Pleasant Street Vacation Packages

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Top Holiday Package Deals in Pleasant Street

Price found within the past 48 hours. Click for updated prices.
Boardwalk Inn and Suites

Boardwalk Inn and Suites

2.5 out of 5
Davis
per person
Oct 4 - Oct 11
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Orlando (MCO)
8.4/10 Very Good! (1,341 reviews)
This place was nice and the staff was helpful and friendly

Reviewed on Aug. 4, 2025

Westgate Palace Hotel / Universal / I-Drive

Westgate Palace Hotel / Universal / I-Drive

4 out of 5
International Drive District
per person
Oct 25 - Oct 31
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Orlando (MCO)
8.8/10 Excellent! (1,001 reviews)
We found a cockroach in the room. Some linen was dirty.

Reviewed on Aug. 3, 2025

Palazzo Lakeside Hotel

Palazzo Lakeside Hotel

3 out of 5
per person
Oct 8 - Oct 15
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Orlando (MCO)
8.2/10 Very Good! (5,140 reviews)
Very beautiful place, nice and quiet Absolutely great for the price

Reviewed on Aug. 4, 2025

Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

4 out of 5
per person
Sep 27 - Oct 1
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Orlando (MCO)
8.2/10 Very Good! (5,190 reviews)
Satisfied in all experience and possible of coming back as a first timer

Reviewed on Aug. 4, 2025

Westgate Cocoa Beach Resort

Westgate Cocoa Beach Resort

4 out of 5
per person
Sep 5 - Sep 12
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Orlando (MCO)
8.8/10 Excellent! (479 reviews)
Decent place. Spacious 2/2 with full kitchen and living room. A bit dated but clean. No room service and food stops at 830. Drinks are overpriced, overall a decent experience. Walking distance to the beach. Great location! Great for kids!

Reviewed on Jul. 29, 2025

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

While University Heights isn't home to many top sights, Ben Hill Griffin Stadium and Hippodrome State Theatre are some notable places to visit nearby.

Find hotels in University Heights

Pleasant Street Hotel Deals

Hyatt Place Gainesville Downtown

Hyatt Place Gainesville Downtown

3 out of 5
212 SE 1ST STREET,, Gainesville, FL
Fully refundableReserve now, pay when you stay
The price is CA $157 per night from Aug 21 to Aug 22
CA $157
CA $177 total
Aug 21 - Aug 22
includes taxes & fees
9/10 Wonderful! (1,028 reviews)
"Parking is too far away and the 15min parking has cars parked longer than that."

Reviewed on Aug. 1, 2025

Hyatt Place Gainesville Downtown
Best Western Gateway Grand

Best Western Gateway Grand

3 out of 5
4200 NW 97th Blvd, Gainesville, FL
Fully refundableReserve now, pay when you stay
The price is CA $136 per night from Aug 17 to Aug 18
CA $136
CA $154 total
Aug 17 - Aug 18
includes taxes & fees
8.6/10 Excellent! (1,287 reviews)
"Very pleasantly surprised"

Reviewed on Aug. 3, 2025

Best Western Gateway Grand
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 CA $233 per night from Aug 10 to Aug 11
CA $233
CA $262 total
Aug 10 - Aug 11
includes taxes & fees
9.4/10 Exceptional! (1,251 reviews)
"Nice hotel"

Reviewed on Jul. 30, 2025

Hotel Eleo at the University of Florida
See all 752 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.
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Frequently asked questions

How much does a Pleasant Street vacation package cost?
The cheapest Pleasant Street package is CA $459, 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.

Discover the most popular places to visit in Pleasant Street

Shands at the University of Florida

4.5/5(2 reviews)

Though Shands at the University of Florida might be what brings you to town, perhaps you'll have a chance to explore more of Gainesville while you are here.

Shands at the University of Florida

North Florida Regional Medical Center

Though North Florida Regional Medical Center might be what brings you to town, perhaps you'll have a chance to explore more of Gainesville while you are here.

North Florida Regional Medical Center
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.