
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
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Popular amenities for Westchester family-friendly rentals
Family-friendly home rentals with a hot tub

Finest Bal Harbour Resort by Guaranteed Rental®
absolutely loved our time here! perfect location, amazing amenities, just wonderful ! highly recommend , we will definitely be back !

Golden Bay Club Beautiful Condo! -STR-02901.
The apartment is exactly as described. This is a tremendous place to relax, recover and enjoy the sunny isles of Florida. Fernando and team were incredibly gracious and responsive. Would definitely stay there again (hopefully very soon)

Private Paradise between Miami & the Keys
Great home. The outdoor area was fantastic and the kids loved the pool. BBQ area was perfect for the evenings. The house itself is very spacious and has everything that you need. Perfect for a family getaway, close to the Everglades and the keys

Gorgeous Bay View 1/1.5 Condo in Grove w/ Parking
Beautifully decorated, wonderfully useful design and provisioned. We had a chance to stay at two of Lorelei’s Arya Condo - a 2 bd and a 1 bd. Both were immaculate with nice touches like coffee and creamer to start the stay, some snacks for the hungry traveler. I ask for her to help us smoothly transition from one unit to the other and it was a breeze. Excellent value, fantastic views, perfect location for all the spots in the grove.

Studio #1 hot jacuzzi Miami Center Beach
Tropical Paradise!! This place is exactly what’s needed to kick back and relax. We enjoyed our stay, and will definitely be back.

Amazing City View Sleeps 3, Pool, Free Pkg, Pool
One of my favorite places I’ve stayed in Miami, really peaceful location, beautiful balcony view, the studio is exactly like the photos, very clean, the building amenities are very nice, the pool was perfect, I will definitely be booking again, great price, I’ve been going to the owners restaurant for years, and they gave a gift card & champagne, very nice gift, 10/10 would recommend!

Incredible Studio, on the 10th FL
It was a wonderful place to stay, great amenities, and parking was convenient . Staff were very friendly. It was a perfect central location for us. Andrew was very responsive and answered any questions we had.

BRICKELL ARCH LUXURY CONDO 33rd FLOOR+FREE PARKING
My husband and I stayed at their Miami location and we absolutely loved it. The view was breathtaking. Will definitely be staying here again.
Family- and pet-friendly home rentals

Grove Central 3Br+ Den Spanish House Patio BBQ
This was exactly what we were looking for. Everything was as advertised and Ana was responsive. Beds were all comfortable and linens were clean. Thanks! We Enjoyed our short stay!

Near Beach, Private Entrance, 1 mile from Downtown
Alex was fantastic when I arrived in the middle of a huge Thunderstorm and helped me get my Suitcases from my car and into my Apartment.... I would book with Alex anytime I might return to Hollywood. Thanks Alex

Large heated Pool Home (Centrally Located)
Claudia was a fantastic host! She was very helpful, answering our questions about the neighborhood and where to buy groceries. The house was clean and very comfortable for our group of 6. The garden and pool area were beautifully maintained and the kitchen was well stocked with cooking equipment. Overall we had a great time and felt right at home.

Miami - Group Retreat #1
Amazing hospitality Great location Very quiet neighborhood . Definitely recommended

3B Pool Home, King Bed-Priv.Yard-Grill & EVCharger
Everything was nice! Communication from the hosts were great. 10/10 highly recommended! The kids really enjoyed the pool!

Coastal Living for Four
Very well put together with no problems

Stylish Stay Close to UM & City Vibes
We had a great stay at this Airbnb in Miami! The place was very comfortable and had everything we needed for a relaxing visit. The location was super convenient—close to everything, which made getting around easy. The host was incredibly resourceful and always available with helpful suggestions for local spots and things to do. Communication was smooth from start to finish. I’d definitely recommend this place and would love to stay again!

