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Compare 1467 Vacation Homes in Longwood with updated reviews, rates, and availability.

Vista Cay Resort by Casiola Vacation Homes

3.5 star property
8.8 out of 10, Excellent, (176)
"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 963
SAR 2,001 total
includes taxes & fees
26 Feb - 27 Feb
Vista Cay Resort by Casiola Vacation Homes

THE BEST LOCATION IN ORLANDO LAKEFRONT VILLA

9.4 out of 10, Exceptional, (58)
"The condo is very neat and cute and the location is great, easy access to everything via car. Communication with the host was great, she answered my questions very quickly. We arrived very late at night and getting access was simple. The kitchen had everything we needed for quick meal prep and grocery stores are close by. Upstairs there are two bedrooms, and you have to walk through one to get to the other so it’s not super private. Not a problem for us. The pull out couch downstairs is super...
The price is SAR 356
SAR 834 total
includes taxes & fees
18 Mar - 19 Mar
THE BEST LOCATION IN ORLANDO LAKEFRONT VILLA

4-bedroom house in welcoming Tavares with Pool, AC

8.8 out of 10, Excellent, (10)
"We had a wonderful stay. "
The price is SAR 844
SAR 1,756 total
includes taxes & fees
25 Feb - 26 Feb
4-bedroom house in welcoming Tavares with Pool, AC

$86 DISNEY LakeFRONTSunsets SeaWorld Universal Convention Waterparks3Beds2Baths

8.6 out of 10, Excellent, (24)
"Stayed during Hurricane Milton. The building is very sturdy and never lost power. Gloria communicates very well and the location is very nice & convenient. "
$86 DISNEY LakeFRONTSunsets SeaWorld Universal Convention Waterparks3Beds2Baths

Charming and Cozy home in Altamonte Springs

8.8 out of 10, Excellent, (8)
"Quite and close to everything home."
Charming and Cozy home in Altamonte Springs

Cozy Country Home 4 Blocks From the Lake

9.8 out of 10, Exceptional, (68)
"The house was great, there was everything we needed plus a cute basket with snacks, & plenty of towels. Great place. "
Cozy Country Home 4 Blocks From the Lake

Private Luxury Pool / Smart-home

9.6 out of 10, Exceptional, (63)
"My family loved this house!! All of the technology & extras made this more than just a place to stay. My husband, mother-in-law & myself loved the peaceful environment in the backyard, while my boys (ages 16 & 20) loved the pool & hot-tub. The host was quick to answer when we needed them. "
Private Luxury Pool / Smart-home

Spacious 4 Bed Home near Orlando Gated+Pool Access

10.0 out of 10, Exceptional, (51)
"Everything was great, spacious clean condo. We only stayed one night on the way to the airport. The only complains are that there was no coffee or tea. There was a coffee machine, but the only thing we found was Folgers instant coffee that we decided to avoid."
The price is SAR 581
SAR 1,403 total
includes taxes & fees
18 Mar - 19 Mar
Spacious 4 Bed Home near Orlando Gated+Pool Access

East Orlando Getaway - 3BR/2BTH * Private Pool

9.4 out of 10, Exceptional, (15)
"Comfortable property in a nice neighborhood. Clean, all the conveniences. Host was most hospitable. For us, location was great — we were at a golf event in East Orlando. About 10 minutes to a wide range of great restaurants."
East Orlando Getaway - 3BR/2BTH * Private Pool

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!

This house is a 4 bedroom(s), 2 bathrooms, located in Mount Dora, FL.

9.6 out of 10, Exceptional, (4)
"The house is spacious and clean. Well stocked. Great location. I would definitely rent it again. It would be helpful to have directions on how to operate air conditioner. Also, there are plenty of tvs but we couldn’t figure out what is available—cable? Netflix? I logged into my Hulu so we could watch tv. Everything else was great!"
This house is a 4 bedroom(s), 2 bathrooms, located in Mount Dora, FL.

