Photo by Jignesh Patel

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Check prices for these dates

Next weekend
Nov 20 - Nov 22
In two weeks
Nov 27 - Nov 29
In one month
Dec 11 - Dec 13
In two months
Jan 8 - Jan 10

Our top choices for Holiday resorts

An aerial view of a resort with a large, winding pool surrounded by lounge chairs and umbrellas, set in a lush, green environment.

1. Innisbrook Resort

Innisbrook Resort
3.5 star property
Palm Harbor
8.4 out of 10, Very good, (1,000 reviews)
"Lovely place to stay even if you do not golf."
United States
Jennie
The price is ￥19,733
￥30,422 total
includes taxes & fees
Dec 14 - Dec 15
Innisbrook Resort
A resort with a swimming pool, beach, and a pier.

2. Hilton Clearwater Beach Resort & Spa

Hilton Clearwater Beach Resort & Spa
4.0 star property
Clearwater Beach
8.2 out of 10, Very good, (3,118 reviews)
"Great stay"
United States
Cortney
The price is ￥30,002
￥40,221 total
includes taxes & fees
Nov 29 - Nov 30
Hilton Clearwater Beach Resort & Spa
A hotel with a central courtyard, multiple floors, and a view of the sunset over the water.

3. Hyatt Regency Clearwater Beach Resort and Suites

Hyatt Regency Clearwater Beach Resort and Suites
4.0 star property
Clearwater Beach
9.4 out of 10, Exceptional, (2,489 reviews)
"Always a great stay"
United States
Stephanie
The price is ￥37,027
￥48,160 total
includes taxes & fees
Dec 8 - Dec 9
Hyatt Regency Clearwater Beach Resort and Suites
A rooftop pool area with lounge chairs and umbrellas, overlooking a beach.

4. The Hiatus Clearwater Beach, Curio Collection By Hilton

The Hiatus Clearwater Beach, Curio Collection By Hilton
4.0 star property
Clearwater Beach
9.2 out of 10, Wonderful, (297 reviews)
"Perfect place to stay! Beautiful view of the beach! Rooms are beautiful and big. Staff is friendly and willing to help. Location is perfect to walk everywhere! I would highly recommend and stay at again!"
United States
Jenny
The price is ￥30,002
￥40,221 total
includes taxes & fees
Nov 29 - Nov 30
The Hiatus Clearwater Beach, Curio Collection By Hilton
A beach view with a hotel in the foreground, palm trees, and beach umbrellas.

5. Clearwater Beach Sheraton Resort on Sand Key

Clearwater Beach Sheraton Resort on Sand Key
4.0 star property
Sand Key
8.6 out of 10, Excellent, (1,013 reviews)
"The property was great & staff were very friendly! The Chef cooked the fish we caught and served it with sides family style for our group. Will definitely stay again!"
United States
Amanda
The price is ￥37,849
￥47,286 total
includes taxes & fees
Dec 13 - Dec 14
Clearwater Beach Sheraton Resort on Sand Key
A resort with a large pool surrounded by palm trees and blue lounge chairs. There are multiple boats docked at the pier.

6. Clearwater Beach Marriott Resort & Suites on Sand Key

Clearwater Beach Marriott Resort & Suites on Sand Key
4.0 star property
Sand Key
9.2 out of 10, Wonderful, (1,003 reviews)
"Highly recommend staying here! Great views, Friendly staff, great amenities!"
Canada
Nathan Michael
The price is ￥35,661
￥46,616 total
includes taxes & fees
Dec 13 - Dec 14
Clearwater Beach Marriott Resort & Suites on Sand Key
A beachfront hotel with a large building, a beach, and a bridge in the background.

7. Opal Sands Resort

Opal Sands Resort
4.0 star property
Clearwater Beach
9.4 out of 10, Exceptional, (1,486 reviews)
"Fantastic resort."
United States
Charles
The price is ￥49,369
￥62,106 total
includes taxes & fees
Nov 15 - Nov 16
Opal Sands Resort
A wicker lounge chair on a round table with a bottle and a glass, overlooking a beach with palm trees and a sailboat in the distance.

