Pleasant Street Holidays from £751

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Your Pleasant Street Holiday

Your next great adventure is calling out to you with a holiday package to Pleasant Street. Food, fun and nonstop good times — you're sure to find it in this neighbourhood. Kick off your trip to Pleasant Street by heading to nearby attractions such as University of Florida, Florida Museum of Natural History and Ben Hill Griffin Stadium. No matter what your dream Pleasant Street holiday may look like, you can turn it into reality with Expedia.

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 £1,198, price is now £751 per person
£751
per person
13 Jun - 20 Jun
found 24 hours ago
Return flight included
London (LON) to Orlando (MCO)
8.2/10 Very Good! (1,554 reviews)
Clean room, lots of amenities, quick response when needed! Stress free check in

Reviewed on 10 Apr 2026

Westgate Palace Hotel / Universal / I-Drive

Westgate Palace Hotel / Universal / I-Drive

4 out of 5
International Drive District
Save 100% on your flight
Price was £1,613, price is now £878 per person
£878
per person
21 May - 28 May
found 1 day ago
Return direct flight included
London (LGW) to Orlando (MCO)
8.8/10 Excellent! (1,233 reviews)
I enjoyed how comfortable my room was. Spacious and modern and clean. Thank you

Reviewed on 10 Apr 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 £1,508, price is now £845 per person
£845
per person
13 Jun - 20 Jun
found 24 hours ago
Return flight included
London (LON) to Orlando (MCO)
8.4/10 Very Good! (6,071 reviews)
Absolutely LOVE staying here!

Reviewed on 11 Apr 2026

Florida Hotel & Conference Center in the Florida Mall

Florida Hotel & Conference Center in the Florida Mall

3.5 out of 5
Price was £1,466, price is now £945 per person
£945
per person
23 Jun - 30 Jun
found 14 hours ago
Return direct flight included
Manchester (MAN) to Orlando (MCO)
9.2/10 Wonderful! (1,336 reviews)
I love that hotel I will be staying there again. Very convenient and close to everything

Reviewed on 5 Apr 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
Price was £1,352, price is now £887 per person
£887
per person
21 May - 28 May
found 1 day ago
Return direct flight included
London (LGW) to Orlando (MCO)
7.8/10 Good! (413 reviews)
The AC did lots of noise, did not work as good. The pillows were so thick and uncomfortable . The Swiming pool and jacuzzi were great ! Breakfast was good! Enough quantity for lots of people. The service offer for transportation to the universal parks was NOT good , it arrived very late!!! I ended calling an uber after waiting for 30 minutes.

Reviewed on 11 Apr 2026

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

Top hotels in Pleasant Street

HOM Hotel Gainesville, SureStay Collection by Best Western

HOM Hotel Gainesville, SureStay Collection by Best Western

2.5 out of 5
3905 Sw 43Rd St Gainesville FL
Fully refundableReserve now, pay when you stay
The price is £71 per night from 12 Apr to 13 Apr
£71
12 Apr - 13 Apr
includes taxes & fees
8.4/10 Very Good! (1,873 reviews)
Parking was safe

Reviewed on 9 Apr 2026

HOM Hotel Gainesville, SureStay Collection by Best Western
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 £81 per night from 19 Apr to 20 Apr
£81
19 Apr - 20 Apr
includes taxes & fees
9.2/10 Wonderful! (1,754 reviews)
Always my go to place in Gainesville. Convenient, clean and priced right.

Reviewed on 9 Apr 2026

Country Inn & Suites by Radisson, Gainesville, FL
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 £88 per night from 26 Apr to 27 Apr
£88
26 Apr - 27 Apr
includes taxes & fees
7.8/10 Good! (1,005 reviews)
Clean rooms and facilities. Great staff

Reviewed on 8 Apr 2026

DoubleTree by Hilton Gainesville
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
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Frequently asked questions

How much does a Pleasant Street travel package cost?
Go from wondering to wandering with our Pleasant Street travel packages, which start from only £751. Select the flights and hotels that fit your travel plans. Then, add on a few tours or experiences for an incredible escape.
If I'm not able to travel, can I cancel my Pleasant Street travel package?
Don't worry if you're rethinking your Pleasant Street travel package — you can cancel or amend your booking. And if you've booked it within the last 24 hours, you may be able to do it for free. However, bookings made more than 24 hours ago may incur fees from your airline, hotel or car rental company. We get that life can occasionally throw a spanner in the travel works, so make your way to our Customer Service Portal if that happens. When you're ready to make changes, we're here to help.
How do I get a cheap travel package to Pleasant Street?
You'll save a pile of money if you bundle your car rentals, hotels and flights into a Pleasant Street travel package. Sometimes cheap means fewer choices. But that's not the case with Expedia. We offer over 550 air carriers and 1,000,000 properties globally, which means you'll always have plenty of options to choose from. Want to save even more? Add some interesting activities to your package deal to unlock even bigger bargains! After all, travel is about more than simply getting to your destination.
Does Expedia offer Book Now, Pay Later Pleasant Street holidays?
Your bank balance shouldn't stop you from escaping on holiday, so Expedia has worked out a solution to help. Now that we've partnered with online lender Klarna, it's easier than ever to book a dream getaway without exhausting your savings. Klarna offers flexible payment options at checkout that take the worry out of budgeting for your break. Check out these flexible payment options:

  • Pay monthly holidays: If paying bite-sized amounts each month is something that would work for you, Klarna offers just that! Paying in convenient monthly instalments will make your getaway dreams come true.
  • Pay in instalments holidays: With this Book Now, Pay Later option, Klarna makes it easy to pay for your trip over multiple transactions.
  • Low deposit holidays: If paying a small percentage of your trip (rather than the total upfront) makes it easier to click that "book now" button, consider a low deposit holiday payment plan with Klarna.

Where should I stay in Pleasant Street?
A journey to Pleasant Street isn't complete without stopping by University of Florida and Florida Museum of Natural History. Book a room nearby so you can easily access these popular sights.
What are the top hotels in Pleasant Street?
If this will be your first visit to Pleasant Street, book a room at Country Inn & Suites by Radisson, Gainesville, FL or hom hotel + suites, Trademark Collection by Wyndham. Both will make you feel at home and are favourites among many travellers.
How far in advance should I book my Pleasant Street holiday?
Savvy travellers will likely want to book as early as possible. You can usually look up international fares on Expedia up to 12 months before your flight. If you're purchasing tickets last minute, fear not. Discounted prices sometimes appear just weeks before departure dates.
What does an Expedia Pleasant Street travel package include?
Rental cars, hotels and flights — we have them covered. With Expedia, you can shape your Pleasant Street package the way you like it. All you have to do is decide what you need. Once you've made your booking, you can add extras like tours and activities. The more you bundle, the bigger your savings!
What should I know before booking a Pleasant Street travel package?
Tailor deals that fit your budget with an Expedia package. Hotels, flights, rental cars — we've got them all. You'll save big bucks just for bundling your bookings. Whether you're going on a winter snow adventure or venturing someplace warm, your dream getaway is only clicks away.
Can I choose my airline with a Pleasant Street Expedia travel package?
Yes — and it's simple too. Expedia has access to more than 550 partner airlines worldwide. Our packages give you the flexibility to pick from available flights, hotels and activities that fit your needs.

Popular places to visit

Shands at the University of Florida

If Shands at the University of Florida is what brings you to town, hopefully you'll have a chance to explore more of Gainesville.

Shands at the University of Florida

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.