
Family-friendly vacation 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.

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!

"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!

Very Private 1/1 Apt w/Oasis Pool Patio Setting
Private apartment-1 bedroom w/king size bed, 1 full size bathroom, separate living and dining area. Fully equipped kitchen. Free parking, beautiful oasis setting with salt water pool, hot tub & patio. Gazebo w/fire pit, Bar-be-cue, 2 TV’s, free WiFi. This is NOT a party spot but a place to relax in the pool, hot tub or relaxing dinners at home after visiting Miami venues. Set in a quiet neighborhood, 2 miles from shopping & restaurants. This is your home away from home vacation spot!

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.

[GuestFavourite] World Cup Family Oasis | 5BR | Ht
Welcome to our family-friendly retreat in Miami! Our renovated, spacious home at offers comfort and convenience for all ages. Enjoy nearby attractions like the thrilling Aquatica water park and the vibrant Miami Children's Museum. Or stay in and enjoy the fully equipped kitchen, a cozy living area, and a private, covered backyard, with loads of games & toys, it’s perfect for family bonding. You’re just a short drive from beautiful beaches and shopping. Make lasting memories in sunny Miami!

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.

Modern Studio | Downtown & Bay Views
Guest verdict: "Overall had a great time in a clean place with excellent amenities, superb walkability, and a very responsive owner. Would definitely visit again." Our studio offers a stylish space with city and bay views. It's just a 2-minute walk to Bayfront Park. This residence is perfect for any traveler seeking convenience and relaxation in the heart of Miami. Enjoy an unbeatable location close to dining, shopping, and entertainment, especially Bayside Marketplace.

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.
Popular amenities for Pinecrest family-friendly rentals
Family-friendly home rentals with a hot tub

Boutique Style House Hot-Tub Mini-Golf BBQ & Games

Las Palmas • Jacuzzi • Ideal for Families and Groups

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

Hotel Arya Apt w/Waterfront View, Free Parking

Casita For Families, Pets, Medical Stays | Hot Tub

Gorgeous 5BR/Games/Fire Pit/BBQ/H. Pool & Hot Tub

SF Beautiful Blue & Gold Studio with Ocean View

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

Tropical Retreat Miami 5BR w/Pool, BBQ & GameRoom

Family Paradise/10ppl/HOT Pool/Soccer/Basketball

Immaculate spacious 3/2 in the heart of Miami, FL

Kid & Pet Friendly Pool Oasis | 15 min Zoo Miami

Coconut Grove Mid-Century Jungle Oasis

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

Luxury Villa | Spa - Pool |Top Location| Pets |BBQ

Private Villa • Pool & Waterfall
Family-friendly home rentals with a pool

3/2 Home with Pool & Bbq near Dadeland Mall

Luxury Villa • Racket Court • Gym • Grand Garden

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

Waterfront Retreat•Heated Pool•Kayaks•Sleeps 11

Miami Oasis: Charming home with private pool

Aurea | 12 PPL | Pool | BBQ |Playground |Mini Golf
When is the best time to visit Pinecrest?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $387 CAD | $402 CAD | $433 CAD | $384 CAD | $382 CAD | $357 CAD | $381 CAD | $434 CAD | $377 CAD | $377 CAD | $374 CAD | $500 CAD |
| 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 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 $112 CAD 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

Wifi availability
30 of Pinecrest vacation 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
- Sawgrass Mills
- Fort Lauderdale Beach
- John Pennekamp Coral Reef State Park
- Aventura Mall





