Best Resorts in Holiday

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Check prices for these dates

Next weekend
May 29 - May 31
In two weeks
Jun 5 - Jun 7
In one month
Jun 19 - Jun 21
In two months
Jul 17 - Jul 19

Our top choices for Holiday resorts

6 outdoor pools, pool umbrellas, sun loungers

Innisbrook Resort

Innisbrook Resort
3.5 star property
Palm Harbor
8.4 out of 10, Very Good, (1,004 reviews)
"Great stay"
United States
Karen
$149 nightly
The price is $169
Jun 14 - Jun 15
Total with taxes and fees
Innisbrook Resort
Beach

262-NEW! 3 beds x 2 baths. Amazing Waterfront Views!

262-NEW! 3 beds x 2 baths. Amazing Waterfront Views!
Rocky Point
9.6 out of 10, Exceptional, (100 reviews)
"Easy check-in and unit was newly redone and very comfortable.What a view"
United States
Donald C.
$368 nightly
The price is $412
May 25 - May 26
Total with taxes and fees
262-NEW! 3 beds x 2 baths. Amazing Waterfront Views!
Rooftop terrace

The Hiatus Clearwater Beach, Curio Collection By Hilton

The Hiatus Clearwater Beach, Curio Collection By Hilton
4.0 star property
Clearwater Beach
9.2 out of 10, Wonderful, (218 reviews)
"Loved everything about this property. The sunset champagne toast was such a sweet addition"
United States
Kathy
$232 nightly
The price is $262
Jun 15 - Jun 16
Total with taxes and fees
The Hiatus Clearwater Beach, Curio Collection By Hilton
Exterior

Hilton Clearwater Beach Resort & Spa

Hilton Clearwater Beach Resort & Spa
4.0 star property
Clearwater Beach
8.2 out of 10, Very Good, (2,622 reviews)
"Great views, great atmosphere! Pool was very nice with drink service and the beach was amazing!!"
United States
Jeffrey
$196 nightly
The price is $221
Jun 7 - Jun 8
Total with taxes and fees
Hilton Clearwater Beach Resort & Spa
Suite, 2 Bedrooms, Ocean View, Oceanfront (Full Kitchen) | Terrace/patio

Hyatt Regency Clearwater Beach Resort and Suites

Hyatt Regency Clearwater Beach Resort and Suites
4.0 star property
Clearwater Beach
9.2 out of 10, Wonderful, (2,159 reviews)
$304 nightly
The price is $344
Jun 7 - Jun 8
Total with taxes and fees
Hyatt Regency Clearwater Beach Resort and Suites
On the beach, white sand

JW Marriott Clearwater Beach Resort & Spa

JW Marriott Clearwater Beach Resort & Spa
4.0 star property
Clearwater Beach
9.2 out of 10, Wonderful, (345 reviews)
"Great love it for family super relaxing"
United States
yomiris
$328 nightly
The price is $371
Jun 21 - Jun 22
Total with taxes and fees
JW Marriott Clearwater Beach Resort & Spa
Outdoor pool, cabanas (surcharge), pool umbrellas

Clearwater Beach Marriott Resort on Sand Key

Clearwater Beach Marriott Resort on Sand Key
4.0 star property
Sand Key
9.2 out of 10, Wonderful, (1,001 reviews)
"Would definitely stay there again."
United States
Lori
$282 nightly
The price is $318
Jun 23 - Jun 24
Total with taxes and fees
Clearwater Beach Marriott Resort on Sand Key
Outdoor pool, sun loungers

Opal Sands Resort

Opal Sands Resort
4.0 star property
Clearwater Beach
9.4 out of 10, Exceptional, (1,240 reviews)
"Wonderful hotel, much better than the Marriott and Sheraton across the bridge."
United States
William
$424 nightly
The price is $479
May 26 - May 27
Total with taxes and fees
Opal Sands Resort
Outdoor pool, open 7:00 AM to 11:00 PM, pool umbrellas, sun loungers

Clearwater Beach Sheraton Resort on Sand Key

Clearwater Beach Sheraton Resort on Sand Key
4.0 star property
Sand Key
8.4 out of 10, Very Good, (1,000 reviews)
"Great resort, friendly staff, great location!"
United States
Steve
$280 nightly
The price is $317
Jun 14 - Jun 15
Total with taxes and fees
Clearwater Beach Sheraton Resort on Sand Key
Exterior

