Kid-friendly holiday rentals in Leesburg

Find and book unique kid-friendly rentals on Airbnb

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Popular amenities for Leesburg kid-friendly rentals

Child-friendly house rentals

Guest favourite
Home in The Villages
4.94 out of 5 average rating, 18 reviews

The Sandpiper Villa

AprilRating, 5 stars1 week ago
Sandpiper is a beautiful home away from home. We visited the Villages to attend my father’s 85th Birthday celebration and party. The Sandpiper is beautifully decorated and the coffee station was so convenient and needed for all the family activities leading up to the party. This two bedroom property was spacious for the 6 of us and very convenient to get to the squares like Saltgrass and Brownwood and grocery stores like Publix. And once Eastport opens you’ll be right there in minutes. The manager owners were extremely helpful and responsive to any questions we had. Would highly recommend Sandpiper to anyone visiting the Villages.
Guest favourite
Home in Lake Panasoffkee
4.83 out of 5 average rating, 60 reviews

Brand New! Modern Guesthouse!

AngelaRating, 5 stars2 weeks ago
Everything was nice. A very clean place. The host was great. It was more than what I thought it would be for the price. I would book again.
Guest favourite
Home in Leesburg
4.91 out of 5 average rating, 119 reviews

The Faith Estate- A Lakefront Storybook House

KnicoleRating, 5 stars1 week ago
Val was very helpful from check in until check out. Everything went very smoothly and is a beautiful home. The home was set up with all the amenities we needed and had a well stocked kitchen. We were 2 families with teenagers and it was a great set up for us to enjoy time together around the fire pit or games at the dining room table while still having space to spread out. We brought out kayaks and found some wonderful places to explore nearby. we will definatly be renting this home again!
Top Guest favourite
Home in Lady Lake
5 out of 5 average rating, 30 reviews

Ranch Retreat~10 beds~New

MarilynRating, 5 stars2 weeks ago
Thank you so much for your warm hospitality. We had an amazing weekend— your beautiful home was incredibly peaceful and made for such a memorable stay. My family was truly happy and felt so welcomed. We deeply appreciate everything!
Top Guest favourite
Home in The Villages
4.99 out of 5 average rating, 145 reviews

Private, remodeled 3/2, Golf Cart - 4, Pizza Oven!

TerriRating, 5 stars1 week ago
Very comfortable and cute house. Everything was perfect- all as described and very clean. Easily accommodated 5 adults. Kitchen well stocked. Plenty of towels and blankets even for lounging watching the Tony’s, LOL. Loved our stay! Thank you so much!
Guest favourite
Home in The Villages
4.96 out of 5 average rating, 163 reviews

Home away from home entire house

AdamRating, 5 stars1 month ago
House was great and fully stocked to make for a comfortable stay. Highly recommended if you need a house in the area! Would happily stay again!!
Guest favourite
Home in The Villages
4.99 out of 5 average rating, 116 reviews

VIEW-T-FUL! w/Golf cart

GailRating, 5 stars3 months ago
This home is absolutely beautiful and a joy to stay in. The lanai is fabulous and we spent many hours out there. The view is wonderful overlooking a pond and a golf green. Very peaceful to sit out there. Nisa was extremely responsive to any issues that we had. If fact she went above and beyond to make sure that our stay was perfect. She has it dialed in on how to be an exceptional host. The house was decorated so cute! You are close to lots of great restaurants, shops and Publix. I can't wait to stay here again in the future.
Superhost
Home in The Villages
4.86 out of 5 average rating, 122 reviews

Patio Villa, 5 mins from Sumter, FREE Gas Cart!

TracyRating, 5 stars2 weeks ago
the house was very nice. everything was clean and comfortable. Gary was wonderful to work with. Hopefully, I can stay here again sometime!

Kid-Friendly apartment rentals

Guest favourite
Apartment in Ocoee
4.96 out of 5 average rating, 116 reviews

Completely Private and Cozy Studio

CamilleRating, 5 stars5 days ago
Lovely stay. Everything was very close and convenient. Everything was clean and cozy.
Guest favourite
Apartment in Sorrento
4.93 out of 5 average rating, 342 reviews

Quiet Neighborhood in the Country

YarleneRating, 5 stars1 week ago
The person in charge very attentive and willing to help in whatever is necessary flexible and very accessible entrance. Very clean place, super clean pool and very cosy place. Very quiet neighborhood.
Top Guest favourite
Apartment in Auburndale
4.95 out of 5 average rating, 237 reviews

Ariana Place - Tree House Like Lakefront Views

KarenRating, 5 stars1 week ago
Wonderful lodging, great hosts, perfect setting and location while attending a family gathering.
Top Guest favourite
Apartment in Winter Garden
4.96 out of 5 average rating, 262 reviews

Lakeview Garden Studio

GraciRating, 5 stars2 weeks ago
This was our third stay with Leah, and like the other two times we really enjoyed the apartment! Close to the amusement parks, great restaurants and coffee shops. The apartment was very clean and had everything you needed including products you might’ve forgot or even snacks to enjoy. We truly do find this apartment comfortable and peaceful, we can’t wait to come again soon!
Top Guest favourite
Apartment in Winter Garden
4.9 out of 5 average rating, 147 reviews

