Longwood Vacation Rentals

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Check prices for these dates

In two weeks
May 15 - May 17
In two months
Jun 26 - Jun 28
In three months
Jul 24 - Jul 26
In four months
Aug 21 - Aug 23

Our top choices for Longwood vacation rentals

Beach

Tiny Hidden Cottage

Tiny Hidden Cottage
Longwood
9.4 out of 10, Exceptional, (66 reviews)
"Great place, found the heater, thank you!Would stay again, just pull the bed away from the wall for us old folk "
United States
Susan J.
The price is ￥11,764
￥23,506 total
includes taxes & fees
Apr 29 - Apr 30
Tiny Hidden Cottage
Microwave, oven, dishwasher, coffee/tea maker

3-bedroom Peaceful Longwood Home – Minutes to Attractions - Netflix - LOCATION

3-bedroom Peaceful Longwood Home – Minutes to Attractions - Netflix - LOCATION
Longwood
10.0 out of 10, Exceptional, (3 reviews)
"The house was nice.. clean and nice area..cant ask for much more"
United States
Steven R.
The price is ￥20,086
￥49,022 total
includes taxes & fees
Apr 29 - Apr 30
3-bedroom Peaceful Longwood Home – Minutes to Attractions - Netflix - LOCATION
Pool

Pool Access! Dog-Friendly Retreat 16 Mi to Orlando

Pool Access! Dog-Friendly Retreat 16 Mi to Orlando
Longwood
7.4 out of 10, Good, (3 reviews)
"Every thing was good and nice amenities only thing was the tv connection but overall nice place"
United States
leda l.
The price is ￥17,535
￥57,847 total
includes taxes & fees
May 1 - May 2
Pool Access! Dog-Friendly Retreat 16 Mi to Orlando
Apartment (2 Bedrooms) | Interior

2BR Dog-friendly Oasis w/ Shared Pool & Patio

2BR Dog-friendly Oasis w/ Shared Pool & Patio
3.0 star property
Longwood
The price is ￥19,448
￥58,929 total
includes taxes & fees
May 1 - May 2
2BR Dog-friendly Oasis w/ Shared Pool & Patio
Terrace/patio

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
2.0 out of 10, (1 review)
The price is ￥121,542
￥231,135 total
includes taxes & fees
Apr 29 - Apr 30
The American Dream House – Lakefront Luxury with 2 Heated Pools & Hot Tub
Standard Apartment | Living area | 50-inch LCD TV with digital channels, Netflix, streaming services

The Blue Aztec

The Blue Aztec
3.0 star property
Sanford
9.6 out of 10, Exceptional, (13 reviews)
"Great location! Great Dining! "
United States
Lisa
The price is ￥11,478
￥35,524 total
includes taxes & fees
Apr 29 - Apr 30
The Blue Aztec
Outdoor pool

“Best Stay Ever” – Recent Guest

“Best Stay Ever” – Recent Guest
Lake Mary
9.8 out of 10, Exceptional, (51 reviews)
"Everything was wonderful! We loved the location and the house was cozy and comfortable. "
United States
Mike B.
The price is ￥15,941
￥39,853 total
includes taxes & fees
May 27 - May 28
“Best Stay Ever” – Recent Guest
Exterior

The Hidden Gem in historic Lake Helen. Next to Cassadaga & downtown Deland.

The Hidden Gem in historic Lake Helen. Next to Cassadaga & downtown Deland.
Lake Helen
9.8 out of 10, Exceptional, (41 reviews)
"Very nice clean cottage in a quiet secluded location. "
United States
Ervin M.
The price is ￥14,344
￥23,808 total
includes taxes & fees
Apr 29 - Apr 30
The Hidden Gem in historic Lake Helen. Next to Cassadaga & downtown Deland.
Standard Apartment | Living area | 50-inch LED TV with digital channels, Netflix, streaming services

Boho Nights

Boho Nights
3.0 star property
Sanford
9.6 out of 10, Exceptional, (14 reviews)
"Wonderful spot, and excellent hosts!"
United States
Thomas
The price is ￥11,191
￥23,247 total
includes taxes & fees
May 12 - May 13
Boho Nights
2 bedrooms, desk, free WiFi

The Front Porch

The Front Porch
3.0 star property
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 ￥17,901
￥33,438 total
includes taxes & fees
May 5 - May 6
The Front Porch
Exterior detail

Cozy Private Apartment - Stylish & Spotless — No sharing areas

Cozy Private Apartment - Stylish & Spotless — No sharing areas
Orlando
10.0 out of 10, Exceptional, (31 reviews)
"Awesome place to stay! Clean as a whistle, and nice and private! "
United States
N T.
The price is ￥13,547
￥29,187 total
includes taxes & fees
May 6 - May 7
Cozy Private Apartment - Stylish & Spotless — No sharing areas
Exterior

The Jazz Loft

The Jazz Loft
3.0 star property
Sanford
8.6 out of 10, Excellent, (8 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 ￥11,478
￥23,569 total
includes taxes & fees
Apr 29 - Apr 30
The Jazz Loft
1 bedroom, desk, iron/ironing board, free WiFi

Private guest studio in the heart of orlando.

