TOP Hotels with 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.

EK90M8 Gulfport, Florida, USA. Image shot 2015. Exact date unknown.

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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.

฿5,961 total

includes taxes & fees

7 Jun - 8 Jun

Hollander Boutique Hotel

Downtown St. Petersburg

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

฿4,287 total

includes taxes & fees

15 Jun - 16 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.

฿7,168 total

includes taxes & fees

15 Jun - 16 Jun

Avalon Hotel Downtown St. Petersburg

Downtown St. Petersburg

Splash into city centre bliss at this St. Petersburg gem with a picture-perfect pool retreat.

฿3,960 total

includes taxes & fees

9 Jun - 10 Jun

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.

฿7,658 total

includes taxes & fees

9 Jun - 10 Jun

The Beachcomber

St. Pete Beach

฿5,089 total

includes taxes & fees

30 Jun - 1 Jul

Crystal Bay Historic Hotel

La Vista

Float in a pristine pool at this historic hotel, where poolside charm meets butterfly gardens.

฿3,820 total

includes taxes & fees

8 Jun - 9 Jun

Hampton Inn & Suites Tampa Airport Avion Park Westshore

Westshore

Sunny poolside paradise with a fitness centre to balance your holiday relaxation and energy levels.

฿4,261 total

includes taxes & fees

5 Jul - 6 Jul

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Choose what matters most at hotels with a pool in Gulfport

Breakfast included

4 stars

Top Gulfport Hotel Reviews

Hilton Clearwater Beach Resort & Spa

10/10 Excellent

"It was a beautiful location"

Opal Sands Resort

10/10 Excellent

"We enjoyed the pool. There were plenty of chairs around the pool. The pool had a walk inside for my six-year-old. The pool was large. The staff around the pool was very helpful and gave us ice cream. The kids enjoyed that. There was also a connect for and cornhole next to the pool on a field. The drinks were good. The hotel was walkable to the beach. We did not have to cross any streets. We were able to take towels from the hotel to the beach. There were third-party vendors on the beach to rent, umbrellas, chairs, or a cabana. The restaurants were good. We enjoyed the food and drink at the restaurants. There is a bridge that connects the sister property across the street. The hotel is walkable to Pier 60, but there are other hotels that are a little closer to Pier 60 like the Wyndham. There were also other restaurants that we could walk to."

The Don CeSar

10/10 Excellent

"Highly recommend! The Don CeSar is truly one of Florida's most iconic beachfront destinations. The location on St. Pete Beach is exceptional, with beautiful white sand and some of the most amazing sunsets you'll ever see. The staff was welcoming and attentive throughout our stay, and the resort amenities made it easy to relax and enjoy every moment. Whether lounging by the pool, walking the beach, or enjoying a cocktail while watching the sunset, the experience felt luxurious and memorable. I can't wait to return."

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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