Stay A While

PaulRating, 5 stars3 weeks ago
This is the second time my wife and I stayed here and both stays were exceptional. The place is clean, with beautiful views of the farm with horses. Quiet, with all amenities needed, and a beautiful pool that we enjoyed... we would happily recommend this place and the next time we are in the area, we would gladly book this place again!
Guest favourite
Apartment in Brooksville
4.93 out of 5 average rating, 481 reviews

Emerson Place Garage Apartment

BenRating, 5 stars5 days ago
We will stay here again when in the Brooksville area. Such an amazing historic place. The stairs are steep, so if you are not confident on your feet you might want a different place. The neighborhood is excellent and quiet. Walk to restaurants. Very clean. We love this place. I could live here. Wide open space, lots of little extras like snacks and coffee. Great value for the money.
Superhost
Apartment in Clermont
4.79 out of 5 average rating, 273 reviews

Charming Lakefront Apt. Near Disney

EsmeraldaRating, 5 stars1 week ago
I had a wonderful stay in Clermont! I stayed here for a little solo getaway and it was exactly what I needed. Super peaceful, quiet, and the view was honestly so pretty. Everything was clean and comfy, and I just felt really relaxed the whole time. It was the perfect spot to take a breather. I would totally come back again!
Top Guest favourite
Apartment in Minneola
4.96 out of 5 average rating, 113 reviews

Spacious Apartment In Minneola

DeborahRating, 5 stars5 days ago
Corey is a great communicator and was extremely flexible in working with me. I will be recommending this place to my colleagues for lodging at our next conference in 2026.

Child-Friendly Holiday Condos

Superhost
Condo in Kissimmee
4.78 out of 5 average rating, 220 reviews

Beautiful Lake View Condo. Close to Disney.

SaraiRating, 5 stars3 weeks ago
Very responsive and helpful host. Beautiful area with lots of amenities and a short drive to Disney! Felt right at home.
Guest favourite
Condo in Kissimmee
4.97 out of 5 average rating, 143 reviews

202_Magical and Cozy 2BR minutes from Disney

KristinRating, 5 stars3 weeks ago
We had a great 5 night stay! Great proximity to the pool, clean unit, and fun decor. They provided a pack and play and high chair for my little one. Good communication and instructions.
Guest favourite
Condo in Orlando
4.87 out of 5 average rating, 223 reviews

Maria Luz Studio-Huge Terrace/Universal area.

ElizabethRating, 5 stars1 month ago
I LOVED THE EXPERIENCE!
Superhost
Condo in Kissimmee
4.76 out of 5 average rating, 254 reviews

King Bed Small Studio Disney World Universal

CourtneyRating, 5 stars2 weeks ago
Laura’s place was wonderful for my husband and I. It was our first time to Kissimmee. It is a very short distance from the parks and attractions. It was also close to quality restaurants and convenient gas stations. Laura’s studio was clean and represented what was expected from the photos. This is a very cozy location with pool and hot tub. Laundry and snacks were easily accessible. Overall, it was a wonderful stay and the price was in our budget!
Guest favourite
Condo in Kissimmee
4.79 out of 5 average rating, 187 reviews

Mickey's Retreat(K2)

JackRating, 5 stars1 month ago
Stayed at Celso’s apartment for 2-weeks. It was a great size for 2 people and an ideal location for those looking to do the Disney and Universal parks. Apartment is just a short drive away from plenty of shops, restaurants and fast food places. It also has a 24h petrol (gas) station just outside of the complex which is really convenient. Overall, really enjoyed our stay the complex is really nice and feels very welcoming. Would highly recommend for two people. Celso was a great host, super responsive to any messages and helpful with any questions we had during our stay. One minor downside, not to the fault of Celso or his apartment, but the complex had a nesting hawk during our stay. This was no issue for 95% of our stay, but did swoop at us once. Would advise being cautious when walking to the car park, especially with young children.
Guest favourite
Condo in Kissimmee
4.93 out of 5 average rating, 136 reviews

Chic Condo + Star Wars Room | Pool & Near Disney

CherylRating, 5 stars1 month ago
It was clean, looked like the pictures, responsive host. Would stay again.
Guest favourite
Condo in Kissimmee
4.93 out of 5 average rating, 196 reviews

3150-303 Resort Pool View Disney Universal Orlando

TrinityRating, 5 stars1 week ago
The place was clean and the host had excellent communication.
Superhost
Condo in Kissimmee
4.81 out of 5 average rating, 131 reviews

Avenger's Retreat Near Disney

LewisRating, 5 stars3 weeks ago
Please, please please book this place is awesome. It’s so awesome that I cannot describe it in words. You just have to see it for yourself.

Quick stats about holiday rentals that are kid-friendly in Leesburg

  • Total rentals

    20 properties

  • Nightly prices starting at

    $83 NZD before taxes and fees

  • Total number of reviews

    1.2K reviews

  • Family-friendly rentals

    10 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

Destinations to explore

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  5. Leesburg
  6. Kid-friendly rentals