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Find Hotels with a Pool in Holiday, FL

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Check availability on Holiday Hotels with a Pool

Tonight
Dec 27 - Dec 28
Tomorrow
Dec 28 - Dec 29
Next weekend
Jan 2 - Jan 4
In two weeks
Jan 9 - Jan 11

Our top choices for Holiday hotels with a pool

BBQ/picnic area
Fairfield Inn & Suites Holiday Tarpon Springs

Fairfield Inn & Suites Holiday Tarpon Springs

Fairfield Inn & Suites Holiday Tarpon Springs
2.5 star property
Holiday
9.0 out of 10, Wonderful, (1001)
"Breakfast was very convenient, right on our way out. TV and streaming services work great."
United States
Joe
The price is NT$3,647
NT$4,085 total
includes taxes & fees
Jan 11 - 2026/1/12
Fairfield Inn & Suites Holiday Tarpon Springs
Outdoor pool
Quality Inn & Suites Tarpon Springs South

Quality Inn & Suites Tarpon Springs South

Quality Inn & Suites Tarpon Springs South
2.5 star property
Tarpon Springs
8.0 out of 10, Very Good, (1007)
"Nice and clean room with patio and cleanest bathroom also quality breakfast "
United States
Balaji
The price is NT$2,359
NT$2,666 total
includes taxes & fees
Dec 30 - Dec 31
Quality Inn & Suites Tarpon Springs South
Outdoor pool
Comfort Inn & Suites New Port Richey Downtown District

Comfort Inn & Suites New Port Richey Downtown District

Comfort Inn & Suites New Port Richey Downtown District
2.5 star property
New Port Richey
9.2 out of 10, Wonderful, (1100)
"Very nice stay"
United States
Johnny
The price is NT$2,867
NT$3,211 total
includes taxes & fees
Jan 18 - 2026/1/19
Comfort Inn & Suites New Port Richey Downtown District
Exterior
Tropical Inn & Suites

Tropical Inn & Suites

Tropical Inn & Suites
2.5 star property
Downtown Clearwater
8.4 out of 10, Very Good, (499)
"Well kept"
United States
Todd
The price is NT$2,526
NT$3,169 total
includes taxes & fees
Jan 12 - 2026/1/13
Tropical Inn & Suites
Outdoor pool
Hampton Inn Dunedin

Hampton Inn Dunedin

Hampton Inn Dunedin
2.5 star property
Causeway
9.4 out of 10, Exceptional, (747)
"Fantastic stay "
United States
Gilberto
The price is NT$3,925
NT$4,435 total
includes taxes & fees
Jan 4 - 2026/1/5
Hampton Inn Dunedin
Outdoor pool
La Quinta Inn by Wyndham Clearwater Central

La Quinta Inn by Wyndham Clearwater Central

La Quinta Inn by Wyndham Clearwater Central
3.0 star property
Clearwater
8.8 out of 10, Excellent, (1712)
"The breakfast menu is great nice and clean warm food great staff clean rooms Linda was marvelous she's the receptionist walking distance to shopping area quiet and I would book again"
United States
julie
The price is NT$3,180
NT$3,593 total
includes taxes & fees
Jan 4 - 2026/1/5
La Quinta Inn by Wyndham Clearwater Central
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.
View all properties

Top Holiday Hotel Reviews

Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

10/10 Excellent
"Great time! Amazing views!"
Christina 4-night trip
Posted 21 hours ago
Wyndham Grand Clearwater Beach

Frequently asked questions

What are some accommodations with pools in Holiday?
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. The Westin Tampa Bay: Hotel, 9-minute walk from Tampa Bay. Features a snack bar/deli, an outdoor pool, and complimentary wired internet access. DoubleTree by Hilton Tampa Rocky Point Waterfront: Resort, 3-minute walk from St. Petersburg - Clearwater Beaches. Offers a children's pool, an outdoor pool, and 2 restaurants. Hyatt Regency Clearwater Beach Resort & Spa: Hotel, 2-minute walk from St. Petersburg - Clearwater Beaches. Features a rooftop terrace, an outdoor pool, 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, Lake Tarpon, 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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