Holiday Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

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  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*
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    With over 300,000 hotels worldwide, it's easy to create a perfect package
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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.
Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

Sunshine Beach
CA $1,015
per person
Nov 14 - Nov 21
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Tampa (TPA)
9.6/10 Exceptional! (1,173 reviews)
Everything was perfect, the staff was professional and always helpful. Very clean and up kept property

Reviewed on Sep 4, 2026

The Avalon Club

The Avalon Club

CA $1,325
per person
Nov 14 - Nov 21
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Tampa (TPA)
9.4/10 Exceptional! (594 reviews)
It was fantastic and just as advertised. The staff was phenomenal.

Reviewed on Sep 4, 2026

The Hotel Zamora

The Hotel Zamora

CA $1,162
per person
Nov 14 - Nov 21
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Tampa (TPA)
8.8/10 Excellent! (397 reviews)
Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

CA $2,462
per person
Oct 10 - Oct 17
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Tampa (TPA)
9.2/10 Wonderful! (584 reviews)
The room was immaculate and the beds and pillows were the comfiest I have ever slept in. The room had everything we needed to make our stay comfortable. The location is perfect and the beach there is amazing. We have stayed here 4 times now and will be back again. This is a small, locally owned resort and they take great pride in the property. We absolutely love it.

Reviewed on Sep 3, 2026

Stylish Treasure Island Escape

Stylish Treasure Island Escape

Sunshine Beach
CA $4,884
per person
Oct 14 - Oct 18
found 17 hours ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
No reviews

Where to stay in Holiday

Find the best Holiday areas and neighborhoods for the activities you enjoy most. Learn more about Holiday
A beach with rocks in the foreground and a sunset over the ocean.

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.

A waterfront with a marina, palm trees, and buildings reflecting on the water.

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.

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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.

A waterfront at dusk with a starry sky, palm trees, and illuminated buildings reflecting on the water.

Baileys Bluff Estates

When in Baileys Bluff Estates, you can plan a visit to Anclote River Park and Green Key Beach, some noteworthy sights in the nearby area.

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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 Anclote River Park and Tarpon Springs Sponge Docks.

Ready to book your vacation to Holiday?

Choose your dates

Holiday Hotel Deals

The Westin Tampa Bay

The Westin Tampa Bay

7627 W Courtney Campbell Cswy Tampa FL
Fully refundableReserve now, pay when you stay
CA $202
CA $230 total
Sep 7 - Sep 8
includes taxes & fees
8.6/10 Excellent! (1,546 reviews)
"Somebody was able to charge something to my room without verification room was clean but didn’t changed sheets etc and ac went out"

Reviewed on Sep 4, 2026

The Westin Tampa Bay
Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

100 Coronado Drive Clearwater Beach FL
Fully refundableReserve now, pay when you stay
CA $298
CA $391 total
Sep 9 - Sep 10
includes taxes & fees
Wyndham Grand Clearwater Beach
Hyatt Regency Clearwater Beach Resort and Suites

Hyatt Regency Clearwater Beach Resort and Suites

301 S Gulfview Blvd Clearwater Beach FL
Fully refundableReserve now, pay when you stay
CA $339
CA $437 total
Sep 7 - Sep 8
includes taxes & fees
Hyatt Regency Clearwater Beach Resort and Suites
See all 6,235 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.

Stay near popular Holiday attractions

A calm body of water with a sailboat, a distant shoreline, and a clear sky.

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.
See properties
A sandy beach with dense green foliage and calm waters.
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.
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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.
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Lake Conley

Commune with nature and explore the great outdoors at Lake Conley during your travels in Holiday.
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What to do in Holiday

Tarpon Springs Ghost Tour — Haunted History & True Crime

Tarpon Springs Ghost Tour — Haunted History & True Crime

CA $55
per adult
Tarpon Springs Ghost Tour — Haunted History & True Crime
2 Hours Kayak Eco Tour in Tarpon Springs

2 Hours Kayak Eco Tour in Tarpon Springs

CA $75
per adult
80% of travellers recommend
2 Hours Kayak Eco Tour in Tarpon Springs
Audio Guide to New Port Richey's History and Quirky People

Audio Guide to New Port Richey's History and Quirky People

CA $10
per adult
Audio Guide to New Port Richey's History and Quirky People
See all activities in Holiday

Frequently asked questions

How much does a Holiday vacation package cost?
You can grab a vacation package to this popular destination from CA $1,015 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?
  1. Choose your dates: What you plan to do in Holiday and your favourite season can help you decide when to travel.
  2. 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.
  3. 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.
  4. 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.