Pleasant Street Holidays from AU$1,930

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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 Town Center Resort

Westgate Town Center Resort

4 out of 5
Price was AU$2,594, price is now AU$1,930 per person
AU$1,930
per person
6 May - 12 May
found 1 day ago
Return direct flight included
Sydney (SYD) to Orlando (MCO)
8/10 Very Good! (1,367 reviews)
There were activities for all ages. I wasn't able to participate in them all I will definitely be back again. I also thibk I will look into there other locations when traveling.

Reviewed on 3 Mar 2026

The Delaney Hotel

The Delaney Hotel

3.5 out of 5
South Orange
Price was AU$4,140, price is now AU$2,901 per person
AU$2,901
per person
6 May - 12 May
found 1 day ago
Return direct flight included
Sydney (SYD) to Orlando (MCO)
9.6/10 Exceptional! (1,062 reviews)
My room was absolutely perfect! Very clean and everything was impressive.

Reviewed on 4 Mar 2026

Reunion Resort & Golf Club

Reunion Resort & Golf Club

5 out of 5
Reunion
Price was AU$2,964, price is now AU$2,373 per person
AU$2,373
per person
6 May - 12 May
found 1 day ago
Return direct flight included
Sydney (SYD) to Orlando (MCO)
8.8/10 Excellent! (1,422 reviews)
We stumbled on Reunion 4 years ago, and we go back every year. The whole family looks forward to our week at Reunion like Christmas. The rooms are large and clean. The staff is friendly and helpful. There pools and water park are great. The property is beautiful. Just a great place to be!

Reviewed on 28 Feb 2026

CoCo Key Hotel and Water Resort 

CoCo Key Hotel and Water Resort 

3.5 out of 5
International Drive District
Price was AU$2,411, price is now AU$1,960 per person
AU$1,960
per person
6 May - 12 May
found 1 day ago
Return direct flight included
Sydney (SYD) to Orlando (MCO)
8/10 Very Good! (3,803 reviews)
Fine place to stay - close to parks and walking distance to plenty to eat/coffee. Room was minimal and we were in the “updated” tower. Beds very comfortable. Would stay again.

Reviewed on 2 Mar 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
Closeup of alligator back lying inside marsh swamp in Paynes Prairie Preserve State Park in Gainesville, Florida in sunlight

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.

Find hotels in University Heights

Our pick of the best Pleasant Street Hotel Deals

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 AU$133 per night from 29 Mar to 30 Mar
AU$133
29 Mar - 30 Mar
includes taxes & fees
7.8/10 Good! (1,003 reviews)
The stay was good, but the toilet flush system seemed delayed, making it appear as though it would overflow, and then flush 5 seconds later. Additionally, the narrow walk-in shower made it difficult to bathe our infant with our portable tub. It would be better if a tub shower was an option. The staff ...

Reviewed on 3 Mar 2026

DoubleTree by Hilton Gainesville
Hotel Indigo Gainesville-Celebration Pointe by IHG

Hotel Indigo Gainesville-Celebration Pointe by IHG

3.5 out of 5
5020 SW 30th Lane Gainesville FL
Fully refundable
The price is AU$154 per night from 24 Mar to 25 Mar
AU$154
24 Mar - 25 Mar
includes taxes & fees
9/10 Wonderful! (1,004 reviews)
Amazing staff and one of the cleanest properties ever. We love staying here!

Reviewed on 3 Mar 2026

Hotel Indigo Gainesville-Celebration Pointe by IHG
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 AU$198 per night from 11 Mar to 12 Mar
AU$198
11 Mar - 12 Mar
includes taxes & fees
9.2/10 Wonderful! (1,150 reviews)
At check-in we were told our room would be serviced every other day.. Ok. Stayed three nights, room never serviced. Called the front desk to and the person said they’d check with their manager about why the room wasn’t serviced. Who cares, just offer to bring towels. Had to ask for them, Shouldn’t ...

Reviewed on 2 Mar 2026

Hyatt Place Gainesville Downtown
See all 846 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.
All Inclusive Holidays
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Frequently asked questions

How much does a Pleasant Street holiday package cost?
The cheapest Pleasant Street package is AU$1,930, 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.