
Deals on vacations and trips to Holiday
Save when you book Holiday package deals
Holiday flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.

Mar Bay Motel &Suites
Save 100% on your flight
Price was $429, price is now $266 per person
$266
per person
Nov 10 - Nov 13
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
Save 100% on your flight
Price was $845, price is now $513 per person
$513
per person
Nov 8 - Nov 12
found 1 day 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.


Wyndham Grand Clearwater Beach
Save 100% on your flight
Price was $1,017, price is now $632 per person
$632
per person
Dec 6 - Dec 10
found 1 day ago
Roundtrip 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.

The Avalon Club
Save 100% on your flight
Price was $1,202, price is now $804 per person
$804
per person
Dec 6 - Dec 10
found 1 day ago
Roundtrip 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.
Top Holiday hotels deals

Hilton Clearwater Beach Resort & Spa
400 Mandalay Ave, Clearwater Beach, FL
Free Cancellation
Reserve now, pay when you stay
$204 nightly
The price is $231 total per night
$231 total
Sep 28 - Sep 29
Total with taxes and fees
This resort 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. Enjoy the 2 outdoor pools and perks like free WiFi.

The Westin Tampa Bay
7627 W Courtney Campbell Cswy, Tampa, FL
Free Cancellation
$152 nightly
The price is $173 total per night
$173 total
Sep 26 - Sep 27
Total with taxes and fees
A private beach, a 24-hour gym, and a restaurant are all featured at this hotel. 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 a 24-hour front desk and concierge services are also provided.

Wyndham Grand Clearwater Beach
100 Coronado Drive, Clearwater Beach, FL
Free Cancellation
Reserve now, pay when you stay
$247 nightly
The price is $279 total per night
$279 total
Sep 21 - Sep 22
Total with taxes and fees
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.

Hyatt Regency Clearwater Beach Resort & Spa
301 S Gulfview Blvd, Clearwater Beach, FL
$239 nightly
The price is $270 total per night
$270 total
Sep 24 - Sep 25
Total with taxes and fees
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.

Opal Sands Resort
430 South Gulfview Blvd, Clearwater Beach, FL
Free Cancellation
Reserve now, pay when you stay
$330 nightly
The price is $373 total per night
$373 total
Sep 21 - Sep 22
Total with taxes and fees
A full-service spa, an outdoor pool, and a restaurant are all featured at this award-winning resort. Enjoy the gym and unwind at the bar/lounge and poolside bar.

Grand Hyatt Tampa Bay
2900 Bayport Drive, Tampa, FL
Free Cancellation
Reserve now, pay when you stay
$208 nightly
The price is $236 total per night
$236 total
Sep 21 - Sep 22
Total with taxes and fees
This smoke-free hotel features 2 restaurants, 2 outdoor pools, and A 24-hour gym. 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.
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

Key Vista Nature Park
Commune with nature and explore the great outdoors at Key Vista Nature Park during your travels in Holiday. Stroll along the waterfront in this family-friendly area, or seek out the golf courses.
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 Gulf Park
Anclote Gulf Park is just one of the places to see in Holiday, so why not enjoy the other things to explore during your travels? Amble around this family-friendly area's waterfront, or seek out the golf courses.
Frequently asked questions
Photos of local treasures
Browse Holiday vacation photos for more inspiration