Private guest studio in the heart of orlando.
Orlando
9.8 out of 10, Exceptional, (58 reviews)
"The guest studio was really good; good facilities, clean and tidy and with lovely little touches in the bathroom. "
United Kingdom
Rebecca
The price is ￥10,617
￥21,411 total
includes taxes & fees
May 11 - May 12
Private guest studio in the heart of orlando.
The Garden, Pet Friendly | 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 ￥29,437
￥32,675 total
includes taxes & fees
May 6 - May 7
Historic Tremain Cottages
Interior entrance

Cozy 4bed 2bth villa - daytona beach

Cozy 4bed 2bth villa - daytona beach
4.0 star property
Deltona Lakes
10.0 out of 10, Exceptional, (1 review)
"Very clean amd conveniently located "
United States
joe
Cozy 4bed 2bth villa - daytona beach
Terrace/patio

The Blue Aztec

The Blue Aztec
Sanford
10.0 out of 10, Exceptional, (13 reviews)
"Perfect location within walking distance of all the fun yet nice and quiet. Place was squeaky clean. Will stay again"
United States
Min O.
The price is ￥12,753
￥27,036 total
includes taxes & fees
Apr 29 - Apr 30
The Blue Aztec
Pool

Spacious & Private Guest Pool House Oasis

Spacious & Private Guest Pool House Oasis
Union Park
9.8 out of 10, Exceptional, (22 reviews)
"Great stay in Orlando"
United States
Eddie T.
The price is ￥17,535
￥42,642 total
includes taxes & fees
Apr 30 - May 1
Spacious & Private Guest Pool House Oasis
Interior

Totally 80's

Totally 80's
3.0 star property
Sanford
8.4 out of 10, Very Good, (10 reviews)
"Cute, clean, and comfortable. Located in a safe neighborhood, the house had everything we needed for a great stay. Communication was timely and smooth—highly recommend."
United States
Serge
The price is ￥10,329
￥22,279 total
includes taxes & fees
May 5 - May 6
Totally 80's
Smart TV

A Tranquil Hideaway in a peaceful, quiet Deltona neighborhood

A Tranquil Hideaway in a peaceful, quiet Deltona neighborhood
Deltona
9.6 out of 10, Exceptional, (17 reviews)
"Great stay! "
United States
Ash L.
The price is ￥12,912
￥23,095 total
includes taxes & fees
May 4 - May 5
A Tranquil Hideaway in a peaceful, quiet Deltona neighborhood
Terrace/patio

The Cozy Crash Pad: Tiny House Experience

The Cozy Crash Pad: Tiny House Experience
Orlando
8.8 out of 10, Excellent, (25 reviews)
"The host communicated when needed. A great stay for a quick trip. "
United States
Jamee O.
The price is ￥10,202
￥23,632 total
includes taxes & fees
May 18 - May 19
The Cozy Crash Pad: Tiny House Experience
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

DoubleTree by Hilton Orlando Theme Park Resort

DoubleTree by Hilton Orlando Theme Park Resort

2/10 Terrible
"This property was awful the only nice thing was the lobby and the lobby bar. Outside of that. the room was barely cleaned. the resort is ran down and the staff are barely helpful. I was charged a resort fee and didnt know it came with free amenities. I wasnt made aware until almost the end of my stay. I was charged for parking when i didn't even bring a car. HORRIBLE EXPERIENCE."
Shania 2-night trip
Posted less than an hour ago
DoubleTree by Hilton Orlando Theme Park Resort

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:

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  • 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 vacation rentals in Longwood?

Yes, we have vacation rentals near the most popular sights in Longwood, or you can go with a secluded option if you're looking for relaxation. 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's the top vacation rental that Longwood has to offer?

Magical Stay Near Universal Studios Florida: This vacation home rental near Longwood is equipped with a garden, air-conditioning, and a Smart TV to help you feel comfortable during your stay.

How many vacation rentals are there in Longwood?

With 32 Expedia vacation rentals, you're sure 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 vacation rentals like in Longwood?

Vacation rentals are private properties you can book for a few days or a quick weekend in Longwood. Vacation rentals offer amenities such as hot tubs, fire pits, and patios so you'll be comfy for your stay. If you're concerned about a clean environment, vacation rentals can offer a sense of seclusion away from public hotel elevators and bustling concierge desks while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a great option for a small group gathering.