Kid-friendly holiday rentals in Winter Haven
Find and book unique family-friendly rentals on Airbnb
Top-rated family-friendly rentals in Winter Haven
Guests agree: these family-friendly rentals 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
Kid-friendly house rentals
Home in Lake Alfred
5.0 out of 5 average rating, 132 reviewsLA Loft, Upstairs private studio
11–18 Aug
Home in Winter Haven
4.94 out of 5 average rating, 143 reviewsCozy Family Home Near Legoland
15–22 Jul
Home in Winter Haven
4.9 out of 5 average rating, 153 reviewsHidden Haven Lakehouse Pool by Legoland
20–27 Jun
Home in Haines City
4.88 out of 5 average rating, 136 reviews3 Bedroom Executive with Private Pool near Disney
18–25 Nov
Home in Auburndale
4.95 out of 5 average rating, 136 reviewsthree bedroom family house, near legoland
19–26 Jun
Home in Haines City
4.95 out of 5 average rating, 139 reviewsLuxury Home 4/3 near Disney, 2 Masters
9–16 Sept
Home in Lakeland
4.96 out of 5 average rating, 115 reviewsCute, Historic District Home - GREAT LOCATION
21–28 Aug
Home in Winter Haven
4.89 out of 5 average rating, 261 reviewsThe Old Haven - An Enduring Piece of Nostalgia
20–27 Jun
Family-friendly apartment rentals
Flat in Lakeland
4.92 out of 5 average rating, 220 reviewsDowntown Lakeland - 2 bed/1bath Luxury Apartment
26 May – 2 Jun
Flat in Lakeland
4.88 out of 5 average rating, 228 reviewsCozy Downtown Suite. 2BR / 1BA Private and clean.
6–13 Jun
Flat in Lakeland
4.96 out of 5 average rating, 292 reviewsCottage On Cambridge
26 Jan – 2 Feb
Flat in Lakeland
4.97 out of 5 average rating, 150 reviewsYour Charming Place in Central Florida
27 Nov – 4 Dec
Flat in Winter Garden
4.88 out of 5 average rating, 111 reviewsStay A While
17–24 Jul
Flat in Orlando
4.98 out of 5 average rating, 137 reviewsEntire Lovely & Cozy Centrally Located Place
24–31 Jul
Flat in CHAMPIONS GT
4.91 out of 5 average rating, 161 reviewsMagical Newly Renovated 10 minutes to Disney 2+2
16–23 Aug
Flat in Kissimmee
4.88 out of 5 average rating, 266 reviewsKing Bed Family Condo Orlando Disney Universal
12–19 Jan
Family-friendly apartment rentals
Apartment in Davenport
4.84 out of 5 average rating, 140 reviewsFull Service Gated Resort, Close to Disney & MCO!
8–15 Sept
Apartment in Davenport
4.92 out of 5 average rating, 377 reviewsMediterranean Resort! 2+2 Condo. 10 mins to Disney
15–22 Aug
Apartment in Davenport
4.85 out of 5 average rating, 267 reviewsNear Disney w POOL 3BR/2BA Tuscany-style -Sleeps 8
6–13 Jul
Apartment in Davenport
4.93 out of 5 average rating, 187 reviewsDisney Vacation Bahama Bay Resort Orlando Retreat
21–28 Aug
Apartment in Kissimmee
4.98 out of 5 average rating, 288 reviewsGorgeous❤️ Pool & Lake View Condo near Disney Parks
3–10 Apr
Apartment in Davenport
4.94 out of 5 average rating, 135 reviewsIsland Style at Bahama Bay - Minutes to Disney!
28 Aug – 4 Sept
Apartment in Kissimmee
4.94 out of 5 average rating, 109 reviewsCheery 2BR Condo w/zero entry pool near Disney
14–21 Oct
Apartment in Kissimmee
4.96 out of 5 average rating, 154 reviewsWelcome to our Son Shine condo ....
31 Oct – 7 Nov
Quick stats about holiday rentals that are kid-friendly in Winter Haven
Total rentals
80 properties
Rentals with a pool
20 properties have a pool
Pet-friendly rentals
30 properties allow pets
Family-friendly rentals
60 properties are a good fit for families
Total number of reviews
5.5K reviews
Nightly prices starting at
£32 before taxes and fees
Destinations to explore
- Kissimmee Holiday rentals
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