Photo by Kara Akers

Search Vacation Homes 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

Compare 1793 Vacation Homes in Longwood with updated reviews, rates, and availability.

Quiet Oasis in Lovely Neighborhood

9.8 out of 10, Exceptional, (131)
"We had an amazing stay here and wished we could have stayed longer, everything was perfect and we are so grateful."
The price is SAR 338
SAR 708 total
includes taxes & fees
29 Apr - 30 Apr
Quiet Oasis in Lovely Neighborhood

Vista Cay Resort by Casiola Vacation Homes

3.5 star property
8.8 out of 10, Excellent, (177)
"I loved my stay at the Vista Cay Resort by Casiola Vacation Homes. It’s so quiet, so clean. Definitely I will stay there again They exceeded my expectations "
The price is SAR 734
SAR 1,731 total
includes taxes & fees
4 May - 5 May
Vista Cay Resort by Casiola Vacation Homes

THE BEST LOCATION IN ORLANDO LAKEFRONT VILLA

9.4 out of 10, Exceptional, (62)
"Myrtle was an excellent host, answered very quickly. Parking was so convenient - two assigned stalls very close to the townhouse! Location near Trader Joe’s, and I think Outlets, too, but we only did the parks. Right between Universal and Disney World! Quiet location, nice backyard view. Loved the drawers and counter space in the bathroom - made it so easy to keep my toiletries at hand and get ready faster! Plus the light was good - not like at some hotels where you’re in the dark! Could use a...
The price is SAR 450
SAR 961 total
includes taxes & fees
23 Apr - 24 Apr
THE BEST LOCATION IN ORLANDO LAKEFRONT VILLA

The Cozy Crash Pad: Tiny House Experience

9.6 out of 10, Exceptional, (17)
"It was incredible! The tiny home feels incredibly cozy and was super easy to find. We had a wonderful visit."
The price is SAR 240
SAR 556 total
includes taxes & fees
27 Apr - 28 Apr
The Cozy Crash Pad: Tiny House Experience

Donwtown Orlando Thornton Park Historic District - Heated Salt Pool Hot Tub

8.2 out of 10, Very Good, (60)
"I used to live in this beautiful area and it was such a treat to be able to stay somewhere right in the middle of all that is historic downtown Orlando. It is such a unique and beautiful neighborhood and NOTHING like other areas of the city--but you have to experience it to understand that. Dyna's spot is smack in the midst of it, and just a few minute's walk to the little bars, bistros and quaint places to gather, including Lake Eola. She is a lovely person and we could not have enjoyed staying...
Donwtown Orlando Thornton Park Historic District - Heated Salt Pool Hot Tub

Orlando Modern Spacious Home Near Universal

9.2 out of 10, Wonderful, (47)
"The house was everything excepted beds were comfortable the house was well cleaned will definitely be staying again the neighborhood was quite and clean the house was conveniently located close to all stores and restaurants "
Orlando Modern Spacious Home Near Universal

THE CHLOE by EVRH

9.0 out of 10, Wonderful, (57)
"Overall great. No major complaints. Anything that I could “complain” about would be minor cosmetic upgrades - nothing that actually impacted my stay. Definitely staying here again. "
The price is SAR 447
SAR 1,910 total
includes taxes & fees
22 Apr - 23 Apr
THE CHLOE by EVRH

$88 .DISNEY LakeFRONTSunsets SeaWorld Universal Convention Waterparks3Beds2Baths

7.8 out of 10, Good, (40)
"Nice 2 bedroom, 2 bath 2 story townhouse right on a lake. Beautiful view from our patio and a walk path all around the lake. 3 miles from Universal Studios and Sea World. 15 minutes from Disney. Tons of restaurants and shopping also all around. We really enjoyed our stay and highly recommend. "
$88 .DISNEY LakeFRONTSunsets SeaWorld Universal Convention Waterparks3Beds2Baths

Lakefront 5BR Retreat | Pool, Hot Tub & Lake Views

9.0 out of 10, Wonderful, (66)
"Great location too our gymnastics venue. Something for everyone to do at the house. Just know the pool is not heated, that was the only downfall for us. Other than that we had amazing time at the home"
The price is SAR 1,133
SAR 2,520 total
includes taxes & fees
20 May - 21 May
Lakefront 5BR Retreat | Pool, Hot Tub & Lake Views

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

10.0 out of 10, Exceptional, (22)
"Great facilities and clean house."
The price is SAR 544
SAR 1,032 total
includes taxes & fees
22 Apr - 23 Apr
Sleeps 8-3 Bedrooms 2 Full Bathroms+Gameroom your perfect vacation home!

