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

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
  • Be picky

    Search almost a million properties worldwide

Check availability on Holiday Hotels with a Pool

Tonight
Oct 11 - Oct 12
Tomorrow
Oct 12 - Oct 13
Next weekend
Oct 16 - Oct 18
In two weeks
Oct 23 - Oct 25

Our top choices for Holiday hotels with a pool

1. Fairfield Inn & Suites Holiday Tarpon Springs

Fairfield Inn & Suites Holiday Tarpon Springs
Holiday
  • Dive into poolside paradise with premium loungers and sun-dappled waters at this serene hotel retreat.
NT$3,419
NT$3,830 total
includes taxes & fees
Oct 15 - Oct 16
Fairfield Inn & Suites Holiday Tarpon Springs

2. Comfort Inn & Suites New Port Richey Downtown District

Comfort Inn & Suites New Port Richey Downtown District
New Port Richey
  • Escape to a sparkling oasis at this downtown hotel with a refreshing outdoor pool experience.
NT$2,557
NT$2,864 total
includes taxes & fees
Nov 1 - Nov 2
Comfort Inn & Suites New Port Richey Downtown District

3. Hampton Inn & Suites Tarpon Springs

Hampton Inn & Suites Tarpon Springs
Tarpon Springs
  • Dive into poolside paradise with sunny Florida skies and Gulf breezes at this refreshing Tarpon Springs retreat.
NT$3,501
NT$3,956 total
includes taxes & fees
Nov 1 - Nov 2
Hampton Inn & Suites Tarpon Springs

4. Holiday Inn Express & Suites Trinity by IHG

Holiday Inn Express & Suites Trinity by IHG
Trinity
  • Dive into serene waters at this hotel's picturesque outdoor pool area, complete with sun loungers and a rejuvenating hot tub.
NT$3,512
NT$3,933 total
includes taxes & fees
Oct 26 - Oct 27
Holiday Inn Express & Suites Trinity by IHG

5. Quality Inn & Suites Tarpon Springs South

Quality Inn & Suites Tarpon Springs South
Tarpon Springs
  • Soak up the sun at this tranquil hotel pool retreat with comfortable lounge chairs and beautiful landscaped gardens.
NT$2,557
NT$2,890 total
includes taxes & fees
Oct 18 - Oct 19
Quality Inn & Suites Tarpon Springs South

6. Hampton Inn Odessa Trinity

Hampton Inn Odessa Trinity
Trinity
  • Soak in sparkling sunshine at this spotless hotel with a serene outdoor pool and fitness facilities.
NT$3,770
NT$4,222 total
includes taxes & fees
Oct 18 - Oct 19
Hampton Inn Odessa Trinity

7. Innisbrook Resort

Innisbrook Resort
Palm Harbor
  • Float in one of 6 outdoor pools at this Tudor resort with a waterslide, hot tubs, and poolside bar.
NT$4,615
NT$6,838 total
includes taxes & fees
Oct 25 - Oct 26
Innisbrook Resort

8. Homewood Suites by Hilton Tampa - Port Richey

Homewood Suites by Hilton Tampa - Port Richey
Port Richey
  • Splash into tropical bliss at this sun-soaked hotel with twin pools and poolside grilling paradise.
NT$3,501
NT$3,921 total
includes taxes & fees
Nov 1 - Nov 2
Homewood Suites by Hilton Tampa - Port Richey

9. Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach
Clearwater Beach
  • Lounging poolside with cocktails in paradise; discover beachfront bliss with luxury cabanas.
NT$6,873
NT$9,029 total
includes taxes & fees
Oct 28 - Oct 29
Wyndham Grand Clearwater Beach

10. Tarpon Shores Inn

Tarpon Shores Inn
Tarpon Springs
  • Outdoor pool paradise awaits with luxurious loungers and rejuvenating hot tub for the perfect aquatic retreat.
NT$2,203
NT$2,489 total
includes taxes & fees
Oct 12 - Oct 13
Tarpon Shores Inn
View all properties

Choose what matters most at hotels with a pool in Holiday

Breakfast included
Hot tub
4 stars
5 stars
Spa

Top Holiday Hotel Reviews

Fairfield Inn & Suites by Marriott Clearwater Beach

Fairfield Inn & Suites by Marriott Clearwater Beach

8/10 Good
"Our stay was great, the staff were great. The only complaint my husband and I have is the tv, we wanted to watch a movie but it was very disappointing you guys do not have smart tv’s on the rooms. Most of the hotels we have stayed have more streaming options like peacock, amazon tv, vix, apple tv, etc. When we tried to watch something on netflix it wouldnt even connect with our account. Because of this we will never come back to this specific location."
Javier 1-night trip
Posted 1 hour ago
Fairfield Inn & Suites by Marriott Clearwater Beach
Opal Sands Resort

Opal Sands Resort

10/10 Excellent
"Best"
Artemii 1-night trip
Posted 3 hours ago
Opal Sands Resort
Pelican Pointe Clearwater Beach Hotel

Pelican Pointe Clearwater Beach Hotel

10/10 Excellent
":)"
Robert 4-night trip
Posted 3 hours ago
Pelican Pointe Clearwater Beach Hotel
Grand Hyatt Tampa Bay

Grand Hyatt Tampa Bay

10/10 Excellent
"We had a wedding at oystercatchers and stayed in the casitas and had an incredible time!"
Lia 1-night trip
Posted 18 hours ago
Grand Hyatt Tampa Bay

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.

Explore a world of travel with Expedia