A beach with people standing and facing the ocean, with their arms raised. There are two suitcases on the sand.

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Check availability on Holiday Hotels with a Pool

Our top choices for Holiday hotels with a pool

A swimming pool with a no diving sign, lounge chairs, and a lifeguard on duty sign.

1. Fairfield Inn & Suites Holiday Tarpon Springs

Fairfield Inn & Suites Holiday Tarpon Springs
3.0 star property
Holiday
9.0 out of 10, Wonderful, (1,000 reviews)
  • cleanliness
    Dive into poolside paradise with premium loungers and sun-dappled waters at this serene hotel retreat.
The price is SAR 402
SAR 450 total
includes taxes & fees
22 Nov - 23 Nov
Fairfield Inn & Suites Holiday Tarpon Springs
A poolside view with a glass of drink, a covered seating area, and a view of the sunset over a body of water.

2. Lakefront Paradise, with Heated Private Pool.

Lakefront Paradise, with Heated Private Pool.
Tahitian Development
10.0 out of 10, Exceptional, (27 reviews)
  • cleanliness
    Lakefront paradise offers families private pool enjoyment while viewing wildlife from the water.
The price is SAR 616
SAR 1,604 total
includes taxes & fees
6 Dec - 7 Dec
Lakefront Paradise, with Heated Private Pool.
A house with a swimming pool, outdoor seating, and a piano.

3. Family-Friendly Home w/Heated Pool Near Beaches

Family-Friendly Home w/Heated Pool Near Beaches
Holiday
10.0 out of 10, Exceptional, (3 reviews)
The price is SAR 707
SAR 1,768 total
includes taxes & fees
16 Nov - 17 Nov
Family-Friendly Home w/Heated Pool Near Beaches
A swimming pool with lounge chairs, surrounded by palm trees, and a view of a marina.

4. Tropical Waterfront Oasis with Heated Pool & Private Fishing Dock: 3 bdrm 2 bths

Tropical Waterfront Oasis with Heated Pool & Private Fishing Dock: 3 bdrm 2 bths
Park Place
The price is SAR 456
SAR 1,232 total
includes taxes & fees
18 Nov - 19 Nov
Tropical Waterfront Oasis with Heated Pool & Private Fishing Dock: 3 bdrm 2 bths
A swimming pool with a glass enclosure, outdoor seating, and a white building with large windows.

5. Canal‑Front Oasis w/Heated Pool Close to the Beach

Canal‑Front Oasis w/Heated Pool Close to the Beach
Holiday Lake Estates
10.0 out of 10, Exceptional, (2 reviews)
The price is SAR 707
SAR 1,768 total
includes taxes & fees
16 Nov - 17 Nov
Canal‑Front Oasis w/Heated Pool Close to the Beach
A covered outdoor seating area with a pool in the background.

6. Luxe Retreat | Pool, Fire Pit, Pet-Friendly Near Beaches | Sleeps 8

Luxe Retreat | Pool, Fire Pit, Pet-Friendly Near Beaches | Sleeps 8
Holiday
10.0 out of 10, Exceptional, (1 review)
The price is SAR 707
SAR 1,793 total
includes taxes & fees
16 Nov - 17 Nov
Luxe Retreat | Pool, Fire Pit, Pet-Friendly Near Beaches | Sleeps 8
A covered outdoor swimming pool with a slide, lounge chairs, and a patio area.

7. Coastal Family Retreat – Heated Pool, Fire Pit & Fun!

Coastal Family Retreat – Heated Pool, Fire Pit & Fun!
Holiday Lakes West
10.0 out of 10, Exceptional, (17 reviews)
The price is SAR 674
SAR 1,712 total
includes taxes & fees
16 Nov - 17 Nov
Coastal Family Retreat – Heated Pool, Fire Pit & Fun!
A swimming pool with a tiled edge, surrounded by lounge chairs and a barbecue area, under a covered patio.

8. Sunny Oasis by Tarpon - Heated Pool, Hot Tub & Playground

Sunny Oasis by Tarpon - Heated Pool, Hot Tub & Playground
Holiday
10.0 out of 10, Exceptional, (4 reviews)
The price is SAR 529
SAR 997 total
includes taxes & fees
16 Nov - 17 Nov
Sunny Oasis by Tarpon - Heated Pool, Hot Tub & Playground
A pool area with a glass ceiling, lounge chairs, and a patio with a table and chairs.

9. Elegant Holiday Escape w/Lanai & Heated Pool

Elegant Holiday Escape w/Lanai & Heated Pool
Holiday Lakes West
9.0 out of 10, Wonderful, (2 reviews)
The price is SAR 764
SAR 1,952 total
includes taxes & fees
16 Nov - 17 Nov
Elegant Holiday Escape w/Lanai & Heated Pool
A swimming pool with two pink flamingo floats, surrounded by a wooden deck and white lounge chairs.

10. Waterfront Escape, Heated Pool, Private Dock, Gulf Access, near Island Beaches

Waterfront Escape, Heated Pool, Private Dock, Gulf Access, near Island Beaches
Baileys Bluff Estates
10.0 out of 10, Exceptional, (11 reviews)
The price is SAR 841
SAR 2,244 total
includes taxes & fees
15 Dec - 16 Dec
Waterfront Escape, Heated Pool, Private Dock, Gulf Access, near Island Beaches
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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Choose what matters most at hotels with a pool in Holiday

Breakfast included
Hot tub

Top Holiday Hotel Reviews

Sailport Waterfront Suites

Sailport Waterfront Suites

8/10 Good
"Great place and location. Rent here for the location and pool bar."
Jonathan 2-night trip
Posted 2 hours ago
Sailport Waterfront Suites

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. Hyatt Regency Clearwater Beach Resort and Suites: Resort, 3-minute walk from St. Petersburg - Clearwater Beaches. Offers a children's pool, an outdoor pool, and 2 restaurants. Hilton Clearwater Beach Resort & Spa: Resort, 1-minute walk from Pier 60 Park. Provides a private beach, 2 outdoor pools, and 3 restaurants. Fairfield Inn & Suites by Marriott Clearwater Beach: Hotel, 3-minute walk from St. Petersburg - Clearwater Beaches. Features daily, an outdoor pool, and complimentary wireless internet access. The Westin Tampa Bay: Hotel, 8-minute walk from Tampa Bay. Offers a private beach, an outdoor pool, and complimentary bicycles.
What is there to see and do in Holiday?
The picturesque setting of Anclote River Park and Lake Conley showcase the area's natural beauty. Discover sights such as Key Vista Nature Park 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.