Family-friendly vacation rentals in Winter Haven
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Winter Haven
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 Winter Haven family-friendly rentals
Family-friendly home rentals with a hot tub
Apartment in Davenport
4.86 out of 5 average rating, 243 reviewsRecently Award Winning Renovated 2+2 Near Disney
Aug 3 – 10
Condo in Champions Gate
4.85 out of 5 average rating, 262 reviewsMagical Champions Gate 3/2 Tuscan Penthouse
Aug 10 – 17
Townhouse in Davenport
4.92 out of 5 average rating, 202 reviewsDisney Villa at Regal Palms*Near Pool/Lazy River
May 28 – Jun 4
Condo in Orlando
4.97 out of 5 average rating, 296 reviewsLuxurious Waterfront Resort near Disney &Universal
Sep 24 – Oct 1
Condo in Kissimmee
4.84 out of 5 average rating, 249 reviewsLake View Family Condo Disney Universal Orlando
Sep 3 – 10
Home in Davenport
4.94 out of 5 average rating, 171 reviewsStar Wars Villa - 5 Bed/4 Bath Star Wars/Frozen Home Private Pool/Spa (Pool Heat Included)
Jan 10 – 17
Townhouse in Kissimmee
4.95 out of 5 average rating, 251 reviewsDisney/Universal Home Away from Home!
Aug 30 – Sep 6
Apartment in Davenport
4.83 out of 5 average rating, 120 reviewsPenthouse 3 beds Bahama Bay resort
Nov 11 – 18
Family- and pet-friendly home rentals
Home in Lakeland
4.82 out of 5 average rating, 130 reviewsFlorida Lake View With Private Pool And Fishing
Aug 28 – Sep 4
Guesthouse in Windermere
4.94 out of 5 average rating, 239 reviewsSmall Guesthouse near Orlando's Theme Parks
Mar 21 – 28
Home in Lakeland
4.91 out of 5 average rating, 121 reviewsCentral Lakeland Home Convenient to Parks & Sports
Nov 4 – 11
Home in Orlando
4.85 out of 5 average rating, 124 reviewsThe Prince House w/Free Parking (Central Location)
Jul 21 – 28
Villa in Kissimmee
4.78 out of 5 average rating, 406 reviews7BD with Movie Theater Pool & Jacuzzi near Disney!
Dec 5 – 12
Home in Kissimmee
4.89 out of 5 average rating, 176 reviewsPrivateJacuzzi-BBQ-ResortPool-Gym-7mlsDisney
Sep 4 – 11
Condo in Kissimmee
4.83 out of 5 average rating, 170 reviewsDisney Adorable Condo in the heart of it ALL! 1/1
Apr 7 – 14
Home in Clermont
4.86 out of 5 average rating, 117 reviewsCozy Family Home near Disney
Jul 29 – Aug 5
Family-friendly home rentals with a pool
Home in Davenport
4.81 out of 5 average rating, 131 reviewsWelcoming fully equipped villa in Davenport
Jan 15 – 22
Guest suite in Kissimmee
4.83 out of 5 average rating, 509 reviewsPrivate 2 bedroom w/bathrm in portion of POOL home
Jan 16 – 23
Home in Davenport
4.9 out of 5 average rating, 200 reviewsDisney Area Luxury Villa with Private Pool
Aug 22 – 29
Cottage in Kissimmee
4.96 out of 5 average rating, 421 reviewsBright & Cozy Cottage Near Disney
Feb 28 – Mar 7
Home in Davenport
4.86 out of 5 average rating, 205 reviewsDisney World Area Villa Orlando * Pool * Sleeps 10
Jan 29 – Feb 5
Home in Davenport
4.87 out of 5 average rating, 109 reviewsSandy Ridge Villa, Large South Facing Pool & Spa
May 19 – 26
Home in Davenport
4.92 out of 5 average rating, 241 reviewsOrlando Disney area home
Dec 11 – 18
Home in Davenport
4.79 out of 5 average rating, 102 reviewsMintra’s Villa Pool & Spa
Apr 20 – 27
Quick stats about vacation rentals that are family-friendly in Winter Haven
Total rentals
210 properties
Wifi availability
210 properties include access to wifi
Rentals with dedicated workspaces
120 properties have a dedicated workspace
Rentals with a pool
60 properties have a pool
Pet-friendly rentals
80 properties allow pets
Total number of reviews
7.7K reviews
Destinations to explore
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