Family-friendly vacation rentals in Westchester

The entrance features a welcoming door adorned with a floral wreath. A small, wooden porch is complemented by two folding chairs and a table, with vibrant greenery framing the entry. Sunlight casts a warm glow on the inviting space.

4.85 out of 5 average rating, 215 reviews

Peaceful 3BR Retreat in Quiet Miami Neighborhood

Welcome to your 🏡 away from 🏡! This comfortable and spacious 3-bedroom, 1-bathroom home is perfect for families and small groups looking for a relaxing stay. Location Perks: • Just 5 minutes from supermarkets, restaurants, and shopping • Easy access to Palmetto Expressway for quick trips around the city Important Notes: • This listing is for the main house only • The owner resides in the backside of the property. Book your stay and enjoy a comfortable, well-located home for your next trip!

Indoor spacesKitchenParking

4.94 out of 5 average rating, 124 reviews

The exterior of a renovated house is shown at sunset, featuring a clean white façade and a welcoming entrance. A curved driveway leads to the front door, complemented by well-maintained grass and landscaping along the pathway.

Home in Tamiami

10 ppl |Top Location | 20 Min Beach | Bar | Patio

Welcome to our newly renovated house, perfect for spending some unforgettable days with your family and friends Why booking with us? 1- Best Location in the heart of Miami. 2- 15 Min to Wynwood Art District 3- 15 Min to Downtown and Brickell 4- 20 Min to Beach 6- 4 Bedrooms | 2 Baths 7- Designed for 10 guests (1 King , 2 Queen, 2 Twins, 1 Queen Sofa Bed) 7- Free Parking (5 Cars) 8- Fully Equipped Kitchen 9- Fast Wi-Fi 10- Bar 11- Kids Playground 11- Private Patio 12- Barbecue Area 13- 4 TVs

Indoor spacesKitchenBackyard

An aerial view showcases a modern house situated near a tranquil canal. Lush green lawns and palm trees surround the property, with kayaks resting on a concrete area by the water's edge. The clear blue sky enhances the peaceful ambiance of the neighborhood.

4.93 out of 5 average rating, 245 reviews

Enjoy our Beautiful Home on a Fun Canal! Hot tub!

Beautiful & Modern 4/3 Canal House! completely renovated. Go Kayaking through the Canals.. Enjoy the views of the backyard and canal with jumping fish all day, House is in a centric and quiet neighborhood. Amazing backyard & terrace with a BBQ, 2 Kayaks provided for Guest. Home is near nice restaurants and close to main Highways.. ✔️15min from Miami International airport ✔️25min - Downtown Miami ✔️ 30min - Miami Beach ✔️10-15min - Dadeland Mall & Merrick Park Come Relax at our Paradise Home!

FamilyKitchenLong stay

A private pool with clear, inviting water reflects sunlight. The pool features a gentle gradient leading to a shallow entry with stainless steel steps. Lush greenery surrounds the area, providing a natural backdrop for relaxation.

4.82 out of 5 average rating, 172 reviews

Ily's House

Fabulous fully remodeled house. Stay near NU Stadium the heart of this year’s FIFA excitement. This comfortable and modern short term rental puts you close to the action while giving you a quiet private place to unwind. Private large pool and covered patio. New kitchen, fast Wi-Fi, smart tv’s. Fifteen minutes away from the airport. Close to many shopping plazas, restaurants and various entertainment. The University of Miami is 2.9 miles. The house is located near several Plastic Surgery Centers.

KitchenFamilyLayout

4.94 out of 5 average rating, 106 reviews

Canalfront Pool • Family Escape • Near MIA

🏊‍♂️ Private pool + scenic canal views 🌴 Outdoor lounge, BBQ & open-air bathroom 🍳 Full kitchen + coffee, air fryer & essentials 🧺 Pool & bath towels provided 🛏️ 4 bedrooms · 2 king + 2 queen · sofa bed 📺 5 Smart TVs · fast Wi-Fi 🧳 Simplified check-out 🅿️ Parking 4 cars 🛍️ 10–15 min → Dolphin Mall & FIU ✈️ 16 min → MIA Airport 🌆 20–30 min → Brickell & Beaches 🐾 Pets welcome · Pet fee applies 🔑 Entire home · private use 🤝 Superhost - English & Spanish 🚫 No parties or indoor smoking

KitchenFamilyLayout

4.89 out of 5 average rating, 192 reviews

Home in Flagami

Miami Family Pool Retreat | Near Airport & Stadium

Stay in the heart of Miami at this spacious pool home, just 1 block from famous Calle Ocho! Only 7 miles from Miami International Airport and 14 miles from South Beach. Enjoy a private heated pool, comfortable living spaces, and easy access to top restaurants, shopping, nightlife, and the FIFA stadium. Perfect for families and groups looking for the ideal Miami getaway. You’ll love the cleanliness, comfort, and private heated pool. Perfect for families with a fully equipped kitchen for cooking

KitchenIndoor spacesHospitality

A spacious living area is presented with modern furnishings, including a large gray sofa facing a sleek television mounted on the wall. Light-colored cabinetry and a dining table are visible in the background, while a fireplace adds warmth to the ambiance. Potted plants offer a touch of greenery.

