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
11–18 Apr
Home in Inverness
4.96 out of 5 average rating, 26 reviewsPrivate fenced pool home/dog friendly
10–17 Sep
Home in Inverness
4.93 out of 5 average rating, 27 reviewsThe Family spot. Discount for lastminute bookings!
19–26 Dec
Home in Weirsdale
4.86 out of 5 average rating, 44 reviewsPrivate estate Pool Hot-Tub Fire-Pit Sleeps 7-20
20–27 Oct
Farm stay in Ocala
4.78 out of 5 average rating, 96 reviewsFriendly cottage with barn and pool
14–21 Jan
Home in Clermont
5.0 out of 5 average rating, 30 reviewsGood Vibes At Swiss: Waterski & Golf Onsite!
18–25 Apr
Cottage in Yalaha
4.82 out of 5 average rating, 73 reviews3BR/2BA Charming 1920's Lakefront Estate + Hot Tub
23 Feb – 2 Mar
Home in The Villages
4.75 out of 5 average rating, 139 reviews3 bdrm 2 ba fully furnished!
24–31 Jan
Family- and pet-friendly home rentals
Home in Apopka
4.94 out of 5 average rating, 164 reviewsWekiva Springs 5br 4 ba, spacious & lovely home
10–17 Jan
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, 90 reviewsVilla 2 Master Suites/2 Golf Carts Great Location
19–26 Jun
Home in The Villages
4.9 out of 5 average rating, 52 reviewsCozy Villages 2 bed, 2 bath Home. Great Location
11–18 Sep
Home in Wildwood
4.94 out of 5 average rating, 68 reviewsCrabby Cottage in The Villages near Brownwood
1–8 Dec
Home in The Villages
4.73 out of 5 average rating, 37 reviewsBest Location on Golf course, near Spanish Springs
27 Jun – 4 Jul
Cabin in Altoona
4.7 out of 5 average rating, 97 reviewsThe Meadows Cabin - Alexander Springs
6–13 Jul
Home in Dunnellon
4.9 out of 5 average rating, 86 reviewsFree use of kayaks,paddle boat,canoe,and bikes
21–28 Aug
Family-friendly home rentals with a pool
Home in Inverness
4.85 out of 5 average rating, 113 reviewsPOOL Home near Racetrack, Downtown & Trail
30 Jul – 6 Aug
Home in The Villages
4.98 out of 5 average rating, 63 reviewsNEWLY Available FEB-APRIL, 2025
23–30 Sep
Home in The Villages
4.98 out of 5 average rating, 57 reviewsHome away from home in The Villages
12–19 Oct
Home in The Villages
4.95 out of 5 average rating, 75 reviews1199 Merryweather - Walk to Lake Sumter Landing Sq
12–19 Jun
Townhouse in Mount Dora
5.0 out of 5 average rating, 7 reviewsBeautiful Townhouse, Festivals, Shops/Parks Close
18–25 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
10–17 Jun
Home in Inverness
4.91 out of 5 average rating, 11 reviewspool home on canal to large lake
8–15 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
€ 28 before taxes and fees
Destinations to explore
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