Find Hotels with a Pool in Gulfport, FL

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Check availability on Gulfport Hotels with a Pool

Our top choices for Gulfport hotels with a pool

2 outdoor pools, cabanas (surcharge), pool umbrellas
Barefoot Beach Club

Barefoot Beach Club

Barefoot Beach Club
2.5 star property
Madeira Beach
9.4 out of 10, Exceptional, (1116)
"Everything was great love the place. "
United States
Greg
Barefoot Beach Club
Suite, 1 Bedroom, Pool View | View from room
Compass Hotel by Margaritaville Anna Maria Sound

Compass Hotel by Margaritaville Anna Maria Sound

Compass Hotel by Margaritaville Anna Maria Sound
4.0 star property
Bradenton
9.4 out of 10, Exceptional, (1879)
"Clean good breakfast nice place"
United States
Sheila
The price is NT$4,746
NT$6,245 total
includes taxes & fees
Dec 22 - Dec 23
Compass Hotel by Margaritaville Anna Maria Sound
Front of property
Avalon Hotel Downtown St. Petersburg

Avalon Hotel Downtown St. Petersburg

Avalon Hotel Downtown St. Petersburg
2.5 star property
Downtown St. Petersburg
9.2 out of 10, Wonderful, (1343)
"The room was quite humid, but other than that it was a great quick stay."
United States
Michelle
Avalon Hotel Downtown St. Petersburg
Outdoor pool
Hollander Boutique Hotel

Hollander Boutique Hotel

Hollander Boutique Hotel
3.0 star property
Downtown St. Petersburg
9.4 out of 10, Exceptional, (2171)
"It's in a great location and the staff is super helpful; we would stay here again."
United States
HENRIETTE
Hollander Boutique Hotel
Outdoor pool, pool umbrellas, sun loungers
Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach
4.0 star property
Clearwater Beach
9.4 out of 10, Exceptional, (2880)
"Nice resort, clean, friendly staff and plenty of things to eat! "
United States
Danielle
The price is NT$6,859
NT$8,985 total
includes taxes & fees
Jan 4 - 2026/1/5
Wyndham Grand Clearwater Beach
Property amenity
Cambria Hotel St Petersburg-Madeira Beach Marina

Cambria Hotel St Petersburg-Madeira Beach Marina

Cambria Hotel St Petersburg-Madeira Beach Marina
3.0 star property
Madeira Beach
9.2 out of 10, Wonderful, (1000)
"Food and services were great "
United States
Hilary
The price is NT$4,128
NT$4,665 total
includes taxes & fees
Dec 22 - Dec 23
Cambria Hotel St Petersburg-Madeira Beach Marina
Outdoor pool
Crystal Bay Historic Hotel

Crystal Bay Historic Hotel

Crystal Bay Historic Hotel
3.0 star property
La Vista
9.6 out of 10, Exceptional, (1420)
"Great place to stay, very good breakfast!"
United States
Monika
The price is NT$3,765
NT$4,255 total
includes taxes & fees
Dec 17 - Dec 18
Crystal Bay Historic Hotel
Outdoor pool
Holiday Inn Express Hotel & Suites Clearwater North-Dunedin by IHG

Holiday Inn Express Hotel & Suites Clearwater North-Dunedin by IHG

Holiday Inn Express Hotel & Suites Clearwater North-Dunedin by IHG
2.5 star property
Downtown Dunedin
9.4 out of 10, Exceptional, (968)
"Very nice staff and clean room …..good location"
United States
Gloria
The price is NT$3,845
NT$4,345 total
includes taxes & fees
Jan 4 - 2026/1/5
Holiday Inn Express Hotel & Suites Clearwater North-Dunedin by IHG
Lobby
Courtyard by Marriott Clearwater Beach

Courtyard by Marriott Clearwater Beach

Courtyard by Marriott Clearwater Beach
3.0 star property
Clearwater Beach
8.8 out of 10, Excellent, (1001)
"Great location for the price."
United States
Chayamon
The price is NT$4,711
NT$5,323 total
includes taxes & fees
Jan 4 - 2026/1/5
Courtyard by Marriott Clearwater Beach
Terrace/patio
DoubleTree by Hilton Tampa Rocky Point Waterfront

DoubleTree by Hilton Tampa Rocky Point Waterfront

DoubleTree by Hilton Tampa Rocky Point Waterfront
4.0 star property
Rocky Point
8.2 out of 10, Very Good, (1003)
"Staff was fantastic. Won’t stay again due to the high parking fees . Hotel was in great location and great views. "
United States
Christina M
The price is NT$3,812
NT$4,326 total
includes taxes & fees
Dec 24 - Dec 25
DoubleTree by Hilton Tampa Rocky Point Waterfront
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Gulfport Hotel Reviews

Hilton Clearwater Beach Resort & Spa

Hilton Clearwater Beach Resort & Spa

10/10 Excellent
"All good"
nadia 3-night trip
Posted 1 day ago
Hilton Clearwater Beach Resort & Spa

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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, 2-minute walk from St. Petersburg - Clearwater Beaches. Offers a private beach, 2 outdoor pools, and 3 restaurants. DoubleTree by Hilton Tampa Rocky Point Waterfront: Hotel, 9-minute walk from Tampa Bay. Provides a snack bar/deli, an outdoor pool, and complimentary wired internet access. Hotel Alba, Tapestry Collection by Hilton: Hotel located near Tampa Bay. Features 2 bars, a pool, and a snack bar/deli. Hilton St. Petersburg Bayfront: Hotel, 4-minute walk from Tampa Bay. Offers LCD televisions, a pool, and laundry facilities.
What is there to see and do in Gulfport?
Explore places like 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.