Pleasant Street Holidays from AU$764
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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.
Top Holiday Package Deals in Pleasant Street
Price found within the past 48 hours. Click for updated prices.
Westgate Lakes Resort & Spa Universal Studios Area
AU$819
per person
30 Nov - 5 Dec
found 1 day ago
Return flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
8.4/10 Very good! (7,107 reviews)
We’ve stayed out many Westgate properties and this is one of our favorites always clean, love the balcony and the staff is amazing. I do hate the check-in time.
Reviewed on 23 Sept 2026
The Fold Hotels Orlando
AU$1,180
per person
30 Nov - 5 Dec
found 1 day ago
Return flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
9.4/10 Exceptional! (112 reviews)
The apartment is a nice 3 bedroom apartment with 4 beds and 1 sofa and kitchen and washer and dryer. There is no cleaning during the stay. ( only after 30 days) if you want cleaning before it will cost you 75 dollar.
The airconditioning makes an horrible sound especially in the middle room. It always woke me up.
Reviewed on 16 Sept 2026
Lake Buena Vista Resort Village & Spa
AU$1,101
per person
30 Nov - 5 Dec
found 1 day ago
Return flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
8.4/10 Very good! (10,478 reviews)
Beautiful resort and helpful staff. I was able to do a late check out. I also received free drinks complementary from Expedia. Thanks.
Reviewed on 24 Sept 2026
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
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
University Heights might not have many top sights, but Ben Hill Griffin Stadium and Hippodrome State Theatre are two attractions nearby that you can check out.
College Park
If you're looking for some top things to see and do in College Park and surrounding area, you can visit Ben Hill Griffin Stadium and Stephen C. O'Connell Center.
Innovation District
While Innovation District may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Ben Hill Griffin Stadium and Stephen C. O'Connell Center.
Haile Plantation
If you're spending some time in Haile Plantation, Haile Village Center and Haile Plantation Golf and Country Club are top sights worth seeing.
Our pick of the best Pleasant Street Hotel Deals
Drury Inn & Suites Gainesville
4000 Southwest 40th Blvd Gainesville FL
Fully refundableReserve now, pay when you stay
AU$166
29 Sept - 30 Sept
includes taxes & fees
9.6/10 Exceptional! (1,609 reviews)
"We hadn’t stayed at Drury before and were amazed at all of the value we got out of our stay. From nice clean room, to a wonderful property location, to the free food and drinks in the evening (not expected but was very good). We’ll definitely look for Drury inns at future stays."
Reviewed on 24 Sept 2026
Sleep Inn & Suites University/Shands
4110 SW 40th Boulevard Gainesville FL
Fully refundable
AU$128
14 Oct - 15 Oct
includes taxes & fees
Country Inn & Suites by Radisson, Gainesville, FL
4015 Sw 43rd St Gainesville FL
Fully refundable
AU$140
1 Oct - 2 Oct
includes taxes & fees
9.2/10 Wonderful! (2,003 reviews)
"We had a very short stay so I cant say much other than the hotel was perfect for what we needed. We arrived late on a Monday evening, were greeted by a friendly young lady working the front. And then we left early the next morning, after eating from the breakfast that was included. It was a 10 minute ..."
Reviewed on 23 Sept 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 holiday package cost?
The cheapest Pleasant Street package is AU$764, 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.