Holiday Vacation Packages
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Save up to CA $1,096 when you book a flight and hotel together*
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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.
Legacy Vacation Resorts - Indian Shores
per person
Apr. 25 - Apr. 28
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
9.2/10 Wonderful! (869 reviews)
We will be staying again. Many positives. But a couple negatives. The pillows are paper thin. I stacked 4 to have a volume of a single pillow at home. Second is my room smelt like syrup. Took some getting used to.
Reviewed on Feb. 16, 2025
Ocean Club Treasure Island Hotel
Save 100% on your flight
per person
Apr. 12 - Apr. 15
found 16 hours ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
9.4/10 Exceptional! (313 reviews)
They were very accommodating for my wife and I. Staff was friendly and the place was really relaxing.
Reviewed on Feb. 22, 2025
Mar Bay Motel &Suites
Save 100% on your flight
per person
Apr. 4 - Apr. 11
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Tampa (TPA)
8.2/10 Very Good! (37 reviews)
Perfect room for a stay if you're out and about in the Tampa area. Quiet room, TV, microwave, coffee maker, nice sink and a fridge.
Reviewed on Jan. 27, 2025
Hilton St. Petersburg Bayfront
Downtown St. Petersburg
per person
Apr. 25 - Apr. 28
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
7.6/10 Good! (1,002 reviews)
We enjoyed staying at this Hilton. It’s very convenient to the bayfront. The Saturday farmer’s market across the street was great! The hotel is a little older, but I found the room to be very clean and the staff friendly. The bar on the main floor had excellent food and drinks. There was no self parking at the hotel and the valet parking, if you were staying there overnight, was quite expensive. I wish there was a better option for this. Between the parking fees and the “daily resort fee”, a good bit was added to the bill total.
Reviewed on Feb. 16, 2025
Where to stay in Holiday
Find the best Holiday areas and neighborhoods for the activities you enjoy most. Learn more about Holiday
Key Vista
If you're looking for some top things to see and do in Key Vista and surrounding area, you can visit Key Vista Nature Park and Anclote River Park.
Holiday Hotel Deals
Wyndham Grand Clearwater Beach
100 Coronado Drive, Clearwater Beach, FL
Fully refundableReserve now, pay when you stay
The price is CA $667 per night from Feb. 24 to Feb. 25
CA $667
CA $804 total
includes taxes & fees
Feb 24 - Feb 25
9.2/10 Wonderful! (1,975 reviews)
"Pool and Staff was awesome! Rooms are outdated and need a newer look. Overall pleasant stay!"
Reviewed on Feb. 20, 2025
Hilton Clearwater Beach Resort & Spa
400 Mandalay Ave, Clearwater Beach, FL
Fully refundableReserve now, pay when you stay
The price is CA $374 per night from Mar. 2 to Mar. 3
CA $374
CA $478 total
includes taxes & fees
Mar 2 - Mar 3
7.8/10 Good! (1,729 reviews)
"We just had a great stay at the Hilton. The hotel building itself is fine; it does need some TLC & refurbishment to really be 5 star but it was clean, comfortable, and functional. Our room was on the 5th floor, and we had a balcony with nice view of the ocean, but when you looked down there was a ..."
Reviewed on Feb. 20, 2025
Hyatt Regency Clearwater Beach Resort & Spa
301 S Gulfview Blvd, Clearwater Beach, FL
The price is CA $559 per night from Feb. 25 to Feb. 26
CA $559
CA $688 total
includes taxes & fees
Feb 25 - Feb 26
9/10 Wonderful! (1,853 reviews)
"Love this hotel!! Great value for top quality hotel and location. Bathrooms need some better upkeep/need to be Redone/retiled. But absolutely love this hotel! The food at the Shor restaurant is amazing, for adults and kids. Amazing breakfast and dinner. 2nd stay in 4 months!"
Reviewed on Feb. 22, 2025
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.
Frequently asked questions
What to do in Holiday
Tarpon Springs: Ghost and Haunted History Tour
CA $57
per adult
Florida's Beautiful Beaches and Waterways Private Tour
CA $638
per traveller
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.