Photo by Kara Akers

Search Vacation Homes in Longwood

Start date: Check-in selected.
End date: Check-out
    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
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
19 Sep - 21 Sep
In one month
3 Oct - 5 Oct
In two months
31 Oct - 2 Nov
In three months
28 Nov - 30 Nov

Vacation Homes in Longwood

Luxury Family Retreat - Longwood
Microwave, oven, stovetop, dishwasher

Luxury Family Retreat - Longwood

Luxury Family Retreat - Longwood
The American Dream House – Lakefront Luxury with 2 Heated Pools & Hot Tub
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
Recharge @ Timberland Lodge: Pool Hottub Sauna
Pool

Recharge @ Timberland Lodge: Pool Hottub Sauna

10.0 out of 10, Exceptional, (11)
"Great, unique home. The pool, sauna and pool house made for a relaxing stay. Host was kind and responsive. Definitely recommend! "
Recharge @ Timberland Lodge: Pool Hottub Sauna
Florida Vacation with pool fun for families
Dining

Florida Vacation with pool fun for families

9.6 out of 10, Exceptional, (32)
"The place is perfectly located and clean. Loved it "
The price is SAR 409
SAR 1,220 total
includes taxes & fees
8 Sep - 9 Sep
Florida Vacation with pool fun for families
6-bedroom 3bath "Clue" Themed home near parks
Spa

6-bedroom 3bath "Clue" Themed home near parks

2.0 star property
9.0 out of 10, Wonderful, (9)
"Close to where we need to work."
6-bedroom 3bath "Clue" Themed home near parks
A Tranquil Hideaway in a peaceful, quiet Deltona neighborhood
Exterior

A Tranquil Hideaway in a peaceful, quiet Deltona neighborhood

9.8 out of 10, Exceptional, (7)
"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 SAR 355
SAR 601 total
includes taxes & fees
8 Sep - 9 Sep
A Tranquil Hideaway in a peaceful, quiet Deltona neighborhood
Pet Friendly!✰ Charming home with big patio!
Exterior

Pet Friendly!✰ Charming home with big patio!

10.0 out of 10, Exceptional, (16)
"Beautiful place to stay, clean and peaceful. Definitely recommend this place "
Pet Friendly!✰ Charming home with big patio!
Charming Foodie Lovers Duplex walk to Mills50 - sleeps 10
Smart TV, books

Charming Foodie Lovers Duplex walk to Mills50 - sleeps 10

2.0 star property
10.0 out of 10, Exceptional, (1)
"Very clean and perfectly sized for two adults, two children. Stayed for concert at Camping World Stadium. Short Uber ride there and back"
Charming Foodie Lovers Duplex walk to Mills50 - sleeps 10
Charming 2-bedroom apartment in house with AC, WiFi included
Interior

Charming 2-bedroom apartment in house with AC, WiFi included

10.0 out of 10, Exceptional, (3)
"Very nice place. Very clean. Would stay again"
The price is SAR 355
SAR 516 total
includes taxes & fees
8 Sep - 9 Sep
Charming 2-bedroom apartment in house with AC, WiFi included
Renovated Peaceful Luxury Walk to Mall Park Publix
Fridge, microwave, oven, stovetop

Renovated Peaceful Luxury Walk to Mall Park Publix

9.4 out of 10, Exceptional, (11)
"Very nice little place walking distance to Advent Health."
Renovated Peaceful Luxury Walk to Mall Park Publix
Vista Cay Resort, Next To Universal 821 3 Bedroom Townhouse
Townhome, 3 Bedrooms | Pool | A heated pool

Vista Cay Resort, Next To Universal 821 3 Bedroom Townhouse

3.0 star property
10.0 out of 10, Exceptional, (1)
"Thank you was nice "
Vista Cay Resort, Next To Universal 821 3 Bedroom Townhouse
THE OLIVIA by EVRH
Microwave, dishwasher, coffee/tea maker, cookware/dishes/utensils

THE OLIVIA by EVRH

8.8 out of 10, Excellent, (34)
"Did the job and was a sweet place to stay. Quiet neighborhood and close to the springs "
THE OLIVIA by EVRH
Cozy House in Orlando w/ a Large Fenced Yard 15m to Downtown
Fridge, microwave, oven, stovetop

Cozy House in Orlando w/ a Large Fenced Yard 15m to Downtown

9.6 out of 10, Exceptional, (7)
"Nice home and location. "
Cozy House in Orlando w/ a Large Fenced Yard 15m to Downtown
THE CHLOE by EVRH
Terrace/patio

THE CHLOE by EVRH

9.0 out of 10, Wonderful, (65)
"This house was great for our stay. The decor and cleanliness was great. "
THE CHLOE by EVRH
Tranquil 3-bedroom house in Sanford with AC, WiFi
Fridge, microwave, oven, stovetop

Tranquil 3-bedroom house in Sanford with AC, WiFi

9.8 out of 10, Exceptional, (18)
"Beautiful place to stay near the airport "
The price is SAR 520
SAR 1,003 total
includes taxes & fees
8 Sep - 9 Sep
Tranquil 3-bedroom house in Sanford with AC, WiFi
Spacious & Private Guest Pool House Oasis
Pool

Spacious & Private Guest Pool House Oasis

9.6 out of 10, Exceptional, (15)
"Great location , Very enjoy , private space, would book in the future for sure "
Spacious & Private Guest Pool House Oasis
8 ppl•Beautiful House Near Universal Studios and Attractions
Exterior

8 ppl•Beautiful House Near Universal Studios and Attractions

2.0 star property
7.4 out of 10, Good, (3)
"My friend and I enjoyed our stay. The beds were very comfortable and the home was immaculate! Thank you so much for hosting an incredible home."
8 ppl•Beautiful House Near Universal Studios and Attractions
Home Sweet Home
Fridge, microwave, oven, stovetop

Home Sweet Home

9.8 out of 10, Exceptional, (18)
"It was a great location for our trip and everything was true to the listing. The host was very responsive and helpful."
Home Sweet Home
Quiet Oasis in Lovely Neighborhood
Pool

Quiet Oasis in Lovely Neighborhood

9.8 out of 10, Exceptional, (148)
"Hosts were wondeful. Nice quiet neighborhood. Our favorite part was definitely the pool. "
The price is SAR 338
SAR 754 total
includes taxes & fees
20 Sep - 21 Sep
Quiet Oasis in Lovely Neighborhood
Comfortable 1 bedroom home
Interior

Comfortable 1 bedroom home

8.8 out of 10, Excellent, (3)
"Host and location were awesome . Nestled in an great neighborhood. Will definitely stay again."
Comfortable 1 bedroom home
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Longwood Hotel Reviews

Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

10/10 Excellent
"The room was outstanding"
terenna Darnell 3-night trip
Posted 4 days ago
Westgate Lakes Resort & Spa Universal Studios Area

Explore a world of travel with Expedia

Explore a world of travel with Expedia