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. RumFish Beach at TradeWinds : Resort steps from Pass-a-Grille Beach. Provides 2 restaurants, 4 outdoor swimming pools and 2 bars. 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. Island Grand at TradeWinds : Resort, 7-minute walk from St. Petersburg - Clearwater Beaches. Offers 5 outdoor swimming pools, a children's pool and a water park.

A beach with a sign reading "Welcome to Gulfport" and palm trees.

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Our top choices for Gulfport hotels with a pool

Hampton Inn Ellenton/Bradenton

Ellenton

Dive into poolside bliss with heated outdoor swimming and luxurious cabanas for a refreshing retreat after outlet shopping.

฿4,184 total

includes taxes & fees

23 Jul - 24 Jul

Hyatt House Tampa Airport Westshore

Westshore

Take a refreshing plunge in the seasonal outdoor pool, minutes from Tampa Bay and the airport.

฿5,128 total

includes taxes & fees

26 Jul - 27 Jul

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.

฿7,343 total

includes taxes & fees

9 Aug - 10 Aug

Hampton Inn & Suites Tampa Airport Avion Park Westshore

Westshore

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

฿4,641 total

includes taxes & fees

1 Aug - 2 Aug

Crystal Bay Historic Hotel

La Vista

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

฿3,716 total

includes taxes & fees

20 Jul - 21 Jul

Wyndham Grand Clearwater Beach

Clearwater Beach

Lounging poolside with cocktails in paradise; discover beachfront bliss with luxury cabanas.

฿10,877 total

includes taxes & fees

2 Aug - 3 Aug

Outdoor pool, open 9:00 AM to 7:00 PM, pool umbrellas, pool loungers

Red Roof Inn Ellenton – Bradenton NE

Ellenton

Splash into lakeside bliss at this sun-drenched pool oasis with loungers for ultimate relaxation.

฿2,988 total

includes taxes & fees

13 Jul - 14 Jul

Outdoor pool, open 10:00 AM to 10:00 PM, pool loungers

Hyatt Place Tampa Airport/Westshore

Westshore

฿4,483 total

includes taxes & fees

26 Jul - 27 Jul

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Choose what matters most at hotels with a pool in Gulfport

Breakfast included

4 stars

Top Gulfport Hotel Reviews

Wyndham Grand Clearwater Beach

10/10 Excellent

"Great hotel & great service from all. You also get with your room 2 beach chairs & umbrella. The wait staff in all venues were excellent. We will be coming back!"

RumFish Beach at TradeWinds

10/10 Excellent

"The room was great. Wished we had a toaster though. Everything else was sufficient. We loved our view of the beach. Drawers needed fixing on the dresser for our clothes, couldn't close a couple of them. When we asked the staff about a certain activity, no one knew much and told us to download the app. Asked 3 different staff members. After downloading the app and looking at the map, we got a better idea of where things were. I really liked the fact you had a golf cart to take us to the other hotel where there were other activities and restaurants. Disappointed in some of the restaurants with the food selection. Enjoyed Playa taco though. Their food was great and service was good also. Why have ice machines if we can't get ice from the machines, there were none in working order. Next time we know to get ice and bring it to our room for the freezer. I do recommend the balcony beach view for your stay. Overall we enjoyed it there. Also, Liked that the resort supplied the towels and beach chairs and umbrellas. That is a huge help. We would love to return there again in the future."

SkyBeach Resort

8/10 Good

"Beautiful landscapes. Well maintained pools . Excellent bar-restaurant upstairs Comfortable beds and pillows. Lots of places on the property to hang out. Only negative thing we experienced was a bug in the bed. Like a beetle. I talked to the front desk abd they immediately changed my room which i appreciated. Some of the rooms have new bathrooms with really nice showers abd mirrors. Our second room was old bathroom. It was fine but hopefully i get a new bathroom on my next visit. Definitely will be back."

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. RumFish Beach at TradeWinds: Resort steps from Pass-a-Grille Beach. Provides 2 restaurants, 4 outdoor swimming pools and 2 bars. 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. Island Grand at TradeWinds: Resort, 7-minute walk from St. Petersburg - Clearwater Beaches. Offers 5 outdoor swimming pools, a children's pool and a water park.

What is there to see and do in Gulfport?

Explore places such as Tampa Bay, John's Pass Village & Boardwalk and Fort De Soto Park 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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