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Family-friendly vacation rentals in Pinewood

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Pinewood

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Top guest favorite

A swimming pool is surrounded by palm trees, providing a refreshing atmosphere. A bright yellow float is seen in the water, and lounge chairs are positioned nearby under a yellow umbrella. The pool area is paved and offers a secure, enclosed environment.

Apartment in El Portal

4.95 out of 5 average rating, 347 reviews

Resort Like Exquisite 1 Bedroom Apartment & Pool

Beautiful property close to Downtown Miami and Miami Beach. This apartment has its own private courtyard to enjoy outside dining & bar kitchen, which includes: refrigerator, microwave oven, ice maker, dishwasher, a Keurig Coffee Maker and a single cooktop. Central Air Conditioning. Washer/Dryer and two TVs. Free WiFi/Internet access, one parking space and use of the shared swimming pool. The apartment and pool are both professionally cleaned 🧼 Awesome place to stay in Miami, close to everything!

Top guest favorite

A modern studio space features a spacious king-sized bed and a queen-sized sofa bed. Natural light floods in through large windows. A dining area with a work desk is situated beside the kitchenette, which includes a microwave and stove. A decorative rug enhances the inviting ambiance.

Apartment in Buena Vista

4.96 out of 5 average rating, 1,243 reviews

Design District Stylish Studio

Stylish modern studio located in a safe and quiet area of Miami Buena Vista - Design District and offers privacy, comfort and convenience, featuring a comfortable king-sized bed, a queen-sized sofa bed, dining table, work desk, refrigerator, electric stove burner, microwave, plates & silverware, cookware, WI-Fi, Smart TV, washer/dryer and AC. The Buena Vista Lofts is a boutique loft style building just a few blocks from iconic designer shops & restaurants, warm peaceful suites for all travelers.

A modern house is framed by lush greenery and set behind a sleek black fence. The structure features a combination of light and dark elements, with a flat roof and large front window that allows natural light to enter the interior.

Guesthouse in Miami

4.91 out of 5 average rating, 253 reviews

Miami “Urban Oasis” Guest (Detached Structure)

Welcome to Urban Oasis Guest House in the heart of Miami🏡 The perfect destination for those seeking a centrally located premium property at a great value. 5 min from Wynwood/Design District, 10 min from Downtown/Airport and 15 min to South Beach. Built in '21/Remodeled in '23. Bedroom boasts an amazing bed, sheets and pillows perfectly curated to offer restful nights of sleep. Queen sleeper Sofa. Full kitchen & bathroom.Private secure patio, seating & grill.Parking space inside gated property!

Guesthouse in Carol City

4.86 out of 5 average rating, 118 reviews

Lovely Camper

Relax at this unique and tranquil getaway. Small but Cozy Travel Trailer close to everything around Miami and Fort Lauderdale and the beautiful Beaches of South Florida. Enjoy life concerts and sports at Hard Rock Stadium 2 miles away. The Hard Rock Hotel and Casino about 6 miles away. Enjoy countless restaurants, shops and the beautiful beaches of South Florida. Around 15 miles to Miami Airport and Fort Lauderdale Airport. Minutes to major highways as Turnpike, i75, i95 and Palmetto 826.

Top guest favorite

A tropical tiki hut features natural thatched roofing and wooden flooring, offering a relaxed seating area with a central coffee table. Surrounding greenery enhances the peaceful ambiance, while a scooter is visible in the background, suggesting a convenient way to explore the area.

Guesthouse in Biscayne Park

4.95 out of 5 average rating, 510 reviews

Cozy and charming cottage

Our cottage is located in a very quiet residential area, 15mn to the beach (Bal Harbor area).20mn from both Miami and Fort Lauderdale Airports, Located in the backyard of the main house but separate and with an independent entry. Enjoy our tropical garden and beautiful pool, in the back of our house. Share with owner only, we give priority to our guests to enjoy it! Parking available in our front yard. No kitchen but microwave and fridge. TV, cable and WIFI. It is suggested to have a car.

The room features two queen beds with light bedding, positioned to allow for easy movement. A Smart TV is mounted on the wall, and a work desk with a green chair is present. The green accent wall adds a subtle touch of color, while natural light filters through the window.

