
Family-friendly vacation rentals in Leesburg
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Leesburg
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for Leesburg family-friendly rentals
Family-friendly home rentals with a hot tub

Lake Whistler Beach House with lakefront pool
Very rarely do you find an Airbnb that super-exceeds your expectations. This home absolutely did that. Everything was nicely appointed, yet warm and homey feeling. We stayed as 2 adult couples and had a great time. That said, if you're a family of 8, you'll likely have a great time as well. The game room was a lot of fun, the kitchen had everything you'd want to cook inside or out. The pool was perfect sized, clean, and we'll kept. The grounds were beautiful. The lakeside area was awesome. literally zero complaints other than hating to leave.

Mickeys Movie House ,Cinema, Pinball, pool & spa
The Mickey house is fabulous… you feel right at home… John and Yvonne were quick to respond and it was a minor issue about a missing remote… John came quickly and fixed in a matter of minutes… the pool was awesome… the decor was so cute and the theater room was awesome… You felt at home and able to relax after a fun day at Disney!!!! Highly Recommend !! 100/100 We were a family of 8 and had lots of room and when we needed space to ourselves, each group had a spot!! Thank you Yvonne and John for a great place and experience… Dee, Kelly, Jaela, Marcel and Family Washington/Watson Disney trip 2025

Luxury Disney Vacation Home on Reunion Golf Resort
We really enjoyed our stay! Lots to do in the area of course, but we had a few pool days and it was perfect! Plenty of space for everyone. The home is beautifully decorated and we found the beds comfortable. We had our dog with us and there were several beds available for him too! Very thoughtful. We recommend staying at Jason’s for an Orlando vacation.

Recently Award Winning Renovated 2+2 Near Disney
Cai Ling and John’s place was great. It was just as described. It was clean and had what we needed for our short stay. As they stated they only provide limited supplies so if you need additional supplies please bring them. I would definitely stay there again.

5 acres of Nature - Private Retreat/Well Water
We enjoyed our stay here as a bigger group with a little baby. Spacious, clean and private. Kitchen fully stocked, two bathrooms and 4 beds was great for our group. The location is a little out there, and with traffic, getting to Orlando can be a bit crazy. It does take a good 30 minutes to Disney and 1 hour to OCC convention center, depending on time of day. But we can’t control traffic, otherwise the place was great!

Fabulous condo-Bahama Bay Resort, Close to Disney
This was one of my best Airbnb stays in a while. The resort location, amenities, and clubhouse staff were very convenient. The host had very clear instructions and was very communicative. The apartment itself was very spacious. Much larger than I expected. Thanks!

Elegant 4bdrs lakefront w/private pool
This space felt like home away from home. My family and I loved it! The location area is also nice and we felt safe and secure. Simone checked in on us after check-in which I appreciated very much.

RU Incredible Parents? Themed-7bed, 4mi. to Disney
Loved our stay!! It's an adventure around every corner. Great themes!!
Family- and pet-friendly home rentals

Cozy Townhouse in Kissimmee, near Orlando!
Maria's place was super cozy. It had everything we needed and then some. the property is beautiful. Pools were nice. and the staff at the gates were very welcoming. No problems. very relaxing.

King Bed Small Studio Disney World Universal
Laura’s place was very accommodating to our week trip to Disney World! Close to all of the parks as well as all sorts of restaurants and convenience stores surrounding! Cool AC, a hot shower and a cozy bed—hard to beat after a HOT day at any of the parks! Very responsive to messages and suggested lots of great recommendations! Definitely a “bang for your buck” at Laura’s place! Looking forward to referring all of our friends and planning our next trip soon! Thanks again, Laura and staff! 🙂

OMG! Disney Area, Movie Theater, Game Room & Pool!
We had a great stay at this Airbnb in Orlando! The house was very clean, and the check-in process was smooth with clear, easy-to-follow instructions. The pool was a definite highlight, perfect for relaxing after a day out, though it’s worth noting it’s not super private as it’s close to neighboring homes. The space had all the basics, but be sure to bring your own essentials, as it’s lightly stocked with just the minimum. Overall, a comfortable and convenient place to stay.

Serene Lakeview By Disney -Universal Epic8.2 mi
Adir’s space was in excellent condition and provided excellent communication throughout our stay! Beautiful view

Waterside Pet Friendly Lakefront
Place was exactly as described. Virginia was a great host. Would stay here again.

