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
Home in Kissimmee
4.89 out of 5 average rating, 193 reviewsPrivate Jacuzzi-Heated ResortPool-BBQ-7 mls Disney
Home in Kissimmee
4.67 out of 5 average rating, 57 reviewsDisney 3 bed 2 bath pool hot tub RR
Home in Davenport
4.91 out of 5 average rating, 122 reviewsThe Shire -Private Pool & Hot Tub, Close to parks!
Home in Kissimmee
4.89 out of 5 average rating, 168 reviewsLuxurious Private Retreat w/Spa & Saltwater Pool
Townhouse in Kissimmee
4.88 out of 5 average rating, 180 reviewsAdorable 2 bdr lakefront w/jacuzzi 5 min *Disney*
Villa in Kissimmee
4.96 out of 5 average rating, 104 reviewsBeautiful Home-6Bdrm, 5Bath, near Disney, Pool&Spa
Home in Clermont
4.68 out of 5 average rating, 237 reviews4br/3ba Disney Area Luxury Resort with pool/spa
Townhouse in Kissimmee
4.95 out of 5 average rating, 168 reviews4 BR 4 Bath w/ King Bed & Jacuzzi Near the Parks
Family- and pet-friendly home rentals
Townhouse in Kissimmee
4.8 out of 5 average rating, 135 reviewsCompass Bay 5164 AD - Beautiful and Near Disney
Home in Oviedo
4.91 out of 5 average rating, 289 reviews🧡Unique 6/3 ✅Pool ✔Pergola ✅Movie Room ✔UCF, 5⭐s
Rental unit in Kissimmee
4.79 out of 5 average rating, 209 reviewsFantastic Award Winning Renovated 2+2 Near Disney
Home in Orlando
4.84 out of 5 average rating, 197 reviewsWaterside Pet Friendly Lakefront
Home in Kissimmee
4.81 out of 5 average rating, 496 reviewsPrivate Pool Villa near Disney & Orlando sleeps 12
Home in DeLand
4.86 out of 5 average rating, 181 reviewsBeautiful, spacious home close to downtown
Rental unit in Dunnellon
4.83 out of 5 average rating, 191 reviewsHappy Trails Lodge, SLEEPS 6
Rental unit in DeLand
4.91 out of 5 average rating, 399 reviewsTrue Trail Farm
Family-friendly home rentals with a pool
Villa in Kissimmee
4.96 out of 5 average rating, 170 reviews4 bed villa w/private pool near Disney, sleeps 6+
Home in Kissimmee
4.92 out of 5 average rating, 101 reviewsHidden Treasure -Beautiful Pool Home - Sleeps 6
Home in The Villages
4.95 out of 5 average rating, 121 reviews2/2 custom pool home with 4 person gas golf cart
Home in Davenport
4.81 out of 5 average rating, 142 reviewsWelcoming fully equipped villa in Davenport
Townhouse in Kissimmee
4.83 out of 5 average rating, 105 reviewsMajorca Paradise: Townhome Near Magic Disney
Bungalow in Davenport
4.74 out of 5 average rating, 305 reviewsFlorida Palm's near Disney where dreams come true
Home in Inverness
4.86 out of 5 average rating, 119 reviewsPOOL Home near Racetrack, Downtown & Trail
Home in Kissimmee
4.79 out of 5 average rating, 269 reviews3 bedroom Orlando Florida pool home
Quick stats about vacation rentals that are family-friendly in Leesburg
Total rentals
110 properties
Nightly prices starting at
$50 before taxes and fees
Total number of reviews
2.5K reviews
Pet-friendly rentals
30 properties allow pets
Rentals with a pool
30 properties have a pool
Rentals with dedicated workspaces
50 properties have a dedicated workspace
Destinations to explore
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- Family-friendly rentals United States
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