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Holiday Hotel with Pool

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Check availability on Holiday Hotel with Pool

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)
"Friendly staff. "
United States
Shay-Lyn
The price is HK$832
HK$932 total
includes taxes & fees
11 Jan - 12 Jan 2026
Fairfield Inn & Suites Holiday Tarpon Springs
Sun-loungers, beach towels
Luxurious Waterfront Holiday Home with Fully Encompassing Lakeview

Luxurious Waterfront Holiday Home with Fully Encompassing Lakeview

Luxurious Waterfront Holiday Home with Fully Encompassing Lakeview
Holiday
9.8 out of 10, Exceptional, (122)
"We stayed on the property while working in the area and found it warm and welcoming. The host was responsive and helpful, especially when we needed to extend our stay. We really enjoyed our time here and would gladly return if work brings us back"
United States
Rick L.
The price is HK$1,159
HK$2,901 total
includes taxes & fees
19 Dec - 20 Dec
Luxurious Waterfront Holiday Home with Fully Encompassing Lakeview
Outdoor pool
Coastal Family Retreat – Pool, Fire Pit & Fun!

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 HK$1,178
HK$2,688 total
includes taxes & fees
19 Dec - 20 Dec
Coastal Family Retreat – Pool, Fire Pit & Fun!
Outdoor pool, a heated pool
Lakefront Paradise, with Heated Private Pool.

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.
Lakefront Paradise, with Heated Private Pool.
Dining
GREAT LOCATION WATERFRONT, HEATED POOL! BEAUTIFUL SUNSETS, ALL PETS STAY FREE!

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 HK$1,750
HK$4,567 total
includes taxes & fees
19 Dec - 20 Dec
GREAT LOCATION WATERFRONT, HEATED POOL! BEAUTIFUL SUNSETS, ALL PETS STAY FREE!
Outdoor pool, pool umbrellas, pool 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, (2899)
"Everything about this stay was AMAZING!!!"
United States
Nikki
The price is HK$1,577
HK$2,090 total
includes taxes & fees
7 Jan - 8 Jan 2026
Wyndham Grand Clearwater Beach
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, (1003)
"Great location for the price."
United States
Chayamon
The price is HK$1,113
HK$1,257 total
includes taxes & fees
4 Jan - 5 Jan 2026
Courtyard by Marriott Clearwater Beach
Exterior
Hilton Clearwater Beach Resort & Spa

Hilton Clearwater Beach Resort & Spa

Hilton Clearwater Beach Resort & Spa
4.0 star property
Clearwater Beach
8.0 out of 10, Very good, (2360)
"Great hotel, awesome views, friendly staff"
United States
Kathryn
The price is HK$1,206
HK$1,670 total
includes taxes & fees
11 Jan - 12 Jan 2026
Hilton Clearwater Beach Resort & Spa
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, (1086)
"Nice clean place to stay. "
United States
Alisha
The price is HK$678
HK$760 total
includes taxes & fees
11 Jan - 12 Jan 2026
Comfort Inn & Suites New Port Richey Downtown District
View from room
ChartHouse Clearwater Beach Marina Hotel

ChartHouse Clearwater Beach Marina Hotel

ChartHouse Clearwater Beach Marina Hotel
2.0 star property
Clearwater Beach
9.6 out of 10, Exceptional, (582)
"very nice hotel "
United States
Sheldon
The price is HK$1,325
HK$1,497 total
includes taxes & fees
21 Dec - 22 Dec
ChartHouse Clearwater Beach Marina 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.
View all properties

Top Holiday Hotel Reviews

Holiday Inn Express Hotel & Suites Tampa Northwest - Oldsmar by IHG

Holiday Inn Express Hotel & Suites Tampa Northwest - Oldsmar by IHG

10/10 Excellent
"Probably one of the nicest neatest motels we’ve stayed at in a long time. Such great staff, very clean, and overall a perfect stay "
Patrick 1-night trip
Posted 2 days ago
Holiday Inn Express Hotel & Suites Tampa Northwest - Oldsmar by IHG

Frequently asked questions

What are some accommodation options 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 swimming pools and 3 restaurants. The Westin Tampa Bay: Hotel located near Tampa Bay. Features 2 restaurants, 2 outdoor swimming pools and complimentary wireless Internet access. Grand Hyatt Tampa Bay: Hotel, 9-minute walk from Tampa Bay. Offers a snack bar/deli, an outdoor pool and complimentary high-speed (wired) Internet access. DoubleTree by Hilton Tampa Rocky Point Waterfront: Resort, 3-minute walk from St. Petersburg - Clearwater Beaches. Features a children's pool, an outdoor pool and 2 restaurants.
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, St Nicholas Greek Orthodox Cathedral and Lake Tarpon 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 the local weather in Holiday into account is an important factor for planning your visit, especially if you plan to spend your trip by the pool. The hottest months are usually August and July, with an average temperature of 28°C, while the coldest months are January and February, with an average of 18°C. Average annual precipitation for Holiday is 1064 mm.

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