Pleasant Street Vacation Packages

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    Better together

    Save up to CA $1,096 when you book a flight and hotel together*
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Top Holiday Package Deals in Pleasant Street

Price found within the past 48 hours. Click for updated prices.
Westgate Town Center Resort
Palazzo Lakeside Hotel
Westgate Palace Hotel / Universal / I-Drive
ette hotel
Reunion Resort & Golf Club

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

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 CA $209 per night from Aug 31 to Sep 1
CA $209
CA $235 total
Aug 31 - Sep 1
includes taxes & fees
9.4/10 Exceptional! (1,261 reviews)
"Staff couldn’t be nicer and more accommodating!"

Reviewed on Aug. 21, 2025

Hotel Eleo at the University of Florida
Sleep Inn & Suites University/Shands

Sleep Inn & Suites University/Shands

2.5 out of 5
4110 SW 40th Boulevard, Gainesville, FL
Fully refundableReserve now, pay when you stay
The price is CA $104 per night from Sep 7 to Sep 8
CA $104
CA $125 total
Sep 7 - Sep 8
includes taxes & fees
Sleep Inn & Suites University/Shands
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 CA $120 per night from Sep 7 to Sep 8
CA $120
CA $135 total
Sep 7 - Sep 8
includes taxes & fees
DoubleTree by Hilton Gainesville
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 CA $459, 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.