TOP Hotels with Swimming Pool in Gulfport, FL for 2026

Q: 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, 3-minute walk from St. Petersburg - Clearwater Beaches. Offers a private beach, 2 outdoor swimming pools and 3 restaurants. The Westin Tampa Bay : Hotel located near Bradenton Beach. Features a snack bar/deli, an outdoor pool and buffet. Compass Hotel by Margaritaville Anna Maria Sound : Resort, 1-minute walk from St. Petersburg - Clearwater Beaches. Offers a full-service spa, an outdoor pool and 2 bars. Opal Sands Resort : Hotel located near Tampa Bay. Features 2 restaurants, 2 outdoor swimming pools and complimentary wireless Internet access.

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Our top choices for Gulfport hotels with a pool

SkyBeach Resort

Greater Pinellas Point

Splash around in 2 outdoor pools with comfy loungers at this beachfront paradise.

₹17,437 total

includes taxes & fees

11 Jun - 12 Jun

Hollander Boutique Hotel

Downtown St. Petersburg

Float in luxury at this art deco hotel with a refreshing outdoor pool and poolside bar service.

₹10,673 total

includes taxes & fees

14 Jun - 15 Jun

Pier House 60 Clearwater Beach Marina Hotel

Clearwater Beach

Bask in waterfront views from this sparkling outdoor pool with access to beachside adventures.

₹24,459 total

includes taxes & fees

22 Jun - 23 Jun

Suite, 1 Bedroom, Pool View | View from room

Compass Hotel by Margaritaville Anna Maria Sound

Bradenton

Dip into a serene poolside oasis at Anna Maria Sound, with stunning sunset views and waterfront dining.

₹18,652 total

includes taxes & fees

16 Jun - 17 Jun

The Beachcomber

St. Pete Beach

₹15,032 total

includes taxes & fees

30 Jun - 1 Jul

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.

₹26,292 total

includes taxes & fees

28 Jun - 29 Jun

Island Grand at TradeWinds

St. Pete Beach

Splash into a sun-soaked aquatic paradise with five sparkling pools and beachfront views.

₹28,239 total

includes taxes & fees

14 Jun - 15 Jun

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.

₹11,969 total

includes taxes & fees

21 Jun - 22 Jun

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Choose what matters most at hotels with a pool in Gulfport

Breakfast included

4 stars

Top Gulfport Hotel Reviews

Bilmar Beach Resort

10/10 Excellent

"All Good. Excellent location and staff was terrific."

RumFish Beach at TradeWinds

10/10 Excellent

"Our only issue was that our room wasn’t cleaned until the second to the last day we were do to leave. I had spoken to a housekeeper during the middle of the week, who was at the room next door. I asked if she was stopping at our room next. She appeared to have said yes but no one showed. Later that day I saw housekeeping and just asked for clean linens and she obliged. Other than that, staff was awesome and we definitely will visit again."

Island Grand at TradeWinds

10/10 Excellent

"We loved this resort for our family vacation with our 5 year old son. The beach is huge & stunning & easy to walk in! He had a blast for hours on the slide. We also liked that we could have an umbrella and 2 beach chairs at no additional cost. We also ate way too many smores at nightly s’mores party! Our som was too young for the aqua park (min age is 6) so that was disappointing for him. I did yoga on the beach at 730 am- it was more of a stretch session aka Hatha yoga. But it was peaceful & beautiful. We also did the paddle boat- which was fun for our 5 year old. The pools are all full of people & sunscreen so we stuck to swimming in the Gulf - which was perfect for us- salt, sand & sunshine- just as God intended. We also REALLY enjoyed the RumFish restaurant with the huge aquarium & ate there 2 nights in a row. We enjoyed the steak - the grouper was less enjoyable after looking at the grouper in the tank haha! Only thing I didn’t love was the walk from Island Grand to RumFish beach to eat dinner & do yoga… it was a bit long. But not horrible & they have a nice mat lining the beach to make it easier."

Hilton Clearwater Beach Resort & Spa

8/10 Good

"The beds were very comfortable. We requested an ocean side room, but the room did not face the ocean. We could walk out on our deck and look around the building to see the ocean. The worst part of our stay was the loudness of the air-conditioning units. We couldn’t hear the ocean at all, which was disappointing. Paying $35 a day for amenities that were not things we would use was frustrating."

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, 3-minute walk from St. Petersburg - Clearwater Beaches. Offers a private beach, 2 outdoor swimming pools and 3 restaurants. The Westin Tampa Bay: Hotel located near Bradenton Beach. Features a snack bar/deli, an outdoor pool and buffet. Compass Hotel by Margaritaville Anna Maria Sound: Resort, 1-minute walk from St. Petersburg - Clearwater Beaches. Offers a full-service spa, an outdoor pool and 2 bars. Opal Sands Resort: Hotel located near Tampa Bay. Features 2 restaurants, 2 outdoor swimming pools and complimentary wireless Internet access.

What is there to see and do in Gulfport?

Explore places such as John's Pass Village & Boardwalk, St. Petersburg - Clearwater Beaches 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.

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