Family-friendly holiday houses in Westchester
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Westchester
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 Westchester family-friendly rentals
Family-friendly home rentals with a hot tub
Apartment in Miami
4.92 out of 5 average rating, 156 reviewsBay view, Coconut Grove, Mia
10 – 17 Aug
Guesthouse in Coral Gables
4.85 out of 5 average rating, 302 reviewsStudio #1 hot jacuzzi Miami Center Beach
30 June – 7 July
Condo in Miami
4.87 out of 5 average rating, 269 reviewsOcean View Balcony. Pool & Hot tub. Fast Wi-Fi
25 Aug – 1 Sept
Apartment in Miami
4.84 out of 5 average rating, 128 reviewsAmazing City View Suite In Coconut Grove Free Park
16 – 23 July
Condo in Coconut Grove
4.92 out of 5 average rating, 162 reviewsHeart of Coconut Grove, pool. gym/sauna, park free
24 – 31 July
Apartment in Miami
4.94 out of 5 average rating, 234 reviewsCoconut Grove 21st Floor Studio-Parking & WIFI
8 – 15 June
Home in Miami
4.91 out of 5 average rating, 233 reviewsTropical RiverHouse w/Spa & Deck
16 – 23 Aug
Home in Miami Springs
4.91 out of 5 average rating, 255 reviewsCentrally Located Resort Style Miami home
4 – 11 June
Family- and pet-friendly home rentals
Apartment in South Miami
4.78 out of 5 average rating, 190 reviewsClose to everything, clean apartment Coral Gables
1 – 8 Aug
Home in Miami
4.88 out of 5 average rating, 126 reviewsCoral Way _ Nicklaus children's Hospital
18 – 25 July
Apartment in Miami
4.84 out of 5 average rating, 360 reviewsEnjoy A Tropical Getaway in Coral Gables
1 – 8 Oct
Cottage in Florida
4.82 out of 5 average rating, 174 reviewsGateway to the Everglades, The Cottage
14 – 21 Apr
Guesthouse in Miami
4.93 out of 5 average rating, 523 reviewsArtsy Cottage. Cute patio. LittleHavana & Brickell
12 – 19 Apr
Guest suite in Coral Way
4.89 out of 5 average rating, 405 reviewsTranquil Spot at the Heart of Miami
30 May – 6 June
Guest suite in Miami
4.79 out of 5 average rating, 316 reviewsThe JŪNGALŌW The Miami hidden Oasis 🌿
24 – 31 Aug
Home in Miami
4.89 out of 5 average rating, 217 reviewsThe house near Miami airport beautiful place
10 – 17 Nov
Family-friendly home rentals with a pool
Guest suite in Miami
4.95 out of 5 average rating, 244 reviews"Casa Mia's" pool & BBQ bungalow
25 Aug – 1 Sept
Apartment in Key Biscayne
4.94 out of 5 average rating, 174 reviewsKey Biscayne Unit 1/2 block from the beach
30 Oct – 6 Nov
Guesthouse in Biscayne Park
4.94 out of 5 average rating, 451 reviewsCozy and charming cottage
7 – 14 Mar
Home in Miami
4.84 out of 5 average rating, 322 reviewsLaurel House 4 Bed/3 Bath /Pool/Tiki/BBQ/Billiards
28 Apr – 5 May
Guest suite in Pembroke Pines
4.94 out of 5 average rating, 614 reviewsStudio- Between Hard Rock Stadium & Casino
10 – 17 June
Home in Miami
4.94 out of 5 average rating, 150 reviewsPrivate Pool and Tropical Garden Oasis
6 – 13 Oct
Apartment in Miami
4.92 out of 5 average rating, 150 reviewsOcean View Sorrento Fontainebleau Miami Beach Unit
23 – 30 Oct
Apartment in Miami
4.89 out of 5 average rating, 420 reviewsBeautful 1 Bedroom with Pool and Beach access
7 – 14 June
Quick stats about accommodation & holiday rentals that are family-friendly in Westchester
Total rentals
60 properties
Rentals with dedicated workspaces
40 properties have a dedicated workspace
Rentals with a pool
30 properties have a pool
Pet-friendly rentals
30 properties allow pets
Total number of reviews
2.4K reviews
Nightly prices starting at
$107 AUD before taxes and fees
Destinations to explore
- Miami Holiday rentals
- Miami Beach Accommodation & holiday rentals
- Fort Lauderdale Accommodation & holiday rentals
- Boca Raton Accommodation & holiday rentals
- West Palm Beach Holiday rentals
- Naples Accommodation & holiday rentals
- Key West Holiday rentals
- Sarasota Holiday rentals
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- Anna Maria Island Accommodation & holiday rentals
- Nassau Holiday rentals
- Family-friendly rentals Miami
- Family-friendly rentals United States
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- Family-friendly rentals Fort Lauderdale
- Family-friendly rentals Miami-Dade County
- Monthly Rentals Westchester
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