Private Luxury Pool / Smart-home

9.6 out of 10, Exceptional, (66)
"This is a great property! Its location put us very close to everything we were doing (Universal, Kia Center, and restaurants). The pool is great! My only suggestion is to leave a list of things to do each day for pool maintenance (empty the filter basket, empty the vacuum baskets, etc) so that the leaves don’t overwhelm the pool. I figured it out as I went and it was fine, but if you aren’t familiar with pool care like me, it takes a little bit of investigation. Overall, great home,...
Private Luxury Pool / Smart-home

Blocks a way to Universal Studios. Full Single Family with pool, and amenities.

7.6 out of 10, Good, (4)
"Everything was perfect and clean, very spacious and comfortable, walked in to a welcome basket! Great people and property overall."
The price is SAR 270
SAR 1,071 total
includes taxes & fees
27 Apr - 28 Apr
Blocks a way to Universal Studios. Full Single Family with pool, and amenities.

Waterside. Pet friendly. UCF area.

9.6 out of 10, Exceptional, (132)
"Wonderful property on lake.Very quiet neighborhood. And pet friendly Close to airport and 417 and 528.A great place to stay with you fur babies. "
Waterside. Pet friendly. UCF area.

Casa Winter Park

9.8 out of 10, Exceptional, (107)
"we were a group of 7 - everyone had their own room and bathroom. The house had such cute details inside. Very roomy and clean. Juan was an absolute joy to work with. He was very quick to respond to text messages. Would definitely go back and book that place again. Great time/"
Casa Winter Park

Cozy House in Orlando w Large Yard 20m to Downtown

10.0 out of 10, Exceptional, (2)
"for me, it was excellent. I want to be close to Orlando executive airport for some flight training. Location was spot on facilities were great. The only thing I could say is that they should maybe clean the exterior windows, but the interior was spotless. All equipment worked except the oven which they knew the previous renter had broken the glass, but otherwise everything was A-OK"
The price is SAR 405
SAR 911 total
includes taxes & fees
22 Apr - 23 Apr
Cozy House in Orlando w Large Yard 20m to Downtown

"Mermaid House" in Downtown Mt. Dora!! Pet Friendly

10.0 out of 10, Exceptional, (49)
"Very enjoyable"
"Mermaid House" in Downtown Mt. Dora!! Pet Friendly

Deland Hideaway: Firepit + Pool Table on 2 acres!

2.0 out of 10, (1)
"We had this vacation planned out for several weeks. We where celebrating my brothers Sobriety of ONE full year. We pulled our 26 foot boat and bikes down there knowing there was 2 acres and bike trails leading to blue springs. We where 30 mins out and the host (Angela) canceled our stay leaving 8 of us with out a place to stay. The only option was a hotel..... it ruined or vacation plans, and caused unnecessary stress. There reasoning for canceling was Due to "house rules" that they have to rent...
Deland Hideaway: Firepit + Pool Table on 2 acres!

Beautiful home close to Parks

10.0 out of 10, Exceptional, (2)
"Myself and a few friends needed a place to stay for a concert in Orlando. This place worked out great. Centrally located and easily accommodated 3 adults. House was as described and was perfect for our needs."
Beautiful home close to Parks

$87.DISNEY LakeFRONTSunsets SeaWorld Universal Convention Waterparks3Beds2Baths

7.2 out of 10, Good, (72)
"It was wonderful "
$87.DISNEY LakeFRONTSunsets SeaWorld Universal Convention Waterparks3Beds2Baths

THE OLIVIA by EVRH

8.6 out of 10, Excellent, (31)
"Did the job and was a sweet place to stay. Quiet neighborhood and close to the springs "
The price is SAR 409
SAR 1,753 total
includes taxes & fees
22 Apr - 23 Apr
THE OLIVIA by EVRH
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)
"Host provided eggs from chickens that roost on the property - nice extra!"
The price is SAR 296
SAR 575 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, (1027)
"Room had a spider"
The price is SAR 258
SAR 290 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 stay at a great hotel"
The price is SAR 653
SAR 831 total
includes taxes & fees
4 May - 5 May
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.