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Family-friendly vacation rentals in Westchester

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Westchester family-friendly rentals

Family-friendly home rentals with a hot tub

Superhost
A spacious living area is featured with a modern glass dining table surrounded by upholstered chairs. Large windows allow natural light to fill the space, revealing views of the outside greenery. Designer lighting fixtures hang elegantly above, complementing the contemporary décor.
Condo in Bal Harbour
4.89 out of 5 average rating, 204 reviews

Finest Bal Harbour Resort by Guaranteed Rental®

KristenRating, 5 stars1 month ago
absolutely loved our time here! perfect location, amazing amenities, just wonderful ! highly recommend , we will definitely be back !
Guest favorite
A clean and modern bathroom is presented with a white vanity featuring a sink and ample counter space. A shower stall with sliding glass doors is visible, alongside a toilet. A bright teal towel adds a pop of color to the neutral tones.
Condo in Sunny Isles Beach
4.88 out of 5 average rating, 107 reviews

Golden Bay Club Beautiful Condo! -STR-02901.

JimRating, 5 stars3 weeks ago
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)
Guest favorite
A spacious outdoor area features a saltwater pool and a hot tub surrounded by lush tropical plants. A thatched tiki hut provides shaded seating, while a patio with lounge chairs is situated nearby. The home's façade is visible, highlighting large windows.
Home in Homestead
4.93 out of 5 average rating, 397 reviews

Private Paradise between Miami & the Keys

OliverRating, 5 stars5 days ago
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
Guest favorite
A colorful playground is nestled under large trees, featuring multiple slides and climbing structures. Soft green turf surrounds the play area, providing a safe environment. In the background, a building emerges among the trees, contributing to the family-friendly atmosphere.
Apartment in Coconut Grove
4.93 out of 5 average rating, 136 reviews

Gorgeous Bay View 1/1.5 Condo in Grove w/ Parking

RobertRating, 5 stars1 month ago
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.
Guest favorite
A private outdoor area features a spa jacuzzi surrounded by a lush garden, providing a serene environment for relaxation. Two wicker chairs with colorful cushions are positioned nearby, and a small side table is visible. A secure gate offers access from the patio.
Guesthouse in Flagami
4.86 out of 5 average rating, 342 reviews

Studio #1 hot jacuzzi Miami Center Beach

yasminRating, 5 stars2 weeks ago
Tropical Paradise!! This place is exactly what’s needed to kick back and relax. We enjoyed our stay, and will definitely be back.
Guest favorite
A squash court is depicted, featuring four individuals engaged in play. The foreground shows a player preparing to serve, with a partially visible racket. The backdrop includes additional players and the court's walls, emphasizing an active and energetic atmosphere.
Apartment in Coconut Grove
4.84 out of 5 average rating, 229 reviews

Amazing City View Sleeps 3, Pool, Free Pkg, Pool

DuwanRating, 5 stars3 days ago
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!
Superhost
Condo in Coconut Grove
4.73 out of 5 average rating, 163 reviews

Incredible Studio, on the 10th FL

ShainaRating, 5 stars3 weeks ago
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.
Guest favorite
A tall skyscraper named 'Brickell Arch' is depicted, featuring a sleek glass facade reflecting the sky. Tall palm trees are positioned in the foreground, complementing the modern architectural design of the building.
Apartment in Brickell Business District
4.78 out of 5 average rating, 303 reviews

BRICKELL ARCH LUXURY CONDO 33rd FLOOR+FREE PARKING

Leisa NayelliRating, 5 starstoday
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

Guest favorite
Home in Coral Way
4.89 out of 5 average rating, 289 reviews

Grove Central 3Br+ Den Spanish House Patio BBQ

TinaRating, 5 stars2 weeks ago
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!
Guest favorite
A cozy bedroom features a king-size bed with white linens and fluffy pillows. Natural light flows through the window, illuminating the space. A flat screen TV is mounted on the wall, and a small bedside table and lamp are positioned beside the bed. A full-length mirror reflects the cozy ambiance.
Guest suite in Hollywood Lakes
4.92 out of 5 average rating, 355 reviews

Near Beach, Private Entrance, 1 mile from Downtown

BarrRating, 5 stars3 weeks ago
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
Top guest favorite
Home in Miami
4.89 out of 5 average rating, 225 reviews

Large heated Pool Home (Centrally Located)

MaeveRating, 5 stars3 weeks ago
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.
Superhost
A bright, modern bathroom features a walk-in shower with a glass enclosure and a pebble stone floor. A white vanity with a sink and minimalist decor complements the clean design. Natural light enters through a window, illuminating the space.
Home in Miami
4.85 out of 5 average rating, 111 reviews

