Pleasant Street Holidays

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Your Pleasant Street Holiday

Take all the hassle out of planning your next escape by booking a Pleasant Street holiday package. Take in the sights and sounds of this captivating neighbourhood and experience what it has to offer. Not sure what to do during your trip to Pleasant Street? Nearby attractions like University of Florida, Florida Museum of Natural History and Ben Hill Griffin Stadium are good places to begin. Expedia will help turn your ideal Pleasant Street holiday into reality, whatever your travel plans or budget.

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
Gainesville showing modern architecture

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

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 AU$156 per night from 25 Jan to 26 Jan
AU$156
25 Jan - 26 Jan
includes taxes & fees
7.6/10 Good! (1,001 reviews)
Nice room

Reviewed on 16 Jan 2026

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 AU$254 per night from 18 Jan to 19 Jan
AU$254
18 Jan - 19 Jan
includes taxes & fees
9.2/10 Wonderful! (1,293 reviews)
Stayed for one night, our room was clean and comfortable, the valet and front desk staff were very nice and friendly. Would stay again for sure.

Reviewed on 12 Jan 2026

Hotel Eleo at the University of Florida
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 AU$156 per night from 8 Feb to 9 Feb
AU$156
8 Feb - 9 Feb
includes taxes & fees
9/10 Wonderful! (1,647 reviews)
Very well appointed and not in any need of repair. Staff was very helpful.

Reviewed on 13 Jan 2026

Country Inn & Suites by Radisson, Gainesville, FL
See all 831 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.
All Inclusive Holidays
All Inclusive Holidays
All Inclusive Holidays
Cheap Holidays
Cheap Holidays
Cheap Holidays
beach holidays
Beach Holidays
Beach Holidays

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.