
Vacation rentals in Longwood
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Top-rated vacation rentals in Longwood
Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Longwood vacation rentals
Other great vacation rentals in Longwood

Dream vacation, near Disney
My family of 7 stayed at this property which was a great location to Disney World. Rosario was very responsive . Very friendly. If you are questioning staying here, don’t question yourself any further. Book it !!!!

Vacation home
Me and my Family enjoyed our days there! Miguel was very friendly and nice and welcome us to a little welcome gift I mean who dosen’t love chocolate

New! Windsor Island Resort with pool by Disney 03
Nice house with good layout of rooms. It is very convenient to come with children as there is a lot of entertainment on the territory of the complex. I also liked the themed design of the rooms. Overall, this is a good house for a large and friendly company.

Beautiful family home near all attractions.
Had a lovely stay, really enjoyed the heated pool and hot tubs. The place was very comfortable and had what we needed. The area was nice and quiet. Appreciated the restaurant recommendations and couple of water bottles which were just what we needed when our flight in had gotten delayed. Would definitely recommend!

DisneyVacationHomeLazyRiver9021
The home was well kept, roomy, great pool, as well as the community. There were only a couple of things that were off putting. T panels for the levelers on the back door leading to the pool area would not close, one of the large beds upstairs was broken and uncomfortable for my daughter. The freezer hadn't been cleaned and was frosted over upon our arrival. To me, the furniture was setting a little low. Some furniture risers could help with that. Other than that the family had a great time. There was more than enough room for everyone that came. Thanks!

Krater Key Lake House
Alexis went above and beyond as a host. Her space was well stocked with toiletries, provided complimentary snacks and drinks (she even went out of her way to leave some snacks for my toddler), and created such a cozy oasis after a very hectic extended family “vacation”. Thank you so much for your responsiveness and willingness to share your home with my little family!

Nearby Legoland,Disney,Universal,Seaworld and more
AMAZINGGGGG. The landscape was beautiful. The cabin was gorgeous inside and out. Alfredo was an amazing host. We felt right at home and comfortable. I will definitely be coming back for a home away from home. If you want a quick Florida escape to either go to Disney Universal or any of the amusement parks, I would recommend coming here for a place to stay!!

Entire Townhouse -Kissimmee, 4 Bedrooms 3 Bath
Cármen is an excellent host! The house is a grace, very well equipped, the condominium is complete. In addition, it is very close to Disneyland. We love it, we'll definitely be back!
Quick stats about vacation rentals in Longwood
Total rentals
80 properties
Nightly prices starting at
$10 before taxes and fees
Total number of reviews
3.6K reviews
Family-friendly rentals
40 properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with a pool
10 properties have a pool
Frequently Asked Questions
How much does it cost to stay in house rentals in Longwood?
Experience the best of Longwood with our house rentals, starting at about $10 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there house rentals with a dedicated workspace in Longwood?
Yes! Work meets play with ease at over 30 house rentals in Longwood featuring dedicated workspaces. Stay connected and productive in your home away from home.
What are the most popular amenities for House Rentals in Longwood?
Enhance your stay in our House Rentals with the most popular amenities: over 20 homes with self check-in, over 10 homes with a bbq area, and more. Indulge in the ultimate retreat, tailored to your preferences.
Do house rentals in Longwood have self check-in?
Absolutely! We offer over 20 house rentals with self check-in in Longwood. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Longwood have a bbq area?
Absolutely! We offer over 10 house rentals with a bbq area in Longwood. Enjoy a tailored experience with all the comforts you desire.
Are there Longwood house rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 10 house rentals with pools in Longwood, available on Airbnb. Make a splash and soak up the sun in style!
Are there pet-friendly house rentals in Longwood?
Four-legged friends are welcome in Longwood. Choose from more than 20 house rentals for guests traveling with pets.
Are there family-friendly house rentals in Longwood?
Longwood has more than 40 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
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- Universal Studios Florida
- Orange County Convention Center
- Universal's Volcano Bay
- Old Town Kissimmee
- Discovery Cove
- Disney's Animal Kingdom Theme Park
- Reunion Resort Golf Courses - Palmer & Watson
- SeaWorld Orlando
- Playalinda Beach
- Disney Springs
- Universal Orlando Resort
- ESPN Wide World of Sports
- Titusville Beach
- Amway Center
- Daytona International Speedway
- Reunion West
- Epcot
- Magic Kingdom Park
- ChampionsGate Golf Club
- Kissimmee Lakefront Park
- Aquatica
- Disney's Hollywood Studios
- Universal's Islands of Adventure
- Blue Spring State Park
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