Holiday houses in Pinecrest

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!

"Casa Mia's" pool & BBQ 1-bedroom 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

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.

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.

Dharma | Premium 1B| 20% off Monthly| 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.

Private Oasis | Pool, Spa, & Outdoor Kitchen

Welcome to your private Miami retreat--just 25 miles from the World Cup at Hard Rock Stadium. Set on 1.5 acres of palm-lined grounds, this beautifully updated home offers resort-style amenities and complete privacy just minutes from Miami's top attractions. From the moment you arrive through the electric gate and palm-lined driveway, you're welcomed into a world of style, serenity, and thoughtful extras for an unforgettable stay.

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!

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.