Miami - Group Retreat #1

MicheleRating, 5 stars1 week ago
Amazing hospitality Great location Very quiet neighborhood . Definitely recommended
Guest favorite
Home in Hollywood
4.89 out of 5 average rating, 170 reviews

3B Pool Home, King Bed-Priv.Yard-Grill & EVCharger

SaquoyaRating, 5 stars1 week ago
Everything was nice! Communication from the hosts were great. 10/10 highly recommended! The kids really enjoyed the pool!
Superhost
A comfortable living room is displayed, featuring a television on a white media console. Two windows with blinds allow natural light in, illuminating the space. A woven chair complements a dark sofa, while a coffee table holds a decorative tray and a remote.
Home in Hollywood Lakes
4.85 out of 5 average rating, 179 reviews

Coastal Living for Four

MarticeRating, 5 stars4 weeks ago
Very well put together with no problems
Superhost
The exterior of the duplex features a well-maintained garden with lush green grass. A concrete walkway leads to the entrance, framed by two large windows. The front door is white with a small window, complemented by a subtle doormat. A red vehicle is parked nearby.
Guesthouse in Coral Way
4.84 out of 5 average rating, 329 reviews

Stylish Stay Close to UM & City Vibes

KeishaRating, 5 stars6 days ago
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!
Guest favorite
A studio space is presented with a spacious bed in the foreground, accompanied by a small desk and a bistro table. A microwave, fridge, and coffee maker are visible on a shelf, with a private bathroom entrance at the rear. Natural light enters through glass doors leading to a patio.
Apartment in Coconut Grove
4.9 out of 5 average rating, 310 reviews

Tropical Bungalow Hideaway, Spacious Patio

TamásRating, 5 stars1 week ago
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

Superhost
A serene outdoor space is highlighted by a heated saltwater pool surrounded by lush palm trees. Poolside seating includes elegant iron chairs and tables. Soft lighting enhances the tranquil ambiance, creating a welcoming atmosphere for relaxation and enjoyment.
Home in Miami
4.93 out of 5 average rating, 190 reviews

Private Pool and Tropical Garden Oasis

MistyRating, 5 stars3 weeks ago
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.
Superhost
A modern living area features a comfortable sectional sofa and a low coffee table, complemented by colorful wall art. The open kitchen with white cabinetry and bar seating connects seamlessly to the living space, enhancing the flow and accessibility of the area.
Apartment in Mid Beach
4.81 out of 5 average rating, 107 reviews

Unique and exotic beach front townhouse

IsabellaRating, 5 stars3 months ago
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.
Superhost
A heated saltwater pool is surrounded by a screened patio, featuring several lounge chairs positioned along the edge. The water reflects the surrounding foliage, creating a serene environment. A fence provides privacy, ensuring a tranquil space for relaxation.
Home in Pembroke Pines
4.74 out of 5 average rating, 177 reviews

Entire 3/2 with private heated salt water pool

DebRating, 5 stars1 month ago
Very beautiful home. Great heated pool! Pictures accurate. Great idea having water cooler for cold/hot water. Would come back again! (:
Guest favorite
A modern bathroom features a glass-enclosed shower with marble tile and a dual sink vanity with dark wood cabinetry. Soft lighting illuminates the space, while window shutters allow for privacy and natural light.
Loft in South Beach
4.92 out of 5 average rating, 199 reviews

Luxury Residence in South Beach - Roof Top Pool

BeckyRating, 5 stars1 week ago
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
Top guest favorite
A bright area displays a wooden shelving unit alongside a small table. Potted plants are set atop the shelves, which hold various kitchen appliances and decorative items. A woven basket and magazines are visible on the table, complemented by a colorful textile underneath.
Guesthouse in Biscayne Park
4.95 out of 5 average rating, 494 reviews

Cozy and charming cottage

RowanRating, 5 stars5 days ago
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.
Guest favorite
Guest suite in Pembroke Pines
4.94 out of 5 average rating, 705 reviews

Studio- Between Hard Rock Stadium & Casino

JosephRating, 5 stars1 week ago
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.
Guest favorite
A spacious living area features large windows allowing natural light to brighten the space. A comfortable couch is positioned around a glass coffee table, complemented by a decorative rug. A pool table is visible in the background, alongside tasteful artwork and indoor plants.
Home in Davie
4.9 out of 5 average rating, 145 reviews

LakeFront - Home Near Casino w private pool

OpalRating, 5 stars1 month ago
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.
Superhost
Home in Hollywood
4.83 out of 5 average rating, 275 reviews

The Oasis @ Hollywood, FL (3 miles to the beach)

StaciRating, 5 stars3 months ago
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