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Find Hotels with a Pool in Holiday, FL

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Our top choices for Holiday hotels with a pool

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 ¥18,476
¥20,694 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Fairfield Inn & Suites Holiday Tarpon Springs

GREAT LOCATION WATERFRONT, HEATED POOL! BEAUTIFUL SUNSETS, ALL PETS STAY FREE!

GREAT LOCATION WATERFRONT, HEATED POOL! BEAUTIFUL SUNSETS, ALL PETS STAY FREE!
Holiday
9.8 out of 10, Exceptional, (83)
"Nice house in a centrally located location. The pool is definitely a bonus in the Florida heat!!"
United States
Andy H.
The price is ¥35,093
¥92,178 total
includes taxes & fees
Jan 4 - Jan 5, 2026
GREAT LOCATION WATERFRONT, HEATED POOL! BEAUTIFUL SUNSETS, ALL PETS STAY FREE!

Lakefront Paradise, with Heated Private Pool.

Lakefront Paradise, with Heated Private Pool.
Tahitian Development
10.0 out of 10, Exceptional, (15)
"We enjoyed staying in this home. It was clean, comfortable and had everything we needed. Would definitely book again!"
United States
Julie R.
The price is ¥30,180
¥80,014 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Lakefront Paradise, with Heated Private Pool.

Coastal Family Retreat – Pool, Fire Pit & Fun!

Coastal Family Retreat – Pool, Fire Pit & Fun!
2.0 star property
Holiday Lakes West
10.0 out of 10, Exceptional, (1)
"What a great place! Such a beautiful home. Beds were super comfortable. We came back from our event and enjoyed the outside fire pit! Had a great time and host was super accommodating! Will definitely stay again for our events down south of us and will definitely recommend to our friends and family from out of town! "
United States
Rosemarie O.
The price is ¥37,043
¥75,335 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Coastal Family Retreat – Pool, Fire Pit & Fun!

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, (1003)
"Nice and clean room with patio and cleanest bathroom also quality breakfast "
United States
Balaji
The price is ¥13,187
¥14,902 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Quality Inn & Suites Tarpon Springs South

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, (1103)
"Very nice stay"
United States
Johnny
The price is ¥14,213
¥15,919 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Comfort Inn & Suites New Port Richey Downtown District

Welcome to our charming studio, perfectly located near Tampa Bay's attractions.

Welcome to our charming studio, perfectly located near Tampa Bay's attractions.
2.0 star property
Pinecrest West Park
9.4 out of 10, Exceptional, (44)
"The place is perfect for me, very quiet, was able to rest peacefully. "
United States
Carline
The price is ¥6,099
¥17,150 total
includes taxes & fees
Jan 26 - Jan 27, 2026
Welcome to our charming studio, perfectly located near Tampa Bay's attractions.

Days Inn by Wyndham Clearwater/Gulf to Bay

Days Inn by Wyndham Clearwater/Gulf to Bay
2.0 star property
Clearwater
7.0 out of 10, Good, (1154)
"Great Hotel for the value. Clean, very friendly staff, great ,location. We booked 2 rooms and both were great. "
United States
NESTOR
The price is ¥10,908
¥12,327 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Days Inn by Wyndham Clearwater/Gulf to Bay

Howard Johnson by Wyndham Clearwater / Dunedin

Howard Johnson by Wyndham Clearwater / Dunedin
2.0 star property
Clearwater
7.2 out of 10, Good, (166)
"The room was very clean 👌 "
United States
Maria
The price is ¥11,799
¥13,333 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Howard Johnson by Wyndham Clearwater / Dunedin

The J Hotel Dunedin Clearwater, an Ascend Collection Hotel

The J Hotel Dunedin Clearwater, an Ascend Collection Hotel
2.0 star property
Causeway
9.4 out of 10, Exceptional, (79)
"The room Was great super clean great location "
United States
William
The price is ¥15,286
¥17,272 total
includes taxes & fees
Jan 29 - Jan 30, 2026
The J Hotel Dunedin Clearwater, an Ascend Collection Hotel
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.

Top Holiday Hotel Reviews

Frequently asked questions

What are some accommodations with pools in Holiday?
Rodeway Inn: Hotel, 3-minute walk from St. Petersburg - Clearwater Beaches. Offers 3 restaurants, an outdoor pool, and a full-service spa. Wyndham Grand Clearwater Beach: Resort, 2-minute walk from St. Petersburg - Clearwater Beaches. 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 & Spa: Hotel, 9-minute walk from Tampa Bay. Offers a snack bar/deli, an outdoor pool, and complimentary wired internet access. DoubleTree by Hilton Tampa Rocky Point Waterfront: 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.