
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.

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!

Historic Coconut Grove cottage in a native hammock
A charming, unique window into a Miami of yore, steps from the South Florida of the future. The home is within walking distance of Downtown Coconut Grove and the water’s edge of Biscayne Bay. A gated, secure parking lot makes it even more of a rarity. You’ll love the place because of the lush, tropical landscape (a restored, native, tropical hardwood hammock), the neighborhood, the history, the seclusion, and last but not least, the water. The cottage is good for couples and solo adventurers.

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!

Charming house with private pool & large patio
This is the classic 1950’s Miami family home in the very well-known neighborhood of Westchester. Original terrazzo floors with modern, mid-century inspired decor. The best feature is the spacious and private backyard with pool an large tiki hut, bbq, and plenty of space to relax and enjoy the weather. The house is fully furnished and well equipped. Bedding and towels provided. Washer and dryer are conveniently located inside the house. Large parking space in a very quiet and charming street.

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.

Sanctuary Salt water heated pool BBQ Grill Oasis
Come and create unforgettable memories in this modernly designed single-family home with a spacious layout and a range of comfortable bedrooms. It features two king-size beds, one queen-size bed, and a twin fold-up bed, as well as an Italian queen-size sofa bed. The house is bathed in natural light and boasts modern amenities that cater to your convenience. Located in a prime location, this house is close to all the tourist areas!! The pool is salt water with heater, Also a grill area

Apt. in 1927 Mediterranean Villa Coral Gables
Nestled in a charming 1927 Mediterranean Villa in historic Coral Gables, this second-floor guest apartment offers a blend of old Miami charm and modern seclusion. Experience the vibrant history of the area, just a stroll away from top-notch restaurants, boutique shops, and the convenient Freebee shuttle, only two blocks from your doorstep. Perfectly situated, you're just 8 minutes from Miami International Airport, making this the ideal retreat for both relaxation and exploration.

Beautiful Historic House on Gorgeous Tropical Lot
This is a 2 bedroom/2 bath historic house located on a gorgeous lot, nestled among over 50 tropical fruit trees. The house can welcome up to 5 guests , the two bathrooms have been entirely renovated, and the kitchen is fully equipped (including a Nespresso machine with free capsules). The house has a no pets, no smoking and no party policy. Guests enjoy access to the entire house and the yard. We keep access to the yard for grass cutting and regular maintenance on weekdays.

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.

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

Private Paradise between Miami & the Keys

Luxury Oasis in Brickell - Only 3 min to Ocean

Coconut Grove: 10th Fl Studio-Parking Included

MVR-See the City Sparkle-Every Night

Your Bay View Escape in Coconut Grove, Pool & Gym

Sunny Getaway: Relaxing Miami Home

Quiet tropical Oasis setting with 1 bed and 1 bath

Miami Paradise Westchester * Heated Pool*
Family- and pet-friendly home rentals

Private Gated VERY Tiny House • Coconut Grove

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

Cozy Cane Cottage close to UM

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

EPIC Escape/Pool Access Near Malls Airport Hospita

“Explore at Hacienda Paraíso” Suite 2 | pool |

Private Waterfront Studio Paradise

Paradise Home/Ideal Families /Grill / Bar
Family-friendly home rentals with a pool

Studio at The Ritz-Carlton Key Biscayne Miami

Kendall Keys Oasis w/ HEATED Pool Theater & Arcade

Kid & Pet Friendly Pool Oasis | 15 min Zoo Miami

South Miami Gem!

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

Chic-ness Oasis

4BR Home with Pool, Playground & Boat/RV Parking

Pool House on 4 Acres in Private Neighborhood
When is the best time to visit Pinecrest?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$55,020 GYD | G$64,016 GYD | G$70,083 GYD | G$57,531 GYD | G$57,321 GYD | G$53,556 GYD | G$57,112 GYD | G$65,062 GYD | G$56,485 GYD | G$56,485 GYD | G$56,066 GYD | G$74,894 GYD |
| 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 G$16,736 GYD per night before taxes and fees

Verified guest reviews
Over 1,710 verified reviews to help you choose

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Vacation rentals with a pool
30 properties feature pools

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
30 of Pinecrest vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Pinecrest rentals

4.8 Average rating
Pinecrest stays are highly rated by guests—averaging 4.8 out of 5!
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- Family-friendly rentals Miami-Dade County
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- Miami Beach - South Beach
- Fort Lauderdale Beach
- Bayfront Park
- The Tides on Hollywood Beach
- Bayside Marketplace
- Brickell City Centre
- Miami Beach Convention Center
- Miami Design District
- Miami Beach
- Kaseya Center
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- Everglades National Park
- Midtown
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