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Longwood Holiday Rentals

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Holiday Rentals in Longwood

Charming 3-bedroom home away from home.

9.8 out of 10, Exceptional, (16)
"We enjoyed our stay. The house was very clean as advertised and our host was amazing. "
The price is AU$577
includes taxes & fees
25 July - 26 July
Charming 3-bedroom home away from home.

LAKEFRONT LUXURY WITH HOT TUB & 30 MINS. FROM THEME PARKS

10.0 out of 10, Exceptional, (2)
"Thoroughly enjoyed our time at the Lakehouse!!!! We will definitely return. Very clean and safe. Updated amenities were a plus. The decor was very very simplistic. What a feeling of being in a place that resembles home and this place did just that! Everything was simply the best!!!!I can go on and on and on and still would not get all of the accolades out! High five to a FANTASTIC stay!LaToya"
The price is AU$1,497
includes taxes & fees
20 July - 21 July
LAKEFRONT LUXURY WITH HOT TUB & 30 MINS. FROM THEME PARKS

Full House/HotTub/Mins to UCF

The price is AU$449
includes taxes & fees
4 Aug - 5 Aug
Full House/HotTub/Mins to UCF

Above the Barn at Rustic Pines

The price is AU$262
includes taxes & fees
18 July - 19 July
Above the Barn at Rustic Pines

Pet Friendly!✰ Charming home with big patio!

10.0 out of 10, Exceptional, (11)
"Excellent stay. Five starts across the board."
The price is AU$554
includes taxes & fees
28 July - 29 July
Pet Friendly!✰ Charming home with big patio!

Brand NewPainted Vacation Hse NrUCF PetsOK Fenced

9.6 out of 10, Exceptional, (15)
"Nice clean stay with family and pets!"
The price is AU$453
includes taxes & fees
24 July - 25 July
Brand NewPainted Vacation Hse NrUCF PetsOK Fenced

Family-Friendly and New! Home Away From Home Oasis

9.8 out of 10, Exceptional, (10)
"Great place, quiet location"
The price is AU$598
includes taxes & fees
20 July - 21 July
Family-Friendly and New! Home Away From Home Oasis

Spacious & Private Guest Pool House Oasis

9.6 out of 10, Exceptional, (14)
"Thank you it was a wonderful peaceful stay. "
The price is AU$421
includes taxes & fees
20 July - 21 July
Spacious & Private Guest Pool House Oasis

The Cozy Crash Pad: Tiny House Experience

9.2 out of 10, Wonderful, (19)
"It was incredible! The tiny home feels incredibly cozy and was super easy to find. We had a wonderful visit."
The price is AU$219
includes taxes & fees
27 July - 28 July
The Cozy Crash Pad: Tiny House Experience

Tranquil 3-bedroom house in Sanford with AC, WiFi

9.8 out of 10, Exceptional, (17)
"Beautiful place to stay near the airport "
The price is AU$370
includes taxes & fees
22 July - 23 July
Tranquil 3-bedroom house in Sanford with AC, WiFi

A Tranquil Hideaway in a peaceful, quiet Deltona neighborhood

9.8 out of 10, Exceptional, (6)
"This place is a great size guest suite on a scenic property in a rural area close to the suburbs, very nice getaway, we enjoyed our short stay! It's very clean and cozy, and the hosts are very helpful, thank you!"
The price is AU$241
includes taxes & fees
5 Aug - 6 Aug
A Tranquil Hideaway in a peaceful, quiet Deltona neighborhood

The Getaway Experience

9.2 out of 10, Wonderful, (9)
"Overall the stay and house was great. The only downfall was the area is very busy. The house is off a busy road. "
The price is AU$589
includes taxes & fees
19 July - 20 July
The Getaway Experience

Winter Park Charmer - Heated Pool Home - Close to everything

8.4 out of 10, Very good, (10)
"Property was in quiet area. Clean and easy to get to other areas of interest. Comfortable beds. Great pool! "
The price is AU$627
includes taxes & fees
23 July - 24 July
Winter Park Charmer - Heated Pool Home - Close to everything

River City Retreat

The price is AU$308
includes taxes & fees
24 July - 25 July
River City Retreat

2-bedroom townhome in fabulous Orlando with WiFi, AC. Enjoy your stay

The price is AU$401
includes taxes & fees
30 July - 31 July
2-bedroom townhome in fabulous Orlando with WiFi, AC. Enjoy your stay

10m to Dwtn + Jacuzzi, Pool Tbl, Ping Pong & BBQ!

The price is AU$927
includes taxes & fees
20 July - 21 July
10m to Dwtn + Jacuzzi, Pool Tbl, Ping Pong & BBQ!

jacuzzi & games + close to dwtn, disney, & parks!

8.0 out of 10, Very good, (2)
"We just stayed at this property at the end of April and it was just ok. Broken games or games without all the pieces were a big disappointment for the 3 kids who were excifed to play skee ball or the basketball shooting game. "
The price is AU$593
includes taxes & fees
3 Aug - 4 Aug
jacuzzi & games + close to dwtn, disney, & parks!

Lakefront Luxury pool 3100sq ft on lake.

10.0 out of 10, Exceptional, (6)
"We loved the location and cleanliness of the property overall. Great place to entertain indoors and outdoors!"
The price is AU$1,158
includes taxes & fees
3 Aug - 4 Aug
Lakefront Luxury pool 3100sq ft on lake.

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

10.0 out of 10, Exceptional, (29)
"Great property and host "
The price is AU$430
includes taxes & fees
15 Aug - 16 Aug
Sleeps 8-3 Bedrooms 2 Full Bathroms+Gameroom your perfect vacation home!

Spacious 4-bedroom Orlando Lakefront House w/ Pool near Downtown

2.0 out of 10, (1)
"This was the worst experience. I was supposed to check in the day before my wedding. I was contacted 30 min PRIOR TO CHECK IN that my reservation was cancelled due to double booking. When I contacted the host, they told me basically it was my fault for not communicating with them prior to check in!!! I should not have to communicate with anyone after I paid 2 months prior and received a confirmation. This was the worst experience for a bride on the day before her wedding!! "
The price is AU$1,068
includes taxes & fees
30 July - 31 July
Spacious 4-bedroom Orlando Lakefront House w/ Pool near Downtown
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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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 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 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.