The Coach House- 2 bedroom/3 bath Orlando Getaway!
We had such a lovely stay! Space was super clean, spacious, and full of natural light with beautiful high ceilings. The walk up to the guest house was charming and peaceful too. Really enjoyed our time here! 🏡

View the Disney fireworks from your pool!
We loved our stay here! We were greeted by the welcoming committee of ducks and White Ibises when we walked out to the patio - they are adorable. The house was very clean and nicely decorated. The pool was nice to cool down after a day at the parks and it is conveniently located near stores and restaurants and also very close to the parks - which was awesome!! I highly recommend staying here. Judy was a great host to work with and we look forward to our next visit! Oh! And I caught a bass in the pond…added bonus!

Stay in the best neighborhood in downtown Orlando!
We were helping to move our daughter to Orlando area from out of state and needed a home base for a few days while we got everything set up for her. David’s place fit the bill perfectly - clean, lots of space, quiet, quick responses to any questions. It was exactly what we needed.
Family-friendly home rentals with a pool

Bright & Cozy Cottage Near Disney
Johann’s place was AMAZING! It was super nice and affordable and perfect for me and my husband’s trip to Disney. The private entrance made us feel safe and the place itself was clean and so cozy. We will definitely be trying to stay here again for future trips!

5BD Windsor Westside Private Pool (WW 9025)
My family enjoyed the stay on this property. Jose and Luis were always very fast in replying to my text messages. Never missed. The house is big and clean. Everything is so close and convenient to this property that we were able to avoid a lot of traffic. This property is also very close to the theme parks. I would recommend this property to anyone with no second thought. Will certainly make this my top priority on my next vacation to Orlando.

Disney Orlando Bahama Bay Resort Theme Parks &More
Everything was perfect !

Disney Pool Villa, Cranberry South,
We enjoyed our time here! Marty was a kind and gracious host. Responsive on all our questions! The pictures of this place do not do it justice. It’s a lot bigger than it looks. We would definitely stay here again! The family loved the pool! Great times-Great memories!

3 bedroom Orlando Florida pool home
This was a perfect family vacation spot we stayed 5 nights and enjoyed the pool.

7BD with Movie Theater Pool & Jacuzzi near Disney!
This home was in a great location. Within 30 minutes, we could get pretty much everywhere. Lots of grocery stores, restaurants, etc in under 15 minutes. The pool area was great! The view was unbeatable. It was nice to sit in the morning or at dusk and watch the birds. The hot tub heated itself up very fast. The whole house was super clean and beautiful. Comfortable beds, plenty of towels and pillows. The cooking utensils weren’t the best, but we only really ate in for lunch most days. Sam was very responsive. Any questions were responded to within 10-15 minutes. He was very helpful, as well. It’s perfect for multiple families, as there were two master bedrooms and multiple king sized beds and bathrooms. It gives a sense of privacy for everyone. Would definitely stay here again!

Disney fireworks new house - 5 minutes to Disney
Jader is a awesome host, communication 10/10. House was clean and spacious, neighborhood was very quiet and peacful, I would definitely recommend

1-101 Legacy Dunes, Gym, Tennis, Close To Disney!
I had a great stay! The place was clean, comfortable, and just as described. The host was very friendly and responsive, which made everything super easy. I’d definitely stay here again!
Quick stats about vacation rentals that are family-friendly in Leesburg
Total rentals
140 properties
Nightly prices starting at
R708 ZAR before taxes and fees
Total number of reviews
2.9K reviews
Pet-friendly rentals
40 properties allow pets
Rentals with a pool
40 properties have a pool
Rentals with dedicated workspaces
70 properties have a dedicated workspace
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- Universal Studios Florida
- Orange County Convention Center
- Weeki Wachee Springs
- Universal's Volcano Bay
- Old Town Kissimmee
- Discovery Cove
- Universal Orlando Resort
- SeaWorld Orlando
- Disney's Animal Kingdom Theme Park
- Disney Springs
- ESPN Wide World of Sports
- Amway Center
- Epcot
- Magic Kingdom Park
- Reunion West
- Aquatica
- Rainbow Springs State Park
- ChampionsGate Golf Club
- Disney's Hollywood Studios
- Kissimmee Lakefront Park
- Walt Disney World Resort Golf
- Island H2O Water Park
- Blue Spring State Park
- ICON Park