Deals on vacations and trips to Holiday

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Holiday flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
The Westin Sarasota

The Westin Sarasota

4 out of 5
Central Sarasota
Save 100% on your flight
Price was $668, price is now $415 per person
$415
per person
Aug 25 - Aug 30
found 23 hours ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
A full-service spa, 2 restaurants, and an outdoor pool are all featured at this smoke-free hotel. Enjoy the 24-hour gym and perks like a free beach shuttle. You'll appreciate the a rooftop terrace, bar/lounge, and laundry facilities.
Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Save 100% on your flight
Price was $1,511, price is now $904 per person
$904
per person
Oct 2 - Oct 9
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
This resort doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, a garden, and a snack bar/deli are also on offer.
CW Hotel

CW Hotel

4 out of 5
Save 100% on your flight
Price was $1,452, price is now $895 per person
$895
per person
Oct 3 - Oct 10
found 23 hours ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the gym and perks like free WiFi. You'll appreciate the hot tub, poolside bar, and concierge services.
The Avalon Club

The Avalon Club

4 out of 5
Save 100% on your flight
Price was $2,683, price is now $1,658 per person
$1,658
per person
Oct 3 - Oct 10
found 23 hours ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
This aparthotel features a bar/lounge, a poolside bar, and an outdoor pool. There's a gym on site, and a 24-hour front desk and a coffee shop are also provided.
SkyBeach Resort

SkyBeach Resort

4 out of 5
Greater Pinellas Point
Save 100% on your flight
Price was $1,101, price is now $696 per person
$696
per person
Oct 2 - Oct 9
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
This smoke-free hotel features a private beach, a marina, and 2 restaurants. Relax with beach cabanas, sun loungers, and beach umbrellas. Traveling on business? Take advantage of the express check-out and onsite conference space.

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

Frequently asked questions

How much are vacation packages to Holiday?
With vacation packages being sold for just $415, you won't need to empty your piggy bank for your visit to Holiday. Travelocity can help. Bundle your flights, hotels and experiences into a package and score some serious discounts. The more you book, the more you save.
How long should my Holiday vacation be?
Typically, 2 nights is what most travelers book for their Holiday trip. That's an useful guide, but there's so much more to discover if you give yourself a little longer.
Where can I get the best vacation package deals for Holiday?
It's difficult to beat Travelocity when it comes to putting together your Holiday package deal. There are as many as 400 partner airlines and 1,000,000 worldwide properties to choose from. Secure your trip now and get ready to tick another exciting place off your bucket list.
Why should I book my Holiday vacation bundle with Travelocity?
With first-rate service, customer support available 24/7 and some of the most perfect escapes money can buy, you'll never wander alone. And if you find a better price, we'll match it. That's our Price Match Guarantee.
Can I save money on my Holiday car rental if I combine it with my hotel or flight?
With a Holiday vacation package, you can bundle your flight, car and hotel bookings and save a tidy sum. If you can't wait to see the best of this fantastic region, why not make tracks to Universal Studios Florida? This famous attraction is 80 mi from Holiday. With your own set of wheels, you'll be there belong long.
What is the best time of year to go to Holiday?
If you're all about wandering wisely, is the perfect time to do it. That's when hotel rates are at their cheapest. In contrast, prices surge around . January, February and September are the most popular times for a vacation in Holiday, so expect big lines at major tourist sites. Prefer to avoid high season? You'll find smaller crowds in May, June and July.
Which airport is best for Holiday?
Tampa Intl. Airport (TPA) (19 mi away from downtown), Sarasota-Bradenton Intl. Airport (SRQ) (55 mi away from central Holiday) and St. Petersburg-Clearwater Intl. Airport (PIE) (19 mi away from central Holiday) are all great options for Holiday.
What is there to do in Holiday?
You'll notice a certain magic as you stroll the streets of Holiday. Anclote River Park and Key Vista Nature Park are just two famous attractions that make this city such a sought-after destination, so put them at the top of your itinerary.
Where should I stay when visiting Holiday?
Many travelers choose to spend their nights at the Holiday Hotel. It's an excellent base for your Holiday getaway.

Photos of local treasures

Browse Holiday vacation photos for more inspiration

A beach with people standing and facing the ocean, with their arms raised. There are two suitcases on the sand.
A kayaker in a red kayak on a clear turquoise sea, surrounded by rocky shores and lush greenery.
A family of four in shallow water with a calm sea and clear sky in the background.
A sandy beach with dense green foliage and calm waters.
A calm lake with a dock, a boat, and a building surrounded by trees.

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