Deals on vacations and trips to Holiday

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Holiday flight + hotel vacation packages

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Saddlebrook Golf Resort & Spa Tampa North - Wesley Chapel

Saddlebrook Golf Resort & Spa Tampa North - Wesley Chapel

4 out of 5
Wesley Chapel South
Save 100% on your flight
per person
Mar 27 - Apr 2
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
This resort features a golf course, a full-service spa, and 3 restaurants. Bring the family and enjoy the children's pool, playground, and kid-friendly dining. Enjoy the 2 outdoor pools and perks like free WiFi.
Mar Bay Motel &Suites

Mar Bay Motel &Suites

2 out of 5
Save 100% on your flight
per person
Mar 27 - Mar 31
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including an off-leash area. A garden, a library, and a picnic area are also on offer.
Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Save 100% on your flight
per person
Apr 24 - Apr 27
found 17 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
This hotel features an outdoor pool and a hot tub. Relax with a drink at the poolside bar and enjoy perks like free self parking and free WiFi. A garden, luggage storage, and concierge services are also on offer.
Days Inn by Wyndham Sarasota I-75

Days Inn by Wyndham Sarasota I-75

2 out of 5
per person
Apr 24 - Apr 27
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
This hotel features free WiFi in public areas, laundry facilities, and free self parking. Enjoy the free on-the-go breakfast each morning. There's express check-out and multilingual staff can provide around-the-clock assistance.
Siesta Key Palms Resort

Siesta Key Palms Resort

4 out of 5
per person
Apr 24 - Apr 27
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
This hotel features 2 outdoor pools, a terrace, and a garden. A picnic area, express check-out, and laundry facilities are also on offer.

Top Holiday hotels deals

Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

4 out of 5
100 Coronado Drive, Clearwater Beach, FL
Free Cancellation
Reserve now, pay when you stay
The price is $565 per night
$565
includes taxes & fees
$504 per night
Feb 23 - Feb 24
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.
Pool
Hot Tub
Hilton Clearwater Beach Resort & Spa

Hilton Clearwater Beach Resort & Spa

4 out of 5
400 Mandalay Ave, Clearwater Beach, FL
Free Cancellation
Reserve now, pay when you stay
The price is $336 per night
$336
includes taxes & fees
$298 per night
Mar 2 - Mar 3
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.
Hyatt Regency Clearwater Beach Resort & Spa

Hyatt Regency Clearwater Beach Resort & Spa

4 out of 5
301 S Gulfview Blvd, Clearwater Beach, FL
The price is $466 per night
$466
includes taxes & fees
$412 per night
Feb 23 - Feb 24
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.
Grand Hyatt Tampa Bay

Grand Hyatt Tampa Bay

4 out of 5
2900 Bayport Drive, Tampa, FL
Free Cancellation
Reserve now, pay when you stay
The price is $316 per night
$316
includes taxes & fees
$281 per night
Mar 9 - Mar 10
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.
Edge Hotel Clearwater Beach

Edge Hotel Clearwater Beach

3.5 out of 5
505 South Gulfview Boulevard, Clearwater Beach, FL
Free Cancellation
Reserve now, pay when you stay
The price is $386 per night
$386
includes taxes & fees
$342 per night
Feb 24 - Feb 25
This hotel features 2 restaurants, 2 outdoor pools, and a 24-hour gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the a rooftop terrace and free buffet breakfast each morning.
Pool
Breakfast included
Shephard's Beach Resort

Shephard's Beach Resort

3.5 out of 5
619 S Gulfview Blvd, Clearwater Beach, FL
Free Cancellation
Reserve now, pay when you stay
The price is $385 per night
$385
includes taxes & fees
$344 per night
Feb 23 - Feb 24
This hotel features 3 restaurants and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free valet parking. A coffee shop, a snack bar/deli, and a grocery/convenience store are also on offer.
Pool
Parking included
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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

Lovely isolated spot with white sands and Gulf waters as far as the eye can see #wanderlust #Florida

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

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

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 $333, 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.

Photos of local treasures

Browse Holiday vacation photos for more inspiration

Photo by Travel Ginger
Photo by Travel Ginger
Photo by Jignesh Patel
Photo by Jignesh Patel