Family-friendly holiday 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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Top guest favourite
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.
Guest house in Miami
4.98 out of 5 average rating, 220 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.

Guest favourite
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
4.86 out of 5 average rating, 254 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 favourite
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
4.95 out of 5 average rating, 293 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 favourite
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.
Guest house in South Miami
4.96 out of 5 average rating, 149 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!

Top guest favourite
A spacious living area is highlighted by a dark leather sectional sofa, with a cozy throw casually draped over it. A round mirror reflects natural light, while a small potted plant adds a touch of greenery. Nearby, a table with glasses and a decorative tray is visible.
Home in Miami
4.9 out of 5 average rating, 130 reviews

Immaculate spacious 3/2 in the heart of Miami, FL

Take a deep breath and feel the calming energy of this family-friendly home located in a quiet neighborhood just a short walking distance to Nicklaus Children's Hospital and near some of Miami's most beautiful and sought-after destinations, including: The Biltmore Hotel, Downtown Coral Gables and The University of Miami. Make this centrally-located tropical escape your home base to enjoy all of the best attractions Miami has to offer. Bring your children, pets, or even your work and ENJOY!

Guest favourite
Home in Miami
4.94 out of 5 average rating, 231 reviews

Miami Getaway - Heated Pool, Hot tub, BBQ

Be our guest and have a wonderful stay in this beautiful Miami home designed to create great memories. 3 bedrooms 2 bathrooms with enough space to sleep 10 guests. Heated pool & seperate HotTub to enjoy even during winter season. Conveniently located within a short distance from all of Miami's main attractions. Restaurants, shopping malls, nightclubs, bar/pubs, art centers, bicycle trails, beautiful parks and bay views between 5 - 10 minutes away. Only 50 minutes away from the Florida keys.

Guest favourite
Home in Miami
4.86 out of 5 average rating, 278 reviews

Miami Oasis: Chill | Shop | Relax | Charming Home

A spacious and private retreat designed for families and group stays, our home in Palmetto Estates comfortably hosts up to 10 guests. We offer 3 well-appointed bedrooms, 2 full bathrooms, a bright living space, a fully equipped kitchen, laundry area, garage, and a covered patio with a large grassy yard. Located in a quiet neighborhood close to shopping, dining, Miami Zoo, the Everglades, and just 30 minutes from Downtown Miami, it’s an ideal base to explore South Florida.

Superhost
A screened-in pool area showcases a large pool and an attached hot tub. Lounge chairs are positioned around the pool, while a dining table with chairs is visible nearby. Lush greenery surrounds the space, creating a tranquil outdoor atmosphere.
Home in Cutler Bay
4.77 out of 5 average rating, 143 reviews

Heated Pool/Jacuzzi Paradise: Cozy Miami Retreat

Welcome to our spacious 3 bedroom, 2 bathroom home located in the highly desirable Cutler Bay neighborhood! The home is perfect for families, couples, or friends looking for a comfortable getaway. Our home boasts a large pool with an attached Jacuzzi and a screened-in pool area perfect for enjoying the Florida sun. ✔ Fully Equipped Kitchen ✔ Comfortable Bedrooms with King/Queen/Full beds ✔ Open Concept Living Area ✔ Office Desk ✔ Piano ✔ High-Speed Wi-Fi

Guest favourite
A modern living area features a comfortable gray sofa with patterned black and white cushions. A wooden coffee table is positioned in front, holding a small decorative arrangement. Art pieces adorn the walls, while a dining area with a wooden table and chairs is visible in the background.
Flat in South Miami
4.89 out of 5 average rating, 141 reviews

Dharma | 20% off Monthly Charming 2B | South Miami

Spacious, comfortable, upscale, and ideally located, Dharma Home Suites at Red Road Commons are the furnished accommodations you’ve been looking for. Quality living is at the forefront of this apartment community and we’ve made sure its modern and cozy interior offers the perfect home away from home for all travelers. Immerse yourself in Coral Gables’ vibrant surroundings, enjoy resort-style amenities and beautiful surroundings in the heart of South Miami.

Guest favourite
Two spacious beds are highlighted in the inviting bedroom, featuring wooden headboards and soft white bedding. Natural light floods the room through a large window with sheer curtains, offering views of the greenery outside.
Home in Miami
4.83 out of 5 average rating, 124 reviews

Miami - Group Retreat #1.

Spacious 3 bedroom/ 2 full bathroom one story home next door to " Paradise Place - Pinecrest ", has large kitchen, big rooms, private laundry room and privacy fenced yard with patio. Brand new furnishings. Super fast, fiber optics Wi-Fi plus DIRECTV channels. Super convenient location in Pinecrest 1 mile to Dadeland or the Falls. Close to Coral Gables, South Miami, Kendall and Coconut Grove. Easy access to the Keys, Miami Metro zoo and the Everglades.

Top guest favourite
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, 414 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 favourite
Home in Coconut Grove
4.89 out of 5 average rating, 132 reviews

Tropical Grove Bay 1/1 | Newly Renovated Escape

Discover paradise in the heart of Coconut Grove! This charming 1-bedroom, 1-bath Key West-style cottage is fully gated with parking. Enjoy upgraded interiors featuring marble floors, granite kitchen counters, and a modern bathroom. Stay comfortable with central AC, cable, and WiFi. Walk to tennis courts, the bay, Coconut Grove Village, shops, restaurants, clubs, and parks—experience the best of Miami at your doorstep!

Popular amenities for Pinecrest family-friendly rentals

When is the best time to visit Pinecrest?

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Avg. price$354 SGD$368 SGD$396 SGD$351 SGD$350 SGD$327 SGD$349 SGD$397 SGD$345 SGD$345 SGD$342 SGD$457 SGD
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Quick stats about holiday rentals that are family-friendly in Pinecrest

  • Total holiday rentals

    Explore 30 holiday rentals in Pinecrest

  • Nightly prices starting at

    Pinecrest holiday rentals start at $102 SGD per night before taxes and fees

  • Verified guest reviews

    Over 1,610 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Holiday rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    30 of Pinecrest holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Pinecrest rentals

  • 4.7 Average rating

    Pinecrest stays receive an average rating of 4.7 out of 5 from guests