A greenhouse with hanging flower baskets and ivy-covered walls.

Longwood Vacation Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Longwood vacation rentals

The View Studio Suites and Event Venue

The View Studio Suites and Event Venue
3.0 star property
Orlando
8.4 out of 10, Very Good, (2,046 reviews)
"Great location close to a lot of things."
United States
tammy
The price is ¥11,370
¥12,791 total
includes taxes & fees
Jun 28 - Jun 29
The View Studio Suites and Event Venue

The Jazz Loft

The Jazz Loft
3.0 star property
Sanford
8.6 out of 10, Excellent, (8 reviews)
"Location, location, location!!! What a cute and fun space. I thoroughly enjoyed my entire Jazz Loft experience. Look fwd to next trip! "
United States
Deborah
The price is ¥10,273
¥22,346 total
includes taxes & fees
Jun 23 - Jun 24
The Jazz Loft

Studio With Hot Tub & Pool Near Universal Studios

Studio With Hot Tub & Pool Near Universal Studios
3.0 star property
International Drive District
The price is ¥8,725
¥22,338 total
includes taxes & fees
Jun 30 - Jul 1
Studio With Hot Tub & Pool Near Universal Studios

Premier Resort Condos Near Universal

Premier Resort Condos Near Universal
4.0 star property
Florida Center
8.6 out of 10, Excellent, (14 reviews)
"Loved staying here"
United States
Natalie
The price is ¥12,698
¥24,992 total
includes taxes & fees
Jul 5 - Jul 6
Premier Resort Condos Near Universal

Upstay 2BR Golfer s Retreat w Patio Ventura Resort

Upstay 2BR Golfer s Retreat w Patio Ventura Resort
2.0 star property
Ventura
The price is ¥15,789
¥42,342 total
includes taxes & fees
Jun 23 - Jun 24
Upstay 2BR Golfer s Retreat w Patio Ventura Resort

The Point Hotel & Suites Orlando

The Point Hotel & Suites Orlando
4.0 star property
Florida Center
8.4 out of 10, Very Good, (1,114 reviews)
"Wonderful stay."
United States
Bissoondath
The price is ¥11,758
¥15,224 total
includes taxes & fees
Jul 6 - Jul 7
The Point Hotel & Suites Orlando

Cozy Modern Studio

Cozy Modern Studio
2.0 star property
Casselberry
The price is ¥11,543
¥25,027 total
includes taxes & fees
Jun 23 - Jun 24
Cozy Modern Studio

Bella Breeze

Bella Breeze
2.5 star property
Sanford
9.6 out of 10, Exceptional, (17 reviews)
"Great location for restaurants and river trail. Very well stocked so it is an easy and comfortable stay."
United States
Nancy
The price is ¥11,103
¥23,275 total
includes taxes & fees
Jun 29 - Jun 30
Bella Breeze

Historic Tremain Cottages

Historic Tremain Cottages
3.0 star property
Mount Dora
8.6 out of 10, Excellent, (37 reviews)
"Very clean room, quaint, close to the downtown area. "
United States
Raymond
The price is ¥22,813
¥25,322 total
includes taxes & fees
Jun 23 - Jun 24
Historic Tremain Cottages

The Blue Aztec

The Blue Aztec
3.0 star property
Sanford
9.6 out of 10, Exceptional, (13 reviews)
"Great location! Great Dining! "
United States
Lisa
The price is ¥12,049
¥36,432 total
includes taxes & fees
Jun 24 - Jun 25
The Blue Aztec

Mount Dora Cottages

Mount Dora Cottages
3.0 star property
Mount Dora
9.4 out of 10, Exceptional, (211 reviews)
"Perfect spot"
United States
PATRICIA
The price is ¥34,405
¥38,189 total
includes taxes & fees
Jun 23 - Jun 24
Mount Dora Cottages

Virelli Apartments Upscale King Suite in the Heart of Orlando w Pool

Virelli Apartments Upscale King Suite in the Heart of Orlando w Pool
4.0 star property
Downtown Orlando
The price is ¥22,381
¥70,061 total
includes taxes & fees
Jul 15 - Jul 16
Virelli Apartments Upscale King Suite in the Heart of Orlando w Pool

Upstay 2BR Golfer's Retreat w Patio Ventura Resort

Upstay 2BR Golfer's Retreat w Patio Ventura Resort
3.0 star property
Ventura
The price is ¥17,582
¥43,188 total
includes taxes & fees
Jul 20 - Jul 21
Upstay 2BR Golfer's Retreat w Patio Ventura Resort

The Farm House - Great Location + Pet Friendly!

