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

Gulfport Hotel Guide - Hotels with Pool in Gulfport, St. Petersburg - Clearwater

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Check availability on Gulfport Hotels with Pool

Tonight
26 Oct - 27 Oct
Tomorrow
27 Oct - 28 Oct
This weekend
30 Oct - 1 Nov
Next weekend
6 Nov - 8 Nov

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.
€127
includes taxes & fees
29 Oct - 30 Oct
Crystal Bay Historic Hotel
A pool area with lounge chairs and umbrellas, a beach with umbrellas and sun loungers, and a flag.
A hotel room with a bed, a sofa, a TV, a ceiling fan, and a balcony with a view of the beach.
A beach with white sand, clear blue sky, and colorful beach chairs.
A beach with colorful Adirondack chairs lined up and palm trees in the background.

2. 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.
€143
includes taxes & fees
2 Nov - 3 Nov
Plaza Beach Hotel Beachfront Resort
An outdoor lounge area with wicker furniture, a large chandelier, and a view of the cityscape.
A modern hotel with a neon sign reading "AVALON" and a well-lit entrance.
A couple lying on a bed with a tufted headboard, a bedside lamp, and a nightstand.
A modern living room with a fireplace, a large window, and a ceiling with circular light fixtures.

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.
€126
includes taxes & fees
29 Oct - 30 Oct
Avalon Hotel Downtown St. Petersburg
A hotel with a swimming pool, outdoor seating, and a two-story structure.
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.
A hotel room with two beds, a wooden headboard, a nightstand with lamps, and a sunset view painting on the wall.

4. 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.
€77
includes taxes & fees
8 Nov - 9 Nov
Days Inn by Wyndham St. Petersburg Central
A swimming pool with inflatable floats, lounge chairs, and umbrellas.
A bar with a neon sign, chandeliers, and shelves of liquor bottles.
A modern building with a glass dome structure, surrounded by palm trees and rocks.
A coastal town with colorful buildings, a pier, and boats docked at the waterfront.

5. 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.
€108
includes taxes & fees
2 Nov - 3 Nov
Mari Jean Hotel - All Adults Welcome
A marina with a swimming pool, docked boats, and a thatched-roof structure.
A room with a large window overlooking a body of water, a ceiling fan, a television mounted on the wall, a chair, a small table, and a door.
A waterfront hotel with a dock, a pool area, and a sign for 'Bay Palms Water Resort & Marina'.
A wooden deck with lounge chairs and a thatched umbrella, overlooking calm water with boats and houses in the background.

6. Bay Palms Waterfront Resort - Hotel and Marina

Bay Palms Waterfront Resort - Hotel and Marina
Belle Vista
€120
includes taxes & fees
29 Oct - 30 Oct
Bay Palms Waterfront Resort - Hotel and Marina
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 bar area with a view of the ocean, wooden ceiling, and bar stools.

7. SkyBeach Resort

SkyBeach Resort
Greater Pinellas Point
  • Splash around in 2 outdoor pools with comfy loungers at this beachfront paradise.
€151
includes taxes & fees
23 Nov - 24 Nov
SkyBeach Resort
A swimming pool with lounge chairs and palm trees.
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.
An aerial view of a hotel with multiple swimming pools, palm trees, and a parking lot.

8. The Beachcomber

The Beachcomber
St. Pete Beach
€172
includes taxes & fees
1 Nov - 2 Nov
The Beachcomber
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 resort with a sunset view, outdoor seating, and a mural of a sailboat on a building.
A beachside hotel with a view of the ocean, outdoor seating, and a mural on the building.

9. 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.
€209
includes taxes & fees
1 Nov - 2 Nov
RumFish Beach at TradeWinds
A couple toasting with champagne glasses on a balcony with a pool view.
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.
A bar area with wooden ceiling, bar stools, and a counter with a TV screen.

10. 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.
€126
includes taxes & fees
23 Nov - 24 Nov
Hollander Boutique Hotel
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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

10/10 Excellent
"Had a great weekend"
Zaimoon R 1-night trip
Posted 1 hour ago
The Westshore Grand, Tampa, A Tribute Portfolio Hotel
Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

10/10 Excellent
"The Wyndham Grand Clearwater is a beautiful, very clean hotel in a great location. Our room was spotless, and the daily housekeeping service was much appreciated. The lounge chairs and umbrellas included with the resort fee were a wonderful perk. We also upgraded to a cabana, and for the small additional cost, it was absolutely worth it. Most of the staff were exceptionally friendly, helpful, and attentive. The only downside was that the front desk staff occasionally seemed less welcoming or interested in assisting guests. Be aware that a 19% service charge is automatically added at the restaurants, pool bar, and breakfast buffet. We did not find the breakfast buffet worth the $35+ per person cost, especially with the added service charge. Fortunately, there are plenty of excellent breakfast spots within walking distance. A special thanks to our pool bar server for recommending The Bait House. The Drunken Shrimp was delicious, and the restaurant was one of the highlights of our trip. Located right on the marina, it offers great service, beautiful views, and a fun outdoor atmosphere. Also note that valet parking is the only parking option available. Overall, we had a very enjoyable stay and would recommend this hotel for its cleanliness, location, beach amenities, and comfortable accommodations."
Tamera 3-night trip
Posted 1 hour ago
Wyndham Grand Clearwater Beach
Gulfview Hotel on the Beach

Gulfview Hotel on the Beach

8/10 Good
"We were pleasantly surprised by the comfort of the room, the view of the water from our room and the cleanliness of the property. The staff were ALL very nice, helpful and welcoming. We only stayed one night but wished for more time! It is an older property, with one elevator and ice machine, but I would stay there again."
Sara 1-night trip
Posted 2 hours ago
Gulfview Hotel on the Beach
Grand Hyatt Tampa Bay

Grand Hyatt Tampa Bay

10/10 Excellent
"The staff is maybe the best part of my visit… and the breakfast!!! Everyone goes completely out of their way to make sure you feel comfortable, can’t speak enough about each and every one of them. I travel a lot in and around Tampa area and this place is top tier…"
Jim 2-night trip
Posted 5 hours ago
Grand Hyatt Tampa Bay
Quality Inn Tampa Airport - Cruise Port

Quality Inn Tampa Airport - Cruise Port

10/10 Excellent
"We didn't spend much time there as it was just on overnight but everthing was clean and looked like the motel was recently redone. the staff was very helpful and nice. i'd stay there again."
Walter 1-night trip
Posted 9 hours ago
Quality Inn Tampa Airport - Cruise Port
Hyatt Regency Clearwater Beach Resort and Suites

Hyatt Regency Clearwater Beach Resort and Suites

8/10 Good
"Pretty hotel with nice staff - in particular the parking valets. Pool was in the shade most of the day and the hot tub was closed due to private events being held near it. Room was spacious and comfortable. Didn’t love the beach set up. You have to rent chairs which was discounted which I appreciate but the beach was wall-to-wall cabanas making it difficult to navigate around and blocked the views of the water."
Wendy 1-night trip
Posted 10 hours ago
Hyatt Regency Clearwater Beach Resort and Suites
Hilton Clearwater Beach Resort & Spa

Hilton Clearwater Beach Resort & Spa

10/10 Excellent
"I love the beach access and we had a nice view to see the water from our room. I also like how the hotel room keys were made as wristbands instead of the typical card. The only thing I didn’t like is there wasn’t a microwave in the room."
Arielle 1-night trip
Posted 10 hours ago
Hilton Clearwater Beach Resort & Spa

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.