There's space for everyone in this gorgeous 3-Story Townhome near the theme park

9.8 out of 10, Exceptional, (94)
"We could not have had a better, easier experience with our super busy mega-con weekend. The drive to the convention center was super short, we even walked a few days. Have a full functional house with pool and full kitchen was a game changer for me with our kids. Lovely messages sent and very easy for check in and check out!"
There's space for everyone in this gorgeous 3-Story Townhome near the theme park

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

Orlando Modern Spacious Home Near Universal

9.0 out of 10, Wonderful, (44)
"Plenty reasonable for the price. Clean, neat and everything worked. Driveway parking for 3 vehicles. One of the bathrooms can only be accessed through a bedroom, but wasn't a problem for my crew. Communications with property manager were friendly, responsive and on point. If you get the chance to meet the next door neighbor Robert, who oversees the property, you'll agree he is a delightful human being. "
Orlando Modern Spacious Home Near Universal

Sleeps 10 + Pool and Fully Fenced Yard plus enjoys 2 King Rooms

9.8 out of 10, Exceptional, (7)
"15 minutes from everything great in Orlando, while still being tucked away in a quiet location. "
The price is SAR 563
SAR 1,546 total
includes taxes & fees
21 Mar - 22 Mar
Sleeps 10 + Pool and Fully Fenced Yard plus enjoys 2 King Rooms

Relaxing and Spacious Oasis near the Springs

9.6 out of 10, Exceptional, (48)
"Great home for the family we had staying for the holidays. Communication with the host was so accommodating and so fast. Location is great! "
Relaxing and Spacious Oasis near the Springs

Casa Winter Park

9.8 out of 10, Exceptional, (102)
"Booked this VRBO as we were having a family get together. It was perfect for all our guests who stayed and those who visited for the day. Plenty of space the the backyard gazebos were a perfect place for all of us to enjoy evening with a firepit and games. Host was great when I had some questions. Louise"
Casa Winter Park

Adorable Private Tiny Home "The Pink House" in Downtown Mt. Dora!! Pet Friendly

10.0 out of 10, Exceptional, (47)
"Steve did a great job with this home, it’s well maintained and it has the feel of a comfy cabin in the woods! Everything was clean and ready for us and we enjoyed our three day stay."
Adorable Private Tiny Home "The Pink House" in Downtown Mt. Dora!! Pet Friendly

Lake Marion Home w/ Canoe in Altamonte Springs!

9.8 out of 10, Exceptional, (73)
"We had everything we needed to be comfortable, cook our own food, relax inside and outside. And rowing in the canoe or on the gorgeous little lake was just heavenly! Christie was the best host"
Lake Marion Home w/ Canoe in Altamonte Springs!

Lake Dora at the Entrance to the Famous Dora Canal and Americas Sea Plane Base

9.6 out of 10, Exceptional, (14)
"Fantastic place,great location well stocked,the only thing that was a problem,they didn’t have a working garbage disposal! "
Lake Dora at the Entrance to the Famous Dora Canal and Americas Sea Plane Base
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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Other property types in Longwood

Tiny Hidden Cottage

9.4 out of 10, Exceptional, (30)
"We loved staying here! It exceeded our expectations! Is small, but super cozy, and has everything you need to be comfortable. Loved the TV right above the foot of the bed, the firepit, waking up to the cute sounds of chickens softly clucking… was just so relaxing being there, and we are already talking about coming back sometime!Thank-you for a wonderful stay!"
The price is SAR 296
SAR 575 total
includes taxes & fees
5 Mar - 6 Mar
Tiny Hidden Cottage

The View Studio Suites and Event Venue

3.5 star property
8.4 out of 10, Very Good, (864)
"Room was clean and nice. Staff was friendly. Good price. Breakfast was fantastic and waiters pleasant. Sit down breakfast with nice amount of breakfast items to choose from. I had a ham and cheese omlet, bacon, fresh fruit, and a large orage juice. I did not like that the water and ice machine was broken on every floor except for 5th floor. The matress was not the most comfortable. The air-conditioner was extremely loud. I would stay here again."
The price is SAR 385
SAR 433 total
includes taxes & fees
25 Feb - 26 Feb
The View Studio Suites and Event Venue

Florida Hotel & Conference Center in the Florida Mall

3.5 star property
9.0 out of 10, Wonderful, (1757)
"Great place to stay while in Orlando."
The price is SAR 745
SAR 935 total
includes taxes & fees
27 Feb - 28 Feb
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.