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

Find Hotels with a Pool in Gulfport, FL

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Check availability on Gulfport Hotels with a Pool

Tonight
Oct 24 - Oct 25
Tomorrow
Oct 25 - Oct 26
Next weekend
Oct 30 - Nov 1
In two weeks
Nov 6 - Nov 8

Our top choices for Gulfport hotels with a pool

A swimming pool with lounge chairs and a building with a balcony in the background.
A large, multi-story building with a flat roof, surrounded by lush greenery and palm trees.
A white chair in a covered outdoor area with arched windows overlooking a garden with various plants and trees.
A spacious living room with a fireplace, a large window, and a cozy seating area.

1. 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.
NT$4,087
NT$4,618 total
includes taxes & fees
Oct 29 - Oct 30
Crystal Bay Historic Hotel
A swimming pool with lounge chairs and umbrellas, surrounded by modern buildings.
A multi-story hotel with a modern design, featuring a prominent 'HYATT PLACE' sign, large windows, and a corner location at a street intersection.
A bar area with a long counter, bar stools, and a variety of bottles and glasses.
A gym with various exercise equipment, large windows, and a view of buildings.

2. Hyatt Place St. Petersburg / Downtown

Hyatt Place St. Petersburg / Downtown
Downtown St. Petersburg
  • Poolside perfection meets city views; soak in the sunshine at this downtown oasis.
NT$4,955
NT$5,600 total
includes taxes & fees
Nov 24 - Nov 25
Hyatt Place St. Petersburg / Downtown
A hotel with a pool area surrounded by palm trees, a covered deck, and multiple lounge chairs.
A woman in a black dress standing on a beach with a large hotel in the background.
A large resort with multiple buildings, a pool area, and a beach with sun loungers.
A hotel lobby with a chandelier, potted plants, and a tiled floor.

3. The Don CeSar

The Don CeSar
St. Pete Beach
  • Sip cocktails poolside at this historic beachfront hotel with two sparkling outdoor pools.
NT$10,533
NT$13,376 total
includes taxes & fees
Nov 1 - Nov 2
The Don CeSar
A pool area with lounge chairs, a building with a sign, and palm trees.
A bar area with a view of the ocean, wooden ceiling, and bar stools.
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.

4. SkyBeach Resort

SkyBeach Resort
Greater Pinellas Point
  • Splash around in 2 outdoor pools with comfy loungers at this beachfront paradise.
NT$4,177
NT$6,378 total
includes taxes & fees
Nov 22 - Nov 23
SkyBeach Resort
A resort with a pool, beach chairs, umbrellas, and a clear view of the ocean.
A beachside hotel with a view of the ocean, outdoor seating, and a mural on the building.
A beachfront hotel with a large mural of a sailboat, outdoor seating, and a view of the sea.
A restaurant with tables set for dining, an aquarium wall with various fish, and wooden chairs.

5. 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.
NT$4,951
NT$7,617 total
includes taxes & fees
Nov 2 - Nov 3
RumFish Beach at TradeWinds
A hotel with a swimming pool, outdoor seating, and a two-story structure.
A hotel room with two beds, a wooden headboard, a nightstand with lamps, and a sunset view painting on the wall.
A Days Inn with a covered outdoor area, a parking lot, and a building with a red roof.
A modern kitchen with a dining area, large windows, and a view of the outdoors.

6. Days Inn by Wyndham St. Petersburg Central

Days Inn by Wyndham St. Petersburg Central
United Central
  • Bask in a sun-soaked escape with this hotel's outdoor pool, just steps from Tampa Bay.
NT$2,490
NT$2,814 total
includes taxes & fees
Nov 8 - Nov 9
Days Inn by Wyndham St. Petersburg Central
A couple toasting with champagne glasses on a balcony with a pool view.
A cozy living room with a fireplace, comfortable seating, and decorative plants.
A couple sitting on a bed with a bottle of champagne and a bouquet of red roses.
A restaurant with wooden ceiling and walls, hanging pendant lights, and a long wooden bar.

