Family-friendly vacation rentals 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.
Vacation 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 Coconut Grove
4.92 out of 5 average rating, 156 reviewsBay view, Coconut Grove, Mia
Apr 17 – 24
Guesthouse in Coral Gables
4.85 out of 5 average rating, 301 reviewsStudio #1 hot jacuzzi Miami Center Beach
Oct 22 – 29
Home in Miami
4.91 out of 5 average rating, 233 reviewsTropical RiverHouse w/Spa & Deck
Aug 19 – 26
Apartment in Miami
4.84 out of 5 average rating, 166 reviewsSpectacular Ocean Views Deluxe Apt Free Pkg/Pool
Mar 19 – 26
Condo in Miami
4.87 out of 5 average rating, 269 reviewsOcean View Balcony. Pool & Hot tub. Fast Wi-Fi
Sep 25 – Oct 2
Home in Homestead
4.93 out of 5 average rating, 357 reviewsPrivate Paradise between Miami & the Keys
Mar 27 – Apr 3
Apartment in Miami
4.92 out of 5 average rating, 117 reviewsLarge Apartment in Marriott Villas at Doral
Mar 7 – 14
Home in Miami Springs
4.91 out of 5 average rating, 255 reviewsCentrally Located Resort Style Miami home
Jun 6 – 13
Family- and pet-friendly home rentals
Apartment in Miami
4.87 out of 5 average rating, 102 reviewsTropical Paradise in Miracle Mile w/ Parking (3T)
Jun 23 – 30
Apartment in South Miami
4.78 out of 5 average rating, 190 reviewsClose to everything, clean apartment Coral Gables
Dec 29 – Jan 5
Cottage in Florida
4.82 out of 5 average rating, 173 reviewsGateway to the Everglades, The Cottage
Oct 6 – 13
Guest suite in Miami
4.79 out of 5 average rating, 316 reviewsThe JŪNGALŌW The Miami hidden Oasis 🌿
Aug 20 – 27
Guesthouse in Miami
4.93 out of 5 average rating, 521 reviewsArtsy Cottage. Cute patio. LittleHavana & Brickell
Apr 27 – May 4
Guest suite in West Flagler
4.89 out of 5 average rating, 196 reviewsCozy Studio.
May 23 – 30
Home in Miami
4.87 out of 5 average rating, 269 reviewsPrivate Guest House-2 Bedrooms/1 Bath-Renovated!
Jul 6 – 13
Home in Miami
4.89 out of 5 average rating, 217 reviewsThe house near Miami airport beautiful place
Sep 2 – 9
Family-friendly home rentals with a pool
Guesthouse in Miami
4.85 out of 5 average rating, 450 reviewsTropical Elegence in Miami Brickell
Jun 27 – Jul 4
Guest suite in Miami
4.95 out of 5 average rating, 243 reviews"Casa Mia's" pool & BBQ bungalow
Aug 25 – Sep 1
Guesthouse in Biscayne Park
4.94 out of 5 average rating, 450 reviewsCozy and charming cottage
Nov 28 – Dec 5
Apartment in Key Biscayne
4.94 out of 5 average rating, 174 reviewsKey Biscayne Unit 1/2 block from the beach
Aug 30 – Sep 6
Farm stay in Homestead
4.82 out of 5 average rating, 177 reviewsCedar Room on Farm near Everglades & Florida Keys
Mar 14 – 21
Home in Miami
4.83 out of 5 average rating, 321 reviewsLaurel House 4 Bed/3 Bath /Pool/Tiki/BBQ/Billiards
Jul 21 – 28
Guest suite in Pembroke Pines
4.94 out of 5 average rating, 614 reviewsStudio- Between Hard Rock Stadium & Casino
Jul 19 – 26
Home in Miami
4.81 out of 5 average rating, 323 reviewsLas Palmas Miami-Heated Pool/Tiki/ Waterfront Home
Nov 19 – 26
Quick stats about vacation 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
R1,316 ZAR before taxes and fees
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