Apartment in Little Haiti

4.83 out of 5 average rating, 424 reviews

Design Chic: Double Stay, Close to Design District

Experience vibrant Miami in a stylish unit within a beautifully restored historic MiMo landmark on iconic Biscayne Boulevard. Once a favorite stop for 1950s jet-setters, this freshly renovated space blends retro charm with modern comfort. Your unit may be on the ground or second floor, featuring private entry and smooth self check-in. Minutes from Wynwood’s street art, the Design District’s boutiques, South Beach nightlife, and just 15 minutes from MIA airport—your perfect Miami getaway.

Top guest favorite

A comfortable bed is centrally positioned against a light-colored wall, featuring a decorative canvas above with stylized lips. Two bedside lamps provide gentle illumination, while a small side table and a transparent chair are visible on one side.

Guest suite in Upper Eastside

4.98 out of 5 average rating, 169 reviews

Amazing Studio - Perfect Distance to Everything

This amazing studio, with free parking on site, air conditioning, and fast internet, is located in a residential area and at the same time has easy access to all places of interest the Miami and Fort Lauderdale area. 2 blocks away from a main avenue with restaurants. By car: 15 minutes from downtown Miami and Wynwood. 10 minutes from the beach and the Design District. Uber and Lyft are available 24/7. Also, there are nearby bus stations. (watch out for Miami traffic of course)

Top guest favorite

A well-furnished bedroom features a wooden bedframe adorned with patterned bedding. A ceiling fan circulates air, while a decorative lamp stands to one side. Artwork depicting flowers and a black-and-white cityscape adorns the walls, adding character to the serene environment.

Guesthouse in Miami

4.99 out of 5 average rating, 138 reviews

Tranquil Corner Studio with many Trees!

Your stay here will be one you will truly treasure. And will certainly be on your back to visit list when visiting Miami again. Large studio apt is COMPLETELY PRIVATE! /private entrance/private bathroom. Extra commodities to make you feel even more at home. Close to most tourists sites while main essential are provided for your beach enjoyment. I am not an ordinary host. My main purpose is to go that extra mile to make you as comfortable as possible. When you are HAPPY I am HAPPIER 🌸

An open living area features sleek kitchen cabinetry and appliances. A small dining space is furnished with two stools positioned at a countertop. A large mirror reflects the space, creating a bright atmosphere. Natural light is provided by windows with white blinds, highlighting the tile flooring.

Apartment in Miami

4.88 out of 5 average rating, 156 reviews

New Studio in Miami

Enjoy an experience, style and tranquility, this centrally located accommodation in the city, 12 minutes from Miami airport, 14 minutes from Miami Beach beach, at a very comfortable price for the elegance of the apartment, we look for them to feel at home and enjoy their stay in this beautiful city accompanied by an apartment with all the amenities, large format TV, wifi, air conditioning, Queen bed, surveillance cameras, kitchen utensils, water within reach of all.

This hotel suite features two comfortable double beds positioned against a stylish leafy wallpaper. A modern green chair sits beside the window, which brings in natural light, enhancing the spacious feel of the room. Light brown curtains frame the window, offering a touch of elegance.

Apartment in Mid Beach

4.76 out of 5 average rating, 352 reviews

At Mine - Chic Miami Beach Suite Near Soho House

Experience comfort and style in this beautifully renovated boutique hotel suite, ideally located in Miami’s highly desirable Mid Beach neighborhood. Just one block from the beach, this quiet and private retreat is perfect for both vacationers and business travelers. The suite features two comfortable double beds, a flat-screen TV with cable and Netflix, a mini fridge, air conditioning, and high-speed Wi-Fi. Enjoy Miami’s year-round sunshine and vibrant atmosphere.

A serene backyard features a crystal-clear salt-water pool, complemented by a wooden deck lined with six lounge chairs. The evening sky displays shades of purple, while string lights create a warm ambiance around the covered patio area, surrounded by lush greenery.

4.87 out of 5 average rating, 344 reviews

Boutique and stylish home - saltwater POOL

This stylish and charming Mediterranean home is located on a quiet residential street in Miami. The residence has 3 bedrooms, 2 bathrooms, a bonus room, a full kitchen and laundry. A private back yard is fully fenced and hosts a newly built 15x30ft salt-water pool - heated November through end of April - a wooden deck, covered patio, outdoor dining set and a gas grill. The residence is 20min drive to either Miami International or Fort Lauderdale airports

A modern kitchen features sleek wooden cabinets and a stainless steel microwave above a shiny black stove. A small dining table is set up in the corner, accompanied by white chairs. A vase of flowers adds a touch of color to the countertop.

