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Family-friendly vacation rentals in Pinecrest

Find and book unique family-friendly homes on Airbnb

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 $124 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

Top-rated family-friendly rentals in Pinecrest

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Guest favourite
An aerial view showcases a modern house situated near a tranquil canal. Lush green lawns and palm trees surround the property, with kayaks resting on a concrete area by the water's edge. The clear blue sky enhances the peaceful ambiance of the neighborhood.
Home in Miami
4.93 out of 5 average rating, 246 reviews

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!

Guest favourite
A refreshing outdoor pool is framed by palm trees and a surrounding patio of laid stones. Two loungers are positioned partially submerged in the water, complemented by a large umbrella for shade. The clear sky is visible above.
Home in Cutler Bay
4.95 out of 5 average rating, 174 reviews

King Bed Home by the Bay FAST WI-FI & Coffee

Whether you are visiting the Florida Keys, the beaches of Miami, or looking for a comfortable staycation, discover what South Florida has to offer while feeling at home. You'll be located near Southland Mall, The Falls Shopping Center, Black Point Marina, Miami Metro Zoo, Deering Estates, the Dennis C. Moss Arts Center and more! ❧ 48 minutes from the Florida Keys. ❧ 37 minutes from Miami Beach. ❧ 33 minutes from the Everglades. Message us about long stay, military, & first responder discounts.

Top guest favourite
The cottage features a cozy sleeping area with a queen bed adorned in light-colored linens. Exposed wooden beams enhance the ceiling's charm. A small dinette set for four is visible, along with a kitchenette in the background, showcasing modern appliances.
Guesthouse in South Miami
4.96 out of 5 average rating, 151 reviews

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!

Top guest favourite
Guest suite in Coconut Grove
4.95 out of 5 average rating, 299 reviews

"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

Guest favourite
Home in Miami
4.95 out of 5 average rating, 243 reviews

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.

Superhost
A spacious saltwater pool is enclosed by a screened structure, reflecting warm sunset hues. A bright inflatable pool toy floats on the water's surface. The adjacent area features an inviting outdoor seating space, offering views of the lush backyard.
Home in Kendall
4.84 out of 5 average rating, 102 reviews

Kid & Pet Friendly Pool Oasis | 15 min Zoo Miami

Step into your own private oasis—with a screened saltwater pool, lush yard, & all the comforts of home. Perfect for families and pets, this modern retreat will keep you connected and relaxed. From wildlife to healthcare to beaches, these local hotspots are all within reach: 🏥 Baptist Hospital – 8 min 🐅 Zoo Miami – 15 min ✈️ Miami Intl Airport (MIA) – 20 min 🌺 Fairchild Botanic Garden – 20 min 🏖️ South Beach – 35 min 🏰 Vizcaya Museum – 35 min 🐊 Everglades National Park – 40 min

Guest favourite
Home in Miami
4.98 out of 5 average rating, 109 reviews

Oasis & Art, Heated Pool, Beach & Mini Golf.

House in Miami, Sleeps 12 Heated Pool/Mini Golf/Kids Playground/BBQ/Cornhole game/Small beach/mini football Ned/Hammocks. Peace, nature, fun and more you will find in our house. The house is decorated with unique original art. Don't miss out on this newly remodeled cozy home, an ideal retreat for a peaceful and rejuvenating vacation. With a spacious living room, dining area, and a fully equipped kitchen, this house has everything you need. Nestled in a secure and tranquil neighborhood.

Top guest favourite
A spacious backyard is showcased, featuring a clean saltwater pool surrounded by lounge chairs and tropical landscaping. A covered patio area is visible, with a stone countertop and decorative plants. The bright blue sky complements the serene outdoor setting.
Home in Fountainebleau
5.0 out of 5 average rating, 480 reviews

Santuary ! Salt water Heated pool &BBQ

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

Top guest favourite
The exterior of the bungalow is surrounded by lush greenery, with tropical plants and trees creating a natural canopy. The entrance features a covered porch with a screen door, allowing for gentle light to illuminate the area. Brick paths lead to the inviting front door.
Home in Coconut Grove
4.99 out of 5 average rating, 102 reviews

Grove Bungalow

Welcome to your Bungalow Away From Home! Enjoy your South Florida stay in this brand newly renovated 2/1 entire bungalow in the heart of Coconut Grove! Just 4 blocks from CocoWalk and downtown Grove, 6 blocks to the waterfront, this place is as central as it gets in Miami. You may not want go anywhere, however, when you step into the native Florida garden which is perfect for grilling & chilling & providing beautiful fruit when in season. Brand new appliances, patio, and furniture!

Guest favourite
Home in Pinecrest
4.83 out of 5 average rating, 125 reviews

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.

Top guest favourite
A spacious pool area is surrounded by vibrant greenery and palm trees. Seating arrangements with cushions are positioned near the water, complemented by a shaded area under an umbrella. The pool features a rock formation and is accented by colorful lounge chairs.
Home in Kendall
4.97 out of 5 average rating, 427 reviews

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.

Top guest favourite
Two lightly dusted croissants are placed on white plates, resting on a weathered wooden table. The serene pool in the background sparkles under sunlight, surrounded by lush greenery and vibrant tropical plants.
Home in South Miami
4.98 out of 5 average rating, 104 reviews

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.

Popular amenities for Pinecrest family-friendly rentals

When is the best time to visit Pinecrest?

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