Tropical Bungalow Hideaway, Spacious Patio
Jeanne is a lovely lady and very helpful. Our room was clean and tidy as described. Thank you
Family-friendly home rentals with a pool

Private Pool and Tropical Garden Oasis
We had an amazing stay! The backyard was incredible and peaceful, a place you wanted to sit and really enjoy in the private tropical paradise. The furniture and beds were really comfortable, just and overall relaxing environment with beautiful windows. We would definitely love to stay again. The hosts were very friendly and communicative. We were grateful for all the little touches.

Unique and exotic beach front townhouse
Best AIRBNB ever. The house is at a great location, just by the beach, and has everything you may need to enjoy your vacation. Michael was very kind and helpful. No better choice in Miami. Great value for money, specially considering the free parking.

Entire 3/2 with private heated salt water pool
Very beautiful home. Great heated pool! Pictures accurate. Great idea having water cooler for cold/hot water. Would come back again! (:

Luxury Residence in South Beach - Roof Top Pool
What a beautiful stay in south beach! Gorgeous home close enough to all amenities. Russell is a fabulous host, he made our stay perfect from start to finish. Highly recommended x

Cozy and charming cottage
What a gem! This place is the rose amongst the thorns of high rise Miami. Nestled in a garden district behind Bal Harbour, this Oasis hideaway was the perfect escape from the chaos. Instead of the tourist crawl, we chose to nestle at home and absorb the tranquility for a recharge before our next destination. The Bluebirds and Cardinals flying between squirrels and lizards were enchanting. The pool was blissful and the sun was warm. If we ever return to Miami there is no other place we would stay. Hosts we’re exceptional. Gave us space and privacy but we’re there when we needed them.

Studio- Between Hard Rock Stadium & Casino
Simply amazing, the smell of jasmine from her tree in the morning by the pool with a cup of coffee was awesome. Judy was absolutely wonderful. he place was clean and the kids loved her pool.

LakeFront - Home Near Casino w private pool
Wow! Just WOW! I appreciate Beatriz deeply, as she was available to accommodate my family and I for a last minute reservation, as my prior plan fell through. Beatriz was easy to communicate with, very thorough, empathic and overall a sweet, genuine spirit. The home was very beautiful and clean! I was very impressed with how everything was organized and decorated. The location was serene as well. I was able to play a little pool and brush up on my skills. I wish I was able to play the other games she had available but didn’t have time. I am so happy that I was able to stay here with family. We all enjoyed it, along with the amenities (my mother was impressed with the availability of kitchen and cooking utensils!). THANK YOU BEATRIZ! I will certainly return whenever I take a trip down to Florida.

The Oasis @ Hollywood, FL (3 miles to the beach)
Excellent comfortable home and wonderful responsive host. One hundred percent would stay again
Quick stats about vacation rentals that are family-friendly in Westchester
Total rentals
90 properties
Nightly prices starting at
ﺩ.ﺇ257 before taxes and fees
Total number of reviews
4.6K reviews
Pet-friendly rentals
50 properties allow pets
Rentals with a pool
50 properties have a pool
Rentals with dedicated workspaces
60 properties have a dedicated workspace
Destinations to explore
- Gold Coast Vacation rentals
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- House rentals Westchester
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- Bayfront Park
- Miami Beach Convention Center
- Everglades National Park
- Hard Rock Stadium
- Miami Design District
- Broward Center for the Performing Arts
- Port Everglades
- Key Biscayne Beach
- John Pennekamp Coral Reef State Park
- Trump National Doral Miami
- Crandon Beach
- Zoo Miami
- Hobie Island Beach Park North
- Biltmore Golf Course Miami
- Ocean Terrace Public Beach
- Boca Dunes Golf & Country Club
- Coral Castle
- Gulfstream Park Racing and Casino
- Cannon Beach
- Oleta River State Park
- Biscayne National Park
- Miami Beach Golf Club
- Anne Kolb Nature Center
- Palm Aire Country Club