Holiday Vacation Packages

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Flight and hotel packages to Holiday

Thunderbird Beach Resort

Thunderbird Beach Resort

3 out of 5
Save 100% on your flight
per person
May 26 - Jun 1
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
This hotel features a bar/lounge, a beach bar, and an outdoor pool. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the spa tub and perks like free self parking.
Plaza Beach Hotel Beachfront Resort

Plaza Beach Hotel Beachfront Resort

3 out of 5
Save 100% on your flight
per person
May 26 - Jun 1
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
A private beach and an outdoor pool are featured at this hotel. Relax with beach cabanas and sun loungers, and cool off with a drink at the beachside bar. There's fun for all ages with mini golf and a playground, and barbecue grills are available on site.
The Avalon Club

The Avalon Club

4 out of 5
Save 100% on your flight
per person
May 24 - May 27
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
This aparthotel features a bar/lounge, a poolside bar, and an outdoor pool. Business travelers can take advantage of the business center. There's a gym on site, and a 24-hour front desk and a coffee shop are also provided.
Hyatt Regency Clearwater Beach Resort & Spa

Hyatt Regency Clearwater Beach Resort & Spa

4 out of 5
Save 100% on your flight
per person
Jun 27 - Jul 1
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
A full-service spa, 2 restaurants, and an outdoor pool are all featured at this eco-certified resort. There's fun for all ages with a children's pool and a waterslide, and families will appreciate the onsite laundry facilities. Relax with a drink at one of the 2 bars/lounges and get perks like free WiFi.
Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

4 out of 5
Save 100% on your flight
per person
Jun 27 - Jul 1
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
A full-service spa, 3 restaurants, and an outdoor pool are all featured at this smoke-free hotel. Traveling on business? Take advantage of the business center, express check-out, and valet parking. Enjoy the 24-hour gym and unwind at the bar/lounge and poolside bar.
Prices and availability subject to change. Additional terms may apply.

Top Holiday hotel deals

Holiday Hotel

Holiday Hotel

2.5 out of 5
2337 US Highway 19, Holiday, FL
Free Cancellation
Reserve now, pay when you stay
The price is $62 per night
$62
per night
Apr 24 - Apr 25
Free self parking is available and the hotel's multilingual staff can provide around-the-clock assistance. WiFi in public areas is free. A garden is also provided.
Pool
Free WiFi
Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

4 out of 5
100 Coronado Drive, Clearwater Beach, FL
The price is $199 per night
$199
per night
May 5 - May 6
A full-service spa, 3 restaurants, and an outdoor pool are all featured at this smoke-free hotel. Traveling on business? Take advantage of the business center, express check-out, and valet parking. Enjoy the 24-hour gym and unwind at the bar/lounge and poolside bar.
Hilton Clearwater Beach Resort & Spa

Hilton Clearwater Beach Resort & Spa

4 out of 5
400 Mandalay Ave, Clearwater Beach, FL
The price is $220 per night
$220
per night
Apr 29 - Apr 30
This hotel features a private beach, a full-service spa, and 3 restaurants. Relax with beach cabanas and sun loungers, and cool off with a drink at the beachside bar. There's fun for all ages with a children's club and a playground, and families will appreciate the onsite laundry facilities.
Breakfast available
Pool
Grand Hyatt Tampa Bay

Grand Hyatt Tampa Bay

4 out of 5
2900 Bayport Drive, Tampa, FL
Free Cancellation
The price is $189 per night
$189
per night
May 12 - May 13
This eco-certified hotel features 2 outdoor pools, A 24-hour gym, and a restaurant. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. There's a bar/lounge on site, and concierge services and wedding services are also provided.
Pet friendly
Breakfast available
Hyatt Regency Clearwater Beach Resort & Spa

