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Hotels in Holiday

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Choose from 6086 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! (3,198 reviews)
Amazing at every turn!

Reviewed on May 1, 2026

Wyndham Grand Clearwater Beach
Hilton Clearwater Beach Resort & Spa

Hilton Clearwater Beach Resort & Spa

4 out of 5
400 Mandalay Ave Clearwater Beach FL
  • 34 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 ...
8.2/10 Very Good! (2,593 reviews)
Housekeeping barely cleaned our room and did not leave any towels when they did. Otherwise, this property is amazing! Great location, good vibes!

Reviewed on May 2, 2026

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

Hyatt Regency Clearwater Beach Resort and Suites

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! (2,131 reviews)
Everything was perfect from check-in to checkout including the service, the view, the beach access, the towel availability, cleanliness, ease of parking, access to restaurants and entertainment, the in-room comforts and kitchenette and more! This is the second time we’ve stayed here and I will definitely ...

Reviewed on May 1, 2026

Hyatt Regency Clearwater Beach Resort and Suites
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! (1,228 reviews)
Good stay

Reviewed on Apr 27, 2026

Grand Hyatt Tampa Bay
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 luxury resort in Clearwater Beach. Enjoy a full-service spa, a beach locale, and 2 bars/lounges. Our guests praise the pool and the helpful ...
9.4/10 Exceptional! (1,214 reviews)
Loved the pool and view. The only thing we didn’t like was all the birds constantly swooping down and trying to steal food and were noisy. Our room was great with an awesome view from the 10th floor overlooking the beach and opal sol. The beds were comfortable and the air conditioner was quiet which ...

Reviewed on May 1, 2026

Opal Sands Resort
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 ...
8.6/10 Excellent! (1,269 reviews)
👍

Reviewed on May 2, 2026

The Westin Tampa Bay
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! (335 reviews)
Beautiful and clean property. Would have rated a 5 but had issue with them locking me out of my room simply because a credit card transaction didn't go through the first time and despite my room was completely paid for in advance.

Reviewed on Apr 29, 2026

JW Marriott Clearwater Beach Resort & Spa
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 free WiFi, a rooftop terrace, and breakfast (surcharge). Popular attractions Pier 60 Park and Clearwater Beach ...
9.6/10 Exceptional! (966 reviews)
I can’t explain how impressed we were with our stay here. I honestly was expecting a bare minimum hotel but I’ll be booking this hotel for my next trip down to Clear water.

Reviewed on May 1, 2026

ChartHouse Clearwater Beach Marina Hotel
Holiday Inn & Suites Clearwater Beach by IHG

Holiday Inn & Suites Clearwater Beach by IHG

3 out of 5
521 S Gulfview Blvd Clearwater Beach FL
  • 35 min drive from Anclote River Park
Book a stay at this family-friendly hotel in Clearwater Beach. Enjoy free WiFi, 2 restaurants, and a beach locale. Our guests praise the helpful staff in our ...
8.2/10 Very Good! (1,004 reviews)
Our party had a waitress with condescending responses when asked a question about a meal in Jimmy's restaurant located in Hotel. We decided to leave due to how uncomfortable she made us feel.

Reviewed on May 2, 2026

Holiday Inn & Suites Clearwater Beach by IHG
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 ...
8/10 Very Good! (1,355 reviews)
The wi-fi would not work in my room, even after the staff restarted the router. Otherwise, everything was fine.

Reviewed on May 1, 2026

Clearwater Beach 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 ...
8.2/10 Very Good! (1,610 reviews)
Loved this hotel clean room pool & jacquzi clean. Beach area was small but nice

Reviewed on Apr 30, 2026

Gulfview Hotel on the Beach
HomeTowne Studios by Red Roof Tampa - Airport

HomeTowne Studios by Red Roof Tampa - Airport

2 out of 5
6121 West Sitka Street Tampa FL
  • 47 min drive from Anclote River Park
Stay at this hotel in Tampa. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Raymond James Stadium and George M. Steinbrenner Field ...
8.6/10 Excellent! (1,074 reviews)
A great value stay. Clean and organized.

Reviewed on May 2, 2026

HomeTowne Studios by Red Roof Tampa - Airport
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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Frequently Asked Questions About Holiday hotels

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

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How many hotels are there in Holiday?

With over 6,086 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 $96.

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.