
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.

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.

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

"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

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!

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!

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.

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.

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

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.

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.

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
Family-friendly home rentals with a hot tub

Las Palmas • Jacuzzi • Ideal Familias y Grupos

Giant Pool! HotTub-FirePit-PuttingGreen-N64-Gym!

FIFA 2026-Guest house w/pool, hot tub, grill, golf

Very Private 1/1 Apt w/Oasis Pool Patio Setting

Bay Views, Pool & Gym Access in Coconut Grove

Sleek Studio at Elser | Resort Pool & Downtown

Sunny Getaway: Relaxing Miami Home

Quiet tropical Oasis setting with 1 bed and 1 bath
Family- and pet-friendly home rentals

PalmettoBay 1 | Quiet 2BR/1BA Retreat

Family Paradise/11 ppl/HOT Pool/Soccer/Basketball

Kid & Pet Friendly Pool Oasis | 15 min Zoo Miami

South Miami Gem!

Sparkling Clean🌟Brand New Luxury Studio with Pool🏊🏼♂️

3B/2B Tropical Oasis w Salt-Water Pool! Lake views

Private Villa • Pool & Waterfall

Villa Picasso in an up-scale area of south Miami
Family-friendly home rentals with a pool

Lake Of Dreams Miami House - The Perfect Place

3/2 Home with Pool & Bbq near Dadeland Mall

Escape to Miami/Heather+Pool/9pl/BBQ/pool table.

Paradise in Palmetto Bay, with Pool-BBQ-Gazebo.

Encanto Family/Heated pool/center of Miami/BBQ

Miami Oasis: Charming home with private pool

Miami Chic-Heated Pool Near FIU and Coral Gables

Luxury Villa Getaway • Poolside Bliss in Miami
When is the best time to visit Pinecrest?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| 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 |
| Avg. temp | 20°C | 22°C | 23°C | 25°C | 27°C | 28°C | 29°C | 29°C | 28°C | 27°C | 24°C | 22°C |
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
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- South Beach
- Fort Lauderdale Beach
- Bayfront Park
- Bayside Marketplace
- Kaseya Center
- The Tides on Hollywood Beach
- Brickell City Centre
- Miami Beach Convention Center
- Hard Rock Stadium
- Port Everglades
- Midtown
- Everglades National Park
- Haulover Beach
- University of Miami
- Las Olas Beach
- LoanDepot Park
- Lauderdale-By-The-Sea Beach
- Dolphin Mall
- Seminole Hard Rock Hotel and Casino
- Bal Harbour Beach
- Fort Lauderdale Beach
- Sawgrass Mills
- Zoo Miami
- John Pennekamp Coral Reef State Park





