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
Home in Lady Lake
4.93 out of 5 average rating, 54 reviewsCENTRAL FLORIDA LUXURY ESTATE
5–12 Jan
Home in Inverness
4.96 out of 5 average rating, 26 reviewsPrivate fenced pool home/dog friendly
20–27 Oct
Home in Inverness
4.93 out of 5 average rating, 27 reviewsThe Family spot. Discount for lastminute bookings!
5–12 Jul
Home in Weirsdale
4.86 out of 5 average rating, 44 reviewsPrivate estate Pool Hot-Tub Fire-Pit Sleeps 7-20
11–18 Nov
Farm stay in Ocala
4.78 out of 5 average rating, 95 reviewsFriendly cottage with barn and pool
25 Mar – 1 Apr
Cottage in Yalaha
4.82 out of 5 average rating, 73 reviews3BR/2BA Charming 1920's Lakefront Estate + Hot Tub
7–14 Feb
Home in Clermont
5.0 out of 5 average rating, 30 reviewsGood Vibes At Swiss: Waterski & Golf Onsite!
26 Jul – 2 Aug
Home in The Villages
4.75 out of 5 average rating, 139 reviews3 bdrm 2 ba fully furnished!
13–20 Nov
Family- and pet-friendly home rentals
Villa in The Villages
4.97 out of 5 average rating, 89 reviewsVilla 2 Master Suites/2 Golf Carts Great Location
20–27 Jun
Home in The Villages
4.9 out of 5 average rating, 51 reviewsCozy Villages 2 bed, 2 bath Home. Great Location
14–21 Sep
Home in Wildwood
4.94 out of 5 average rating, 67 reviewsCrabby Cottage in The Villages near Brownwood
29 Sep – 6 Oct
Home in Ocala
4.93 out of 5 average rating, 15 reviews1918 Granny Cottage
15–22 Aug
Home in Ocala
4.93 out of 5 average rating, 100 reviewsBob's house
30 Nov – 7 Dec
Home in Dunnellon
4.89 out of 5 average rating, 85 reviewsFree use of kayaks,paddle boat,canoe,and bikes
11–18 Jan
Home in Mount Dora
4.67 out of 5 average rating, 204 reviewsSojourners' Cottage - Entire House
11–18 Jul
Cabin in Hernando
4.87 out of 5 average rating, 85 reviewsThe Nature House
7–14 Aug
Family-friendly home rentals with a pool
Home in The Villages
4.98 out of 5 average rating, 57 reviewsHome away from home in The Villages
24–31 Aug
Home in The Villages
4.95 out of 5 average rating, 75 reviews1199 Merryweather - Walk to Lake Sumter Landing Sq
30 Jul – 6 Aug
Home in The Villages
4.98 out of 5 average rating, 62 reviewsNEWLY Available FEB-APRIL, 2025
23–30 Sep
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
21–28 Dec
Home in Inverness
4.91 out of 5 average rating, 11 reviewspool home on canal to large lake
29 Mar – 5 Apr
Villa in Clermont
5.0 out of 5 average rating, 11 reviewsSwiss Waterski Villa & Golfers Dream Property
17–24 Jan
Home in Umatilla
4.85 out of 5 average rating, 27 reviewsIsaiah's Place
23–30 Dec
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
$51 NZD before taxes and fees
Destinations to explore
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