
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
Get the amount of space that is right for you
Popular amenities for Leesburg family-friendly rentals
Family-friendly home rentals with a hot tub

Lake Whistler Beach House with lakefront pool
Can't say enough great things about Jonathan and his place! We loved staying there, felt right at home, we were there with 5 kids and there was always something fun for them to do, swimming in the pool and hot tub, s'mores by the fire, pool, air hockey, pacman was a hit, basketball, and lots of games, books and movies to choose from. There was plenty of space to spread out and feel comfortable and Jonathan added so many thoughtful touches to our stay - greeting us with an Apple Pie on the kitchen counter, a bowl of chocolates in the entry way and plenty of coffee. The kitchen was fully stocked with everything we needed, there were plenty of towels for showers and swimming, life jackets were supplied. The kids said they wanted to move there : ). Need I say more? haha

Private Jacuzzi-Resort Amenities-BBQ-7 mls Disney
Great house with comfortable furniture and beds. We all slept well. Very clean and exactly like the photos. Hot tub was amazing after long days at the parks. Would definitely come back for another stay.

Disney 3 bed 2 bath pool hot tub RR
We thoroughly enjoyed your lovely home. It was perfect for our needs. Everything was very well-kept and clean. We especially enjoyed the hot tub after long days walking through the Disney and Universal parks! It saved our aching feet. We felt right at home immediately!

Veranda Palms Luxurious Home w/Pool & NEAR DISNEY
What a fantastic trip! Thank you so much for making our vacation stay easy and relaxed! We will def be back!

The Shire -Private Pool & Hot Tub, Close to parks!
This is the best Airbnb we have stayed in! We absolutely loved this house, Monica has thought of everything you could need to make this a comfortable family home. The pool is incredible and we loved watching wildlife out the back. Everything you could need is a drivable distance and the area is lovely. Everything was clean and instructions were clear. We really didn't want to leave, thanks Monica!

Luxurious Private Retreat w/Spa & Saltwater Pool
Carrie was a great host that is very easy instructions to follow and was very easy to communicate with. Home looks exactly like the picture and is perfect for any small family. Would recommend to everyone

Adorable 2 bdr lakefront w/jacuzzi 5 min *Disney*
The place was much better than I imagined. It was just perfect, felt like home the entire stay. Simone was a great host, very proactive and clear. Thank you Simone for hosting us and for the early check in. I appreciated that very much. We will definitely come back

Beautiful Home, 6Bdrm,5Bath, near Disney, Pool&Spa
Emma and Rene’s place was excellent! We have stayed in many Air BnB’s and this one was a fantastic, family friendly and all around excellent rental. The space was comfortable and there was plenty of room for everyone, it was very clean and the kids enjoyed the pool and the play area. We didn’t want to leave. The location was perfect to go to the Hideway Club and easy access to the Celebration area. We had a blast just hanging out at the property and we would highly recommend Emma and Rene’s place for your next stay. Photos were as advertised and the hosts were very responsive and accommodating. We will book this rental next time we return to the area. Thanks again for a great stay!
Family- and pet-friendly home rentals

Compass Bay 5164 AD - Beautiful and Near Disney
The house was clean and inviting, the neighborhood was quiet, and it was great being so close to Disney! The hosts were quick to respond. All in all, we had a wonderful stay!

🧡Unique 6/3 ✅Pool ✔Pergola ✅Movie Room ✔UCF, 5⭐s
The house was comfortable , inviting and very nice. Spacious layout within minutes of the UCF campus. Our family had a wonderful time, even with a few hiccups with the pool. But rest assured Jeremy made those few issues right. Will stay again and hopefully soon!

Fantastic Award Winning Renovated 2+2 Near Disney
Great place to stay

Heaven on a horse farm !
This was our third stay on their property. It was our second stay at this particular one. It's always clean. The beds and pillows are comfortable. The property and area is beautiful and peaceful. Close to major city like Gainesville but far enough from the traffic and noise. The host is amazing. They leave fresh amazing eggs from their chickens and candy that we always enjoy! They also leave some sodas and other things there for enjoyment. Their showers have nice shampoos and water flow. I would highly recommend any of their places on this property! We plan to stay again. Thank you!

Waterside Pet Friendly Lakefront
This will be my second time staying at Virginia’s Orlando location. My husband and I truly love it so much and will continue to stay here. Virginia is very responsive and is always checking up on you. Her description of the place is accurate. The location is lovely and is extremely safe! I have only good things to say and would recommend this Airbnb to anyone. :)

View the Disney fireworks from your pool!
This is the second time I've stayed at Mrs. Judy's and both times have been wonderful. I can't say enough good things about the house or our hosts. I plan on staying here every time I'm in the area. I would highly recommend this place to anyone traveling to the Kissimmee Orlando area. Plus you can't beat hosts like Mrs Judy and Mr Harlan.

