Family-friendly vacation rentals in Pinecrest

Find and book unique family-friendly homes on Airbnb

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$16,736 GYD per night before taxes and fees

  • Verified guest reviews

    Over 1,610 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Vacation rentals with a pool

    20 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

  • 4.7 Average rating

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

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
A refreshing outdoor pool is framed by palm trees and a surrounding patio of laid stones. Two loungers are positioned partially submerged in the water, complemented by a large umbrella for shade. The clear sky is visible above.
Home in Cutler Bay
4.95 out of 5 average rating, 167 reviews

King Bed Home by the Bay FAST WI-FI & Coffee

Whether you are visiting the Florida Keys, the beaches of Miami, or looking for a comfortable staycation, discover what South Florida has to offer while feeling at home. You'll be located near Southland Mall, The Falls Shopping Center, Black Point Marina, Miami Metro Zoo, Deering Estates, the Dennis C. Moss Arts Center and more! ❧ 48 minutes from the Florida Keys. ❧ 37 minutes from Miami Beach. ❧ 33 minutes from the Everglades. Message us about long stay, military, & first responder discounts.

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, 291 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
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
4.96 out of 5 average rating, 148 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
Home in Miami
4.94 out of 5 average rating, 227 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.

Top guest favorite
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
4.99 out of 5 average rating, 288 reviews

Guesthome w/ Heated Pool 5 mins from Miami Airport

This home is located just 5 minutes from the Miami Airport and is central to many attractions here in Miami. Take a walk down Calle Ocho, swim at Miami Beach, enjoy a game at Marlins baseball stadium or American Airlines Arena (home to the Miami Heat), and dine at one of the many popular restaurants such as Versailles. These are all within 15 minutes of this private comfortable home. Come enjoy a location that provides a rich experience into the vibrant hispanic culture that Miami radiates.

Top guest favorite
A spacious living area is surrounded by wooden walls and features a comfortable seating arrangement with a sectional sofa and accent chairs. Colorful artwork adorns the walls, while a large window allows natural light to illuminate the space, revealing a warm, inviting ambiance.
Home in Miami
4.99 out of 5 average rating, 113 reviews

Beautiful Historic House on Gorgeous Tropical Lot

This is a 2 bedroom/2 bath historic house located on a gorgeous lot, nestled among over 50 tropical fruit trees. The house can welcome up to 5 guests , the two bathrooms have been entirely renovated, and the kitchen is fully equipped (including a Nespresso machine with free capsules). The house has a no pets, no smoking and no party policy. Guests enjoy access to the entire house and the yard. We keep access to the yard for grass cutting and regular maintenance on weekdays.

Guest favorite
Home in Miami
4.87 out of 5 average rating, 268 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
The outdoor area features a heated pool surrounded by colorful murals, with a jacuzzi nearby. Poolside loungers and a basketball hoop are visible, offering a vibrant space for relaxation and fun under a clear blue sky.
Home in Miami
4.93 out of 5 average rating, 113 reviews

Family Oasis Retreat• Heated Pool, Jacuzzi & Grill

Welcome to Forget-me-not Villa, a sanctuary for your family and friends to let loose barefoot and unwind in the private backyard fully fenced, feel the breeze, stargaze at night, and savor the comfort of our exquisite vacation home. The villa features a heated pool and jacuzzi, a grill station, a love seat for romantic moments, a playground for children, an Xbox S for gamers, board games, mini golf, pool volleyball and basketball hoop, Smart TVs& high-speed Wi-Fi.

Guest favorite
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.
Apartment in South Miami
4.89 out of 5 average rating, 127 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 favorite
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 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, 407 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.

Guest favorite
Home in Coconut Grove
4.89 out of 5 average rating, 128 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?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$55,019 GYDG$64,015 GYDG$70,082 GYDG$57,530 GYDG$57,321 GYDG$53,555 GYDG$57,111 GYDG$65,061 GYDG$56,484 GYDG$56,484 GYDG$56,065 GYDG$74,893 GYD
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