The Best Hotels with a Pool in Holiday, FL from NT$2,339 in 2026

Q: What are some accommodations with pools in Holiday?

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, 3-minute walk from St. Petersburg - Clearwater Beaches. Features a children's pool, an outdoor pool, and 2 restaurants. Hyatt Regency Clearwater Beach Resort and Suites : 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 pools, and complimentary wireless internet access.

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Our top choices for Holiday hotels with a pool

Fairfield Inn & Suites Holiday Tarpon Springs

Holiday

Dive into poolside paradise with premium loungers and sun-dappled waters at this serene hotel retreat.

NT$3,771 total

includes taxes & fees

Jun 2 - Jun 3

Hampton Inn & Suites Tarpon Springs

Tarpon Springs

Dive into poolside paradise with sunny Florida skies and Gulf breezes at this refreshing Tarpon Springs retreat.

NT$3,803 total

includes taxes & fees

Jun 3 - Jun 4

Tarpon Shores Inn

Tarpon Springs

Outdoor pool paradise awaits with luxurious loungers and rejuvenating hot tub for the perfect aquatic retreat.

NT$2,629 total

includes taxes & fees

Jun 3 - Jun 4

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Choose what matters most at hotels with a pool in Holiday

Breakfast included

Hot tub

Top Holiday Hotel Reviews

Wyndham Grand Clearwater Beach

10/10 Excellent

"Clean room, helpful and pleasant staff, food was delicious. A great location and view."

Clearwater Beach Hotel

6/10 Okay

"Hotel location was excellent! Walkable to everything. It was an older hotel but I knew that when I booked it. Just staying 2 nights, it was fine. Parking was perfect. Staff was nice, especially a young man (wish I would have gotten his name), who asked us as we were leaving for the day if we needed anything. I do wish it was a bit cleaner. Did have 2 palmetto bugs, but I know they are common, yet still a bit unnerving. Plenty of towels, which sometimes hotels don’t provide. For our brief stay it worked. "

Grand Hyatt Tampa Bay

8/10 Good

"Overall it's great, but the reason I stayed there was because I had a 0633 flight the Grand Hyatt offered shuttle service to the airport port. However, I discovered, upon inquiry, that the service doesn't begin until 0500. Since I was required to arrive 2 hours prior to departure, the courtesy shuttle was meaningless to me. Otherwise, the hotel was great and I learned something. Thank God for Uber."

Frequently asked questions

What are some accommodations with pools in Holiday?

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, 3-minute walk from St. Petersburg - Clearwater Beaches. Features a children's pool, an outdoor pool, and 2 restaurants. Hyatt Regency Clearwater Beach Resort and Suites: 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 pools, and complimentary wireless internet access.

What is there to see and do in Holiday?

The picturesque setting of Anclote River Park and Key Vista Nature Park showcase the area's natural beauty. Discover sights such as Tarpon Springs Sponge Docks, Fred Howard Park, and Sunset Beach during your stay. You'll also discover lots of options for restaurants in Holiday.

When is the best time to book a hotel with a pool in Holiday?

Taking into account the local weather in Holiday is an important factor for planning your visit, especially if you plan to spend your trip poolside. The hottest months are usually August and July with an average temp of 83°F, while the coldest months are January and February with an average of 64°F. Average annual precipitation for Holiday is 42 inches.

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Our top choices for Holiday hotels with a pool