Pleasant Street Vacations from ¥186,969

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    Save up to ¥45,448 when you book a flight and hotel together*
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The Latest Pleasant Street Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Kompose Boutique Resort at Theme Parks
Margaritaville Cottages Orlando with H2O Waterpark by Vstays
The Delaney Hotel
Summerville Vacation Homes by Columbia Management
Villas at Fortune Place

Where to stay in Pleasant Street

Find the best Pleasant Street areas and neighborhoods for the activities you enjoy most. Learn more about Pleasant Street

Pleasant Street Hotel Deals

DoubleTree by Hilton Gainesville

DoubleTree by Hilton Gainesville

4 out of 5
3726 Sw 40th Blvd Gainesville FL
Fully refundableReserve now, pay when you stay
The price is ¥12,737 per night from Dec 29 to Dec 30
¥12,737
¥14,329 total
Dec 29 - Dec 30
includes taxes & fees
7.6/10 Good! (1,004 reviews)
Excellent Staff Especially The Bartender..She Was Very Friendly And She Fixed My Drink..Tom Collins

Reviewed on Dec 19, 2025

DoubleTree by Hilton Gainesville
Hilton University of Florida Conference Center Gainesville

Hilton University of Florida Conference Center Gainesville

3.5 out of 5
1714 SW 34th St Gainesville FL
Fully refundableReserve now, pay when you stay
The price is ¥15,196 per night from Dec 30 to Dec 31
¥15,196
¥17,096 total
Dec 30 - Dec 31
includes taxes & fees
8.2/10 Very Good! (1,003 reviews)
Clean room, very nice hotel.

Reviewed on Dec 21, 2025

Hilton University of Florida Conference Center Gainesville
Hotel Eleo at the University of Florida

Hotel Eleo at the University of Florida

3 out of 5
1514 Southwest 14th Street Gainesville FL
Fully refundableReserve now, pay when you stay
The price is ¥19,958 per night from Dec 24 to Dec 25
¥19,958
¥22,453 total
Dec 24 - Dec 25
includes taxes & fees
9.2/10 Wonderful! (1,285 reviews)
Spotless room, really cool layout w/great use of space. White noise machine in the room is a very smart and welcome amenity.

Reviewed on Dec 18, 2025

Hotel Eleo at the University of Florida
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

How much does a Pleasant Street vacation package cost?
The cheapest Pleasant Street package is ¥186,969, so your dream escape can become a reality — without spending an arm and a leg. Bundle flights, hotels, car rentals and more to tailor a package that suits you.
How do I get a cheap travel package to Pleasant Street?
Find flights that suit your busy schedule, add a hotel room to your booking and watch the savings pile up with a Pleasant Street vacation package. It's that simple! From flights and hotels to rental cars and tours, Expedia makes traveling cheap and easy. And with over 550 partner airlines and 1,000,000 hotels across the globe to choose from, you won't be short of choice.
Where should I stay in Pleasant Street?
Make sightseeing easy by staying in a hotel just a stone's throw away from Pleasant Street's main attractions. University of Florida and Florida Museum of Natural History are two traveler favorites.
What are the top hotels in Pleasant Street?
If it's comfort and convenience you want, you can't beat Beautiful 7th Floor Condo In Gainesville. Spend your evenings relaxing here and your days checking out Pleasant Street's popular attractions.
How far in advance should I book my Pleasant Street vacation?
It's tricky picking the perfect time for airfares, but we generally say the earlier, the better. Many international journeys on Expedia become available up to a year in advance. If you can't book ahead, don't stress. Bargain prices occasionally appear within a few weeks of departure dates.
What does an Expedia Pleasant Street travel package include?
Travel packages include hotels, rental cars and flights, but you can mix and match them to create your dream Pleasant Street escape. You can also add on activities and experiences once you've made your booking. You're in the driver's seat! When you combine your bookings with Expedia, you'll get access to discounts you won't find anywhere else.
What should I know before booking a Pleasant Street travel package?
Get ready to save with an Expedia travel package. Combine your flights, rental cars and hotels and land fantastic discounts. Hotels aren't your only choice, though. Book with us and select from beachfront villas, chalets in the middle of mountains and everything in between!
Can I choose my airline with a Pleasant Street Expedia vacation package?
Yes — that's one of the best things about an Expedia package. You're in charge! We have access to more than 550 partner airlines globally, so you have loads of choice when putting together your Pleasant Street adventure.
If I'm not able to travel, can I cancel my Pleasant Street vacation package?
Because we know life is full of surprises, the answer is yes. To learn more, check out our Customer Service Portal. But generally speaking, if you've booked your package in the last 24 hours, you may be able to change or cancel it without penalty. Your airline, hotel or car rental company may charge a fee if your booking is older than that.

Discover the most popular places to visit in Pleasant Street

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.