Family-friendly holiday rentals in The Villages
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in The Villages
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 The Villages 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
Home in Lady Lake
4.93 out of 5 average rating, 54 reviewsCENTRAL FLORIDA LUXURY ESTATE
Home in Inverness
4.96 out of 5 average rating, 27 reviewsPrivate fenced pool home/dog friendly
Cottage in Yalaha
4.82 out of 5 average rating, 73 reviews3BR/2BA Charming 1920's Lakefront Estate + Hot Tub
Home in Inverness
4.93 out of 5 average rating, 27 reviewsThe Family spot. Discount for lastminute bookings!
Home in Weirsdale
4.86 out of 5 average rating, 44 reviewsGroups love us! Close to The Villages & Ocala
Home in Clermont
5.0 out of 5 average rating, 30 reviewsGood Vibes At Swiss: Waterski & Golf Onsite!
Home in Dunnellon
4.98 out of 5 average rating, 48 reviewsGolf/Adventure/Horse Show Getaway!
Family- and pet-friendly home rentals
Cabin in Dunnellon
4.85 out of 5 average rating, 219 reviewsRainbow River getaway - kayaks, tubes & golf cart
Bungalow in Mount Dora
4.91 out of 5 average rating, 269 reviewsTRENDING! Ladybug Bungalow in Downtown Mt. Dora
Cottage in Ocala
4.97 out of 5 average rating, 172 reviewsThe Little Yellow House
Home in Apopka
4.94 out of 5 average rating, 164 reviewsWekiva Springs 5br 4 ba, spacious & lovely home
Flat in Dunnellon
4.83 out of 5 average rating, 190 reviewsHappy Trails Lodge, SLEEPS 6
Home in The Villages
4.9 out of 5 average rating, 52 reviewsCozy Villages 2 bed, 2 bath Home. Great Location
Villa in The Villages
4.97 out of 5 average rating, 91 reviewsVilla 2 Master Suites/2 Golf Carts Great Location
Home in Wildwood
4.94 out of 5 average rating, 68 reviewsCrabby Cottage in The Villages near Brownwood
Family-friendly home rentals with a pool
Home in Inverness
4.85 out of 5 average rating, 113 reviewsPOOL Home near Racetrack, Downtown & Trail
Home in Orlando
4.95 out of 5 average rating, 314 reviews*HALF HOME* (read desc) Pool/Disney/Universal
Home in The Villages
4.98 out of 5 average rating, 64 reviewsNEWLY Available FEB-APRIL, 2025
Home in The Villages
4.95 out of 5 average rating, 75 reviews1199 Merryweather - Walk to Lake Sumter Landing Sq
Home in The Villages
4.98 out of 5 average rating, 57 reviewsHome away from home in The Villages
Home in Hernando
4.93 out of 5 average rating, 14 reviewsCrystal River Area Condo
Townhouse in Mount Dora
5.0 out of 5 average rating, 7 reviewsBeautiful Townhouse, Festivals, Shops/Parks Close
Townhouse in Brooksville
4.76 out of 5 average rating, 331 reviewsLuxurious 2BR/2BA Villa w/ FREE GOLF
Quick stats about holiday rentals that are family-friendly in The Villages
Total rentals
670 properties
Rentals with dedicated workspaces
350 properties have a dedicated workspace
Rentals with a pool
310 properties have a pool
Pet-friendly rentals
240 properties allow pets
Total number of reviews
10K reviews
Nightly prices starting at
€ 28 before taxes and fees
Destinations to explore
- Orlando Holiday rentals
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