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

Longwood Holiday Rentals

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Check prices for these dates

In two weeks
17 Jul - 19 Jul
In two months
28 Aug - 30 Aug
In three months
25 Sept - 27 Sept
In four months
23 Oct - 25 Oct

Our top choices for Longwood holiday rentals

Restaurant

The View Hotel, Trademark Collection by Wyndham

The View Hotel, Trademark Collection by Wyndham
3.0 star property
Orlando
8.4 out of 10, Very good, (2,061 reviews)
"Great location close to a lot of things."
United States
tammy
The price is HK$722
HK$812 total
includes taxes & fees
7 Jul - 8 Jul
The View Hotel, Trademark Collection by Wyndham
Interior

Two Queen Bed Suite w Pool, Hot Tub Near Disney

Two Queen Bed Suite w Pool, Hot Tub Near Disney
3.0 star property
International Drive District
The price is HK$471
HK$1,226 total
includes taxes & fees
20 Jul - 21 Jul
Two Queen Bed Suite w Pool, Hot Tub Near Disney
2 bedrooms, Internet

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 HK$848
HK$2,149 total
includes taxes & fees
22 Jul - 23 Jul
Upstay 2BR Golfer s Retreat w Patio Ventura Resort
Free WiFi

Cozy Modern Studio

Cozy Modern Studio
2.0 star property
Casselberry
The price is HK$635
HK$1,300 total
includes taxes & fees
10 Jul - 11 Jul
Cozy Modern Studio
Interior

Bella Breeze

Bella Breeze
2.5 star property
Downtown 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 HK$494
HK$1,081 total
includes taxes & fees
5 Jul - 6 Jul
Bella Breeze
Terrace/patio

Mount Dora Cottages

Mount Dora Cottages
3.0 star property
Mount Dora
9.4 out of 10, Exceptional, (212 reviews)
"Perfect spot"
United States
PATRICIA
The price is HK$1,673
HK$1,857 total
includes taxes & fees
7 Jul - 8 Jul
Mount Dora Cottages
Exterior

The Jazz Loft

The Jazz Loft
3.0 star property
Downtown Sanford
8.8 out of 10, Excellent, (9 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 HK$494
HK$1,081 total
includes taxes & fees
5 Jul - 6 Jul
The Jazz Loft
Terrace/patio

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 HK$1,283
HK$1,424 total
includes taxes & fees
6 Jul - 7 Jul
Historic Tremain Cottages
Front of property – evening/night

Siena at Bella Collina

Siena at Bella Collina
3.5 star property
Montverde
9.8 out of 10, Exceptional, (77 reviews)
"Nice accommodation"
United States
Noel
The price is HK$1,985
HK$2,204 total
includes taxes & fees
5 Jul - 6 Jul
Siena at Bella Collina
Interior

Totally 80's

Totally 80's
3.0 star property
Sanford
8.4 out of 10, Very good, (10 reviews)
"Great location to downtown Sanford!"
United States
Kathleen
The price is HK$522
HK$1,112 total
includes taxes & fees
8 Jul - 9 Jul
Totally 80's
Terrace/patio

The Point Hotel & Suites Orlando

The Point Hotel & Suites Orlando
4.0 star property
Florida Center
8.4 out of 10, Very good, (1,130 reviews)
"Wonderful stay."
United States
Bissoondath
The price is HK$572
HK$740 total
includes taxes & fees
15 Jul - 16 Jul
The Point Hotel & Suites Orlando
Interior

King Studio w/ Arcade Games & BBQ Near Disney

King Studio w/ Arcade Games & BBQ Near Disney
3.0 star property
International Drive District
The price is HK$361
HK$1,015 total
includes taxes & fees
7 Jul - 8 Jul
King Studio w/ Arcade Games & BBQ Near Disney
Internet

Studio Apartment w Pool Hot Tub Near Universal Studios

Studio Apartment w Pool Hot Tub Near Universal Studios
2.0 star property
International Drive District
The price is HK$370
HK$1,055 total
includes taxes & fees
9 Jul - 10 Jul
Studio Apartment w Pool Hot Tub Near Universal Studios
Living area

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 HK$994
HK$2,442 total
includes taxes & fees
19 Jul - 20 Jul
Solara Apartments Spacious 2BR Apartment Sleeps 6 Pet-Friendly
2 bedrooms, desk, free WiFi

The Front Porch

The Front Porch
3.0 star property
Downtown 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 HK$918
HK$1,687 total
includes taxes & fees
5 Jul - 6 Jul
The Front Porch
Living area

Boho Nights

Boho Nights
3.0 star property
Downtown Sanford
9.6 out of 10, Exceptional, (16 reviews)
"Great stay!"
United States
Nicholas
The price is HK$586
HK$1,183 total
includes taxes & fees
23 Jul - 24 Jul
Boho Nights
Interior

Fire Pit & Yard: Updated Winter Garden Home!

Fire Pit & Yard: Updated Winter Garden Home!
3.0 star property
Winter Garden
The price is HK$1,898
HK$4,294 total
includes taxes & fees
3 Jul - 4 Jul
Fire Pit & Yard: Updated Winter Garden Home!
Living area

The Blue Aztec

The Blue Aztec
3.0 star property
Downtown Sanford
9.6 out of 10, Exceptional, (13 reviews)
"Great location! Great Dining! "
United States
Lisa
The price is HK$600
HK$1,787 total
includes taxes & fees
13 Jul - 14 Jul
The Blue Aztec
Interior

Rustic Hideaway - Great Location + Pet Friendly!

Rustic Hideaway - Great Location + Pet Friendly!
3.0 star property
Windermere
Rustic Hideaway - Great Location + Pet Friendly!
Exterior

The Contemporary

The Contemporary
3.0 star property
Downtown Sanford
The price is HK$988
HK$2,222 total
includes taxes & fees
8 Jul - 9 Jul
The Contemporary
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

Wyndham I-Drive Avanti Resort & Conference Center

Wyndham I-Drive Avanti Resort & Conference Center

10/10 Excellent
"CONVENIENT LOCATION. I was able to check-in early. The breakfast vouchers were convenient, and the breakfast burritos were good and filling. I stayed in Building #5 which was an older building, but conveniently close to the pool, lobby, and front of the hotel. The staff was helpful throughout my stay. The pool was maintained properly and clean pool towels were available at the pool. Many shuttles/buses are available to drop you at the theme parks. Also, there’s a trolley and bus stop in front of the property that will take runs north/south I-Drive. I’ll definitely stay here again."
Kimberly 6-night trip
Posted less than an hour ago
Wyndham I-Drive Avanti Resort & Conference Center

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?

Grand Luxury Lakes 3BR Townhouse near Disney: This holiday home rental outside of 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 holiday rentals are there in Longwood?

With 32 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. Kia Center and Universal Studios Florida 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.