Holiday Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • 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

  • Rest easy

    Plan, 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.
voco Sarasota by IHG

voco Sarasota by IHG

3.5 out of 5
Central Sarasota
Price was CA $1,360, price is now CA $940 per person
CA $940
per person
Sep 22 - Sep 29
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Tampa (TPA)
9/10 Wonderful! (1,006 reviews)

Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Sunshine Beach
Price was CA $2,584, price is now CA $1,624 per person
CA $1,624
per person
Sep 18 - Sep 25
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Tampa (TPA)
9.6/10 Exceptional! (1,096 reviews)
This has got to be the Best Deal I have found in a Very Long time. Super clean, like new condition. Huge, sleeps six, full kitchen. Basically a condo. Loved everything about it, we will be Back !!

Reviewed on Jul 29, 2026

St Pete Beach Suites

St Pete Beach Suites

3 out of 5
Price was CA $1,918, price is now CA $1,315 per person
CA $1,315
per person
Oct 5 - Oct 10
found 9 hours ago
Roundtrip flight included
Montreal (YMQ) to Tampa (TPA)
9.2/10 Wonderful! (1,002 reviews)
Excellent property with old world Floridian charm.

Reviewed on Jul 29, 2026

CW Hotel

CW Hotel

4 out of 5
Price was CA $2,010, price is now CA $1,410 per person
CA $1,410
per person
Aug 31 - Sep 6
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Tampa (TPA)
9.8/10 Exceptional! (16 reviews)
New beautiful condo full equiped

Reviewed on Jul 30, 2026

Saddlebrook Resort

Saddlebrook Resort

4 out of 5
Wesley Chapel South
Price was CA $1,397, price is now CA $1,000 per person
CA $1,000
per person
Sep 1 - Sep 8
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
8/10 Very good! (142 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.

Find hotels in Key Vista

Ready to book your vacation to Holiday?

 

Choose your dates

Holiday Hotel Deals

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 $351 per night from Aug 2 to Aug 3
CA $351
CA $452 total
Aug 2 - Aug 3
includes taxes & fees
Wyndham Grand Clearwater Beach
The Westin Tampa Bay

The Westin Tampa Bay

4 out of 5
7627 W Courtney Campbell Cswy Tampa FL
Fully refundableReserve now, pay when you stay
The price is CA $206 per night from Aug 2 to Aug 3
CA $206
CA $234 total
Aug 2 - Aug 3
includes taxes & fees
The Westin Tampa Bay
Hilton Clearwater Beach Resort & Spa

Hilton Clearwater Beach Resort & Spa

4 out of 5
400 Mandalay Ave Clearwater Beach FL
Fully refundableReserve now, pay when you stay
The price is CA $263 per night from Aug 11 to Aug 12
CA $263
CA $352 total
Aug 11 - Aug 12
includes taxes & fees
Hilton Clearwater Beach Resort & Spa
See all 6,138 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

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

What to do in Holiday

Tarpon Springs Ghost Tour — Haunted History & True Crime

Tarpon Springs Ghost Tour — Haunted History & True Crime

CA $57
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 $77
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 $940 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.