Pleasant Street Holidays

Book a Hotel + Flight or Car together to unlock savings

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

Top hotels in Pleasant Street

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 2.211.041 ₫ per night from 25 Jan to 26 Jan
2.211.041 ₫
2.487.421 ₫ total
25 Jan - 26 Jan
includes taxes & fees
7.6/10 Good! (1,008 reviews)
Amazing staff. 5th time staying here and will continue to stay whenever traveling

Reviewed on 3 Jan 2026

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 2.994.825 ₫ per night from 19 Jan to 20 Jan
2.994.825 ₫
3.369.178 ₫ total
19 Jan - 20 Jan
includes taxes & fees
8.2/10 Very Good! (1,011 reviews)
The facilities and rooms were nicely “updated” and felt clean, but the toilet ceramic was broken and clued back together. Staff was ultra friendly and the common areas were nice. Location was a plus too. We just stayed one night.

Reviewed on 1 Jan 2026

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 3.342.180 ₫ per night from 11 Jan to 12 Jan
3.342.180 ₫
3.759.953 ₫ total
11 Jan - 12 Jan
includes taxes & fees
9.2/10 Wonderful! (1,297 reviews)
Great hotel, clean and great stuff. The restaurant’s food is excellent!!! We extended our stay because we felt so comfortable.

Reviewed on 3 Jan 2026

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 holiday package cost?
The cheapest Pleasant Street package is , 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 holiday package. It's that simple! From flights and hotels to rental cars and tours, Expedia makes travelling cheap and easy. And with over 550 partner airlines and 1null000null000 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 traveller favourites.
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 holiday?
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 holiday 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 holiday 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.

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