Holiday houses in Pinecrest

Enjoy our Beautiful Home on a Fun Canal! Hot tub!

Beautiful & Modern 4/3 Canal House! completely renovated. Go Kayaking through the Canals.. Enjoy the views of the backyard and canal with jumping fish all day, House is in a centric and quiet neighborhood. Amazing backyard & terrace with a BBQ, 2 Kayaks provided for Guest. Home is near nice restaurants and close to main Highways.. ✔️15min from Miami International airport ✔️25min - Downtown Miami ✔️ 30min - Miami Beach ✔️10-15min - Dadeland Mall & Merrick Park Come Relax at our Paradise Home!

Location · Value · Walkability

Villa Picasso in an up-scale area of south Miami

Amazing 3-bedroom house, renovated, peaceful, in an up-scale residential area with large estates; Palmetto Bay, southern suburb of Miami. Located in a private property of 1.1 acre, grass covered yard, with oaks, palm trees and tropical plants. Close to everything, Miami downtown, Miami Beach, Key Biscayne, Art Galleries, Museums, Festivals, Casinos, restaurants, Marinas. Palmetto Bay Golf Club is 5 min away. Villa Picasso is equipped with everything for a very pleasant stay, indoors & outdoors.

Location · Family · Cleanliness

"Casa Mia's" World Cup Fifa 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

Location · Value · View

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!

Value · Location · Biking

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

Location · Family · Outdoor spaces

Beautiful Family Villa. Large Outdoor Space & BBQ

Spacious 4BR, 2BA home in Cutler Bay with 5 comfy beds, full kitchen, washer & dryer, and a massive backyard! Enjoy the oversized outdoor space — perfect for playing sports, barbecues, or relaxing under the sun. Located in a peaceful area near shops, parks, and Black Point Marina. Ideal for families and groups seeking comfort, privacy, and a true South Florida experience. The home offers free parking, fast Wi-Fi, smart TVs, and plenty of room to unwind and make lasting memories together.

Family · Location · Nearby

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.

Family · Location · Laundry

Cozy Pinecrest Retreat / swimming pool-mini golf

Cozy Pinecrest Retreat, presents a luxury resort feeling with a fun and relaxing atmosphere. Enjoy this unique bali themed home with indoor/outdoor entertainment space perfect for family and friends. The house is located in the heart of Pinecrest only minutes from Miami Beach and Brickell. Don't feel like leaving? No worries! Take advantage of the pool in the convenience of the backyard or enjoy the multiple games we provide: Ping Pong, Foosball, Mini-Golf and Pool Table.

Location · Family · Pool

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

Location · Value · Outdoor spaces

Dharma |15% off Monthly| Perfect 1B | 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.

Location · Value · Parks

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.

Family · Value · Layout

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.

Value · Family · Access