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

Hotels with Swimming Pools in Gulfport

  • 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
27 Aug - 28 Aug
Tomorrow
28 Aug - 29 Aug
This weekend
28 Aug - 30 Aug
Next weekend
4 Sept - 6 Sept

Our top choices for Gulfport hotels with a pool

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 cozy living room with a fireplace, comfortable seating, and decorative plants.
A restaurant with wooden ceiling and walls, hanging pendant lights, and a long wooden bar.

1. 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.
S$139
includes taxes & fees
31 Aug - 1 Sept
Hollander Boutique Hotel
A swimming pool with lounge chairs and a building with a balcony in the background.
A spacious living room with a fireplace, a large window, and a cozy seating area.
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.
S$173
includes taxes & fees
8 Sept - 9 Sept
Crystal Bay Historic Hotel
An outdoor lounge area with wicker furniture, a large chandelier, and a view of the cityscape.
A modern living room with a fireplace, a large window, and a ceiling with circular light fixtures.
A couple lying on a bed with a tufted headboard, a bedside lamp, and a nightstand.
A modern hotel with a neon sign reading "AVALON" and a well-lit entrance.

3. Avalon Hotel Downtown St. Petersburg

Avalon Hotel Downtown St. Petersburg
Downtown St. Petersburg
  • Splash into city centre bliss at this St. Petersburg gem with a picture-perfect pool retreat.
S$128
includes taxes & fees
31 Aug - 1 Sept
Avalon Hotel Downtown St. Petersburg
A poolside area with white canopies, lounge chairs, and a clear blue pool.
A living room with a sofa, a coffee table, and a TV mounted on the wall.
A beach with white sand, blue umbrellas, and lounge chairs.
A wooden deck with lounge chairs overlooking a beach and ocean.

4. Barefoot Beach Club

Barefoot Beach Club
Madeira Beach
  • Soak up the sun at this beachfront oasis with 2 sparkling pools and private cabanas.
S$179
includes taxes & fees
30 Aug - 31 Aug
Barefoot Beach Club
A swimming pool with lounge chairs and palm trees.
A beachside resort with outdoor seating areas, umbrellas, and a stage for live entertainment.
An aerial view of a hotel with multiple swimming pools, palm trees, and a parking lot.
A pathway lined with palm trees and red flowers, leading to a building with a white exterior and balconies.

5. The Beachcomber

The Beachcomber
St. Pete Beach
S$212
includes taxes & fees
10 Sept - 11 Sept
The Beachcomber
A balcony with a pool, outdoor seating, and a view of the beach.
A beach with colorful Adirondack chairs lined up and palm trees in the background.
A hotel room with a bed, a desk with a chair, a kitchenette with a microwave, and a ceiling fan.
A beach with white sand, clear blue sky, and colorful beach chairs.

6. Plaza Beach Hotel Beachfront Resort

Plaza Beach Hotel Beachfront Resort
St. Pete Beach
  • Sun-soaked serenity awaits with a private beach and outdoor pool where white sand meets water.
S$195
includes taxes & fees
30 Aug - 31 Aug
Plaza Beach Hotel Beachfront Resort
An aerial view of a rooftop pool area with multiple lounge chairs and umbrellas, surrounded by buildings.
A crowded indoor event with people standing and conversing.
A coastal town with colorful buildings, a pier, and boats docked at the waterfront.
An aerial view of a coastal area with a beach, water bodies, and a distant bridge.

7. Mari Jean Hotel - All Adults Welcome

Mari Jean Hotel - All Adults Welcome
Historic Kenwood
  • Splash into luxury at an all-adult oasis with poolside dining, cabanas, and beach shuttle service.
S$128
includes taxes & fees
9 Sept - 10 Sept
Mari Jean Hotel - All Adults Welcome
A rectangular swimming pool with clear blue water, surrounded by white lounge chairs and umbrellas, set against a backdrop of modern buildings.
A modern bar with a long counter, bar stools, and a variety of liquor bottles.
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.