Apartment in Miami

4.73 out of 5 average rating, 241 reviews

Miami Designer Apartment in the Upper East-Side #5

This modern apartment is located by Miami’s upper east-side. It is an entire private unit with its own parking space and is equipped with all the essentials to make your stay comfortable. The building is conveniently located in a central area with close proximity to some of Miami’s most desirable locations such as the Miami Design District, Wynwood art district, Miami Beach, South Beach, Downtown Miami & Little Havana which are just a few minutes away.

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Popular amenities for Pinewood family-friendly rentals

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

A bright and airy living area features large glass windows offering views of the surrounding landscape. Light-colored furniture, including a cozy sofa and elegant chairs, creates a relaxed atmosphere. A glass coffee table adds a modern touch to the space.

Condo in Bay Harbor Islands

4.88 out of 5 average rating, 146 reviews

Designer 3BR Penthouse • Bay Views • Walk to Beach

A serene pool area features a tranquil blue pool accompanied by a hot tub. Two lounge chairs, positioned under a blue umbrella, rest beside the water. Lush greenery and colorful plants surround the space, creating a private outdoor retreat.

Guest suite in Miami

4.9 out of 5 average rating, 175 reviews

North Miami, Pool View

Top guest favorite

Two wooden lounge chairs with striped cushions are positioned beside a sparkling blue pool. Lush greenery surrounds the area, creating a tranquil atmosphere. A modern structure with a sleek roof is visible in the background, enhancing the serene outdoor setting.

Guesthouse in Fort Lauderdale

4.96 out of 5 average rating, 126 reviews

Romantic Guest House w Heated Spa

Top guest favorite

A refreshing private pool is surrounded by a stone patio, with a hot tub nearby. Lush greenery and well-maintained plants create a serene outdoor environment. The guesthouse, featuring a tiled roof, is positioned in the background beyond the pool area.

Guesthouse in Miami Springs

4.91 out of 5 average rating, 299 reviews

Tropical & Private Bungalow/Pool

An expansive view of a sandy beach meets the tranquil turquoise waters. Lounge chairs are arranged along the shore, with umbrellas providing shade. The scene captures a serene atmosphere with few people enjoying the beach, offering direct access from the property.

Hotel room in North Beach

4.83 out of 5 average rating, 180 reviews

1BR at Monte Carlo Condo City View Free Parking 02

An outdoor patio area is shown next to a private hot tub, with a BBQ grill and dining table set for six under a shaded structure. Lush tropical plants and a canal view are visible beyond the patio, creating a serene environment.

4.94 out of 5 average rating, 113 reviews

Villa Canal with hot tub and backyard oasis

Top guest favorite

A private patio features a heated saltwater pool surrounded by lush tropical greenery. A gazebo with comfortable seating and a gas BBQ area is showcased, alongside cozy loungers positioned for relaxation. An umbrella stands ready, providing shade over a dining area nearby.

Home in Poinsettia Heights

5 out of 5 average rating, 105 reviews

Casa Déjàvu 5*spot Heated pool /HotTub /8min Beach

A bright living area features large floor-to-ceiling windows offering oceanfront views. The space includes a plush sofa and stylish armchairs arranged around a low table. A contemporary entertainment unit with a flat-screen TV provides a focal point, while greenery adds a touch of warmth.

Apartment in North Beach

4.87 out of 5 average rating, 315 reviews

Miami Beach High-Floor Oceanfront Corner by Dharma

Family- and pet-friendly home rentals

The outdoor area features a heated pool surrounded by neatly trimmed grass and concrete pathways. Palm trees are positioned around the space, and a modern structure can be seen in the background, with large glass doors offering a view of the interior.

Home in Upper Eastside

4.91 out of 5 average rating, 103 reviews

Heated Pool - Mini Golf - King Bed - Ping pong

Top guest favorite

The image captures a serene pool scene set against a vibrant sunset. A large lap pool is framed by comfortable loungers and shaded umbrellas, while a spacious daybed with a canopy rests nearby. Lush greenery envelops the area, creating a tranquil outdoor retreat.