Sandpearl Resort

Sandpearl Resort
4.0 star property
Clearwater Beach
9.4 out of 10, Exceptional, (1,005 reviews)
"Excellent resort to have a relaxing gateway"
United States
Andreina
$434 nightly
The price is $490
May 25 - May 26
Total with taxes and fees
Sandpearl 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.
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Top Holiday Hotel Reviews

Courtyard by Marriott Clearwater Beach

Courtyard by Marriott Clearwater Beach

4/10 Poor
"We arrived and received a coupon for a free sunset drink and 20 dollars off any food or beverage for each day of our stay. It included the Jolly Trolly, E bike rental, etc. We were not told we needed to take said coupon with us to the rooftop bar that evening in order to use it. Very frustrating with the miscommunication. We were not given Jolly Trolly stops, had to figure that out on our own. No E bike information either. The next morning we stopped at the desk to let them know our sink faucet was leaking and we were leaving for a few hours and would be back before leaving again in the afternoon. They told us they had someone on site and would have it repaired right away. We also told them we needed all new towels because we needed to clean up the water that leaked all over our sink counter. We got back a few hours later and the repair person was still in our room and said it would be another 30 minutes. So we had to wait at the pool in soaking wet bathing suits. We went up to shower without any bath towels, only hand towels. We were running late to meet with my niece in Tampa by this time. Stopped back at the desk and let them know, was given two free drinks. At check out, were learned the free sunset drink and 20 dollar vouchers, etc. cost us 30 dollars a day, so nothing was free. Would not recommend."
Lauretta 3-night trip
Posted 8 hours ago
Courtyard by Marriott Clearwater Beach

Find out more about Holiday

Holiday Resorts information

Number of reviews
10,694
Accommodation
65 Resorts
Lowest Price
$169
Highest Price
$490

Frequently asked questions

What can I expect from a resort vacation in Holiday?
Longing for a relaxing escape? You deserve all the luxuries and comforts of a resort, where you can find everything you want for your vacation from tasty food and drink options to activities and shopping. Browse the resorts in the area and discover the one that's best for you, whether you see yourself sipping drinks by a sprawling pool or heading to the spa for a deep-tissue massage.
What's a favorite resort for my stay in Holiday?
Our highest-rated resorts near Holiday: Hilton Clearwater Beach Resort & Spa - Beach resort, 5-minute walk from Pier 60 Park. 15.1 mi (24.2 km) from Holiday. Features 2 outdoor pools, 3 restaurants, and a private beach. Highly rated for its pool. Hyatt Regency Clearwater Beach Resort and Suites - Beach resort, 5-minute walk from St. Petersburg - Clearwater Beaches. 15.4 mi (24.8 km) from Holiday. Has 2 restaurants, 2 bars, and a full-service spa. Popular for its pool. Opal Sands Resort - Luxury resort, 5-minute walk from St. Petersburg - Clearwater Beaches. 15.7 mi (25.3 km) from Holiday. Highly rated for its pool. Enjoy the 2 bars, spa, and fitness center. JW Marriott Clearwater Beach Resort & Spa - Beach resort, 5-minute walk from St. Petersburg - Clearwater Beaches. 15.8 mi (25.5 km) from Holiday. Amenities include 3 restaurants, 2 bars, and a full-service spa. Popular for its great beach location. Sandpearl Resort - Beach resort right by Clearwater Beach. 14.8 mi (23.8 km) from Holiday. Access to a private beach, a full-service spa, and a health club.
What can I do in Holiday?
Anclote River Park and Key Vista Nature Park are a few of the interesting sights to visit. Other attractions in the area include Tarpon Springs Sponge Docks and Fred Howard Park.
What's the seasonal weather like in Holiday?
The hottest months are usually August and July with an average temp of 83°F, while the coldest months are January and February with an average of 64°F. Average annual precipitation for Holiday is 42 inches.
What's the best way to get to and around Holiday?
Fly into Tampa Intl. Airport (TPA), which is located 18.8 mi (30.3 km) from the city center. You can also search for flights into St. Petersburg-Clearwater Intl. Airport (PIE), which is 19.3 mi (31 km) away. If you'd like to venture out around the area, you may want to rent a car for your trip.

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