Holiday Vacation Packages

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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.
Highland Down Town Tampa

Highland Down Town Tampa

3.5 out of 5
Old Seminole Heights
Save 100% on your flight
per person
Mar. 31 - Apr. 7
found 21 hours ago
Roundtrip flight included
Toronto (YYZ) to Tampa (TPA)
6/10 (2 reviews)
Mar Bay Motel &Suites

Mar Bay Motel &Suites

2 out of 5
Save 100% on your flight
per person
Apr. 11 - Apr. 18
found 22 hours ago
Roundtrip flight included
Toronto (YYZ) to Tampa (TPA)
8/10 Very Good! (34 reviews)
It’s a very old motel with few luxuries but it was adequate for our needs. The staff was extremely nice & accommodating. The bed was comfortable. The shower looked newly renovated. There was a full size refrigerator & microwave & toaster. The coffee maker wasn’t very good.

Reviewed on Dec. 19, 2024

The Avalon Club

The Avalon Club

4 out of 5
Save 100% on your flight
per person
Feb. 27 - Mar. 4
found 20 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to Tampa (TPA)
9.6/10 Exceptional! (374 reviews)
Amazing property with friendly staff. Very clean and comfortable. We tried to extend our stay because it was so nice. Definitely staying here on our next trip. 2bed 2bath with a full kitchen.

Reviewed on Dec. 28, 2024

Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Save 100% on your flight
per person
Feb. 18 - Feb. 22
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
9.4/10 Exceptional! (285 reviews)
We love the place , but you do hear noises in the upper and lower rooms

Reviewed on Jan. 19, 2025

Legacy Vacation Resorts - Indian Shores

Legacy Vacation Resorts - Indian Shores

3 out of 5
Save 100% on your flight
per person
Mar. 22 - Mar. 29
found 21 hours ago
Roundtrip flight included
Toronto (YTO) to Tampa (TPA)
9.2/10 Wonderful! (865 reviews)
The staff were receptive to fixing the problems that were brought to their attention.

Reviewed on Jan. 18, 2025

Where to stay in Holiday

Find the best Holiday areas and neighborhoods for the activities you enjoy most. Learn more about Holiday
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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.

Find hotels in Key Vista

Ready to book your vacation to Holiday?

 

Choose your dates

Holiday Hotel Deals

Rodeway Inn
Rodeway Inn
2 out of 5
2337 US Highway 19, Holiday, FL
Fully refundableReserve now, pay when you stay
The price is CA $142 per night from Jan. 25 to Jan. 26
CA $142
CA $159 total
includes taxes & fees
Jan 25 - Jan 26
5.8/10 (60 reviews)
"Great place, in process of remodeling. Everything is great, mattress was a bit uncomfortable. Staff was incredibly helpful."

Reviewed on Jan. 12, 2025

Rodeway Inn
Wyndham Grand Clearwater Beach
Wyndham Grand Clearwater Beach
4 out of 5
100 Coronado Drive, Clearwater Beach, FL
Fully refundableReserve now, pay when you stay
The price is CA $380 per night from Feb. 1 to Feb. 2
CA $380
CA $480 total
includes taxes & fees
Feb 1 - Feb 2
9.2/10 Wonderful! (1,928 reviews)
"The things that stood out were the heated pool area and the jacuzzi. The staff was friendly and welcoming."

Reviewed on Jan. 18, 2025

Wyndham Grand Clearwater Beach
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 CA $305 per night from Jan. 23 to Jan. 24
CA $305
CA $402 total
includes taxes & fees
Jan 23 - Jan 24
9/10 Wonderful! (1,821 reviews)
"We love it"

Reviewed on Jan. 15, 2025

Hyatt Regency Clearwater Beach Resort & Spa
See all 5,612 properties in Holiday
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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a Holiday vacation package cost?
You can pick up a vacation package to this destination from CA $754 on Expedia. But how much your vacation to Holiday costs will depend on factors like the season, hotel choice and length of stay.
What are the cheapest months to go to Holiday?
August, October and November are great times to look for cheap Holiday vacation packages. Choosing to travel in quieter periods means you can generally find reduced prices on accommodations and flights.
How many days is enough for Holiday?
You can visit all the major attractions in Holiday within a few days, including the must-see Anclote Gulf Park. If you’re after a longer Holiday vacation, look at which kind of day trips and activities are available close by.
Is it worth booking a vacation package to Holiday?
It’s no wonder a Holiday vacation is on the must-do list of many travelers. Well-known 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 filter tool to find some tempting Holiday package deals. When you start your search, just set your maximum budget and then order the results by “Price: low to high.” If you want to save, plan your trip for midweek, or look for Holiday package deals in the off-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 well in advance.
Is it cheaper to book a Holiday vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to booking stays and flights separately. Better still, you can tailor your Holiday getaway to fit your exact needs. Pick your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.
When to book a vacation package to Holiday?
If you’ve got your Holiday travel dates finalized, book early to score some awesome deals. With Expedia, you can generally reserve some flights up to one year ahead of time. Prefer spontaneous adventures? Our last-minute deals are perfect for setting off on a whim.
How to plan a trip to Holiday?

  1. Choose the perfect time to travel: Your schedule, favorite season and the type of weather you like can all influence your decision on when to travel to Holiday.
  2. Budget wisely: In addition to the price of your hotel, you should consider other expenses. These include transportation, flights and food. Also, put aside some extra funds for unexpected costs that may arise during your trip to Holiday.
  3. Work out your trip length: Consider how long you want to spend discovering Holiday. Plan your itinerary so you can get to all the experiences and attractions you’re interested in at a leisurely pace.
  4. Bundle your bookings: With your travel dates in order, you can combine your flights, hotels, car rental and more into a tailored Holiday vacation package.

What to do in Holiday

Welcome aboard.

Florida's Beautiful Beaches and Waterways Private Tour

CA $684
per traveller
Florida's Beautiful Beaches and Waterways Private Tour
See all activities in Holiday
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.