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Hotels in Holiday

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Choose from 6039 Holiday Hotel Deals

Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

4 out of 5
100 Coronado Drive Clearwater Beach FL
  • 34 min drive from Anclote River Park
Book a stay at this beach hotel in Clearwater Beach. Enjoy a full-service spa, 3 restaurants, and a beach locale. Our guests praise the breakfast and the pool ...
9.4/10 Exceptional! (2,846 reviews)
Clean room, convenient, and beautiful Christmas decor!

Reviewed on Dec 2, 2025

Wyndham Grand Clearwater Beach
DoubleTree by Hilton Tampa Rocky Point Waterfront

DoubleTree by Hilton Tampa Rocky Point Waterfront

4 out of 5
3050 N Rocky Point Dr W Tampa FL
  • 49 min drive from Anclote River Park
Book a stay at this business-friendly hotel in Tampa. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the pool and the helpful staff ...
8.2/10 Very Good! (1,001 reviews)
Yes it was awesome

Reviewed on Dec 2, 2025

DoubleTree by Hilton Tampa Rocky Point Waterfront
The Westin Tampa Bay

The Westin Tampa Bay

4 out of 5
7627 W Courtney Campbell Cswy Tampa FL
  • 50 min drive from Anclote River Park
Book a stay at this beach hotel in Tampa. Enjoy free WiFi, a private beach, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms ...
8.2/10 Very Good! (1,054 reviews)
The hotel and staff were excellent and helpful.

Reviewed on Dec 2, 2025

The Westin Tampa Bay
Hilton Clearwater Beach Resort & Spa

Hilton Clearwater Beach Resort & Spa

4 out of 5
400 Mandalay Ave Clearwater Beach FL
  • 33 min drive from Anclote River Park
Book a stay at this beach resort in Clearwater Beach. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff ...
8/10 Very Good! (2,343 reviews)
Clean room, friendly staff & ease of walking everywhere ❤️ I do think if your staying at the hotel you should get a chair included to stay on beach tho

Reviewed on Dec 3, 2025

Hilton Clearwater Beach Resort & Spa
Hyatt Regency Clearwater Beach Resort & Spa

Hyatt Regency Clearwater Beach Resort & Spa

4 out of 5
301 S Gulfview Blvd Clearwater Beach FL
  • 34 min drive from Anclote River Park
Book a stay at this beach resort in Clearwater Beach. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the pool and the helpful staff ...
9.2/10 Wonderful! (2,065 reviews)
Fabulous hotel with a wonderful staff of particular mention - we were greeted with champagne by Nick who was very friendly. Eric, over operations was wonderful making he a point to make sure we knew he was available if we needed anything- waiters Zac and Andrew provided exceptional service. It was ...

Reviewed on Dec 1, 2025

Hyatt Regency Clearwater Beach Resort & Spa
Pier House 60 Clearwater Beach Marina Hotel

Pier House 60 Clearwater Beach Marina Hotel

3 out of 5
101 Coronado Drive Clearwater Beach FL
  • 34 min drive from Anclote River Park
Stay at this hotel in Clearwater Beach. Enjoy free WiFi, a rooftop terrace, and a fitness center. Our guests praise the restaurant and the helpful staff in our ...
8.8/10 Excellent! (1,814 reviews)
Good place to stay

Reviewed on Nov 27, 2025

Pier House 60 Clearwater Beach Marina Hotel
Gulfview Hotel on the Beach

Gulfview Hotel on the Beach

2 out of 5
625 S Gulfview Blvd Clearwater Beach FL
  • 35 min drive from Anclote River Park
Book a stay at this beach hotel in Clearwater Beach. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the pool and the helpful staff in our ...
8/10 Very Good! (1,482 reviews)
Staff was very friendly. Great location.

Reviewed on Dec 2, 2025

Gulfview Hotel on the Beach
Grand Hyatt Tampa Bay

Grand Hyatt Tampa Bay

4 out of 5
2900 Bayport Drive Tampa FL
  • 52 min drive from Anclote River Park
Book a stay at this business-friendly hotel in Tampa. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the helpful staff and the clean ...
9/10 Wonderful! (1,133 reviews)
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Reviewed on Dec 2, 2025

Grand Hyatt Tampa Bay
Shephard's Beach Resort

Shephard's Beach Resort

3.5 out of 5
619 S Gulfview Blvd Clearwater Beach FL
  • 35 min drive from Anclote River Park
Book a stay at this beach hotel in Clearwater Beach. Enjoy free WiFi, free valet parking, and 3 restaurants. Our guests praise the pool and the helpful staff ...
9/10 Wonderful! (1,463 reviews)
Fantastic resort with an amazing pool, bar area, live music, beach view, and an amazing staff!

