Pleasant Street Holidays

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Our guide on 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
A cityscape at sunset with buildings, a street, and a palm tree.

Downtown Gainesville

If you're looking for some top things to see and do in Downtown Gainesville and surrounding area, you can visit Hippodrome State Theatre and Thomas Center.

Find hotels in Downtown Gainesville

Our pick of the best Pleasant Street Hotel Deals

Drury Inn & Suites Gainesville

Drury Inn & Suites Gainesville

3 out of 5
4000 Southwest 40th Blvd Gainesville FL
Fully refundableReserve now, pay when you stay
The price is NZ$213 per night from 6 Dec to 7 Dec
NZ$213
6 Dec - 7 Dec
includes taxes & fees
Drury Inn & Suites Gainesville
Country Inn & Suites by Radisson, Gainesville, FL

Country Inn & Suites by Radisson, Gainesville, FL

3 out of 5
4015 Sw 43rd St Gainesville FL
Fully refundable
The price is NZ$179 per night from 22 Nov to 23 Nov
NZ$179
22 Nov - 23 Nov
includes taxes & fees
9.2/10 Wonderful! (2,037 reviews)
"I location was convenient since all the restaurants, stores, and our favorite coffee shop is nearby. The staff was friendly and welcoming. Parking was easy. A little noisy (sirens) due to passing ambulances since it is location at the corner of an intersection near the highway."

Reviewed on 14 Nov 2026

Country Inn & Suites by Radisson, Gainesville, FL
Sleep Inn & Suites University/Shands

Sleep Inn & Suites University/Shands

2.5 out of 5
4110 SW 40th Boulevard Gainesville FL
Fully refundable
The price is NZ$164 per night from 4 Dec to 5 Dec
NZ$164
4 Dec - 5 Dec
includes taxes & fees
8.8/10 Excellent! (1,333 reviews)
"I enjoyed the property and they even gave out some free popcorn and cookies"

Reviewed on 14 Nov 2026

Sleep Inn & Suites University/Shands
See all 864 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.