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A calm lake with a dock, a boat, and a building surrounded by trees.

Photo by Jignesh Patel

Best Resorts in Holiday

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    Check prices for these dates, December 13 – 14, 2026

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    Our top choices for Holiday resorts

    1. Innisbrook Resort

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

    2. Hilton Clearwater Beach Resort & Spa

    A resort with a swimming pool, beach, and a pier.

    3. Hyatt Regency Clearwater Beach Resort and Suites

    A hotel with a central courtyard, multiple floors, and a view of the sunset over the water.

    4. The Hiatus Clearwater Beach, Curio Collection By Hilton

    A rooftop pool area with lounge chairs and umbrellas, overlooking a beach.

    5. Clearwater Beach Sheraton Resort on Sand Key

    A beach view with a hotel in the foreground, palm trees, and beach umbrellas.

    6. Clearwater Beach Marriott Resort & Suites 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.

    7. Opal Sands Resort

    A beachfront hotel with a large building, a beach, and a bridge in the background.

    8. JW Marriott Clearwater Beach Resort & Spa

    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.

    9. Sandpearl Resort

    A beachfront hotel with multiple floors, outdoor seating areas, and a pool.

    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.

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    A calm lake with a dock, a boat, and a building surrounded by trees.

    Photo by Jignesh Patel

    Top reviews in Holiday

    Hyatt Regency Clearwater Beach Resort and Suites

    A hotel with a central courtyard, multiple floors, and a view of the sunset over the water.

    Sandpearl Resort

    A beachfront hotel with multiple floors, outdoor seating areas, and a pool.

    Opal Sands Resort

    A beachfront hotel with a large building, a beach, and a bridge in the background.

    The Hiatus Clearwater Beach, Curio Collection By Hilton

    A rooftop pool area with lounge chairs and umbrellas, overlooking a beach.

    Innisbrook Resort

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

    Clearwater Beach Marriott Resort & Suites 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.

    JW Marriott Clearwater Beach Resort & Spa

    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.

    Hilton Clearwater Beach Resort & Spa

    A resort with a swimming pool, beach, and a pier.

    Clearwater Beach Sheraton Resort on Sand Key

    A beach view with a hotel in the foreground, palm trees, and beach umbrellas.

    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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