Hotels with Swimming Pool, Gulfport St. Petersburg - Clearwater

Q: 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 : Resort, 1-minute walk from Pier 60 Park. Provides a private beach, 2 outdoor pools, and 3 restaurants. Hilton Clearwater Beach Resort & Spa : Resort, 7-minute walk from St. Petersburg - Clearwater Beaches. Features 5 outdoor pools, a children's pool, and a water park. Island Grand at TradeWinds : Resort steps from Pass-a-Grille Beach. Offers 2 restaurants, 4 outdoor pools, and 2 bars. RumFish Beach at TradeWinds : Features a snack bar/deli, an outdoor pool, and buffet.

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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.

P13,243 total

includes taxes & fees

Jun 7 - Jun 8

2 outdoor pools, pool umbrellas, sun loungers

Bilmar Beach Resort

Treasure Island

Splash into paradise at this beachside resort with 2 outdoor pools offering refreshing breaks between ocean adventures.

P18,716 total

includes taxes & fees

Jun 10 - Jun 11

Hollander Boutique Hotel

Downtown St. Petersburg

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

P8,078 total

includes taxes & fees

Jun 25 - Jun 26

Avalon Hotel Downtown St. Petersburg

Downtown St. Petersburg

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

P7,452 total

includes taxes & fees

Jun 28 - Jun 29

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.

P14,101 total

includes taxes & fees

Jun 3 - Jun 4

Hampton Inn & Suites Tampa Airport Avion Park Westshore

Westshore

Sunny poolside paradise with a fitness center to balance your vacation relaxation and energy levels.

P8,019 total

includes taxes & fees

Jun 20 - Jun 21

Plaza Beach Hotel Beachfront Resort

St. Pete Beach

Sun-soaked serenity awaits with a private beach and outdoor pool where white sand meets water.

P17,272 total

includes taxes & fees

Jun 1 - Jun 2

Crystal Bay Historic Hotel

La Vista

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

P7,691 total

includes taxes & fees

May 31 - Jun 1

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Choose what matters most at hotels with a pool in Gulfport

Breakfast included

4 stars

Top Gulfport Hotel Reviews

The Don CeSar

10/10 Excellent

"This old building was more stunning than I’ve ever seen her. I’ve been going to The Don for decades. I love the recent redesign and upgrades to the exclusiveness."

RumFish Beach at TradeWinds

10/10 Excellent

"No complaints at all. It was the perfect stay for what I needed. I was so relaxed, and the staff is incredibly amazing. The hotel and surroundings are well-kept and clean. I loved the smell in the lobby area. It was much more than I could have asked for. They gave me a room with a Gulf view and a private jacuzzi. I had planned to go out at some point, but I ended up staying in the hotel all day long with my bathing suit and messy hair. The next day I woke up and walked to the beach. The beach chairs and umbrella were included, which is a huge plus. I am looking forward to going back. As I write this review, I am looking for dates for my next stay!"

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: Resort, 1-minute walk from Pier 60 Park. Provides a private beach, 2 outdoor pools, and 3 restaurants. Hilton Clearwater Beach Resort & Spa: Resort, 7-minute walk from St. Petersburg - Clearwater Beaches. Features 5 outdoor pools, a children's pool, and a water park. Island Grand at TradeWinds: Resort steps from Pass-a-Grille Beach. Offers 2 restaurants, 4 outdoor pools, and 2 bars. RumFish Beach at TradeWinds: Features a snack bar/deli, an outdoor pool, and buffet.

What is there to see and do in Gulfport?

Explore places like 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 that has an outdoor pool if you'll be visiting St. Petersburg - Clearwater in the driest months of February, November, or December when the average rainfall is 2 inches. Lodging 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 is 7 inches.

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