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
Jul 17 - Jul 21
found 14 hours 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
per person
Jun 11 - Jun 18
found 1 day ago
Roundtrip 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.
The Avalon Club
Save 100% on your flight
per person
Jul 1 - Jul 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 Westin Sarasota
Central Sarasota
Save 100% on your flight
per person
Jun 25 - Jun 30
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
A full-service spa, 2 restaurants, and an outdoor pool are all featured at this smoke-free hotel. Enjoy the 24-hour gym and perks like a free beach shuttle. You'll appreciate the a rooftop terrace, bar/lounge, and laundry facilities.
voco Sarasota by IHG
Central Sarasota
Save 100% on your flight
per person
Jun 30 - Jul 7
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
This hotel features an outdoor pool, a 24-hour gym, and a restaurant. Traveling on business? Take advantage of the 3 conference rooms, express check-out, and laundry service. There's a bar/lounge on site, and a 24-hour front desk and concierge services are also provided.
Top Holiday hotels deals
Rodeway Inn
2337 US Highway 19, Holiday, FL
Free Cancellation
Reserve now, pay when you stay
$60 nightly
The price is $67 total per night
$67 total
May 17 - May 18
Total includes taxes and fees
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
Sailport Waterfront Suites
2506 N Rocky Point Dr, Tampa, FL
$117 nightly
The price is $130 total per night
$130 total
Jun 1 - Jun 2
Total includes taxes and fees
This aparthotel features a restaurant, an outdoor pool, and a bar/lounge. You'll appreciate the gym, poolside bar, and snack bar/deli.
Pool
Kitchen
Hilton Clearwater Beach Resort & Spa
400 Mandalay Ave, Clearwater Beach, FL
Free Cancellation
Reserve now, pay when you stay
$255 nightly
The price is $288 total per night
$288 total
May 28 - May 29
Total includes taxes and fees
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
Hyatt Regency Clearwater Beach Resort & Spa
301 S Gulfview Blvd, Clearwater Beach, FL
$306 nightly
The price is $346 total per night
$346 total
Jun 2 - Jun 3
Total includes 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.
Pool
Hot Tub
Wyndham Grand Clearwater Beach
100 Coronado Drive, Clearwater Beach, FL
Free Cancellation
Reserve now, pay when you stay
$374 nightly
The price is $418 total per night
$418 total
Jun 6 - Jun 7
Total includes 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.
Pool
Hot Tub
Opal Sands Resort
430 South Gulfview Blvd, Clearwater Beach, FL
Free Cancellation
Reserve now, pay when you stay
$400 nightly
The price is $452 total per night
$452 total
Jun 1 - Jun 2
Total includes 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.
Pool
Hot Tub
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 beautiful beaches 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.
Photos of local treasures
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