Holiday Vacations from $716

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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.

The Latest Holiday vacation packages

Price found within the past 48 hours. Click for updated prices.
Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

Sunshine Beach
Save 100% on your flight
$716
per person
Dec 10 - Dec 14
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
9.6/10 Exceptional! (1,252 reviews)
This property is only 3 years old so everything is clean and new. The room was all tile floor with tile showers. Nicely decorated and had updated furniture. I thought the beds were comfortable ( my son and his wife thought they were too firm ) There’s a full size washer and dryer. The kitchen had adequate dishes, pot and pans and utensils. There were TVs is each bedroom and a large wall mounted in the living room. They had Roku which made it easy to use. The pool area had enough lounge chairs and umbrellas. The bar area had nice couches and a long bar to sit at. Mixed drinks were $14 - which is usual for a resort. The only downside was the parking. We needed two spots which they said the they couldn’t accommodate due to being full. We saw a few empty spots each night and morning. The last day, the desk did call me to offer a spot ( for my son) at $25 per night. That night there were a lot of spots available. Also to note, that the resort is located on the beach but the walk to the beach is pretty far and may be difficult for someone with mobility issues. The resort does not supply beach chairs and umbrellas but there is a vendor on the beach that offers rentals ($$$). Overall, we had a great stay. I recommend this resort.

Reviewed on Oct 6, 2026

Stylish Treasure Island Escape

Stylish Treasure Island Escape

Sunshine Beach
Save 100% on your flight
$4,976
per person
Dec 22 - Dec 28
found 8 hours ago
Roundtrip flight included
Philadelphia (PHL) to Tampa (TPA)
No reviews
The Hotel Zamora

The Hotel Zamora

Save 100% on your flight
$1,290
per person
Dec 29 - Jan 5
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
8.8/10 Excellent! (423 reviews)
CW Resort

CW Resort

Save 100% on your flight
$1,427
per person
Dec 24 - Dec 29
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
9.4/10 Exceptional! (204 reviews)
Incredible place to stay.highly recommended.

Reviewed on Oct 6, 2026

Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

Save 100% on your flight
$814
per person
Nov 7 - Nov 10
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
9.2/10 Wonderful! (604 reviews)
So clean and anything at all that we needed the staff was more than willing to do great experience

Reviewed on Oct 4, 2026

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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.

An aerial view of a coastal resort with a beach, parking area, and clear blue waters.

Park Place

Park Place might not have many top sights, but Tarpon Springs Sponge Docks and Lake Tarpon are two attractions nearby that you can check out.

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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 Tarpon Springs Sponge Docks and Anclote River Park.

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)
This 31-acre waterfront haven offers a sandy beach, fishing pier, and six-lane boat launch on the Anclote River. Arrive early on weekends to secure prime picnic spots near the water.
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A sandy beach with dense green foliage and calm waters.
Photo by Travel Ginger

Key Vista Nature Park

8.8/10 (33 reviews)
This coastal preserve offers panoramic Gulf views from its observation tower after a gentle hike through diverse habitats. Bring binoculars to spot ospreys and bald eagles along the mangrove-lined shores.
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Anclote Gulf Park

8.8/10 (32 reviews)
Anclote Gulf Park offers a 500-foot fishing pier extending into the Gulf's tranquil waters. Watch the legendary sunsets from the boardwalk or bring your dog to enjoy the dedicated pet-friendly areas.
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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: Evening Dolphin Cruise

Tarpon Springs: Evening Dolphin Cruise

$29
per adult
100% of travellers recommend
Tarpon Springs: Evening Dolphin Cruise
2 Hours Kayak Eco Tour in Tarpon Springs

2 Hours Kayak Eco Tour in Tarpon Springs

$54
per adult
80% of travellers recommend
2 Hours Kayak Eco Tour in Tarpon Springs
Tarpon Springs Ghost Tour — Haunted History & True Crime

Tarpon Springs Ghost Tour: Haunted History & True Crime

$40
per adult
Tarpon Springs Ghost Tour: Haunted History & True Crime
See all activities in Holiday

Holiday Hotel Deals

Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

100 Coronado Drive Clearwater Beach FL
Fully refundableReserve now, pay when you stay
$250 nightly
$283 total
Oct 28 - Oct 29
Total with taxes and 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
$297 nightly
$335 total
Oct 30 - Oct 31
Total with taxes and fees
9.4/10 Exceptional! (2,438 reviews)
".."

Reviewed on Oct 7, 2026

Hyatt Regency Clearwater Beach Resort and Suites
The Westin Tampa Bay

The Westin Tampa Bay

7627 W Courtney Campbell Cswy Tampa FL
Fully refundableReserve now, pay when you stay
$163 nightly
$185 total
Oct 25 - Oct 26
Total with taxes and fees
The Westin Tampa Bay
See all 6,186 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.

Find the Best Holiday Vacation Packages

Holiday Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Tampa Intl. Airport (TPA)
Population
22,400
Max Temp Winter
70ºF
Max Temp Summer
90ºF
Top Sights
Werner Boyce Salt Springs State Park, Richey Suncoast Theater and West Pasco Historical Society Museum and Library

More vacations you might like

Frequently asked questions

How much does a Holiday vacation package cost?
You can pick up a vacation package to this destination from $716 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?
If you're hoping to snag a cheap Holiday vacation package, consider visiting in May, June and July. You'll typically find lower prices on hotels and airfares during these quieter months — perfect for travelers wishing to save money.
How many days is enough for Holiday?
Typically, a handful of days is enough for a Holiday vacation. With a well-organized itinerary, you can go to all the main attractions such as Anclote Gulf Park, as well as explore some hidden treasures along the way.
Is it worth booking a vacation package to Holiday?
It's no wonder a Holiday vacation is on the to-do list of many travelers. Top attractions like Anclote River Park are just the start of what you can explore 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 when to go: Check your schedule and get packing. Your favorite season and the type of activities on offer will also help you decide when to visit Holiday.
  2. Set a budget: Factor in expenses such as flights, transportation and food when calculating how much to put aside for your trip to Holiday. Then, choose a property that suits your budget, whether that's a wallet-friendly option or a lavish retreat.
  3. Explore Holiday with our trip planning tool: Gain insights into the leading attractions and best hotels for your trip to Holiday. You can also save your must-visit places, collaborate with friends and family and manage your plans in one place.
  4. Decide how long to go away for: Now that you're more familiar with Holiday, you can figure out the right length of your break. Create a draft itinerary and allocate enough time to cover everything you want to see.
  5. Bundle your accommodations and airfare: After you've settled on your dates and duration, book the perfect Holiday vacation package for you.
  6. Book experiences or activities ahead of time: Whether it's entrance to a big attraction or a day trip, you won't have to worry about missing out on Holiday's highlights. Find all the exciting things to do in Holiday in Holiday with our dedicated activity guide.
Does Expedia offer Book Now, Pay Later Holiday vacation packages?
If you're like us, you love traveling but are not a fan of the big price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With help from online lender Affirm, you can spread the cost of your Holiday trip across 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can secure cheap vacation packages with payment plans as soon as you see them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.