Photo by Kara Akers

Search Villas in Longwood

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Compare 106 Villas in Longwood with updated reviews, rates, and availability.

Walk to Lake: Stunning Central Florida Home!

10.0 out of 10, Exceptional, (45)
"House is beautiful and staff fantastic"
Walk to Lake: Stunning Central Florida Home!

Resort style family friendly vacation villa

9.6 out of 10, Exceptional, (7)
"Great location and everything is functional. The property just needs some TLC to fix it up and replace some of the stains. "
The price is AED 378
AED 1,416 total
includes taxes & fees
24 Apr - 25 Apr
Resort style family friendly vacation villa

Vista Cay Modern

4.0 star property
10.0 out of 10, Exceptional, (2)
"Es una muy buena opción para una família de hasta 6 personas. Es una urbanización en una muy buena ubicación, segura y con buenas instalaciones (la piscina está en remodelación). Hay todo en la casa que se necesita para una família. "
Vista Cay Modern

Cozy One Bedroom Lakefront Villa Close to the Attractions

9.0 out of 10, Wonderful, (40)
"nice stay"
Cozy One Bedroom Lakefront Villa Close to the Attractions

Enchanted 2 Bedroom Home near Downtown Winter Garden

10.0 out of 10, Exceptional, (2)
"Great stay, great hosts. Had family gathering here. Perfect as could grill and enjoy private uard. Would stay again."
Enchanted 2 Bedroom Home near Downtown Winter Garden

Renovated Condo by Convention Center & I-drive

4.0 star property
9.8 out of 10, Exceptional, (6)
"Nice place to stay. Would recommend!"
Renovated Condo by Convention Center & I-drive

Elegant and Spacious 3BD Town Home With CDC Standards - Close to Convention Center #3vc007

3.5 star property
10.0 out of 10, Exceptional, (1)
"The property is perfectly located for universal, seaworld & Disney, all within 10- 15min drive. Based on a complex the pool is approx 5min walk. The facilities are nice and clean. "
Elegant and Spacious 3BD Town Home With CDC Standards - Close to Convention Center #3vc007

4,800 sf Estate | Pool, Lake, Weddings and Events

9.6 out of 10, Exceptional, (25)
"Awesome location and privacy, the service was on point they gave me all the info I needed upfront! Thanks so much!"
The price is AED 1,506
AED 3,751 total
includes taxes & fees
29 Apr - 30 Apr
4,800 sf Estate | Pool, Lake, Weddings and Events

Majestic Dreams

4.0 star property
9.4 out of 10, Exceptional, (15)
"This place was very clean, nice area. "
Majestic Dreams

Lakefront Luxury

4.0 star property
10.0 out of 10, Exceptional, (5)
"Great Location, very nice and big place to stay very comfortable "
Lakefront Luxury

Vacation Villa next to pool

The price is AED 275
AED 445 total
includes taxes & fees
28 Apr - 29 Apr
Vacation Villa next to pool

Beautiful Lakefront Villa - 5 Minutes to the Attractions!

9.0 out of 10, Wonderful, (170)
"Overall good experience."
The price is AED 353
AED 864 total
includes taxes & fees
6 May - 7 May
Beautiful Lakefront Villa - 5 Minutes to the Attractions!

Gator Palace: Stylish 5-bedroom, 4-bath home, with upstairs loft. Sleeps 12.

9.4 out of 10, Exceptional, (41)
"Christina was excellent, and gave excellent customer service. Very disappointed to arrive at four and the house had not been clean, sheets changed, etc.. Cleaners came to clean the floors at 11 at night. Otherwise, the property was great and I would highly recommend."
Gator Palace: Stylish 5-bedroom, 4-bath home, with upstairs loft. Sleeps 12.

Lakefront Villa at a Prime Location

9.2 out of 10, Wonderful, (52)
"the place was excellent for a stay with family. It's clean, safe, and very close to Orlando's famous attractions. I definitely recommend it. "
The price is AED 441
AED 962 total
includes taxes & fees
24 Apr - 25 Apr
Lakefront Villa at a Prime Location

Stunning Luxury Home in Artsy Winter Park featuring Nintendo-Themed Game Room!

10.0 out of 10, Exceptional, (1)
Stunning Luxury Home in Artsy Winter Park featuring Nintendo-Themed Game Room!

Spacious 7BR Lake Stay | Pool, Hot Tub & Lake View

9.6 out of 10, Exceptional, (14)
"Very accommodating for large families or groups."
The price is AED 1,227
AED 2,607 total
includes taxes & fees
11 May - 12 May
Spacious 7BR Lake Stay | Pool, Hot Tub & Lake View

Renovated ✓Nature ✓Cozy ✓Walk to Mall Park Publix

9.0 out of 10, Wonderful, (2)
"The stay was great. There was a slight smell of a chemical odor but not overwhelming. The bed was comfy with clean sheets and there were enough clean towels. Made friends with the local cat. Overall, its was a great stay!"
The price is AED 364
AED 748 total
includes taxes & fees
24 Apr - 25 Apr
Renovated ✓Nature ✓Cozy ✓Walk to Mall Park Publix

Banana Leaf Villa- Book your gathering today!

2.0 star property
8.0 out of 10, Very Good, (3)
"The management team was superb. She was very helpful and even went above me expectations."
The price is AED 290
AED 395 total
includes taxes & fees
24 Apr - 25 Apr
Banana Leaf Villa- Book your gathering today!

Emerald Isle

3.5 star property
10.0 out of 10, Exceptional, (2)
"Spacious area with 3 floors. It was well organized, but one conplaint was that there were many ants. Other than that, the place was beautiful. Would recommend. "
Emerald Isle

Gator Manor: Elegant 6-bedroom, 6-bath home, sleeps 12. Ideal for large groups

9.0 out of 10, Wonderful, (12)
"Love the house "
Gator Manor: Elegant 6-bedroom, 6-bath home, sleeps 12. Ideal for large groups
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.
Don't see what you're looking for?
See all available properties in Longwood
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Longwood

Tiny Hidden Cottage

9.4 out of 10, Exceptional, (38)
"The house is perfect for my weekend trips to the area and I plan to stay there again if my travels permit. "
The price is AED 290
AED 563 total
includes taxes & fees
27 Apr - 28 Apr
Tiny Hidden Cottage

The View Studio Suites and Event Venue

3.0 star property
8.4 out of 10, Very Good, (1031)
"Nice place to stay! "
The price is AED 294
AED 330 total
includes taxes & fees
24 Apr - 25 Apr
The View Studio Suites and Event Venue

Florida Hotel & Conference Center in the Florida Mall

3.5 star property
9.2 out of 10, Wonderful, (1879)
"Great place to stay "
The price is AED 684
AED 865 total
includes taxes & fees
26 Apr - 27 Apr
Florida Hotel & Conference Center in the Florida Mall
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.

Frequently asked questions

Why book your villa in Longwood with Expedia?
Booking a villa in Longwood is as simple as deciding on your travel dates and choosing a place that checks your boxes. On the lookout for something affordable or luxurious, or a property that also features a pool and free WiFi? Use Expedia’s search filters to narrow your results and find your perfect match.
How can I find cheap villas in Longwood?
A fantastic way to zero in on cheap villas in Longwood is with Expedia’s useful filter tool. Narrow down your search by amenities, star rating and budget to nab awesome prices in just a couple of clicks.