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
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

Our top choices for Longwood holiday rentals

A living room with a brown sofa, a ceiling fan, and wall art depicting cityscapes and beaches.

1. Longwood Pool Escape | Fire Pit & Sunny Patio

Longwood Pool Escape | Fire Pit & Sunny Patio
Longwood
The price is HK$840
HK$2,458 total
includes taxes & fees
12 Oct - 13 Oct
Longwood Pool Escape | Fire Pit & Sunny Patio
Terrace/patio

2. The American Dream House – Lakefront Luxury with 2 Heated Pools & Hot Tub

The American Dream House – Lakefront Luxury with 2 Heated Pools & Hot Tub
Longwood
8.4 out of 10, Very good, (5 reviews)
"Awesome place to stay! Was well stocked for our big group and plenty of space for everyone to hang out."
United States
Tyler P.
The price is HK$7,317
HK$13,822 total
includes taxes & fees
8 Oct - 9 Oct
The American Dream House – Lakefront Luxury with 2 Heated Pools & Hot Tub
A modern kitchen with a microwave, coffee maker, and potted plants. There is a seating area with a sofa and a coffee table.

3. The Longwood Escape • Modern Private Guesthouse Near Orlando

The Longwood Escape • Modern Private Guesthouse Near Orlando
Longwood
The price is HK$607
HK$1,277 total
includes taxes & fees
20 Oct - 21 Oct
The Longwood Escape • Modern Private Guesthouse Near Orlando
A swimming pool with a unique light display creating patterns on the water's surface.

4. Orlando Pool Days & Hammock Naps Book Your Escape NOW!

Orlando Pool Days & Hammock Naps Book Your Escape NOW!
Lake Mary
9.8 out of 10, Exceptional, (67 reviews)
"The property was very clean and the host was quick to respond to any questions."
United States
Colette T.
The price is HK$749
HK$1,914 total
includes taxes & fees
13 Oct - 14 Oct
Orlando Pool Days & Hammock Naps Book Your Escape NOW!
Private kitchen

5. Florida Vacation with pool fun for families

Florida Vacation with pool fun for families
Casselberry
9.4 out of 10, Exceptional, (48 reviews)
"Awesome location, nice home, and great pool"
United States
Daniel W.
The price is HK$942
HK$2,648 total
includes taxes & fees
19 Oct - 20 Oct
Florida Vacation with pool fun for families
A modern kitchen with white cabinets, a microwave, and a green wall with a neon sign.

6. Last-Minute Getaway? 🌴 Private Lanai & Cozy Cottage

Last-Minute Getaway? 🌴 Private Lanai & Cozy Cottage
Lake Mary
10.0 out of 10, Exceptional, (22 reviews)
"Easy access, perfect location, perfectly appointed. Will stay again :-)"
United States
Tricia S.
The price is HK$600
HK$1,732 total
includes taxes & fees
8 Oct - 9 Oct
Last-Minute Getaway? 🌴 Private Lanai & Cozy Cottage
A bedroom with a bed, a mirror, a wardrobe, and a floral artwork on the wall.

7. Sleeps 8-3 Bedrooms 2 Full Bathroms+Gameroom your perfect vacation home!

Sleeps 8-3 Bedrooms 2 Full Bathroms+Gameroom your perfect vacation home!
Casselberry
9.8 out of 10, Exceptional, (58 reviews)
"The residence met all of our needs for an entertaining/relaxing stay."
United States
Kevin K.
The price is HK$1,024
HK$1,919 total
includes taxes & fees
19 Oct - 20 Oct
Sleeps 8-3 Bedrooms 2 Full Bathroms+Gameroom your perfect vacation home!
A swimming pool with lounge chairs and palm trees.

8. The Point Hotel & Suites Orlando

The Point Hotel & Suites Orlando
4.0 star property
Florida Center
8.6 out of 10, Excellent, (1,389 reviews)
"Enjoyed our stay and felt it was a great price for the location."
United States
Lisa
The price is HK$480
HK$637 total
includes taxes & fees
21 Oct - 22 Oct
The Point Hotel & Suites Orlando
A modern bedroom with a large bed, a bedside table, a wooden dresser, and a hanging light fixture.

9. Suites by The Wellborn

Suites by The Wellborn
4.0 star property
Lake Cherokee
8.2 out of 10, Very good, (335 reviews)
"The check in process was smooth and did not require any front desk it was perfect for a quick stay! The room was pretty big for the price! and very clean. The property itself was cute and cozy they had a very cool common area! Love this stay"
United States
Dustin
The price is HK$636
HK$715 total
includes taxes & fees
11 Oct - 12 Oct
Suites by The Wellborn
A hotel room with a large bed, bedside lamps, a view of the city, a window with curtains, and a desk with a chair.

10. 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, (2,167 reviews)
"Everything was amazing. Easy check in and check out, great location and quiet place. Breakfast was great and the food was excellent excellent."
United States
Breila
The price is HK$645
HK$725 total
includes taxes & fees
19 Oct - 20 Oct
The View Hotel, Trademark Collection by Wyndham
A modern kitchen with a marble countertop, gold faucets, and a large window.

