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
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

Our top choices for Longwood holiday rentals

A modern kitchen with a microwave, coffee maker, and potted plants. There is a seating area with a sofa and a coffee table.

1. The Longwood Escape • Modern Private Guesthouse Near Orlando

The Longwood Escape • Modern Private Guesthouse Near Orlando
Longwood
The price is AU$258
includes taxes & fees
2 Nov - 3 Nov
The Longwood Escape • Modern Private Guesthouse Near Orlando
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 AU$2,393
includes taxes & fees
1 Nov - 2 Nov
The American Dream House – Lakefront Luxury with 2 Heated Pools & Hot Tub
A swimming pool with a unique light display creating patterns on the water's surface.

3. 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, (68 reviews)
"The Property was very clean ! Super convenient location and the perfect size for a family with 2 younger children ! Suzy was super nice !"
United States
Gary
The price is AU$388
includes taxes & fees
3 Nov - 4 Nov
Orlando Pool Days & Hammock Naps Book Your Escape NOW!
A modern kitchen with white cabinets, a wooden countertop, and a built-in oven.

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

Last-Minute Getaway? 🌴 Private Lanai & Cozy Cottage
Lake Mary
10.0 out of 10, Exceptional, (23 reviews)
"We had an amazing stay! The place was beautiful, cozy, and incredibly comfortable. Even though we had to leave earlier than planned, we truly enjoyed our time here. The host was kind, responsive, and made everything easy from start to finish. We would definitely stay here again and look forward to returning in the future. Highly recommend!"
United States
Chiann M.
The price is AU$381
includes taxes & fees
1 Nov - 2 Nov
Last-Minute Getaway? 🌴 Private Lanai & Cozy Cottage
A bedroom with a bed, a mirror, a wardrobe, and a floral artwork on the wall.

5. 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)
"Everything about the house was great. Great house for the price!"
United States
Charles T.
The price is AU$357
includes taxes & fees
2 Nov - 3 Nov
Sleeps 8-3 Bedrooms 2 Full Bathroms+Gameroom your perfect vacation home!
A swimming pool with lounge chairs and palm trees.

6. The Point Hotel & Suites Orlando

The Point Hotel & Suites Orlando
4.0 star property
Florida Center
8.6 out of 10, Excellent, (1,463 reviews)
"This is a great place to stay"
United States
Susan
The price is AU$120
includes taxes & fees
2 Nov - 3 Nov
The Point Hotel & Suites Orlando
A bedroom with a bed, a ceiling fan, a nightstand, a lamp, a door, and a painting on the wall.

7. 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 AU$370
includes taxes & fees
13 Nov - 14 Nov
Charming 2-bedroom apartment with WiFi, AC in lovely Orlando
A modern kitchen with a marble countertop, gold faucets, and a large window.

8. Bella Breeze

Bella Breeze
2.5 star property
Downtown Sanford
9.8 out of 10, Exceptional, (23 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 AU$232
includes taxes & fees
1 Nov - 2 Nov
Bella Breeze
A backyard with a hammock, outdoor seating, and string lights.

9. 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 AU$207
includes taxes & fees
8 Nov - 9 Nov
The Jazz Loft
A compact workspace with a laptop, a desk lamp, a notebook, and a cup.

10. 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 AU$215
includes taxes & fees
1 Nov - 2 Nov
Modern Private Suite w/Dedicated Entrance-Minutes to Boombah Sports, SFB & MCO
Private kitchen

11. Charming 1-bedroom mother-in-law suite w/ full kitchen in delightful Apopka

Charming 1-bedroom mother-in-law suite w/ full kitchen in delightful Apopka
Apopka
9.8 out of 10, Exceptional, (8 reviews)
"Great place to stay. We plan on staying again."
United States
Nancee H.
The price is AU$200
includes taxes & fees
2 Nov - 3 Nov
Charming 1-bedroom mother-in-law suite w/ full kitchen in delightful Apopka
A modern kitchen with grey cabinets, a wooden countertop, and a built-in stove.