Cottage in El Portal

4.94 out of 5 average rating, 145 reviews

Come chill at Miami Pool Cottage

A charming bungalow is framed by lush greenery and vibrant tropical plants. Blue railings lead to a welcoming front door, complemented by a decorative porch. Surrounding palms and flowering plants create an inviting entrance to the home.

Apartment in Miami

4.89 out of 5 average rating, 62 reviews

Tropical Oasis Bungalow

A crystal-clear pool is surrounded by lush greenery and palm trees. A shaded seating area with comfortable chairs is situated nearby. The tranquil environment offers a sense of privacy, enhanced by the natural landscaping.

Apartment in Miami

4.87 out of 5 average rating, 203 reviews

Happy Vibes, 1 bed apt.,Free Park, POOL access,

Top guest favorite

A serene view of the property is presented, with lush green lawns and vibrant flowering plants framing the house. Tropical palm trees provide shade, while the inviting entrance is accentuated by the natural beauty of the surrounding landscape.

Home in Southwest Ranches

4.98 out of 5 average rating, 110 reviews

Ranch life in the City- Heated Pool-Pond-1 acre

A modern living area is shown with a light color palette, featuring a comfortable sofa adorned with cushions. A round table is positioned nearby, and a flat-screen television is mounted on the wall displaying colorful content. Natural light filters through the windows, enhancing the inviting atmosphere.

Apartment in Little Haiti

4.82 out of 5 average rating, 116 reviews

Mango House: Miami’s best located retreat

An inviting pool area is highlighted under a twilight sky, featuring a shimmering blue pool surrounded by lush greenery. Comfortable seating areas and a shaded patio are visible, providing ample space for relaxation and outdoor gatherings.

Home in Coral Way

4.97 out of 5 average rating, 103 reviews

MIA Oasis: Best Location, Pool, Spacious!

A comfortable outdoor seating area is framed by lush tropical greenery. A light-colored, cushioned sofa is positioned near a hanging, woven chair, creating a relaxing space with views of a private pool in the background.

Home in Upper Eastside

4.92 out of 5 average rating, 200 reviews

Private tropical oasis - Mimo Bungalow

Family-friendly home rentals with a pool

Condo in North Miami

4.84 out of 5 average rating, 118 reviews

Near Wynwood | Pool Onsite | Smart TV | Fast WiFi

A dedicated workspace is featured with a wooden desk and a stylish white chair, positioned against an orange accent wall. A globe and decorative vases adorn the desk. Natural light fills the area, with a soft rug covering the polished floor, creating a welcoming atmosphere.

Home in Miami Springs

4.97 out of 5 average rating, 174 reviews

Spanish House 3 Bedroom Pool House

A large swimming pool reflects blue skies and palm trees, creating a serene outdoor space. Several lounge chairs with striped cushions are positioned around the pool, inviting relaxation. The modern buildings in the background complement the tranquil setting.

4.85 out of 5 average rating, 131 reviews

Beautiful and Modern Apartment in Doral. 1B/1B

Top guest favorite

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.

Home in West Flagler

5 out of 5 average rating, 18 reviews

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

A private backyard space features a rectangular pool surrounded by green grass. A wooden dining table with benches is positioned nearby, accompanied by a BBQ grill. The house is visible in the background under a bright blue sky, framed by palm trees.

Home in Miami Shores

4.98 out of 5 average rating, 45 reviews

*POOL*| Close to SoBe | Wynwood | Design District

A stylish hotel room features a spacious queen-sized bed with white linens. A television is mounted on the wall, and a large artwork adorns one side. Seating areas include two chairs and a small desk, while soft lighting offers a welcoming ambience.

Apartment in Upper Eastside

4.78 out of 5 average rating, 602 reviews

Iconic unit with a pool in central Miami

Condo in Miami Design District

4.91 out of 5 average rating, 103 reviews

Stylish 1BR + Den in the Heart of Miami

An expansive outdoor pool is depicted, featuring clear blue water that reflects the sky. Surrounding lounge chairs are positioned along the deck, with palm trees in the background. A shaded seating area is visible at the far end, offering a relaxing space to enjoy the surroundings.

Condo in Miami Design District

4.88 out of 5 average rating, 158 reviews

Gorgeous 1 Bdrm 1 Bath - Magical City Views

Destinations to explore