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

Find Hotels with a Pool in Holiday, FL

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Check availability on Holiday Hotels with a Pool

This weekend
26 Jun - 28 Jun
Next weekend
3 Jul - 5 Jul

Our top choices for Holiday hotels with a pool

Outdoor pool

Fairfield Inn & Suites Holiday Tarpon Springs

Fairfield Inn & Suites Holiday Tarpon Springs
3.0 star property
Holiday
8.8 out of 10, Excellent, (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
28 Jun - 29 Jun
Fairfield Inn & Suites Holiday Tarpon Springs
A heated pool

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, (87 reviews)
The price is SAR 657
SAR 1,989 total
includes taxes & fees
6 Jul - 7 Jul
GREAT LOCATION WATERFRONT, HEATED POOL! BEAUTIFUL SUNSETS, ALL PETS STAY FREE!
Outdoor pool, a heated pool

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, (12 reviews)
The price is SAR 679
SAR 1,772 total
includes taxes & fees
1 Jul - 2 Jul
Coastal Family Retreat – Heated Pool, Fire Pit & Fun!
Outdoor pool, a heated pool

Lakefront Paradise, with Heated Private Pool.

Lakefront Paradise, with Heated Private Pool.
Tahitian Development
10.0 out of 10, Exceptional, (20 reviews)
  • cleanliness
    Lakefront paradise offers families private pool enjoyment while viewing wildlife from the water.
Lakefront Paradise, with Heated Private Pool.
Outdoor pool, a heated pool

Luxe Retreat with Resort-Style Pool Backyard

Luxe Retreat with Resort-Style Pool Backyard
Holiday
Luxe Retreat with Resort-Style Pool Backyard
Outdoor pool, a heated pool

Coastal Family Escape with Private Pool•Near Beaches

Coastal Family Escape with Private Pool•Near Beaches
Holiday
10.0 out of 10, Exceptional, (1 review)
Coastal Family Escape with Private Pool•Near Beaches
Outdoor pool

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, (1,115 reviews)
  • cleanliness
    Soak up the sun at this tranquil hotel pool retreat with comfortable lounge chairs and beautiful landscaped gardens.
The price is SAR 317
SAR 359 total
includes taxes & fees
25 Jun - 26 Jun
Quality Inn & Suites Tarpon Springs South
Outdoor pool

Rodeway Inn Port Richey North

Rodeway Inn Port Richey North
2.0 star property
Bayonet Point
7.8 out of 10, Good, (1,003 reviews)
  • cleanliness
    Dive into tropical tranquility at this hotel's refreshing poolside retreat with pavilion lounging.
The price is SAR 239
SAR 279 total
includes taxes & fees
8 Jul - 9 Jul
Rodeway Inn Port Richey North
Outdoor pool, sun loungers

Tarpon Shores Inn

Tarpon Shores Inn
2.0 star property
Tarpon Springs
7.8 out of 10, Good, (1,000 reviews)
  • cleanliness
    Outdoor pool paradise awaits with luxurious loungers and rejuvenating hot tub for the perfect aquatic retreat.
The price is SAR 259
SAR 293 total
includes taxes & fees
23 Jun - 24 Jun
Tarpon Shores Inn
Exterior

Howard Johnson by Wyndham Clearwater / Dunedin

Howard Johnson by Wyndham Clearwater / Dunedin
2.0 star property
Clearwater
7.2 out of 10, Good, (325 reviews)
  • cleanliness
    Sparkling poolside getaway beckons with clean, relaxing waters and friendly staff service.
The price is SAR 264
SAR 298 total
includes taxes & fees
30 Jun - 1 Jul
Howard Johnson by Wyndham Clearwater / Dunedin
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

Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

10/10 Excellent
"A great escape! The beach was beautiful!! The Wyndham was very nice and clean! Staff was friendly and very helpful! Our balcony view was the perfect view of the gulf! Convenient spot, we walked or rode the trolley to restaurants and shops!"
Tracy 4-night trip
Posted 4 hours ago
Wyndham Grand Clearwater Beach

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Frequently asked questions

What are some accommodations with pools in Holiday?
The Westin Tampa Bay: 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, 3-minute walk from St. Petersburg - Clearwater Beaches. Provides a private beach, 2 outdoor pools, and 3 restaurants. Hilton Clearwater Beach Resort & Spa: Hotel located near Tampa Bay. Features 2 restaurants, 2 outdoor pools, and complimentary wireless internet access. Grand Hyatt Tampa Bay: Resort, 1-minute walk from St. Petersburg - Clearwater Beaches. Offers a full-service spa, an outdoor pool, and 2 bars. Opal Sands Resort: Resort steps from Beach Walk. Features a children's pool, an outdoor pool, and 2 restaurants.
What is there to see and do in Holiday?
Explore places like Clearwater Beach while you're in the area. Surround yourself with nature at Anclote River Park and Key Vista Nature Park. 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.