4.89 out of 5 average rating, 150 reviews

The Lux Paradise Miami “Breakfast included”

Enjoy a stylish experience at this centrally-located place. Located in the heart of Miami, our property is close to all the main attractions the city has to offer. Whether you’re looking to explore vibrant neighborhoods like Little Havana and Coconut Grove, enjoy the stunning beaches of Miami Beach, or visit popular spots like the Miami Zoo, Vizcaya Museum, and the bustling Brickell area, you’ll find everything within easy reach. Perfect for those who want to experience the best of Miami!

Indoor spacesKitchenCheckout

A modern living room showcases marble accents and a large wall-mounted flat screen TV. A plush sectional sofa with bold black and white patterns is arranged around a decorative coffee table. Natural light filters through the window with minimalistic blinds.

4.96 out of 5 average rating, 114 reviews

| LuxeLanding | Pool+Lounge+Chess+BBQ+Golf+Airport

Discover the magic of Miami at our stunning 4BR/3BA modern retreat in vibrant Little Havana’s west side! This spacious, open-concept home sleeps up to 11 and features a sleek living room, fully stocked kitchen with stainless steel appliances, dinnerware, wine/shot glasses, cookware, tabletop appliances & complimentary coffee. The highlight? A resort-style backyard with a pool, mini golf, life-size chess, cornhole, Connect Four, outdoor pool table, a covered gazebo & deluxe grill/hibachi!

KitchenFamilyOutdoor spaces

5 out of 5 average rating, 475 reviews

Home in Fountainebleau

Sanctuary Salt water heated pool BBQ Grill Oasis

Come and create unforgettable memories in this modernly designed single-family home with a spacious layout and a range of comfortable bedrooms. It features two king-size beds, one queen-size bed, and a twin fold-up bed, as well as an Italian queen-size sofa bed. The house is bathed in natural light and boasts modern amenities that cater to your convenience. Located in a prime location, this house is close to all the tourist areas!! The pool is salt water with heater, Also a grill area

FamilyIndoor spacesBeach

4.97 out of 5 average rating, 168 reviews

A welcoming entrance is highlighted by two chairs positioned on a patterned rug. Potted plants are arranged around the space, accompanied by a decorative light fixture. A ceiling fan is visible above, and a door leads into the private room, creating an inviting atmosphere.

Guest suite in Miami

Adorable private studio

Relaxing, private, peaceful and centrally-located studio. You do not share your space with anyone. Walking distance to restaurants, supermarket, bus stop, Gym and Florida International University. Conveniently close to Miami Airport, Kendall Regional Hospital, Dolphin Mall, TopGolf, Everglades Airboat Expeditions, City Place Doral with Fresh Market, shops, Movie Theaters, Comedy Club, live music and more. Eleven miles from Bayside and Wynwood Walls. The beach? A short 15-mile drive!

Indoor spacesFamilyComfort

4.85 out of 5 average rating, 123 reviews

An inviting outdoor space features a large pool surrounded by a spacious patio. Comfortable lounge chairs and a shaded dining area provide relaxation options, while sheer curtains frame the area. The clear sky adds to the serene atmosphere of this well-appointed outdoor setting.

Home in Fountainebleau

Home Sweet Home Family & Friends getaway with Pool

Welcome to our charming 4-bedroom family home nestled in the heart of vibrant Miami! The home is perfect for families, couples, or friends looking for a comfortable getaway. Minutes away from Miami International Airport, Miami Beach, Downtown Miami, Brickell, and Doral. ✔ Fully Equipped Kitchen ✔ Comfortable Bedrooms with King/Queen/Full beds/bunk beds ✔ Open Concept Living Area ✔ Office Desk ✔ High-Speed Wi-Fi ✔ Free parking on premises ✔ Large Patio and yard with pool

Indoor spacesKitchenCheckout

4.86 out of 5 average rating, 137 reviews

Gorgeous 5BR • Pool_Hot Tub_BBQ | Fire Pit & Games

Welcome to our home, a haven of entertainment and enjoyment that you won't want to depart. From the serene pool and hot tub to the thrilling games, this residence is crafted to deliver an unforgettable vacation for all ages. If you seek an all-inclusive getaway, look no further. 5 Bedrooms 3.5 Bathrooms Heated Pool/Jacuzzi/Pool Table/Ping Pong Table/Mega Chess/Basketball/Mini Golf/Kids Playground/BBQ/Hammock/Mini Beach/Outdoor furniture/Fire Pit/Cornhole Game

FamilyIndoor spacesLocation

Popular amenities for Westchester family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.9 out of 5 average rating, 336 reviews

Home in Princeton

Boutique Style House Hot-Tub Mini-Golf BBQ & Games

Indoor spacesKitchenHiking

4.96 out of 5 average rating, 164 reviews

Home in Coral Way

Blissful Villa Eco Pool 4B/4B

Indoor spacesFamilyCleanliness

4.95 out of 5 average rating, 243 reviews

Miami Getaway - Heated Pool, Hot tub, BBQ

FamilyKitchenGrill

4.75 out of 5 average rating, 212 reviews

Condo in Coconut Grove

Hotel Arya Apt w/Waterfront View, Free Parking

Indoor spacesFamilyAccuracy

Apartment in Coconut Grove

A spacious bedroom is framed by large glass windows, offering views of the vibrant city and bay. A plush quilted bed is centered in the room, paired with a modern chair and a wooden dresser. Soft natural light fills the space, highlighting the contemporary furnishings.

