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Hotels in Holiday

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Choose from 5952 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! (2,914 reviews)
Excellent Stay

Reviewed on Dec 20, 2025

Wyndham Grand Clearwater Beach
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! (2,363 reviews)
I will definitely be back❤️ it’s centered perfectly for the beach, night life, sport views and food amenities l

Reviewed on Dec 20, 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! (2,078 reviews)
Wonderful stay on the beach!

Reviewed on Dec 20, 2025

Hyatt Regency Clearwater Beach Resort & Spa
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 ...
8/10 Very Good! (1,000 reviews)
This place was great staff was very friendly and helpful

Reviewed on Dec 14, 2025

DoubleTree by Hilton Tampa Rocky Point Waterfront
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! (1,807 reviews)
Staff was great, room was clean with plenty of towels

Reviewed on Dec 17, 2025

Pier House 60 Clearwater Beach Marina Hotel
Courtyard by Marriott Clearwater Beach

Courtyard by Marriott Clearwater Beach

3 out of 5
455 East Shore Drive Clearwater Beach FL
  • 33 min drive from Anclote River Park
Book a stay at this business-friendly hotel in Clearwater Beach. Enjoy free WiFi, a marina, and breakfast (surcharge). Our guests praise the helpful staff and ...
8.8/10 Excellent! (1,007 reviews)
Great stay! I still have a pending transaction showing though on my bank card and we checked out on December 7th. Otherwise it would be 5 stars.

Reviewed on Dec 19, 2025

Courtyard by Marriott Clearwater 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! (1,139 reviews)
Staff and amenities.

Reviewed on Dec 14, 2025

Grand Hyatt Tampa Bay
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! (1,480 reviews)
Check in went very smoothly and the front desk clerk was very nice and helpful. The room was very clean and the amenities were great

Reviewed on Dec 17, 2025

Gulfview Hotel on the Beach
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! (1,104 reviews)
The property was ok...bathroom and storage for clothing was less than adequate

Reviewed on Dec 14, 2025

Dolphin Sands Clearwater Beach, an Ascend Collection Hotel
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! (1,462 reviews)
Very friendly staff, clean room. I would definitely come back.

Reviewed on Dec 20, 2025

Shephard's Beach Resort
Holiday Inn Express Hotel & Suites Tampa Northwest - Oldsmar by IHG

Holiday Inn Express Hotel & Suites Tampa Northwest - Oldsmar by IHG

2.5 out of 5
3990 Tampa Rd Oldsmar FL
  • 32 min drive from Anclote River Park
Book a stay at this business-friendly hotel in Oldsmar. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
9.4/10 Exceptional! (1,000 reviews)
Staff wa extremely nice, rooms were very clean

Reviewed on Dec 19, 2025

Holiday Inn Express Hotel & Suites Tampa Northwest - Oldsmar by IHG
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! (310 reviews)
Super friendly staff and clean room. Wish more restaurant options

Reviewed on Dec 21, 2025

JW Marriott Clearwater Beach Resort & Spa
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 5,952 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 $133. 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 $133.

How many hotels are there in Holiday?

With over 5,952 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 $133.

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.