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Family-friendly vacation rentals in Pinecrest

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Pinecrest

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

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Guest favorite
The living area features a comfortable gray sofa and a plush area rug, complemented by a marble coffee table. A large flat-screen TV is mounted on the wall, and a window offers natural light. A small dining area with bar stools is visible in the background.
Apartment in Miami
4.8 out of 5 average rating, 148 reviews

Luxury Miami! Managed by BNR Vacation Rentals

LOCATION and STYLE! You'll love our 1/1 in one of Miami's most exclusive neighborhoods. Nestled among multi-million dollar homes, this completely renovated unit in a 4-plex has its own backyard, a large, fully stocked kitchen, a comfortable King and a pull-out sleeper couch, free laundry access, and more. Blocks from downtown South Miami with three grocery stores, 50+ restaurants and bakeries (mostly non-chain), exclusive shops, spas, and exercise studios (Barre, spin, gyms)—all easily walkable.

Top guest favorite
The exterior of a private guesthouse is showcased, surrounded by lush greenery and tropical plants. Screened windows provide a view of the outdoors while offering a sense of openness. The building is designed with a light-colored façade, blending harmoniously with the natural setting.
Guesthouse in Miami
4.98 out of 5 average rating, 206 reviews

Cozy private guest studio

Welcome! This is a private guesthouse located in a quiet neighborhood. Accommodations are with a private entrance and parking space to make you feel at home. We are located near a major expressway. We have a pool; The POOL is a SWIM AT YOUR OWN RISK. It is shared with Owner. Enjoy a smoke free cottage. Ashtrays are provided outside for those guest that do smoke. We provide a queen size bed and a couch/bed. This space is perfect and comfortable for two guest.Please NO children and NO animals.

Top guest favorite
A serene outdoor space includes a swimming pool surrounded by terracotta tiles and lush tropical vegetation. A tiki hut is positioned in the background, with an evening sky showcasing warm tones of orange and yellow. Soft furnishings and a relaxed seating area are visible nearby.
Tiny home in Cutler Bay
4.98 out of 5 average rating, 255 reviews

Quiet tropical Oasis setting with 1 bed and 1 bath

Tropical oasis centrally located between Miami Beach and Key Largo. Although you may never want to leave. The cozy casita with private bath and balcony is tucked away, surrounded by lush vegetation and sounds of the waterfall. Take a dip in the pool or grotto, relax with an afternoon cocktail under the tiki hut, or snooze in the hammock. During those cooler months soak in the hot tub. We have bikes available to cruise the miles of nearby paths stretching from Coconut Grove to Black Point Marina.

Guest favorite
A private patio area is surrounded by lush tropical landscaping and features a light-colored tiled floor. Two wicker lounge chairs provide seating, complemented by potted plants with vibrant flowers. A wooden fence offers privacy, and a single white door leads into the studio.
Guest suite in South Miami
4.85 out of 5 average rating, 241 reviews

Cozy Studio South Miami Near U of M+FREE Parking

Welcome to Zen Studio South Miami, in the heart of one of Miami's most desirable neighborhoods. Step inside this cozy and comfortable studio and you'll immediately feel at peace. You will have a comfortable queen-sized bed kitchenette, small bathroom, 24 hour check-in you'll have everything you need for a truly Zen-like experience. Take a step outside and enjoy the lush tropical landscaping in your private patio. 10Min University of Miami 10 Min Dadeland Mall 10 Min Larkin & Baptist Hospital

Top guest favorite
A tranquil pool area is surrounded by lush greenery and tropical plants, creating a serene atmosphere. The rectangular swimming pool is framed by terracotta tiles and features potted plants on the edges, offering spaces for relaxation in the sun.
Guest suite in Coconut Grove
4.96 out of 5 average rating, 282 reviews

"Casa Mia's" pool & BBQ bungalow

Private entrance offers bungalow experience to the one bedroom space, walk in closet en suite bathroom. Shared structural walls: sounds do travel. Exclusive access to pool (unheated), BBQ, stove top, small outdoor fridge, and “makeshift” sink. Plenty of privacy! 20 minute stroll to Coco Walk; restaurants, lush nature and historic sites. Nestled between Coral Gables ; South Miami and Brickell. Close to University of Miami; quick access to airport and beaches. Merry Christmas Park’s a block away

Top guest favorite
An inviting living space features a comfortable couch, a plush blue armchair, and a wooden coffee table. A wall-mounted television is visible, and natural light filters through gridded windows. The area seamlessly flows into a sleeping space, enhanced by white bedding and decorative accents.
Guest suite in Miami
4.99 out of 5 average rating, 363 reviews

Cozy Farmhouse Paradise

This cozy studio is nestled in the heart of Miami, directly next to the Palmetto Expressway and Tropical Park in the highly sought after neighborhood of Glenvar Heights. This is a private guest suite with its own private entrance and a private outdoor patio area. There is a fully equipped kitchen with electric range, microwave, refrigerator, Keurig coffee maker and wines for purchase. Only a 20 min drive to Miami International Airport, Downtown & Brickell, Wynwood and 25 mins from South Beach.