12. Lake Eola view 1 bedroom Thornton Park

Lake Eola view 1 bedroom Thornton Park
South Eola
10.0 out of 10, Exceptional, (15 reviews)
"Clean and quiet spot with an easy check-in process. Super close to the lake with lots of restaurants within walking distance. Parking was easy to access and made getting in and out quite easy."
United States
Caroline V.
The price is AU$234
includes taxes & fees
1 Nov - 2 Nov
Lake Eola view 1 bedroom Thornton Park
A bedroom with a tufted headboard, striped pillows, a bed with a blue blanket, a gray rug, and a white closet with louvered doors.

13. Beautiful Studio near Int. Drive, Disney & Airport.

Beautiful Studio near Int. Drive, Disney & Airport.
Conway
9.4 out of 10, Exceptional, (25 reviews)
"Good place"
United States
Rodrigo
The price is AU$213
includes taxes & fees
2 Nov - 3 Nov
Beautiful Studio near Int. Drive, Disney & Airport.
IMG 8991

14. 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 AU$257
includes taxes & fees
1 Nov - 2 Nov
The Blue Aztec
A hotel room with a large bed, bedside lamps, a view of the city, a window with curtains, and a desk with a chair.

15. 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, (2,210 reviews)
"Great stay Large comfortable.room Reasonable price"
United States
Martyn
The price is AU$127
includes taxes & fees
29 Nov - 30 Nov
The View Hotel, Trademark Collection by Wyndham
A kitchen with a stainless steel sink, a coffee maker, a paper towel holder, and a microwave above the counter.

16. Downtown Private Efficiency Lake Eola Central Business District

Downtown Private Efficiency Lake Eola Central Business District
Downtown Orlando
9.6 out of 10, Exceptional, (68 reviews)
"It's a nice spot tucked right in the heart of Orlando! Perfect for solo travelers or couples. It's bigger and better than the hotels nearby. Plus it includes free parking and is cheaper than a hotel!"
United States
Noah
The price is AU$218
includes taxes & fees
1 Nov - 2 Nov
Downtown Private Efficiency Lake Eola Central Business District
A bedroom with a bed, a ceiling fan, a stained glass window, and a door leading to another room.

17. TINY unit in cottage in the middle of Downtown

TINY unit in cottage in the middle of Downtown
Downtown Orlando
9.8 out of 10, Exceptional, (23 reviews)
"The unit was nice and clean. It was a close walk to the Kia Center. In a pretty quiet area."
United States
Paula
The price is AU$210
includes taxes & fees
2 Nov - 3 Nov
TINY unit in cottage in the middle of Downtown
A modern kitchen with stainless steel appliances, white cabinetry, and a black countertop.

18. Renovated Condo Lake Eola View Great Location

Renovated Condo Lake Eola View Great Location
South Eola
10.0 out of 10, Exceptional, (18 reviews)
"Great location and home! "
United States
Emma D.
The price is AU$242
includes taxes & fees
1 Nov - 2 Nov
Renovated Condo Lake Eola View Great Location
A neatly made bed with white linens and towels, a dark door, and two framed artworks on the wall.

19. 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 AU$510
includes taxes & fees
1 Nov - 2 Nov
Tranquil 3-bedroom house in Sanford with AC, WiFi
A living room with a sofa, a coffee table, a TV, and a door with an emergency exit sign.

20. Thornton park oasis 1 bedroom

Thornton park oasis 1 bedroom
Thornton Park
10.0 out of 10, Exceptional, (24 reviews)
"Stayed a second time great location and great hosts "
United States
Cassidy T.
The price is AU$234
includes taxes & fees
1 Nov - 2 Nov
Thornton park oasis 1 bedroom
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

Avanti International Resort

Avanti International Resort

10/10 Excellent
"Muy bueno"
Irmarie 4-night trip
Posted less than an hour ago
Avanti International Resort

Find out more about Longwood

Everything you need to know about Longwood holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Longwood holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Longwood holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Longwood holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Longwood. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Longwood holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Longwood holiday rentals we have selected for you start as low as AU$86 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Longwood rentals

At Expedia, we put the best Longwood holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Longwood rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Longwood holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Longwood. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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.