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.
NT$4,365
NT$4,932 total
includes taxes & fees
Oct 29 - Oct 30
Hollander Boutique Hotel
A swimming pool with a metal ladder, surrounded by lounge chairs and umbrellas, adjacent to a building with large windows and a white exterior.
A hotel entrance with a blue-lit facade, a covered walkway, and a palm tree.
A reception area with two reception desks, a wall-mounted sign, and a storage cabinet.
A hotel room with a bed, a desk with a chair, a TV, and a sofa.

8. Holiday Inn Express St. Petersburg North (I-275) by IHG

Holiday Inn Express St. Petersburg North (I-275) by IHG
Lealman
  • Splash into refreshing aquatic bliss at this sun-soaked Tampa Bay hotel with a sparkling outdoor pool.
NT$3,847
NT$4,347 total
includes taxes & fees
Oct 30 - Oct 31
Holiday Inn Express St. Petersburg North (I-275) by IHG
A resort with a pool, beach, and palm trees.
A bar area with a central statue, palm trees, and wooden chairs.
A spacious lobby with a high ceiling, palm trees, and a central seating area with sofas and chairs.
A spacious lobby with high ceilings, palm trees, and a blue patterned carpet.

9. 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.
NT$5,537
NT$8,279 total
includes taxes & fees
Nov 2 - Nov 3
Island Grand at TradeWinds
A swimming pool with lounge chairs and palm trees.
An aerial view of a hotel with multiple swimming pools, palm trees, and a parking lot.
A beachside resort with outdoor seating areas, umbrellas, and a stage for live entertainment.
A balcony with a view of a landscaped garden, palm trees, and a fountain.

10. The Beachcomber

The Beachcomber
St. Pete Beach
NT$4,305
NT$6,265 total
includes taxes & fees
Nov 1 - Nov 2
The Beachcomber
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

The Westshore Grand, Tampa, A Tribute Portfolio Hotel

The Westshore Grand, Tampa, A Tribute Portfolio Hotel

8/10 Good
"We stood for one night and it was pretty decent. The only complaint I had is that the toilet would not flush unless I adjusted the chain for the flusher. Other then that no issues."
maryann 1-night trip
Posted less than an hour ago
The Westshore Grand, Tampa, A Tribute Portfolio Hotel
Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

10/10 Excellent
"Excellent hotel , location was so close to the beach , amenities/ staff were amazing"
Noel 5-night trip
Posted less than an hour ago
Wyndham Grand Clearwater Beach
Hilton Clearwater Beach Resort & Spa

Hilton Clearwater Beach Resort & Spa

10/10 Excellent
"A great roomfor my handicap mother the raised toilet and grab bars in the accessible room was very good. The location is excellent and staff was helpful."
edward keith 2-night trip
Posted 1 hour ago
Hilton Clearwater Beach Resort & Spa
Fairfield Inn & Suites by Marriott Clearwater Beach

Fairfield Inn & Suites by Marriott Clearwater Beach

10/10 Excellent
"Very awesome to have a golf cart shuttle for drop off around Frenchys’s, Clear Sky restaurants but definitely close enough to walk to as well as excellent beach access."
Darcy 2-night trip
Posted 1 hour ago
Fairfield Inn & Suites by Marriott Clearwater Beach
Shephard's Beach Resort

Shephard's Beach Resort

10/10 Excellent
"Me encantó este lugar, volveríamos sin dudarlo"
Nataly 3-night trip
Posted 6 hours ago
Shephard's Beach Resort
Gulfview Hotel on the Beach

Gulfview Hotel on the Beach

10/10 Excellent
"We had a great time! Room was fine...staff was very friendly and helpful. It's right on the beach...and we sat on the balcony and listened to the music next door until midnight!!"
Donna 1-night trip
Posted 21 hours ago
Gulfview Hotel on the Beach

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 center, an outdoor pool, and Smart TVs. Hilton Clearwater Beach Resort & Spa: Resort, 1-minute walk from Pier 60 Park. Offers a private beach, 2 outdoor pools, and 3 restaurants.
What is there to see and do in Gulfport?
Explore places like 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 that has an outdoor pool if you'll be visiting St. Petersburg - Clearwater in the driest months of February, November, or December when the average rainfall is 2 inches. Lodging 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 is 7 inches.

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