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
25 Jun – 2 Jul
Home in Lady Lake
4.93 out of 5 average rating, 54 reviewsCENTRAL FLORIDA LUXURY ESTATE
10–17 Mar
Home in Inverness
4.96 out of 5 average rating, 26 reviewsPrivate fenced pool home/dog friendly
31 Oct – 7 Nov
Home in Weirsdale
4.86 out of 5 average rating, 44 reviewsPrivate estate Pool Hot-Tub Fire-Pit Sleeps 7-20
8–15 Jul
Home in Dunnellon
4.98 out of 5 average rating, 48 reviewsGolf/Adventure/Horse Show Getaway!
11–18 Jun
Farm stay in Ocala
4.78 out of 5 average rating, 95 reviewsFriendly cottage with barn and pool
29 Apr – 6 May
Home in Inverness
4.93 out of 5 average rating, 27 reviewsThe Family spot. Discount for lastminute bookings!
2–9 Oct
Home in Clermont
5.0 out of 5 average rating, 30 reviewsGood Vibes At Swiss: Waterski & Golf Onsite!
17–24 Jul
Family- and pet-friendly home rentals
Cottage in Ocala
4.97 out of 5 average rating, 171 reviewsThe Little Yellow House
30 Oct – 6 Nov
Bungalow in Mount Dora
4.91 out of 5 average rating, 267 reviewsTRENDING! Ladybug Bungalow in Downtown Mt. Dora
15–22 Oct
Flat in Dunnellon
4.83 out of 5 average rating, 190 reviewsHappy Trails Lodge, SLEEPS 6
9–16 Jun
Villa in The Villages
4.97 out of 5 average rating, 89 reviewsVilla 2 Master Suites/2 Golf Carts Great Location
18–25 Jun
Home in The Villages
4.9 out of 5 average rating, 51 reviewsCozy Villages 2 bed, 2 bath Home. Great Location
14–21 Sept
Home in Wildwood
4.94 out of 5 average rating, 67 reviewsCrabby Cottage in The Villages near Brownwood
26 May – 2 Jun
Home in The Villages
4.73 out of 5 average rating, 37 reviewsBest Location on Golf course, near Spanish Springs
15–22 Jul
Cabin in Altoona
4.7 out of 5 average rating, 97 reviewsThe Meadows Cabin - Alexander Springs
8–15 Jun
Family-friendly home rentals with a pool
Home in Inverness
4.85 out of 5 average rating, 113 reviewsPOOL Home near Racetrack, Downtown & Trail
1–8 Dec
Home in The Villages
4.98 out of 5 average rating, 57 reviewsHome away from home in The Villages
5–12 Oct
Home in The Villages
4.98 out of 5 average rating, 63 reviewsNEWLY Available FEB-APRIL, 2025
23–30 Sept
Home in The Villages
4.95 out of 5 average rating, 75 reviews1199 Merryweather - Walk to Lake Sumter Landing Sq
31 Jul – 7 Aug
Home in Hernando
4.93 out of 5 average rating, 14 reviewsCrystal River Area Condo
20–27 Sept
Townhouse in Mount Dora
5.0 out of 5 average rating, 7 reviewsBeautiful Townhouse, Festivals, Shops/Parks Close
13–20 Sept
Villa in The Villages
4.98 out of 5 average rating, 42 reviewsFirefly Cottage House - Great Location
1–8 Jul
Home in The Villages
4.69 out of 5 average rating, 13 reviewsSpacious Ranch, Center of The Villages - Golf Cart
30 Jul – 6 Aug
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
£24 before taxes and fees
Destinations to explore
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