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Hotels in Holiday

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Choose from 5717 Holiday Hotel Deals

Rodeway Inn
Rodeway Inn
2 out of 5
2337 US Highway 19, Holiday, FL
  • 8 min drive from Anclote River Park
Stay at this hotel in Holiday. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the pool and the helpful staff in our reviews. Popular ...
5.2/10 (198 reviews)
"The price was good. I have sensitive skin so I was itchy when resting. The mattresses are new so I think that maybe the sheets are washed with cheap laundry detergent. Our tv was out of order in room 113, so we were moved to room 109. The manager was nice when we got to the hotel at 3 am Sat. The ..."

Reviewed on Jun 16, 2025

Rodeway Inn
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! (1,004 reviews)
"Great trip and even got a free room upgrade! Awesome view and comfort."

Reviewed on Jun 18, 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
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! (1,934 reviews)
"This is such a fantastic hotel. The service was amazing. The room was super clean. The only complaint would be that the water didn’t get very hot, if that’s even a complaint. The pool was so clean, and even when it was busy there was still plenty of room to play and find some shade. Once we checked ..."

Reviewed on Jun 19, 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
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! (1,900 reviews)
"Love how close to the beach and how large the rooms were."

Reviewed on Jun 22, 2025

Hyatt Regency 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! (2,324 reviews)
"I sent a message prior to check in that we were celebrating my daughters birthday. They made it special with a card and snacks. The stay was just wonderful from check in to check out. We loved the sunset smores. Such a fun long weekend."

Reviewed on Jun 23, 2025

Wyndham Grand Clearwater Beach
Clearwater Beach Marriott Resort on Sand Key
Clearwater Beach Marriott Resort on Sand Key
4 out of 5
1201 Gulf Blvd, Clearwater Beach, FL
  • 38 min drive from Anclote River Park
Book a stay at this beach resort in Clearwater Beach. Enjoy a full-service spa, 4 restaurants, and breakfast (surcharge). Our guests praise the pool and the ...
9/10 Wonderful! (1,006 reviews)
"Jennifer was absolutely amazing she was kind from the time we walked in until the time we walked out ."

Reviewed on Jun 20, 2025

Clearwater Beach Marriott Resort on Sand Key
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! (1,007 reviews)
"Very nice stay."

Reviewed on Jun 22, 2025

Fairfield Inn & Suites 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 eco-certified hotel in Tampa. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the helpful staff and the clean rooms ...
8.8/10 Excellent! (1,000 reviews)
"Bathroom fan was loud, needs to be replaced."

Reviewed on Jun 16, 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 private beach. Our guests praise the pool and the helpful staff in ...
7.8/10 Good! (1,265 reviews)
"Location"

Reviewed on Jun 20, 2025

Gulfview Hotel on the Beach
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 3-star business-friendly hotel in Clearwater Beach. Enjoy free breakfast, a rooftop terrace, and a fitness center. Our guests praise the restaurant ...
8.8/10 Excellent! (1,708 reviews)
"This hotel is right next to the public beach. The rooftop bar has great views of the marina and beach. Save some money and book this hotel instead of a beachfront."

Reviewed on Jun 21, 2025

Pier House 60 Clearwater Beach Marina Hotel
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 Beach Walk are located ...
9.4/10 Exceptional! (138 reviews)
"The staff was very nice! The hotel was clean and a great place off the beach but close to the beach to stay."

Reviewed on Jun 21, 2025

ChartHouse Clearwater Beach Marina 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
Enjoy free WiFi, free valet parking, and a beach locale.
9/10 Wonderful! (1,307 reviews)
"The property was clean and staff was great! I loved that the resort had an on-site beach, nightclub, restaurants, nightly entertainment, and bars."

Reviewed on Jun 22, 2025

Shephard's Beach Resort
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 5,717 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 . 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 .

How many hotels are there in Holiday?

With over 5,717 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 .

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.