Top guest favorite
The cottage features a cozy sleeping area with a queen bed adorned in light-colored linens. Exposed wooden beams enhance the ceiling's charm. A small dinette set for four is visible, along with a kitchenette in the background, showcasing modern appliances.
Guesthouse in South Miami
4.97 out of 5 average rating, 140 reviews

South Miami Cottage

Welcome to Casita Bella! We are excited to have you! Our charming cottage with kitchen is in the centrally located and beautiful City of South Miami. Our sweet neighborhood is just blocks from South Miami's city center, offering shops, restaurants, and nightlife, and about 1 mile from the South Miami Metrorail station, making it easy to explore Miami. After a fun day in the Magic City, come home to the privacy and comfort you deserve! Perfect for a relaxing getaway or exciting city adventures!

Guest favorite
A light-filled living area features a soft beige leather couch and armchairs arranged around a wooden coffee table. A decorative wall mirror and a potted plant add to the space. A television is mounted on the wall, and light drapes cover the windows.
Home in Flagami
4.93 out of 5 average rating, 388 reviews

Private duplex in the center of Miami.

1 bed/1bath Duplex located in the heart of Miami. Outdoor space is communal with free street parking. 2 minute WALK to Magic City Casino, 5 minutes away from Miami international airport, 5 minutes from restaurants and nightlife in Coral Gables & calle ocho, 10 minutes from downtown Miami, bayside, etc. Perfect for anyone with long layover at Miami Int Airport, or awaiting a cruise departure from port of Miami (Port of Miami is 10 minutes away). FREE wifi & cable included during your stay.

Top guest favorite
A spacious pool area is surrounded by vibrant greenery and palm trees. Seating arrangements with cushions are positioned near the water, complemented by a shaded area under an umbrella. The pool features a rock formation and is accented by colorful lounge chairs.
Home in Miami
4.97 out of 5 average rating, 394 reviews

The Miracle Cottage & Pool on Acre Miami Florida

Beautiful, brand new PRIVATE cottage on an acre property situated in million dollar neighborhood. Perfect place to relax and enjoy the Miami sun. This is a little piece of heaven in the heart of a magical city. Come & enjoy your best vacation. Charming , peaceful & comfortable . Cottage is a completely separate building from the main house. It’s 900 sf of living area. Cleaning & Decontamination as per CDC guidelines before every check in.

Top guest favorite
A contemporary bedroom features a queen bed with a patterned bedspread under a high, wooden ceiling. A large wall-mounted TV and a comfortable seating area, including a bright yellow chair, complement the space. Natural light enters through a high window, illuminating an area rug.
Apartment in Palmetto Bay
4.84 out of 5 average rating, 278 reviews

Modern apartment in Palmetto Bay

Welcome to my contemporary one bedroom, one bathroom apartment located in Palmetto Bay. Private entrance. Fully renovated. Equipped Kitchen. Modern bathroom, Very peaceful neighborhood. Close to the US 1 and Turnpike Hwy. Parking spot. - 20 minutes from Miami International Airport. - 2 minutes away from The Falls Mall. - 15 minutes away from UM (University of Miami) - Few blocks away from Jackson South Hospital.

Top guest favorite
A sailboat is anchored in calm waters during sunset, with vibrant orange and purple hues reflected on the surface. The silhouette of the boat, featuring a tall mast and a shaded cockpit area, contrasts against the colorful sky. Nearby boats are visible in the distance.
Boat in Coconut Grove
4.98 out of 5 average rating, 834 reviews

Hunter 26 Sailboat

A one-of-a-kind experience for those who want to enjoy Miami from a different perspective. Can accommodate up to two people, includes a basic toilet and freshwater. The boat is anchored in Biscayne Bay, which allows you to view the Miami skyline from a distance. You'll be in the famous Coconut Grove area. I will be taking you from the dinghy dock to the boat. Two kayaks are included for guests.

Guest favorite
A bright sleeping area features a king bed with a wooden headboard, complemented by two bedside lamps on matching nightstands. Soft lighting illuminates the walls, creating a comfortable ambiance. A nearby door leads to a separate bathroom, enhancing the privacy of the space.
Guesthouse in South Miami
4.96 out of 5 average rating, 259 reviews

Cozy Cane Cottage close to UM

Next to U.M, Coral Gables and Sunset Mall. Enjoy easy access to beaches, restaurants, parks and shopping, next to the best attractions in Miami! Family friendly neighborhood with fantastic neighbors. Enjoy fun ping pong games or a glass of wine in the patio. Bookings are accepted from guests who maintain clear communication and a verifiable Airbnb presence. No third party bookings allowed.

Popular amenities for Pinecrest family-friendly rentals

When is the best time to visit Pinecrest?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$55,011 GYDG$64,005 GYDG$70,071 GYDG$57,521 GYDG$57,312 GYDG$53,547 GYDG$57,103 GYDG$65,051 GYDG$56,475 GYDG$53,338 GYDG$52,292 GYDG$56,057 GYD
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Quick stats about vacation rentals that are family-friendly in Pinecrest

  • Total vacation rentals

    Explore 30 vacation rentals in Pinecrest

  • Nightly prices starting at

    Pinecrest vacation rentals start at G$16,733 GYD per night before taxes and fees

  • Verified guest reviews

    Over 1,620 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Vacation rentals with a pool

    30 properties feature pools

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    30 of Pinecrest vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Pinecrest rentals

  • 4.8 Average rating

    Pinecrest stays are highly rated by guests—averaging 4.8 out of 5!