Pleasant Street Holidays from AU$549

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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.
Seasons Florida Resort

Seasons Florida Resort

2 out of 5
Price was AU$770, price is now AU$549 per person
AU$549
per person
5 July - 8 July
found 10 hours ago
Return flight included
New York (NYC) to Orlando (MCO)
9/10 Wonderful! (3,523 reviews)
Meh, staff nice enough… but ‘Resort”? Not. More like a motel in decent shape. Area was a bit seedy. No breakfast these days? OK for price but don’t try to fool us with an extravagant “regular price”, then a discount….is maybe worth about what we paid..

Reviewed on 9 May 2026

Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

4 out of 5
Save 100% on your flight
Price was AU$977, price is now AU$578 per person
AU$578
per person
5 July - 8 July
found 10 hours ago
Return flight included
New York (NYC) to Orlando (MCO)
8.4/10 Very Good! (6,277 reviews)
The hotel was great and the staff was nice. It’s just that we didn’t know about the trash removal service. Other than that it was great.

Reviewed on 9 May 2026

Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive

Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive

3 out of 5
International Drive District
Save 100% on your flight
Price was AU$1,002, price is now AU$620 per person
AU$620
per person
5 July - 8 July
found 10 hours ago
Return flight included
New York (NYC) to Orlando (MCO)
7.8/10 Good! (468 reviews)
We generally stay at this hotel for our trips to Orlando. There seems to always be something broken. Both elevators were down, and we were on the 11th floor. Walking wouldn't be so bad if it weren't for the luggage. Breakfast time, out of two toasters, one was broken. Maintenence staff was great, very friendly.

Reviewed on 8 May 2026

Meliá Orlando Celebration

Meliá Orlando Celebration

4 out of 5
Save 100% on your flight
Price was AU$983, price is now AU$662 per person
AU$662
per person
5 July - 8 July
found 10 hours ago
Return flight included
New York (NYC) to Orlando (MCO)
8.8/10 Excellent! (1,586 reviews)
Our trip was a working trip and we selected this hotel because of the location. The room was adequate but nothing out of the ordinary. There were several preventative maintenance items that needed to be done, like both the shower and sink did not drain quickly. Many unchaparoned young adults were in the hotel so the noise level was high. Check in and out were easy.

Reviewed on 7 May 2026

The Delaney Hotel

The Delaney Hotel

3.5 out of 5
South Orange
Save 100% on your flight
Price was AU$985, price is now AU$674 per person
AU$674
per person
5 July - 8 July
found 10 hours ago
Return flight included
New York (NYC) to Orlando (MCO)
9.6/10 Exceptional! (1,092 reviews)
Our room was great. Clean, modern and spacious with a great shower. The staff was gracious and attentive. The restaurant food was upscale and delicious. I thought the spicy selections were too numerous. We did not use parking. Public transportation of bus and train was close and convenient.

Reviewed on 6 May 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
Gainesville, Florida, USA Skyline

Downtown Gainesville

If you're looking for some top things to see and do in Downtown Gainesville and surrounding area, you can visit Thomas Center and Hippodrome State Theatre.

Find hotels in Downtown Gainesville

Our pick of the best Pleasant Street Hotel Deals

Country Inn & Suites by Radisson, Gainesville, FL

Country Inn & Suites by Radisson, Gainesville, FL

3 out of 5
4015 Sw 43rd St Gainesville FL
Fully refundable
The price is AU$143 per night from 26 May to 27 May
AU$143
26 May - 27 May
includes taxes & fees
9.2/10 Wonderful! (1,811 reviews)
This hotel is in a great location. The room was clean and comfortably. Would stay there again. Friendly staff!!

Reviewed on 9 May 2026

Country Inn & Suites by Radisson, Gainesville, FL
Sleep Inn & Suites University/Shands

Sleep Inn & Suites University/Shands

2.5 out of 5
4110 SW 40th Boulevard Gainesville FL
Fully refundable
The price is AU$138 per night from 4 June to 5 June
AU$138
4 June - 5 June
includes taxes & fees
8.8/10 Excellent! (1,200 reviews)
Great place breakfast great!

Reviewed on 9 May 2026

Sleep Inn & Suites University/Shands
Hilton University of Florida Conference Center Gainesville

Hilton University of Florida Conference Center Gainesville

3.5 out of 5
1714 SW 34th St Gainesville FL
Fully refundableReserve now, pay when you stay
The price is AU$190 per night from 10 June to 11 June
AU$190
10 June - 11 June
includes taxes & fees
8.4/10 Very Good! (1,016 reviews)
The hot tub wasn’t working and that was the one reason we stayed there. It was never fixed the time we stayed there.

Reviewed on 9 May 2026

Hilton University of Florida Conference Center Gainesville
See all 847 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 holiday package cost?
The cheapest Pleasant Street package is AU$549, 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.