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
4 Sept - 6 Sept
In two months
16 Oct - 18 Oct
In three months
13 Nov - 15 Nov
In four months
11 Dec - 13 Dec

Our top choices for Longwood holiday rentals

A compact bedroom with a bed, a desk, a TV, and a ceiling fan.

1. Cozy Modern Studio

Cozy Modern Studio
2.0 star property
Casselberry
The price is HK$572
HK$1,228 total
includes taxes & fees
3 Sept - 4 Sept
Cozy Modern Studio
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.

2. 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
23 Aug - 24 Aug
The Front Porch
A compact living space with a kitchenette, a dining area, and a seating area with a couch and chairs.

3. 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$600
HK$1,787 total
includes taxes & fees
10 Sept - 11 Sept
The Blue Aztec
A modern kitchen with a marble countertop, gold faucets, and a large window.

4. Bella Breeze

Bella Breeze
2.5 star property
Downtown Sanford
9.6 out of 10, Exceptional, (20 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$1,199 total
includes taxes & fees
26 Aug - 27 Aug
Bella Breeze
A vibrant living room with a teal sofa, a wooden chair, and a coffee table.

5. 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$600
HK$1,199 total
includes taxes & fees
7 Sept - 8 Sept
Boho Nights
A compact kitchen with a built-in sink, a countertop, and a grey cabinet. There is a sofa with a cushion and a small table in the adjacent living area.

6. The Mellow Yellow

The Mellow Yellow
3.0 star property
Downtown Sanford
6.0 out of 10, (3 reviews)
"Owners had over booked this property, but proactively reached out and moved me to like property, BoHo Nights. Very nice place. Easy walk to downtown Sanford. Coffee options provided were appreciated."
United States
Gary
The price is HK$565
HK$1,748 total
includes taxes & fees
23 Aug - 24 Aug
The Mellow Yellow
A backyard with a hammock, outdoor seating, and a hot tub.

7. The Contemporary

The Contemporary
3.0 star property
Downtown Sanford
The price is HK$918
HK$2,143 total
includes taxes & fees
23 Aug - 24 Aug
The Contemporary
A backyard with a hammock, outdoor seating, and string lights.

8. 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$565
HK$1,159 total
includes taxes & fees
2 Sept - 3 Sept
The Jazz Loft

9. Suites by The Wellborn

Suites by The Wellborn
4.0 star property
Lake Cherokee
8.2 out of 10, Very good, (327 reviews)
"So confusing, the online booking experience. Was confusing"
United States
Edward
The price is HK$813
HK$914 total
includes taxes & fees
26 Aug - 27 Aug
Suites by The Wellborn
A modern bedroom with a bed, a ceiling fan, and a TV on the wall.

10. Pet Friendly Modern Zen Studio Retreat W/ Hot Tub! Home by RedAwning

Pet Friendly Modern Zen Studio Retreat W/ Hot Tub! Home by RedAwning
3.5 star property
Colonialtown South
The price is HK$2,265
HK$3,084 total
includes taxes & fees
24 Aug - 25 Aug
Pet Friendly Modern Zen Studio Retreat W/ Hot Tub! Home by RedAwning
A modern kitchen with a central island, bar stools, and a dining area with a sofa and table.

11. 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
10.0 out of 10, Exceptional, (1 review)
"Very nice place"
United States
John
The price is HK$740
HK$3,015 total
includes taxes & fees
27 Aug - 28 Aug
Virelli Apartments Upscale King Suite in the Heart of Orlando w Pool
A residential area with a large pond, houses, and a swimming pool.

12. Upstay Condo Near MCO Airport w Golf Pool

Upstay Condo Near MCO Airport w Golf Pool
2.0 star property
Ventura
The price is HK$714
HK$2,091 total
includes taxes & fees
25 Aug - 26 Aug
Upstay Condo Near MCO Airport w Golf Pool

13. 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, (2,125 reviews)
"We had a really nice stay! The room was great and very comfortable, the breakfast was delicious, and the staff was incredibly friendly and helpful."
United States
Alvaro Andres
The price is HK$626
HK$705 total
includes taxes & fees
31 Aug - 1 Sept
The View Hotel, Trademark Collection by Wyndham
A modern kitchen with a central island, bar stools, and a dining area with a bench and chairs.

14. Landing Apartments Orlando - Central Business District

Landing Apartments Orlando - Central Business District
4.0 star property
Downtown Orlando
8.0 out of 10, Very good, (2 reviews)
"The idea of the landing is great but the building needs to do a better job with cleaning and maintenance the apartment better. . The place wasn’t the cleanest , a roach came from behind the stove while cooking , its holes in the doors , the shower makes a weird noise as if water is going to gush out at any moment, one of the window don’t completely close so you can hear all the outside noise . . overall the place is okay. . Keel in mind it is downtown Orlando next to a bus terminal so sleep is...
United States
Nikitress
The price is HK$824
HK$2,339 total
includes taxes & fees
31 Aug - 1 Sept
Landing Apartments Orlando - Central Business District
A spacious living room with a large sofa, a coffee table, and a dining area with chairs and a table.

15. 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$894
HK$2,329 total
includes taxes & fees
26 Aug - 27 Aug
Solara Apartments Spacious 2BR Apartment Sleeps 6 Pet-Friendly
A spacious living room with a beige sofa, a television, and a balcony with a view of the outdoors.

16. Upstay Golfer's Retreat w Patio at Ventura Resort

Upstay Golfer's Retreat w Patio at Ventura Resort
3.5 star property
Ventura
The price is HK$565
HK$1,774 total
includes taxes & fees
24 Aug - 25 Aug
Upstay Golfer's Retreat w Patio at Ventura Resort
A swimming pool with lounge chairs and palm trees.

17. The Point Hotel & Suites Orlando

The Point Hotel & Suites Orlando
4.0 star property
Florida Center
8.4 out of 10, Very good, (1,235 reviews)
"Amazing location and price and quality"
United States
Ashlee
The price is HK$470
HK$626 total
includes taxes & fees
26 Aug - 27 Aug
The Point Hotel & Suites Orlando
A patio with Adirondack chairs and a round table, surrounded by palm trees and a brick floor.

18. Bluegreen Vacations Orlando's Sunshine, Ascend Collection Resort

Bluegreen Vacations Orlando's Sunshine, Ascend Collection Resort
3.5 star property
International Drive District
9.2 out of 10, Wonderful, (277 reviews)
"The hotel was perfect for our family. The kitchen was great and having multiple rooms for the kids and wife and I were great. Definitely stay there again!"
United States
MITCHELL
The price is HK$858
HK$1,142 total
includes taxes & fees
13 Sept - 14 Sept
Bluegreen Vacations Orlando's Sunshine, Ascend Collection Resort
A covered porch with wicker chairs and a ceiling fan.

19. Historic Tremain Cottages

Historic Tremain Cottages
3.0 star property
Mount Dora
8.6 out of 10, Excellent, (39 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
24 Aug - 25 Aug
Historic Tremain Cottages
A multi-story hotel with a central courtyard, featuring a mix of stone and stucco exteriors, balconies, and a well-maintained garden with palm trees and red flowers.

20. 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$2,740
HK$3,042 total
includes taxes & fees
23 Aug - 24 Aug
Siena at Bella Collina
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

Hyatt Regency Orlando International Airport

Hyatt Regency Orlando International Airport

10/10 Excellent
"Clean, spacious room with comfortable beds."
Gabriela 1-night trip
Posted less than an hour ago
Hyatt Regency Orlando International Airport

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 30 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.