Reviewed on Nov 27, 2025

Shephard's Beach Resort
JW Marriott Clearwater Beach Resort & Spa

JW Marriott Clearwater Beach Resort & Spa

4 out of 5
691 S Gulfview Blvd Clearwater Beach FL
  • 36 min drive from Anclote River Park
Book a stay at this beach resort in Clearwater Beach. Enjoy free WiFi, a full-service spa, and 3 restaurants. Our guests praise the helpful staff and the property ...
9.2/10 Wonderful! (303 reviews)
Room very clean and comfortable

Reviewed on Nov 26, 2025

JW Marriott Clearwater Beach Resort & Spa
Clearwater Beach Hotel

Clearwater Beach Hotel

2 out of 5
504 S. Gulfview Blvd. Clearwater Beach FL
  • 35 min drive from Anclote River Park
Book a stay at this business-friendly hotel in Clearwater Beach. Enjoy free WiFi, parking (surcharge), and a 24-hour front desk. Our guests praise the pool and ...
7.8/10 Good! (1,429 reviews)
Easy parking, close to everything

Reviewed on Nov 28, 2025

Clearwater Beach Hotel
Dolphin Sands Clearwater Beach, an Ascend Collection Hotel

Dolphin Sands Clearwater Beach, an Ascend Collection Hotel

3 out of 5
655 S Gulfview Blvd Clearwater Beach FL
  • 35 min drive from Anclote River Park
Book a stay at this beach hotel in Clearwater Beach. Enjoy free WiFi, 2 restaurants, and a private beach. Our guests praise the pool and the restaurant in our ...
8.4/10 Very Good! (1,098 reviews)
We enjoyed our first experience at the Dolphin Sands! Will stay there again. Recommend it!!!

Reviewed on Nov 30, 2025

Dolphin Sands Clearwater Beach, an Ascend Collection Hotel
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.

Find cheap hotels in Holiday

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For you, intrepid voyager, Hotwire has a large selection of the best hotels in Holiday.

Choosing the right hotel in Florida has everything to do with the way you want your trip to go. If you’ve scribbled a few obscure destinations on your itinerary, you probably already have a good sense of how your getaway is taking shape. Lean into that by booking one of Holiday’s 6,039 hotels. Choose the one that best catches your trip’s tourist drift.

If you’re traveling during the week for business, Hotwire can score you a luxury hotel for as low as $104. In town for pleasure? Hotwire still has you covered. If you’re in the mood for a quick last-minute weekend getaway or spa retreat, you can get great Holiday hotel deals at the last minute.

While traveling, where you stay plays a major role in your overall vacation enjoyment. Choosing the right hotel is just as important as making sure you book the right flight and car rental. If you’re traveling with family or friends, you may need to book a hotel with connecting rooms. If you enjoy an elegant and relaxing hotel ambiance, opt for one of Hotwire’s luxury hotels in Holiday. No matter your reason for visiting Holiday, with Hotwire’s large selection of hotels in the area, you’re sure to book a hotel that meets all your accommodation needs.

Frequently Asked Questions About Holiday hotels

Where can I find the best last-minute travel deals?

If you’re traveling in the spirit of spontaneity, you’ll love the idea of leaving your exact hotel choice up to chance. With Hotwire Hot Rates, you can unlock great deals on your next flight, hotel, or car rental. Just plug in your general preferences and let Hotwire choose last-minute hotel deals in Holiday for as low as $104.

How many hotels are there in Holiday?

With over 6,039 hotels in Holiday, you’re sure to find one that best matches your travel mood. When you book with Hotwire, you can score a stellar home away from home for as low as $104.

How to find cheap car rentals in Holiday?

Finding a cheap car rental deal in Holiday is as easy as scoring cheap hotels in Holiday. Hotwire partners with top-of-the-line car rental companies to bring you a large selection of affordable options. Whether you’re in need of a large SUV for the entire family or a more compact but stylish vehicle, Hotwire has you covered. You can unlock great car rental deals if you book a Hotwire Hot Rate at the last minute.