaurants. Compass Hotel by Margaritaville Anna Maria Sound: Provides a snack bar/deli, an outdoor pool and buffet. Hilton Tampa Airport Westshore: Hotel located near Raymond James Stadium. Features a 24-hour fitness centre, an outdoor pool and Smart televisions. Hilton Clearwater Beach Resort & Spa: Resort, 1-minute walk from Pier 60 Park. Offers a private beach, 2 outdoor swimming pools and 3 restaurants.
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.

Explore a world of travel with Expedia