11. Bella Breeze

Bella Breeze
2.5 star property
Downtown Sanford
9.8 out of 10, Exceptional, (21 reviews)
"The location was perfect, can walk to restaurants easily. Unit was very clean and nicely designed, would stay again"
United States
Sara
The price is HK$600
HK$1,200 total
includes taxes & fees
11 Oct - 12 Oct
Bella Breeze
A vibrant living room with a teal sofa, a wooden chair, and a coffee table.

12. 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$565
HK$1,160 total
includes taxes & fees
8 Oct - 9 Oct
Boho Nights
A modern kitchen with light-colored cabinets, stainless steel appliances, and a herringbone-patterned backsplash.

13. Home Sweet Home

Home Sweet Home
Sanford
9.4 out of 10, Exceptional, (33 reviews)
"The house was perfect for our three night stay. The location was a short distance to all our activities. It was super clean and had very nice updates. The area was quiet and the house very comfortable. If we are in the area again, we’ll definitely stay there again!"
United States
Janice M.
The price is HK$572
HK$2,466 total
includes taxes & fees
19 Oct - 20 Oct
Home Sweet Home
A bedroom with a bed, a ceiling fan, a nightstand, a lamp, a door, and a painting on the wall.

14. Charming 2-bedroom apartment with WiFi, AC in lovely Orlando

Charming 2-bedroom apartment with WiFi, AC in lovely Orlando
Orlando
9.6 out of 10, Exceptional, (13 reviews)
"Very clean and hospitable. Recommend staying here for sure!"
United States
Kyle Y.
The price is HK$824
HK$2,022 total
includes taxes & fees
8 Oct - 9 Oct
Charming 2-bedroom apartment with WiFi, AC in lovely Orlando
A compact living space with a kitchenette, a dining area, and a seating area with a couch and chairs.

15. The Blue Aztec

The Blue Aztec
3.0 star property
Downtown Sanford
9.6 out of 10, Exceptional, (14 reviews)
"Great location! Great Dining! "
United States
Lisa
The price is HK$558
HK$1,741 total
includes taxes & fees
8 Oct - 9 Oct
The Blue Aztec
A backyard with a hammock, outdoor seating, and string lights.

16. The Jazz Loft

The Jazz Loft
3.0 star property
Downtown Sanford
8.8 out of 10, Excellent, (9 reviews)
"Great overnight stay. Really cute loft. Would definitely stay again."
United States
Tiffany
The price is HK$530
HK$1,121 total
includes taxes & fees
11 Oct - 12 Oct
The Jazz Loft
A compact workspace with a laptop, a desk lamp, a notebook, and a cup.

17. Modern Private Suite w/Dedicated Entrance-Minutes to Boombah Sports, SFB & MCO

Modern Private Suite w/Dedicated Entrance-Minutes to Boombah Sports, SFB & MCO
Sanford
9.8 out of 10, Exceptional, (9 reviews)
"Perfect spot for a quick night after your flight into Sanford. Close to the airport, clean accommodations in a quiet neighborhood. Couldn’t ask for more!"
United States
Julia F.
The price is HK$840
HK$1,097 total
includes taxes & fees
19 Oct - 20 Oct
Modern Private Suite w/Dedicated Entrance-Minutes to Boombah Sports, SFB & MCO
A modern living room with a grey sofa, two armchairs, a coffee table, and a small side table with a lamp. There is a brick fireplace, a kitchen area with a countertop and cabinets, and a large window with blinds.

18. 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$1,172
HK$1,972 total
includes taxes & fees
12 Oct - 13 Oct
The Front Porch
IMG 8991

19. The Blue Aztec

The Blue Aztec
Downtown Sanford
10.0 out of 10, Exceptional, (15 reviews)
"Everything was incredible and the owners were extremely helpful and accommodating! Would stay here again 100%!"
United States
Kael
The price is HK$620
HK$1,322 total
includes taxes & fees
8 Oct - 9 Oct
The Blue Aztec
A neatly made bed with white linens and towels, a dark door, and two framed artworks on the wall.

20. Tranquil 3-bedroom house in Sanford with AC, WiFi

Tranquil 3-bedroom house in Sanford with AC, WiFi
Sanford
9.6 out of 10, Exceptional, (28 reviews)
"Beautiful place to stay near the airport "
United States
Rodney
The price is HK$918
HK$2,865 total
includes taxes & fees
12 Oct - 13 Oct
Tranquil 3-bedroom house in Sanford with AC, WiFi
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

Spark by Hilton Orlando near Universal

Spark by Hilton Orlando near Universal

10/10 Excellent
"I’d book here again"
Andrea 4-night trip
Posted 16 hours ago
Spark by Hilton Orlando near Universal

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?

Salt Pool, cozy House near Downtown and International Airport: This holiday home rental outside of Longwood is located in the city centre, and has a garden, a BBQ and air conditioning to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchenette with a fridge, a stovetop and a microwave, so that you can cook with friends or family.

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 Wekiva River 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.