The Farm House - Great Location + Pet Friendly!
3.0 star property
Windermere
The price is ¥19,411
¥84,209 total
includes taxes & fees
Jun 28 - Jun 29
The Farm House - Great Location + Pet Friendly!

Condo w Hot Tub Pool - Steps to Universal Studio

Condo w Hot Tub Pool - Steps to Universal Studio
2.0 star property
International Drive District
2.0 out of 10, (1 review)
"This is not a condo. It's a 1 star rundown hotel. And, it's miles to Universal, not "steps""
United States
John
The price is ¥10,180
¥26,506 total
includes taxes & fees
Jun 24 - Jun 25
Condo w Hot Tub Pool - Steps to Universal Studio

The Contemporary

The Contemporary
3.0 star property
Sanford
The price is ¥17,570
¥42,617 total
includes taxes & fees
Jun 23 - Jun 24
The Contemporary

Solara Apartments Spacious 2BR Apartment Sleeps 6 Pet-Friendly

Solara Apartments Spacious 2BR Apartment Sleeps 6 Pet-Friendly
4.0 star property
Kirkman North
The price is ¥21,775
¥51,716 total
includes taxes & fees
Jun 30 - Jul 1
Solara Apartments Spacious 2BR Apartment Sleeps 6 Pet-Friendly

Century Millenia

Century Millenia
3.0 star property
Florida Center
9.0 out of 10, Wonderful, (137 reviews)
"Simple place for us to stay while visiting Orlando."
United States
Chimere
The price is ¥15,397
¥29,420 total
includes taxes & fees
Jun 28 - Jun 29
Century Millenia

Riviere 2BR Apartment Pet Friendly Oasis Sleeps 6 Close to Epic Universe Pool & Gym

Riviere 2BR Apartment Pet Friendly Oasis Sleeps 6 Close to Epic Universe Pool & Gym
4.0 star property
International Drive District
The price is ¥25,312
¥80,698 total
includes taxes & fees
Jul 13 - Jul 14
Riviere 2BR Apartment Pet Friendly Oasis Sleeps 6 Close to Epic Universe Pool & Gym

The Front Porch

The Front Porch
3.0 star property
Sanford
9.2 out of 10, Wonderful, (5 reviews)
"Enjoyed the place. Nice and relaxing. Close to downtown and lots of options for food. "
United States
Johnny
The price is ¥18,632
¥34,418 total
includes taxes & fees
Jun 24 - Jun 25
The Front Porch
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Longwood Hotel Reviews

Find out more about Longwood

Search for holiday rentals in Longwood on Expedia! You can easily find your home rentals, villas, holiday apartments in Longwood using one of the methods below:

  • View our selection of featured holiday rentals in Longwood
  • Use the map to find apartments and other holiday homes in the Longwood neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Longwood while they last

Look no further and take a look at our great range of rental properties in Longwood!

Frequently asked questions

Can I find vacation rentals in Longwood?

Yes, we have vacation rentals near the most popular sights in Longwood, or you can go with a secluded option if you're looking for relaxation. Longwood is known for its shopping and lake views. Make sure you have time to check out the restaurants and golf courses during your trip.

What's the top vacation rental that Longwood has to offer?

Grand Luxury Lakes 3BR Townhouse near Disney: This vacation home near Longwood is equipped with a garden, air-conditioning, and laundry facilities to help you feel comfortable during your stay. It has 3 bedrooms and a kitchen with a dishwasher.

How many vacation rentals are there in Longwood?

With 31 Expedia vacation rentals, you're sure to find just the right place for your Longwood stay.

What can I see and do in Longwood?

Boombah-Soldiers Creek Park and Big Tree Park are a couple of lovely local spots to get outside and enjoy nature. Kia Center and Universal Studios Florida are other popular places to visit in the area.

What are vacation rentals like in Longwood?

Vacation rentals are private properties you can book for a few days or a quick weekend in Longwood. Vacation rentals offer amenities such as hot tubs, fire pits, and patios so you'll be comfy for your stay. If you're concerned about a clean environment, vacation rentals can offer a sense of seclusion away from public hotel elevators and bustling concierge desks while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a great option for a small group gathering.