8. JW Marriott Clearwater Beach Resort & Spa

JW Marriott Clearwater Beach Resort & Spa
4.0 star property
Clearwater Beach
9.2 out of 10, Wonderful, (441 reviews)
"Family friendly, helpful and amicable staff, cleaning two thumbs up. Great spot for families with small kids that want a small private beach to enjoy some superb family time."
United States
David
The price is ￥49,369
￥63,009 total
includes taxes & fees
Nov 24 - Nov 25
JW Marriott Clearwater Beach Resort & Spa
A beachfront hotel with multiple floors, outdoor seating areas, and a pool.

9. Sandpearl Resort

Sandpearl Resort
4.5 star property
Clearwater Beach
9.4 out of 10, Exceptional, (1,000 reviews)
"Beautiful hotel. Staff is friendly and the hotel was very clean. Will stay here again for sure"
United States
Debra
The price is ￥57,357
￥71,132 total
includes taxes & fees
Nov 28 - Nov 29
Sandpearl Resort
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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Learn more about Holiday

Nestled along the Gulf Coast, this relaxed town offers pristine beaches and the stunning Anclote River Park for kayaking adventures. Locals recommend exploring the Suncoast Trail by bike and timing your visit to Holiday's lively seasonal festivals where seafood is always the star.

See all hotels in Holiday
A calm lake with a dock, a boat, and a building surrounded by trees.
Photo by Jignesh Patel
Open Photo by Jignesh Patel

Top reviews in Holiday

A hotel with a central courtyard, multiple floors, and a view of the sunset over the water.
Hyatt Regency Clearwater Beach Resort and Suites

Hyatt Regency Clearwater Beach Resort and Suites

Hyatt Regency Clearwater Beach Resort and Suites
Clearwater Beach

10/10 Excellent

Our stay was fantastic. Only negative would be all of the resort and parking fees. I would honestly rather have them included in the room. We are paying a higher rate to stay at a great hotel and all of the added fees are crazy.
United States
stefanie Victoria
Reviewed April 7, 2025
Hyatt Regency Clearwater Beach Resort and Suites

Frequently Asked Questions

What can I expect from a resort vacation in Holiday?

Longing for a relaxing escape? You deserve all the luxuries and comforts of a resort, where you can find everything you want for your vacation from tasty food and drink options to activities and shopping. Browse the resorts in the area and discover the one that's best for you, whether you see yourself sipping drinks by a sprawling pool or heading to the spa for a deep-tissue massage.

What's a favorite resort for my stay in Holiday?

Our highest-rated resorts near Holiday: Hyatt Regency Clearwater Beach Resort and Suites - Beach resort, 5-minute walk from St. Petersburg - Clearwater Beaches. 15.4 mi (24.8 km) from Holiday. Features 2 restaurants, 2 bars, and a full-service spa. Highly rated for its pool. Hilton Clearwater Beach Resort & Spa - Beach resort, 5-minute walk from Pier 60 Park. 15.1 mi (24.2 km) from Holiday. Has 2 outdoor pools, 3 restaurants, and a private beach. Guests love the pool. Opal Sands Resort - Luxury resort, 5-minute walk from St. Petersburg - Clearwater Beaches. 15.7 mi (25.3 km) from Holiday. Highly rated for its pool. Enjoy the 2 bars, spa, and fitness center. JW Marriott Clearwater Beach Resort & Spa - Beach resort, 5-minute walk from St. Petersburg - Clearwater Beaches. 15.8 mi (25.5 km) from Holiday. Amenities include 3 restaurants, 2 bars, and a full-service spa. Popular for its great beach location. Clearwater Beach Marriott Resort & Suites on Sand Key - Beach resort. 16.7 mi (26.9 km) from Holiday. Guests love the pool. Access to 4 restaurants, a full-service spa, and a children's pool.

What can I do in Holiday?

Anclote River Park, Lake Conley, and Key Vista Nature Park are a few of the interesting sights to visit. Other attractions in the area include Tarpon Springs Sponge Docks and Sunset Beach.

What's the seasonal weather like in Holiday?

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.

What's the best way to get to and around Holiday?

Fly into Tampa Intl. Airport (TPA), which is located 18.8 mi (30.3 km) from the city center. You can also search for flights into St. Petersburg-Clearwater Intl. Airport (PIE), which is 19.3 mi (31 km) away. If you'd like to venture out around the area, you may want to rent a car for your trip.

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