8. 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.
S$185
includes taxes & fees
6 Sept - 7 Sept
Hyatt Place St. Petersburg / Downtown
A pool area with lounge chairs and a view of a hotel building.
A balcony with two wicker chairs, a small table with a vase of flowers, and an American flag.
A beach with umbrellas, palm trees, and a clear sky.
A waterfront property with a boat dock, palm trees, and a building with a balcony.

9. Treasure Island Hotel and Marina

Treasure Island Hotel and Marina
Treasure Island
  • Float in a refreshing outdoor pool, sip drinks from the poolside bar, and unwind in a hot tub.
S$155
includes taxes & fees
3 Sept - 4 Sept
Treasure Island Hotel and Marina
A pool area with lounge chairs, a building with a sign, and palm trees.
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.
A bar area with a view of the ocean, wooden ceiling, and bar stools.

10. SkyBeach Resort

SkyBeach Resort
Greater Pinellas Point
  • Splash around in 2 outdoor pools with comfy loungers at this beachfront paradise.
S$225
includes taxes & fees
31 Aug - 1 Sept
SkyBeach Resort
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

Hilton Clearwater Beach Resort & Spa

Hilton Clearwater Beach Resort & Spa

8/10 Good
"Very little beach view even though we paid for one."
Alexandra Catherine 4-night trip
Posted 11 hours ago
Hilton Clearwater Beach Resort & Spa
Hyatt Regency Clearwater Beach Resort and Suites

Hyatt Regency Clearwater Beach Resort and Suites

8/10 Good
"Clean and the staff was professional"
Angelo 5-night trip
Posted 14 hours ago
Hyatt Regency Clearwater Beach Resort and Suites
The Westin Tampa Bay

The Westin Tampa Bay

10/10 Excellent
"I’ve stayed at a different Westin before so I know the hotel would be amazing. The staff at check in was so helpful, and everyone from the cleaning staff, wait staff, and in between were fantastic. I actually cried when I got in my car to leave because I had the best time."
Laurie 3-night trip
Posted 15 hours ago
The Westin Tampa Bay
Four Points by Sheraton Suites Tampa Airport Westshore

Four Points by Sheraton Suites Tampa Airport Westshore

10/10 Excellent
"Todo fue muy bueno. La experiencia fue genial."
Carmen H 1-night trip
Posted 20 hours ago
Four Points by Sheraton Suites Tampa Airport Westshore
Clearwater Beach Marriott Resort on Sand Key

Clearwater Beach Marriott Resort on Sand Key

10/10 Excellent
"Wonderful experience can’t wait to come back"
Patrick 2-night trip
Posted 2 days ago
Clearwater Beach Marriott Resort on Sand Key
Grand Hyatt Tampa Bay

Grand Hyatt Tampa Bay

8/10 Good
"Overall good stay - very professional staff, and very clean well maintained property. Excellent airport hotel, but would not consider a "Destination". Housekeeping could use improvement."
Daniel 3-night trip
Posted 3 days ago
Grand Hyatt Tampa Bay
Opal Sands Resort

Opal Sands Resort

10/10 Excellent
"Great Resort! Highly recommended! Staff was super friendly!"
Michael 2-night trip
Posted 3 days ago
Opal Sands Resort

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. The Westin Tampa Bay: Hotel, 8-minute walk from Tampa Bay. Offers a private beach, an outdoor pool and complimentary bicycles. Hilton Clearwater Beach Resort & Spa: Resort, 1-minute walk from Pier 60 Park. Provides a private beach, 2 outdoor swimming pools and 3 restaurants. Hyatt Regency Clearwater Beach Resort and Suites: Resort, 3-minute walk from St. Petersburg - Clearwater Beaches. Features a children's pool, an outdoor pool and 2 restaurants. Compass Hotel by Margaritaville Anna Maria Sound: Hotel located near Bradenton Beach. Offers a snack bar/deli, an outdoor pool and buffet.
What is there to see and do in Gulfport?
Explore places such as John's Pass Village & Boardwalk and 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