Pleasant Street Vacations from ￥154,492

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The Latest Pleasant Street Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Embassy Suites by Hilton Orlando Lake Buena Vista South

Embassy Suites by Hilton Orlando Lake Buena Vista South

3.5 out of 5
per person
Sep 17 - Sep 22
found 12 hours ago
Roundtrip non-stop flight included
Osaka (OSA) to Orlando (MCO)
9.4/10 Exceptional! (1,140 reviews)
Our stay at this hotel was absolutely fantastic from start to finish. The staff went above and beyond to make us feel welcome the moment we walked in—always greeting us with a smile and ready to help with anything we needed. The room was spotless, spacious, and beautifully maintained, with a super comfortable bed and all the amenities we could ask for. We especially loved the little touches, like complimentary bottled water and plenty of fresh towels. The location couldn’t be better—just a short drive to all the major Orlando attractions, yet quiet enough to relax after a long day at the parks. The on-site facilities, including the pool, fitness center, and restaurant, were top-notch. Breakfast was delicious with plenty of variety, and the service was quick even during busy mornings. We truly felt like valued guests every single day. I would absolutely stay here again and recommend it to anyone visiting the Orlando area. This hotel made our trip even more special!

Reviewed on Aug 10, 2025

Westgate Palace Hotel / Universal / I-Drive

Westgate Palace Hotel / Universal / I-Drive

4 out of 5
International Drive District
Save 100% on your flight
per person
Sep 16 - Sep 23
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Orlando (MCO)
8.8/10 Excellent! (1,013 reviews)
Friendly helpful staff

Reviewed on Aug 10, 2025

Margaritaville Cottages Orlando with H2O Waterpark by Vstays

Margaritaville Cottages Orlando with H2O Waterpark by Vstays

4 out of 5
per person
Oct 19 - Oct 25
found 15 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Orlando (MCO)
9/10 Wonderful! (1,001 reviews)
Beds were very comfortable. There were tons of food options around the area

Reviewed on Aug 8, 2025

Brand New Luxury House in Clermont

Brand New Luxury House in Clermont

2 out of 5
Silver Creek
per person
Oct 19 - Oct 25
found 15 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Orlando (MCO)
No reviews
Arnold Palmer's Bay Hill Club & Lodge

Arnold Palmer's Bay Hill Club & Lodge

4 out of 5
Bay Hill
per person
Oct 19 - Oct 25
found 15 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Orlando (MCO)
9.2/10 Wonderful! (1,000 reviews)
thank you for an enjoyable stay

Reviewed on Jun 7, 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

4/5(31 area reviews)

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

The Botanical Suite. Newly Built, Upscale, Central

The Botanical Suite. Newly Built, Upscale, Central

Gainesville
The price is ￥14,331 per night from Aug 11 to Aug 12
￥14,331
￥31,636 total
Aug 11 - Aug 12
includes taxes & fees
9.8/10 Exceptional! (15 reviews)
"Amazing property with responsive host. There was a neighborhood cat that greeted us every morning and night. I did not want to leave. It’s a five star experience."

Reviewed on Jul 17, 2025

The Botanical Suite. Newly Built, Upscale, Central
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 ￥12,883 per night from Aug 21 to Aug 22
￥12,883
￥14,494 total
Aug 21 - Aug 22
includes taxes & fees
7.6/10 Good! (1,000 reviews)
"Close to Shands"

Reviewed on Aug 7, 2025

DoubleTree by Hilton Gainesville
hom hotel + suites, Trademark Collection by Wyndham

hom hotel + suites, Trademark Collection by Wyndham

2.5 out of 5
3905 Sw 43rd St, Gainesville, FL
Fully refundableReserve now, pay when you stay
The price is ￥13,053 per night from Aug 17 to Aug 18
￥13,053
￥14,685 total
Aug 17 - Aug 18
includes taxes & fees
8.2/10 Very Good! (1,713 reviews)
"Good hotel, nice decoration I love the room doesn't have carpet"

Reviewed on Aug 9, 2025

hom hotel + suites, Trademark Collection by Wyndham
See all 754 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 vacation package cost?
The cheapest Pleasant Street package is ￥154,492, 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

University of Florida

University of Florida

4.5/5(833 reviews)

Take a campus tour or just explore the area around University of Florida, a top college in Gainesville. Stroll along the lakeside or attend a sporting event in the area.

University of Florida
The Florida Museum of Natural History has an amazing osteological and fossil collection

Florida Museum of Natural History

4.5/5(171 reviews)

You can spend an afternoon exploring the galleries in Florida Museum of Natural History during your trip to Gainesville. You can attend a sporting event while in the area.

Florida Museum of Natural History

Gainesville Raceway

4.5/5(104 reviews)

Catch an event at Gainesville Raceway during your trip to Gainesville. Amble around the area's lakeside or attend a sporting event.

Gainesville Raceway
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.