Holiday Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Your Holiday Vacation
Book a customized Holiday vacation package that has everything you need and nothing you don't. Great for shopping, walking and gift and craft shops, consider basing yourself in the neighborhood of Downtown Dunedin. If taking in sights is on the cards during your trip to Holiday, stop by leading attractions like Green Key Beach, Robert K Rees Memorial Park and James E. Grey Preserve. Whatever your travel plans or the size of your budget, putting together a tailored Holiday vacation is a walk in the park with Expedia.
Top Holiday Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Seaside at Anna Maria Island Inn
CA $2,643
per person
Nov 22 - Nov 27
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
9.4/10 Exceptional! (133 reviews)
Our stay was wonderful! We especially loved the convenience of having the ocean just steps away from our room, along with easy access to snacks, drinks, and fresh towels. Everything was so convenient and made our stay even more relaxing and enjoyable. Such a lovely place, and we truly enjoyed our time here!
Reviewed on Oct 11, 2026
The Avalon Club
CA $2,015
per person
Nov 22 - Nov 27
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
9.4/10 Exceptional! (608 reviews)
Great place to stay with the family. Rooms were clean and spacious. Parking was easy. Walkable to many stores and restaurants. Very close to the beach, and the hotel has everything needed for your beach day: towels, chairs, umbrellas, floaties, and sand toys.
Reviewed on Oct 7, 2026
Where to stay in Holiday
Find the best Holiday areas and neighborhoods for the activities you enjoy most. Learn more about Holiday
Key Vista
If you're looking for some top things to see and do in Key Vista and surrounding area, you can visit Anclote River Park and Tarpon Springs Sponge Docks.
Holiday Lake Estates
Holiday Lake Estates might not have many top sights, but Tarpon Springs Sponge Docks and Anclote River Park are two attractions nearby that you can check out.
Aloha Gardens
If you're looking for some top things to see and do in Aloha Gardens and surrounding area, you can visit Anclote River Park and Tarpon Springs Sponge Docks.
Buena Vista
While Buena Vista isn't home to many top sights, Tarpon Springs Sponge Docks and Anclote River Park are some notable places to visit nearby.
Holiday Lakes West
While Holiday Lakes West might not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Tarpon Springs Sponge Docks and Anclote River Park.
Ready to book your vacation to Holiday?
Holiday Hotel Deals
Wyndham Grand Clearwater Beach
100 Coronado Drive Clearwater Beach FL
Fully refundableReserve now, pay when you stay
CA $307
CA $403 total
Oct 28 - Oct 29
includes taxes & fees
Hyatt Regency Clearwater Beach Resort and Suites
301 S Gulfview Blvd Clearwater Beach FL
Fully refundableReserve now, pay when you stay
CA $412
CA $522 total
Oct 12 - Oct 13
includes taxes & fees
The Westin Tampa Bay
7627 W Courtney Campbell Cswy Tampa FL
Fully refundableReserve now, pay when you stay
CA $233
CA $264 total
Oct 25 - Oct 26
includes taxes & fees
8.6/10 Excellent! (1,632 reviews)
"Would highly recommend"
Reviewed on Oct 10, 2026
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.
Stay near popular Holiday attractions
Anclote River Park
8.8/10 (48 reviews)
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.
Photo by Travel Ginger
Key Vista Nature Park
8.8/10 (33 reviews)
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 Gulf Park
8.8/10 (32 reviews)
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.
Lake Conley
Commune with nature and explore the great outdoors at Lake Conley during your travels in Holiday.
What to do in Holiday
Tarpon Springs: Evening Dolphin Cruise
CA $40
per adult
100% of travellers recommend
2 Hours Kayak Eco Tour in Tarpon Springs
CA $76
per adult
80% of travellers recommend
Tarpon Springs Ghost Tour: Haunted History & True Crime
CA $56
per adult
Frequently asked questions
How much does a Holiday vacation package cost?
You can grab a vacation package to this popular destination from CA $1,053 on Expedia. But how much your vacation to Holiday costs will depend on the length of stay, season and hotel choice.
What are the cheapest months to go to Holiday?
If you'd like to score a cheap Holiday vacation package, consider travelling in August, October and November. You'll usually find better rates on hotels and airfares during these quieter months — perfect for travellers wishing to save money.
How many days is enough for Holiday?
To fully enjoy your Holiday vacation, we recommend booking for 3 days. Divide your time between discovering Sunset Beach, St Nicholas Greek Orthodox Cathedral and other well-known attractions, as well as exploring neighbourhoods like New Port Richey Estates and Flor-a-mar. If you've got some time to spare, add a day trip to your Holiday vacation itinerary.
Is it worth booking a vacation package to Holiday?
It's easy to see why a Holiday vacation is on the to-do list of many travellers. Top attractions like Anclote River Park are just the start of things to see and do here.
How to find the best Holiday package deals?
Use Expedia's handy filters to help you find some great Holiday package deals. When you start your search, simply set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your escape for midweek, or search for Holiday package deals in the off-peak season. Play around with your travel dates and you may land even bigger discounts. As a rule of thumb, it's usually best to book your vacation package as early as possible.
Is it cheaper to book a Holiday vacation as a package?
You can enjoy significant savings on your Holiday getaway by booking a tailored vacation package. Check the "Package" heading, then select your destination and travel dates to see some great flight and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
How to plan a trip to Holiday?
- Choose your dates: What you plan to do in Holiday and your favourite season can help you decide when to travel.
- Work out your budget: Ensure you have enough money to pay for everything from meals and transportation to airfares and activities. Your accommodations will likely be the largest expense during your trip to Holiday.
- Determine how many days away: Start by making a list of all the attractions and activities you'd like to get to in Holiday. Then, estimate how long you'll need for each, as well as any travel time.
- Bundle your airfare and accommodations: After you've settled on your dates and duration, book the ideal Holiday vacation package for you.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
