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.
Mar Bay Motel &Suites

Mar Bay Motel &Suites

2 out of 5
Price was CA $555, price is now CA $316 per person
CA $316
per person
Nov 14 - Nov 17
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
8.6/10 Excellent! (59 reviews)
Close to downtown safety harbor, oldsmar and Clearwater, the perfect retreat being close to everything but not in the heart of it all.

Reviewed on May 12, 2025

Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Price was CA $1,211, price is now CA $639 per person
CA $639
per person
Nov 14 - Nov 17
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
9.6/10 Exceptional! (598 reviews)
Love this place! Rooms are excellent. Please note the lobby is a tiny check in area but the rooms are amazing.

Reviewed on Aug. 20, 2025

The Avalon Club

The Avalon Club

4 out of 5
Price was CA $1,512, price is now CA $806 per person
CA $806
per person
Oct 17 - Oct 20
found 16 hours ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
9.4/10 Exceptional! (438 reviews)
it was great! we loved the whole stay - the only thing that kinda was a downfall was that the view we had - had a telephone pole with wires right in the way of the view - so in the future - i would be sure to ask for one that didn’t have that.

Reviewed on Aug. 19, 2025

FUSION Resort Waterfront Suites

FUSION Resort Waterfront Suites

3.5 out of 5
Price was CA $1,100, price is now CA $607 per person
CA $607
per person
Nov 14 - Nov 17
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
9.2/10 Wonderful! (1,049 reviews)
Rooms are 2 bedroom suites. Full size kitchen makes an extended stay more affordable. Extremely pet friendly environment.

Reviewed on Aug. 8, 2025

New Hotel Collection Harbourside

New Hotel Collection Harbourside

3 out of 5
Price was CA $591, price is now CA $329 per person
CA $329
per person
Nov 14 - Nov 17
found 16 hours ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
7.8/10 Good! (507 reviews)
Great service and very nice place to stay!! Definitely will be coming back.

Reviewed on Aug. 6, 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

Grand Hyatt Tampa Bay

Grand Hyatt Tampa Bay

4 out of 5
2900 Bayport Drive, Tampa, FL
Fully refundableReserve now, pay when you stay
The price is CA $235 per night from Aug 31 to Sep 1
CA $235
CA $314 total
Aug 31 - Sep 1
includes taxes & fees
8.8/10 Excellent! (1,022 reviews)
"M"

Reviewed on Aug. 19, 2025

Grand Hyatt Tampa Bay
The Westin Tampa Bay

The Westin Tampa Bay

4 out of 5
7627 W Courtney Campbell Cswy, Tampa, FL
Fully refundable
The price is CA $222 per night from Sep 5 to Sep 6
CA $222
CA $252 total
Sep 5 - Sep 6
includes taxes & fees
8.2/10 Very Good! (1,005 reviews)
"Good"

Reviewed on Aug. 23, 2025

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 $234 per night from Sep 1 to Sep 2
CA $234
CA $319 total
Sep 1 - Sep 2
includes taxes & fees
8/10 Very Good! (2,133 reviews)
"Our stay was short but we enjoyed the convinience of having several dinning options on the hotel and right outside of the hotel. The staff was friendly and professional. Would definitatively choose this hotel again in the future."

Reviewed on Aug. 22, 2025

Hilton Clearwater Beach Resort & Spa
See all 5,808 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

What to do in Holiday

Tarpon Springs Train Depot at Night

Tarpon Springs: Ghost and Haunted History Tour

CA $55
per adult
Tarpon Springs: Ghost and Haunted History Tour
Goodacre's "Naiads" at the Sponge Docks

I Came, I Saw... I GREEKED!

CA $227
per adult
I Came, I Saw... I GREEKED!
2 Hours Kayak Eco Tour in Tarpon Springs

2 Hours Kayak Eco Tour in Tarpon Springs

CA $74
per adult
2 Hours Kayak Eco Tour in Tarpon Springs
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 $316 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.