Pleasant Street Holidays

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    Save up to S$134 when you book a flight and hotel together*

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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
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University Heights

University Heights might not have many top sights, but Hippodrome State Theatre and Ben Hill Griffin Stadium are two attractions nearby that you can check out.

Find hotels in University Heights

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 S$131 per night from 16 Nov to 17 Nov
S$131
16 Nov - 17 Nov
includes taxes & fees
7.6/10 Good! (1,001 reviews)
Perfect place to stay for The Fest. Plenty of walking-distance food available. Very quiet, nice pool, great room.

Reviewed on 7 Nov, 2025

DoubleTree by Hilton 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 S$210 per night from 10 Nov to 11 Nov
S$210
10 Nov - 11 Nov
includes taxes & fees
9.4/10 Exceptional! (1,275 reviews)
The room was clean, the staff were courteous and the onsite restaurant had good food and drinks. The valet service was quick and the workers were nice. Would definitely stay there again.

Reviewed on 5 Nov, 2025

Hotel Eleo at the University of Florida
HOM Hotel Gainesville, SureStay Collection by Best Western

HOM Hotel Gainesville, SureStay Collection by Best Western

2.5 out of 5
3905 Sw 43Rd St, Gainesville, FL
Fully refundableReserve now, pay when you stay
The price is S$125 per night from 10 Nov to 11 Nov
S$125
10 Nov - 11 Nov
includes taxes & fees
8.4/10 Very Good! (1,807 reviews)
Nice place to stay

Reviewed on 8 Nov, 2025

HOM Hotel Gainesville, SureStay Collection by Best Western
See all 792 properties in Pleasant Street
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 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 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.

Popular places to visit

Shands at the University of Florida

If Shands at the University of Florida is what brings you to town, hopefully you'll have a chance to explore more of Gainesville.

Shands at the University of Florida

Sante Fe College

Explore the campus of Sante Fe College during your trip to Gainesville. You can attend a sporting event while in the area.

Sante Fe College

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.