Family-friendly holiday 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.
Holiday 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
Guest house in Clermont
4.85 out of 5 average rating, 149 reviewsDiscover Tranquility at Our Charming Guest House
26 Jun – 3 Jul
Campervan/Motorhome in Fort McCoy
4.86 out of 5 average rating, 278 reviews5 local springs, Gated Resort in Ocala Forest
29 Nov – 6 Dec
Flat in Kissimmee
4.87 out of 5 average rating, 268 reviewsKing Bed Family Condo Orlando Disney Universal
22–29 Sept
Apartment in Kissimmee
4.8 out of 5 average rating, 116 reviewsStunning view, near Disney. 2 pools
17–24 Sept
Townhouse in Kissimmee
4.94 out of 5 average rating, 180 reviewsNew Resort near Orlando Disney Private Hot Tub
31 Aug – 7 Sept
Townhouse in Kissimmee
4.95 out of 5 average rating, 251 reviewsDisney/Universal Home Away from Home!
4–11 Sept
Apartment in Kissimmee
4.94 out of 5 average rating, 299 reviewsDisney World Condo w/ Full Kitchen, Balcony & Pool
2–9 Sept
Home in Davenport
4.95 out of 5 average rating, 161 reviewsDOLPHIN COVE NEAR DISNEY
24–31 Jan
Family- and pet-friendly home rentals
Place to stay in Geneva
4.94 out of 5 average rating, 929 reviewsManCave apartment
5–10 Feb
Home in Homosassa
4.88 out of 5 average rating, 152 reviewsChassahowitzka/Homosassa Waterfront Home
6–13 Apr
Home in Weeki Wachee
4.89 out of 5 average rating, 190 reviewsAngie's Acre
17–24 Jan
Flat in DeLand
4.91 out of 5 average rating, 370 reviewsTrue Trail Farm
6–13 Dec
Guest house in Windermere
4.94 out of 5 average rating, 240 reviewsSmall Guesthouse near Orlando's Theme Parks
7–14 Jun
Flat in Morriston
4.95 out of 5 average rating, 146 reviewsHeaven on a horse farm !
9–16 Oct
Guest house in Fort McCoy
4.88 out of 5 average rating, 258 reviewsBlueberry Farm Country Cottage
15–22 Jan
Cabin in Dunnellon
4.85 out of 5 average rating, 218 reviewsRainbow River getaway - kayaks, tubes & golf cart
7–14 May
Family-friendly home rentals with a pool
Home in Kissimmee
4.84 out of 5 average rating, 205 reviews3 bedroom Villa in Kissimmee
21–28 Apr
Cottage in Kissimmee
4.96 out of 5 average rating, 421 reviewsBright & Cozy Cottage Near Disney
4–11 Apr
Guest suite in Kissimmee
4.86 out of 5 average rating, 567 reviewsPrivate Studio in POOL home
17–24 Oct
Apartment in Kissimmee
4.92 out of 5 average rating, 264 reviewsBeautiful Beach Style Condo minutes from Disney
23–30 Oct
Houseboat in Sanford
4.98 out of 5 average rating, 177 reviewsFloating Cottage - Sweet River Retreat in Florida
27 Jan – 3 Feb
Home in Orlando
4.95 out of 5 average rating, 314 reviews*HALF HOME* (read desc) Pool/Disney/Universal
3–10 Oct
Cottage in Kissimmee
4.94 out of 5 average rating, 371 reviewsEntire Cottage close to Disney, Universal, Airport
19–26 Jul
Home in Davenport
4.93 out of 5 average rating, 200 reviewsFamily pool villa - 20 minutes to Disney!
27 Nov – 4 Dec
Quick stats about holiday rentals that are family-friendly in Leesburg
Total rentals
90 properties
Rentals with dedicated workspaces
40 properties have a dedicated workspace
Rentals with a pool
30 properties have a pool
Pet-friendly rentals
30 properties allow pets
Total number of reviews
2.3K reviews
Nightly prices starting at
£40 before taxes and fees
Destinations to explore
- Orlando Holiday rentals
- Kissimmee Holiday rentals
- Tampa Holiday rentals
- Anna Maria Island Holiday rentals
- Sarasota Holiday rentals
- West Palm Beach Holiday rentals
- Naples Holiday rentals
- Boca Raton Holiday rentals
- Fort Lauderdale Holiday rentals
- Miami Beach Holiday rentals
- Miami Holiday rentals
- Key West Holiday rentals
- Family-friendly rentals United States
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- Family-friendly rentals Florida
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