Holiday rentals in Pinecrest

Serenity Oasis, Garden Retreat with Koi pond

Come and create unforgettable memories at our newly renovated luxury guest house. It boasts a private entrance, separate from the main house, which shares a wall with it. Nestled in a safe neighborhood, it’s conveniently located near everything, including the expressway. Miami Beach is just a 25-minute drive away, the Dolphin Mall is a 10-minute drive, and the Florida Keys are a 45-minute drive. Fiu University is just a 5-minute drive away.Our backyard is shared with us,and a beautiful koi pond!

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!

Luxury Villa • Racket Court • Gym • Grand Garden

Fully remodeled luxury home in a top area surrounded by mansions, minutes from The Falls Mall, Lifetime Fitness, Fresh Market & Publix. This modern retreat features open living spaces with high-end finishes, a gourmet kitchen, and custom details. Enjoy over 16,000 sq ft of private backyard with resort-style pool, racket sports court, BBQ, gym, ping pong and landscaped gardens—perfect for families or groups seeking elegance, recreation, and convenience. Fully equipped for families with babies

Tranquil Heirloom Hideaway, Pool in South Miami

Welcome to Heirloom Hideaway. This home is a one of a kind space that still carries the reminiscence of childhood laughter and cherished family time. The space is adorned with a mix of eclectic art collected and special pieces from years of world travel. This is a long owned family estate that is perfect for family reunions and quiet getaways, creating the perfect backdrop for your vacation. Enjoy happy hour by the pool, dine in one of our 3 dining spaces or play board games in the TV room.

High House by Stone Bridge & Sunken Garden

A world away... in the middle of everything. Relax with the whole family at this peaceful home - the greenest house in Miami, by the Stone Bridge & the Sunken Garden. Your host family is always close by to help with whatever you need, like catering dinners & BBQ, or directions to INSIDER SPOTS in Miami. We’ve got all the gear for a young family: high chairs, baby bedding & baths. Charge your electric car off the sun! And learn how this big beautiful home can have a ZERO electric bill.

Guest Fav | 5BR Family Estate | Pool + Half Acre

This five-bedroom Palmetto Bay estate has a half-acre of tropical backyard, a private pool, four full bathrooms, and enough space that twelve people can share it comfortably without ever feeling like they’re on top of each other. It’s the kind of place families and close-knit groups book when they want to actually spend time together — a real dinner at a table that fits everyone, mornings by the pool before anyone’s quite ready to face the day, evenings that don’t require a plan.

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.

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.

South Miami/Coral Gables House with Exclusive Pool

Artistic, spacious, and beautifully furnished 1500 square foot South Miami house in a quiet family neighborhood. Close to the University of Miami and Coral Gables. Great restaurants and parks nearby. There is another house on the property with a separate entrance and yard, however the pool and cabana areas would be for your exclusive use. We do not allow large parties, film or photo shoots at this listing.

Peacock Boho Chic Retreat

Relax with the whole family in this quiet, centrally located accommodation, spacious, elegant and a unique place to make your stay a wonderful and memorable vacation.2/1. Master bedroom with king bed and second bedroom with two twin beds. Full bathroom and fully equipped kitchen with washer and dryer in the unit. Open living room and 85" Smart TV. Large garden and privacy.

Cumpa's House: Mid-Century Oasis w/ Private Pool

Cumpa’s House is a 1960s home professionally redecorated, offering a curated Miami retreat in Pinecrest. Enjoy furnishings from CB2, Modloft, Enkay, and Crate & Barrel, Casper linens, Flamingo Estate products, premium sound, and art by local artists. A lush backyard with a pool completes this turn-key escape designed for families, business travelers, and creatives alike.

Boho House, Large Yard, Central Miami Location

Welcome to Boho House: Your Sanctuary for Memorable Gatherings in Miami Boho House is a haven of modern and zen vibes, perfectly designed for hosting groups and creating unforgettable experiences. Located strategically for easy access to Miami's key destinations, this property is your gateway to a vacation-like ambiance amidst the city's hustle.