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Hotels in Holiday

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Choose from 5723 Holiday Hotel Deals

Sailport Waterfront Suites
Sailport Waterfront Suites
3.5 out of 5
2506 N Rocky Point Dr, Tampa, FL
  • 50 min drive from Anclote River Park
Stay at this 3.5-star aparthotel in Tampa. Enjoy breakfast (surcharge), a fitness center, and a 24-hour front desk. Our guests praise the pool and the restaurant ...
8.2/10 Very Good! (4,531 reviews)
"Close to Clearwater beaches. View from room AMAZING, sunset viewing at it best. Property is really nice, family friendly. Would stay again!"

Reviewed on May 27, 2025

Sailport Waterfront Suites
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
Stay at this 4-star beach hotel 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! (1,905 reviews)
"Right on the beach. Pools are very clean. Beautiful sunsets every night. Right next to pier 60"

Reviewed on May 30, 2025

Hilton Clearwater Beach Resort & Spa
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
Stay at this 4-star beach hotel in Clearwater Beach. Enjoy a full-service spa, 3 restaurants, and a beach locale. Our guests praise the breakfast and the pool ...
9.2/10 Wonderful! (2,277 reviews)
"Would strongly recommend this property. We already have rebooked for August!!"

Reviewed on Jun 2, 2025

Wyndham Grand Clearwater Beach
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
Stay at this 4-star 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! (1,883 reviews)
"Beautiful views of the beach. Rooms are roomy, stylish and clean."

Reviewed on Jun 1, 2025

Hyatt Regency Clearwater Beach Resort & Spa
Opal Sands Resort
Opal Sands Resort
4 out of 5
430 South Gulfview Blvd, Clearwater Beach, FL
  • 35 min drive from Anclote River Park
Book a stay at this beach resort in Clearwater Beach. Enjoy a full-service spa, a beach locale, and breakfast (surcharge). Our guests praise the pool and the ...
9.2/10 Wonderful! (1,014 reviews)
"Perfect location away from all the crazy but close Enough to everything!"

Reviewed on Jun 1, 2025

Opal Sands Resort
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 private beach. Our guests praise the pool and the helpful staff in ...
7.8/10 Good! (1,234 reviews)
Need a later check out time.
"It’s my second time here. It’s an older hotel that’s been updated and I enjoy it immensely. I just wish there was a later check out. Checking in at 4pm and turning around and leaving at 10am makes me feel like I’m not getting my moneys worth. $320 for 18 hours sucks. At least have check out at noon. ..."

Reviewed on Jun 2, 2025

Gulfview Hotel on the Beach
ChartHouse Clearwater Beach Marina Hotel
ChartHouse Clearwater Beach Marina Hotel
2 out of 5
40 Devon Dr, Clearwater Beach, FL
  • 34 min drive from Anclote River Park
Stay at this hotel in Clearwater Beach. Enjoy a rooftop terrace, breakfast (surcharge), and parking (surcharge). Popular attractions Pier 60 Park and Beach Walk ...
9.2/10 Wonderful! (89 reviews)
"It’s a new hotel. Very clean, and had a very new look. The staff were very sweet, friendly, and accommodating. Would definitely love to come back, especially when they open up their restaurant in the next few weeks."

Reviewed on May 31, 2025

ChartHouse Clearwater Beach Marina Hotel
Fairfield Inn & Suites by Marriott Clearwater Beach
Fairfield Inn & Suites by Marriott Clearwater Beach
2.5 out of 5
650 Bay Esplanade, Clearwater Beach, FL
  • 32 min drive from Anclote River Park
Book a stay at this business-friendly hotel in Clearwater Beach. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the helpful ...
8.8/10 Excellent! (1,009 reviews)
"Excellent property close to beach. Golf cart shuttle was fabulous."

Reviewed on Jun 1, 2025

Fairfield Inn & Suites by Marriott Clearwater Beach
Sandpearl Resort
Sandpearl Resort
4 out of 5
500 Mandalay Ave, Clearwater Beach, FL
  • 33 min drive from Anclote River Park
Stay at this 4-star beach resort in Clearwater Beach. Enjoy a full-service spa, a private beach, and breakfast (surcharge). Our guests praise the helpful staff ...
9/10 Wonderful! (1,004 reviews)
"The service was excellent"

Reviewed on Jun 1, 2025

Sandpearl Resort
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
Stay at this 3.5-star 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! (1,284 reviews)
"Loved my stay at Shepherd’s Beach Resort. Great location, lively vibe, and beautiful beach"

Reviewed on Jun 1, 2025

Shephard's Beach Resort
AC Hotel Clearwater Beach
AC Hotel Clearwater Beach
3.5 out of 5
395 Coronado Drive, Clearwater Beach, FL
  • 35 min drive from Anclote River Park
Stay at this 3.5-star business-friendly hotel in Clearwater Beach. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the bar and ...
8.8/10 Excellent! (630 reviews)
"Awesome staff!"

Reviewed on Jun 1, 2025

AC Hotel Clearwater Beach
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
Stay at this 4-star 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! (1,008 reviews)
"Property was well runned and the staff was great. Location is location and there is nothing they can do about that -- I thought it was inconvenient."

Reviewed on May 30, 2025

The Westin Tampa Bay
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 5,723 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 $117. 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 $117.

How many hotels are there in Holiday?

With over 5,723 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 $117.

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.