Hyatt Regency Clearwater Beach Resort & Spa

4 out of 5
301 S Gulfview Blvd, Clearwater Beach, FL
Free Cancellation
Reserve now, pay when you stay
The price is $300 per night
$300
per night
Apr 24 - Apr 25
A full-service spa, 2 restaurants, and an outdoor pool are all featured at this eco-certified resort. There's fun for all ages with a children's pool and a waterslide, and families will appreciate the onsite laundry facilities. Relax with a drink at one of the 2 bars/lounges and get perks like free WiFi.
Hot Tub
Breakfast available
The Westin Tampa Bay

The Westin Tampa Bay

4 out of 5
7627 W Courtney Campbell Cswy, Tampa, FL
Free Cancellation
Reserve now, pay when you stay
The price is $135 per night
$135
per night
May 19 - May 20
A private beach, a 24-hour gym, and a restaurant are all featured at this hotel. Spend a day at the beach kayaking, or relax with sun loungers and beach umbrellas. Enjoy the gym and perks like free WiFi.
Pet friendly
Breakfast available
Don't see what you're looking for?
See all available properties in Holiday
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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.

Popular places to visit in Holiday

Image for Key Vista Nature Park

Key Vista Nature Park

Explore the lovely green spaces of Key Vista Nature Park and enjoy the golf courses in Holiday. Wander the waterfront and beautiful beaches in this family-friendly area.

Key Vista Nature Park
Image for Anclote River Park

Anclote River Park

Why not spend a carefree afternoon at Anclote River Park during your travels in Holiday? While you're in the area, wander around the parks.

Anclote River Park
Image for Anclote Gulf Park

Anclote Gulf Park

Explore the lovely green spaces of Anclote Gulf Park and enjoy the golf courses in Holiday. Wander the waterfront and beautiful beaches in this family-friendly area.

Anclote Gulf Park

Frequently asked questions

How much are vacation packages to Holiday?
With vacation packages being sold for just $682, you won’t need to empty your piggy bank for your visit to Holiday. Travelocity can help. Bundle your flights, hotels and experiences into a package and score some serious discounts. The more you book, the more you save.
How long should my Holiday vacation be?
Typically, 2 nights is what most travelers book for their Holiday trip. That’s an useful guide, but there’s so much more to discover if you give yourself a little longer.
Where can I get the best vacation package deals for Holiday?
It’s difficult to beat Travelocity when it comes to putting together your Holiday package deal. There are as many as 400 partner airlines and 1,000,000 worldwide properties to choose from. Secure your trip now and get ready to tick another exciting place off your bucket list.
Why should I book my Holiday vacation bundle with Travelocity?
With first-rate service, customer support available 24/7 and some of the most perfect escapes money can buy, you’ll never wander alone. And if you find a better price, we’ll match it. That’s our Price Match Guarantee.
Can I save money on my Holiday car rental if I combine it with my hotel or flight?
With a Holiday vacation package, you can bundle your flight, car and hotel bookings and save a tidy sum. If you can’t wait to see the best of this fantastic region, why not make tracks to Universal Studios Florida? This famous attraction is 80 mi from Holiday. With your own set of wheels, you’ll be there belong long.
What is the best time of year to go to Holiday?
If you’re all about wandering wisely, is the perfect time to do it. That’s when hotel rates are at their cheapest. In contrast, prices surge around . January, February and September are the most popular times for a vacation in Holiday, so expect big lines at major tourist sites. Prefer to avoid high season? You’ll find smaller crowds in May, June and July.
Which airport is best for Holiday?
Tampa Intl. Airport (TPA) (19 mi away from downtown), Sarasota-Bradenton Intl. Airport (SRQ) (55 mi away from central Holiday) and St. Petersburg-Clearwater Intl. Airport (PIE) (19 mi away from central Holiday) are all great options for Holiday.
What is there to do in Holiday?
You’ll notice a certain magic as you stroll the streets of Holiday. Anclote River Park and Key Vista Nature Park are just two famous attractions that make this city such a sought-after destination, so put them at the top of your itinerary.
Where should I stay when visiting Holiday?
Many travelers choose to spend their nights at the Holiday Hotel. It’s an excellent base for your Holiday getaway.