Beautiful, spacious home close to downtown
Great house, great location. We'd book again!

Pet-Friendly 3BR Condo close to Disney
The space was perfect for my family. We enjoyed the pool and location was perfect for stores, and near the convention center where my daughter had a competition. Great communication with host was quick to respond.
Family-friendly home rentals with a pool

Hidden Treasure Pool Home - Sleeps 6 Very Comfy!
Wonderful place to stay!! Neighborhood was quiet, house was just as pictured. Pool heat worked out very well for our stay. Property management team stopped by to make sure the trash made it to the road, had the pleasure of speaking with him for a while he seemed to take real pride in the property all the way around a great home for a wonderful price wouldn’t mind to stay again at all!!

2/2 custom pool home with 4 person gas golf cart
Great place. Very comfortable. Loved the pool and driving golf cart was fun. We had everything we needed for a great stay. This is not a complaint at all more of a helpful hint but one of the town squares was too far to take golf cart and you will need a car.

Welcoming fully equipped villa in Davenport
We have rented Jane and Brian’s villa now for several years in a row and it is our home away from home! The villa is always clean and welcoming! Although the villa is self serving, it also comes with an abundance of items to start you off and keep you comfortable during your stay. The beds are comfortable, and there are plenty of seating options inside and out. The lanai and pool area is always clean and very spacious. The location is perfect in a quaint neighborhood with access to everything you can think of. Communications with the hosts are quick and pleasant! Once again we have no complaints and can’t wait to return next year. Thank you Jane and Brian for sharing your villa with us!

Spacious Bungalow with Private Pool and Courtyard
We had the best time. We loved the sun room. we stayed in there the most. Would definitely rent again

Majorca Paradise: Townhome Near Magic Disney
Beautiful location, felt safe, plenty of space and the kids enjoyed the pool

3br POOL, Fenced, near Downtown & Trails
This was a lovely stay I had NO ISSUES what so ever and the host was very welcoming and friendly I’d definitely recommend this stay for anyone

Delightful elegant lake home
Calvin’s place was a wonderful find! The best part was the bird island in the lake behind the house - we really enjoyed listening to the birds and watching them nest and fish. The beds were comfortable, garage parking was easy, and the location was excellent. The pool was beautiful and the kids loved it (it was too chilly for the grownups). Check in was super easy and when we ran into a snag with a broken coffee maker, a new one was delivered right away. We had a lovely stay and would definitely book again.

3 bedroom Orlando Florida pool home
The house was excellent. Everything was clean and nice. Jeff opened up the house early for us because we got in a little earlier than expected. He was very responsive to any questions. At one point in the conversation, I mentioned that the kitchen knife was very dull. He surprised us by providing a new set of knives within 30 minutes. Jeff is an excellent host.
Quick stats about vacation rentals that are family-friendly in Leesburg
Total rentals
140 properties
Nightly prices starting at
ﺩ.ﺇ147 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
Destinations to explore
- Orlando Vacation rentals
- Four Corners Vacation rentals
- Saint Johns River Vacation rentals
- Kissimmee Vacation rentals
- Central Florida Vacation rentals
- Tampa Vacation rentals
- Tampa Bay Vacation rentals
- St Petersburg Vacation rentals
- Seminole Vacation rentals
- Fort Lauderdale Vacation rentals
- Gold Coast Vacation rentals
- Miami Beach Vacation rentals
- Apartment rentals Leesburg
- Rentals with a patio Leesburg
- Pet-friendly rentals Leesburg
- Rentals with a washer and dryer Leesburg
- Condo rentals Leesburg
- Waterfront rentals Leesburg
- Rentals with pools Leesburg
- Rentals with lake access Leesburg
- Fitness-friendly rentals Leesburg
- Kid-friendly rentals Leesburg
- Rentals with a fire pit Leesburg
- Rentals with outdoor seating Leesburg
- House rentals Leesburg
- Family-friendly rentals Lake County
- Family-friendly rentals Florida
- Family-friendly rentals United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Universal Studios Florida
- Orange County Convention Center
- Universal's Volcano Bay
- Old Town Kissimmee
- Discovery Cove
- Reunion Resort Golf Courses - Palmer & Watson
- Disney's Animal Kingdom Theme Park
- Disney Springs
- SeaWorld Orlando
- ESPN Wide World of Sports
- Universal Orlando Resort
- Reunion West
- Amway Center
- Rainbow Springs State Park
- Kissimmee Lakefront Park
- ChampionsGate Golf Club
- Epcot
- Disney's Hollywood Studios
- Universal's Islands of Adventure
- Magic Kingdom Park
- Blue Spring State Park
- Aquatica
- ICON Park
- Island H2O Water Park