Family-friendly vacation 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.
Vacation 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
Jan. 5 – 12
Home in Inverness
4.96 out of 5 average rating, 26 reviewsPrivate fenced pool home/dog friendly
Oct. 20 – 27
Home in Inverness
4.93 out of 5 average rating, 27 reviewsThe Family spot. Discount for lastminute bookings!
Jul. 5 – 12
Home in Weirsdale
4.86 out of 5 average rating, 44 reviewsPrivate estate Pool Hot-Tub Fire-Pit Sleeps 7-20
Nov. 11 – 18
Farm stay in Ocala
4.78 out of 5 average rating, 95 reviewsFriendly cottage with barn and pool
Mar. 25 – Apr. 1
Cottage in Yalaha
4.82 out of 5 average rating, 73 reviews3BR/2BA Charming 1920's Lakefront Estate + Hot Tub
Feb. 7 – 14
Home in Clermont
5.0 out of 5 average rating, 30 reviewsGood Vibes At Swiss: Waterski & Golf Onsite!
Jul. 26 – Aug. 2
Home in The Villages
4.75 out of 5 average rating, 139 reviews3 bdrm 2 ba fully furnished!
Nov. 13 – 20
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
Jun. 20 – 27
Home in The Villages
4.9 out of 5 average rating, 51 reviewsCozy Villages 2 bed, 2 bath Home. Great Location
Sep. 14 – 21
Home in Wildwood
4.94 out of 5 average rating, 67 reviewsCrabby Cottage in The Villages near Brownwood
Sep. 29 – Oct. 6
Home in Ocala
4.93 out of 5 average rating, 15 reviews1918 Granny Cottage
Aug. 15 – 22
Home in Ocala
4.93 out of 5 average rating, 100 reviewsBob's house
Nov. 30 – Dec. 7
Home in Dunnellon
4.89 out of 5 average rating, 85 reviewsFree use of kayaks,paddle boat,canoe,and bikes
Jan. 11 – 18
Home in Mount Dora
4.67 out of 5 average rating, 204 reviewsSojourners' Cottage - Entire House
Jul. 11 – 18
Cabin in Hernando
4.87 out of 5 average rating, 85 reviewsThe Nature House
Aug. 7 – 14
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
Aug. 24 – 31
Home in The Villages
4.95 out of 5 average rating, 75 reviews1199 Merryweather - Walk to Lake Sumter Landing Sq
Jul. 30 – Aug. 6
Home in The Villages
4.98 out of 5 average rating, 62 reviewsNEWLY Available FEB-APRIL, 2025
Sep. 23 – 30
Villa in The Villages
4.98 out of 5 average rating, 42 reviewsFirefly Cottage House - Great Location
Jul. 1 – 8
Home in The Villages
4.69 out of 5 average rating, 13 reviewsSpacious Ranch, Center of The Villages - Golf Cart
Dec. 21 – 28
Home in Inverness
4.91 out of 5 average rating, 11 reviewspool home on canal to large lake
Mar. 29 – Apr. 5
Villa in Clermont
5.0 out of 5 average rating, 11 reviewsSwiss Waterski Villa & Golfers Dream Property
Jan. 17 – 24
Home in Umatilla
4.85 out of 5 average rating, 27 reviewsIsaiah's Place
Dec. 23 – 30
Quick stats about vacation 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
$41 CAD before taxes and fees
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