4.87 out of 5 average rating, 359 reviews

Corner Deluxe Bay/City View Studio Free Park, Pool

FamilyIndoor spacesWalkability

4.98 out of 5 average rating, 107 reviews

Oasis & Art / Artificial Beach / Heated Pool / Mini Golf

FamilyKitchenLayout

4.97 out of 5 average rating, 308 reviews

A heated pool is surrounded by palm trees, offering a refreshing oasis. Comfortable outdoor seating arrangements include chairs and loungers, alongside a sun umbrella. The patio area is designed for relaxation and leisure, with vibrant greenery adding to the tranquil atmosphere.

Guesthouse in Miami

Guesthome w/ Heated Pool 5 mins from Miami Airport

KitchenFamilyOutdoor spaces

Apartment in Downtown Miami

4.88 out of 5 average rating, 544 reviews

High-Floor Studio with Best City View in Miami

FamilyKitchenBathroom

Family- and pet-friendly home rentals

4.99 out of 5 average rating, 100 reviews

A side view of the property is presented, showcasing lush greenery and tropical plants along the exterior. A sturdy tree offers shade near the white house, with vibrant flowers adding a touch of color to the garden area.

Home in South Miami

Peacock Boho Chic Retreat

Indoor spacesFamilyParking

4.9 out of 5 average rating, 102 reviews

Luxury Stay w/ Heated Pool, Golf & Chess Yard

KitchenIndoor spacesPool

4.92 out of 5 average rating, 109 reviews

Cheerful, peaceful 3-Bedroom house with pool

FamilyIndoor spacesQuiet

4.95 out of 5 average rating, 158 reviews

Miami Private Oasis • Heated Pool & Mini Golf

Indoor spacesKitchenPool

A private pool area is surrounded by lush greenery, featuring a mosaic-tiled pool reflecting vibrant colors in the water. Two woven lounge chairs are positioned nearby, inviting relaxation. The sky showcases a blend of warm colors at sunset, enhancing the serene outdoor setting.

4.96 out of 5 average rating, 144 reviews

Luxury Villa | Spa - Pool |Top Location| Pets |BBQ

FamilyKitchenLaundry

4.99 out of 5 average rating, 101 reviews

The exterior of the bungalow is surrounded by lush greenery, with tropical plants and trees creating a natural canopy. The entrance features a covered porch with a screen door, allowing for gentle light to illuminate the area. Brick paths lead to the inviting front door.

Home in Coconut Grove

Grove Bungalow

Indoor spacesFamilyGetting around

5 out of 5 average rating, 216 reviews

A colorful hammock is suspended between two palm trees, inviting relaxation beside a sparkling pool. Lush tropical plants surround the outdoor area, creating a peaceful ambience. The inviting pool area is visible in the background, enhancing the serene outdoor setting.

Guest suite in Homestead

“Have Fun at Hacienda Paraíso” Suite 1 | pool |

Indoor spacesKitchenBreakfast

4.87 out of 5 average rating, 174 reviews

Apartment in Flagami

Hope Apartment

KitchenFamilyView

Family-friendly home rentals with a pool

A spacious living area is presented with natural light flowing through large windows. The design features a warm-toned leather sofa and two green armchairs. A dining table for six is visible in the background, complemented by light wooden flooring and decorative plants.

5 out of 5 average rating, 47 reviews

Miami Oasis: Charming home with private pool

KitchenIndoor spacesQuiet

4.98 out of 5 average rating, 45 reviews

Waterfront Retreat + Heated Pool + Sand Court

FamilyIndoor spacesDecor

5 out of 5 average rating, 14 reviews

Modern 4BR Home w/ Pool, Fast Wi-Fi & Near Airport

FamilyKitchenCleanliness

5 out of 5 average rating, 62 reviews

Miami Chic-Heated Pool Near FIU and Coral Gables

FamilyKitchenCleanliness

4.93 out of 5 average rating, 28 reviews

Terramar Villa- Luxury near Doral & MIA

KitchenFamilyQuiet

Guest suite in South Miami

An inviting outdoor pool area is surrounded by lush greenery, illuminated by colorful floating spheres. Tall palm trees and vibrant plants contribute to a serene ambiance at night, highlighting the tranquil atmosphere of the space.

4.87 out of 5 average rating, 548 reviews

Studio Apartment Dino's Place

Indoor spacesKitchenHeating

4.98 out of 5 average rating, 104 reviews

Two lightly dusted croissants are placed on white plates, resting on a weathered wooden table. The serene pool in the background sparkles under sunlight, surrounded by lush greenery and vibrant tropical plants.

Home in South Miami

South Miami/Coral Gables House with Exclusive Pool

KitchenIndoor spacesBathroom