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
per person
Mar 1 - Mar 4
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.
The Avalon Club
per person
Mar 1 - Mar 6
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.
The Wayland Condos By Barsala
Save 100% on your flight
per person
Feb 21 - Feb 28
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
This aparthotel features an outdoor pool and a 24-hour gym. Guests will appreciate free perks like free self parking and WiFi in public areas. Barbecue grills and a virtual front desk are also provided.
The Westshore Grand, A Tribute Portfolio Hotel, Tampa
Beach Park
Save 100% on your flight
per person
Feb 21 - Feb 28
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, express check-in, and free airport shuttle. Free self parking, a coffee shop, and limo/town car service are also offered.
Ocean Club Treasure Island Hotel
Save 100% on your flight
per person
Mar 10 - Mar 14
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
This hotel features an outdoor pool and a spa 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.
Top Holiday hotels deals
Rodeway Inn
2337 US Highway 19, Holiday, FL
Free Cancellation
Reserve now, pay when you stay
The price is $113 per night
$113
includes taxes & fees
$101 per night
Jan 21 - Jan 22
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.
Parking included
Free WiFi
Wyndham Grand Clearwater Beach
100 Coronado Drive, Clearwater Beach, FL
Free Cancellation
Reserve now, pay when you stay
The price is $402 per night
$402
includes taxes & fees
$359 per night
Jan 31 - Feb 1
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
Hyatt Regency Clearwater Beach Resort & Spa
301 S Gulfview Blvd, Clearwater Beach, FL
The price is $354 per night
$354
includes taxes & fees
$313 per night
Jan 8 - Jan 9
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.
Pool
Hot Tub
Hilton Clearwater Beach Resort & Spa
400 Mandalay Ave, Clearwater Beach, FL
Free Cancellation
Reserve now, pay when you stay
The price is $250 per night
$250
includes taxes & fees
$221 per night
Jan 21 - Jan 22
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.
On private beach
Pool
Shephard's Beach Resort
619 S Gulfview Blvd, Clearwater Beach, FL
The price is $295 per night
$295
includes taxes & fees
$264 per night
Jan 8 - Jan 9
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
Grand Hyatt Tampa Bay
2900 Bayport Drive, Tampa, FL
Free Cancellation
Reserve now, pay when you stay
The price is $304 per night
$304
includes taxes & fees
$270 per night
Jan 26 - Jan 27
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.
Pool
Pet friendly
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
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.
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
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.
Frequently asked questions
Photos of local treasures
Browse Holiday vacation photos for more inspiration
