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Search Holiday Rentals in Longwood

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Check prices for these dates

In two weeks
2 Jan - 4 Jan
In two months
13 Feb - 15 Feb
In three months
13 Mar - 15 Mar
In four months
10 Apr - 12 Apr

Our top choices for Longwood holiday rentals

Terrace/patio
The Point by Edge

Aparthotel in Florida Center

The Point by Edge
4.0 star property
8.4 out of 10, Very good, (831)
"Great accommodations!"
United States
Champayne
The price is ฿1,931
฿2,562 total
includes taxes & fees
4 Jan - 5 Jan 2026
The Point by Edge
The Club House | Individually decorated, individually furnished, laptop workspace
Orlando Lakefront Tiny House Community

Cottage in Orlando

Orlando Lakefront Tiny House Community
3.0 star property
9.4 out of 10, Exceptional, (331)
"We enjoyed our stay."
United States
Ardeeh
The price is ฿2,274
฿4,866 total
includes taxes & fees
17 Dec - 18 Dec
Orlando Lakefront Tiny House Community
Reception
Florida Hotel & Conference Center in the Florida Mall

Aparthotel in Orlando

Florida Hotel & Conference Center in the Florida Mall
3.5 star property
9.2 out of 10, Wonderful, (2333)
"Great location "
United States
Zandra
Florida Hotel & Conference Center in the Florida Mall
Lobby sitting area
The View Studio Suites and Event Venue

Aparthotel in Orlando

The View Studio Suites and Event Venue
3.0 star property
8.4 out of 10, Very good, (1472)
"Good staff Good location "
Canada
Maryon
The price is ฿2,697
฿3,035 total
includes taxes & fees
16 Dec - 17 Dec
The View Studio Suites and Event Venue
Mini-fridge, microwave, cookware/dishes/utensils
Bella Breeze

Apartment in Sanford

Bella Breeze
2.5 star property
9.6 out of 10, Exceptional, (5)
"The place was clean, cozy, and well decorated, and the amenities were wonderful! The hosts have done a great job here."
United States
Courteny
Bella Breeze
Exterior
Totally 80's

Apartment in Sanford

Totally 80's
3.0 star property
9.4 out of 10, Exceptional, (3)
"Cute, clean, and comfortable. Located in a safe neighborhood, the house had everything we needed for a great stay. Communication was timely and smooth—highly recommend."
United States
Serge
The price is ฿2,524
฿4,947 total
includes taxes & fees
16 Dec - 17 Dec
Totally 80's
Apartment, Accessible | 1 bedroom
Peaceful 1 King BR Apartment w Hot Tub & Pool

Aparthotel in International Drive District

Peaceful 1 King BR Apartment w Hot Tub & Pool
2.0 star property
The price is ฿1,652
฿4,802 total
includes taxes & fees
16 Dec - 17 Dec
Peaceful 1 King BR Apartment w Hot Tub & Pool
Standard Apartment | Living area | 50-inch LED TV with digital channels, Netflix, streaming services
Boho Nights

Apartment in Sanford

Boho Nights
3.0 star property
9.0 out of 10, Wonderful, (7)
"Wonderful spot, and excellent hosts!"
United States
Thomas
Boho Nights
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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Top Longwood Hotel Reviews

Florida Hotel & Conference Center in the Florida Mall

Florida Hotel & Conference Center in the Florida Mall

10/10 Excellent
"We were returning from a cruise in Port Canaveral and were attending a concert that night. Super tired from getting up early and then driving. We wandered the mall (which is attached the hotel) and i was so tired, my wife suggested we ask if they could accommodate an early check in. Without even batting an eye the reception said of course! No extra fee, it was only 1030am! Room was big, very clean and comfortable. Got some great rest before the show!"
Dave J 1-night trip
Posted 20 hours ago
Florida Hotel & Conference Center in the Florida Mall

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 holiday rentals in Longwood?

Yes, there are holiday rentals close to the most popular sights in Longwood, or you can select a more secluded option if you're looking for a relaxing stay. 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 are some of the best holiday rentals that Longwood has to offer?

Vista Cay Resort by Casiola Vacation Homes: This holiday home rental outside of Longwood is located on a lake, and has a private balcony, a terrace and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a full-sized fridge, a dishwasher and a stovetop. It offers a garden, an arcade/games room and 1 hot tub so that you can immerse yourself in your holiday.

How many holiday rentals are there in Longwood?

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

What can I see and do in Longwood?

Boombah-Soldiers Creek Park and Spring Hammock Preserve are a couple of lovely local spots to get outside and enjoy nature. Universal Studios Florida and Universal Orlando Resort are other popular places to visit in the area.

What are holiday rentals like in Longwood?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Longwood. Holiday rentals offer amenities such as WiFi and washers and dryers so you'll have all the conveniences of home. If you're concerned about a sanitised environment, holiday rentals can provide a sense of seclusion away from public hotel lifts and busy front desks while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular option for a family trip or a small group gathering.