Family-friendly holiday 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.
Holiday 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 Champions Gate
4.85 out of 5 average rating, 262 reviewsMagical Champions Gate 3/2 Tuscan Penthouse
10–17 Aug
Apartment in Kissimmee
4.84 out of 5 average rating, 249 reviewsLake View Family Condo Disney Universal Orlando
13–20 May
Townhouse in Davenport
4.92 out of 5 average rating, 202 reviewsDisney Villa at Regal Palms*Near Pool/Lazy River
28 May – 4 Jun
Apartment in Orlando
4.97 out of 5 average rating, 295 reviewsLuxurious Waterfront Resort near Disney &Universal
31 Aug – 7 Sept
Flat in Orlando
4.9 out of 5 average rating, 313 reviewsBeautiful View, Newly Renovated 1 Mile to Disney
13–20 Sept
Apartment in Orlando
4.91 out of 5 average rating, 405 reviewsCozy Cay Condo Convn Ctr Vista Cay 2BR 2Ba 4 bds
24 Sept – 1 Oct
Flat in Davenport
4.83 out of 5 average rating, 120 reviewsPenthouse 3 beds Bahama Bay resort
5–12 Oct
Townhouse in Kissimmee
4.95 out of 5 average rating, 161 reviewsBeautiful family home near all attractions.
20–27 Jun
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
8–15 Oct
Townhouse in Kissimmee
4.92 out of 5 average rating, 226 reviewsBeautiful Farm House Decor near Disney, Sleeps 6
18–23 Sept
Home in Lakeland
4.91 out of 5 average rating, 121 reviewsCentral Lakeland Home Convenient to Parks & Sports
4–11 Nov
Home in Orlando
4.85 out of 5 average rating, 124 reviewsThe Prince House w/Free Parking (Central Location)
21–28 Jul
Villa in Kissimmee
4.87 out of 5 average rating, 142 reviewsMinutes from Disney Gated LakeView Pvt Heated Pool
13–20 Dec
Villa in Kissimmee
4.78 out of 5 average rating, 406 reviews7BD with Movie Theater Pool & Jacuzzi near Disney!
3–10 Feb
Apartment in Kissimmee
4.83 out of 5 average rating, 170 reviewsDisney Adorable Condo in the heart of it ALL! 1/1
7–14 Apr
Villa in Kissimmee
4.92 out of 5 average rating, 181 reviewsMad Men Magic Kingdom House*FAB POOL*OutdoorMOVIE
30 Aug – 6 Sept
Family-friendly home rentals with a pool
Guest suite in Kissimmee
4.83 out of 5 average rating, 509 reviewsPrivate 2 bedroom w/bathrm in portion of POOL home
21–28 Jan
Home in Davenport
4.87 out of 5 average rating, 109 reviewsSandy Ridge Villa, Large South Facing Pool & Spa
19–26 May
Cottage in Kissimmee
4.96 out of 5 average rating, 421 reviewsBright & Cozy Cottage Near Disney
28 Feb – 7 Mar
Apartment in Kissimmee
4.92 out of 5 average rating, 263 reviewsBeautiful Beach Style Condo minutes from Disney
6–13 Oct
Home in Davenport
4.92 out of 5 average rating, 241 reviewsOrlando Disney area home
11–18 Dec
Home in Kissimmee
4.79 out of 5 average rating, 256 reviews3 bedroom Orlando Florida pool home
10–17 Dec
Home in Davenport
4.79 out of 5 average rating, 102 reviewsMintra’s Villa Pool & Spa
28 Aug – 4 Sept
Home in Davenport
4.86 out of 5 average rating, 205 reviewsDisney World Area Villa Orlando * Pool * Sleeps 10
5–12 Oct
Quick stats about holiday 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
- Kissimmee Holiday rentals
- Orlando Holiday rentals
- Tampa Holiday rentals
- Sarasota Holiday rentals
- Anna Maria Island Holiday rentals
- Naples Holiday rentals
- West Palm Beach Holiday rentals
- Boca Raton Holiday rentals
- Fort Lauderdale Holiday rentals
- Miami Holiday rentals
- Miami Beach Holiday rentals
- Key West Holiday rentals
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