Pleasant Street Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
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Top Holiday Package Deals in Pleasant Street
Price found within the past 48 hours. Click for updated prices.
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
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.
University Heights
While University Heights isn't home to many top sights, Ben Hill Griffin Stadium and Depot Park are some notable places to visit nearby.
College Park
While College Park isn't home to many top sights, Ben Hill Griffin Stadium and Stephen C. O'Connell Center are some notable places to visit nearby.
Innovation District
While there might not be top attractions in Innovation District, you can explore the larger area and discover places like Ben Hill Griffin Stadium and Stephen C. O'Connell Center.
Duckpond
If you're looking for some top things to see and do in Duckpond and surrounding area, you can visit Hippodrome State Theatre and Thomas Center.
Pleasant Street Hotel Deals
Best Western Gateway Grand
4200 NW 97th Blvd Gainesville FL
Fully refundableReserve now, pay when you stay
CA $118
CA $132 total
Aug 23 - Aug 24
includes taxes & fees
Hotel Eleo at the University of Florida
1514 Southwest 14th Street Gainesville FL
Fully refundableReserve now, pay when you stay
CA $218
CA $245 total
Aug 23 - Aug 24
includes taxes & fees
9.4/10 Exceptional! (1,287 reviews)
"The customer service was above and beyond."
Reviewed on Aug 12, 2026
Drury Inn & Suites Gainesville
4000 Southwest 40th Blvd Gainesville FL
Fully refundableReserve now, pay when you stay
CA $143
CA $161 total
Sep 3 - Sep 4
includes taxes & fees
9.6/10 Exceptional! (1,559 reviews)
"Very accommodating"
Reviewed on Aug 11, 2026
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 vacation package cost?
The cheapest Pleasant Street package is CA $604, 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 vacation package. It's that simple! From flights and hotels to rental cars and tours, Expedia makes traveling 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 traveler favorites.
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 vacation?
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 vacation 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 vacation 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.
Things to do
Interlachen: Rodman Reservoir Trophy Bass Fishing Trip
CA $614
per adult
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.