Pleasant Street Holidays

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to NZ$616 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

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

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 NZ$179 per night from 21 Dec to 22 Dec
NZ$179
21 Dec - 22 Dec
includes taxes & fees
8.2/10 Very Good! (1,001 reviews)
The room, location, and staff were perfect. The only reason it didn't receive five stars is that if you are staying for a day and there is an event or conference, it may be impossible to find parking. The morning food option in the cafe was lackluster.

Reviewed on 8 Dec 2025

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 NZ$246 per night from 17 Dec to 18 Dec
NZ$246
17 Dec - 18 Dec
includes taxes & fees
9.2/10 Wonderful! (1,287 reviews)
The bed mattress need to be replaced but room was very clean. Staff was very helpful. BUT the comp valet parking for Shands Hospital patients but not for VA patients, and VA patients served their country and they should definetly be comped but was told I did this reservation thru a 3rd party and ...

Reviewed on 12 Dec 2025

Hotel Eleo at the University of Florida
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 NZ$157 per night from 21 Dec to 22 Dec
NZ$157
21 Dec - 22 Dec
includes taxes & fees
7.6/10 Good! (1,000 reviews)
Our overall stay was good. At first I was taken aback from the front desk and how one young lady talked her guest as opposed to how my front desk staff talked to me. I chalked it up to young kids. The room was ok. Found some pet hair and women hair on the carpet. Need to do a better job of Cleaning. ...

Reviewed on 8 Dec 2025

DoubleTree by Hilton Gainesville
See all 841 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.

Discover the most popular places to visit in Pleasant Street

Devil's Milhopper Geological State Park

You can take time to visit Devil's Milhopper Geological State Park during your travels to Gainesville. You can attend a sporting event while in the area.

Devil's Milhopper Geological State Park
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.