Family-friendly vacation rentals in Pinecrest

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Pinecrest family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favorite
A panoramic view of a calm waterway dotted with various boats anchored in the foreground. In the background, mid-rise buildings rise against a blue sky with fluffy white clouds, with lush greenery enhancing the waterfront scene.
Condo in Coconut Grove
4.93 out of 5 average rating, 118 reviews

*Heart of Coconut Grove, terrace, pool, park free

EmilieRating, 5 stars1 month ago
We stayed at Rachel and Michael’s place for 10 days and enjoyed every single one of them. The location is beautiful and in a fantastic, safe area. The facilities were top-notch, and the historical charm of the home made it even more special. Rachel went above and beyond—she even stocked the place with food and snacks for our arrival, which made us feel instantly at home. The hosts were so welcoming and thoughtful throughout our stay. We've visited this area before, but this is by far the best place we've ever stayed. We’ll definitely be coming back.
Superhost
An open living space on the 19th floor is highlighted by floor-to-ceiling windows, offering views of the surrounding cityscape and water. A light-colored sofa is positioned in the foreground, complemented by a wooden coffee table. A dining area with a round table and chairs is visible in the background.
Apartment in Brickell Business District
4.87 out of 5 average rating, 138 reviews

MVR | Oceanfront View

LisaRating, 5 stars3 months ago
The photos were accurate and the place was accurately described. I agree with the one reviewer that said somethings could use attention, coffee table was old with ring stains and the small area rug has stains but it is a rental. The coffee maker was useless. The elevators were a nightmare during check in and check out, long with time. BUT, overall, the place was very nice and I would recommend staying there.
Guest favorite
A spacious outdoor area features a saltwater pool and a hot tub surrounded by lush tropical plants. A thatched tiki hut provides shaded seating, while a patio with lounge chairs is situated nearby. The home's façade is visible, highlighting large windows.
Home in Homestead
4.93 out of 5 average rating, 404 reviews

Private Paradise between Miami & the Keys

ShawnaRating, 5 stars3 weeks ago
Central location for the activities we wanted to do: visit the Keys, Miami, and Everglades. some good restaurants nearby our favorite was the Brazilian Steak House. The back yard with pool. tub and BBQ was out favorite part of the house for our three teenagers
Guest favorite
A modern kitchen area is visible, featuring sleek white cabinetry and a stylish countertop with a sink. Two high-backed stools are arranged at a compact dining table. A spacious bed is positioned in the background, flanked by large windows offering views of the city.
Apartment in Coconut Grove
4.95 out of 5 average rating, 251 reviews

Coconut Grove 21st Floor Studio-Parking & WIFI

KristenRating, 5 stars3 weeks ago
We had an amazing stay at Lorelei‘s gorgeous 21st floor apartment. The space is beautifully updated with great built-in storage, making it both stylish and functional. The location was also incredible super walkable plenty of fantastic restaurants and shops not far away. The balcony had incredible views of coconut Grove and offers a great work from home haven !! Will be staying again!!
Guest favorite
A private outdoor space features a spa-jacuzzi surrounded by lush greenery and potted plants. Patio furniture with woven chairs is arranged on a stone-paved area, providing a serene setting for relaxation. A shaded awning offers protection from the sun.
Guesthouse in Flagami
4.86 out of 5 average rating, 343 reviews

#1 hot Private Oasis Studio #1- Miami/Center/Beach

yasminRating, 5 stars2 months ago
Tropical Paradise!! This place is exactly what’s needed to kick back and relax. We enjoyed our stay, and will definitely be back.
Guest favorite
A group of white ibis is seen foraging on the grass near a calm river. The background features a serene waterway lined with greenery and decorative plants, while a modern seating arrangement is visible along the water's edge.
Home in Miami
4.92 out of 5 average rating, 272 reviews

Tropical RiverHouse w/Spa & Deck

DeborahRating, 5 stars1 week ago
Daniel & Orlando's place was very cozy and clean. All the instructions were clear, and easy access to get in and out. Communication with D&O was great! The backyard was beautiful and very tropical. We had many iguana friends who visited us every day (as well as ducks). D&O's house has character and is super cute. They have everything you need in case you forget to pack something, don't worry I can guarantee they have it there! This house is fully furnished and stocked with essentials. My sons enjoyed fishing the canal in the backyard. I would recommend this place, especially for a family. This place is family-friendly.
Guest favorite
A tall skyscraper named 'Brickell Arch' is depicted, featuring a sleek glass facade reflecting the sky. Tall palm trees are positioned in the foreground, complementing the modern architectural design of the building.
Apartment in Brickell Business District
4.78 out of 5 average rating, 312 reviews

BRICKELL ARCH LUXURY CONDO 33rd FLOOR+FREE PARKING

ChristianRating, 5 stars4 days ago
Place and view are amazing. Perfect location in downtown Brickell. Everything’s walkable would 100 percent stay again!
Guest favorite
A private balcony is visible, featuring two minimalist chairs positioned for outdoor seating. The expansive view of Biscayne Bay showcases sailboats gliding across the water, framed by the clear blue sky. Lush greenery is present below, enhancing the coastal atmosphere.
Condo in Coconut Grove
4.86 out of 5 average rating, 297 reviews

Luxury King Studio with Ocean View Private Balcony

KoljaRating, 5 stars1 month ago
I love Coconut Grove and had again a great time !

Family- and pet-friendly home rentals

Top guest favorite
A colorful playhouse stands alongside a yellow slide, surrounded by a grassy yard. The playhouse features a welcoming door and a small window, with a sunflower positioned outside. Lush greenery and planters fill the backdrop, enhancing the playful outdoor space.
Home in Miami
4.9 out of 5 average rating, 230 reviews

Large heated Pool Home (Centrally Located)

CatherineRating, 5 stars5 days ago
The house was absolutely perfect! We stayed in their home and loved every minute. The gardens and pool area were beautiful and very relaxing. They have a very dog friendly house and yard. The hosts were incredibly responsive and very helpful. The house was comfortable and perfect for our family.
Superhost
A serene outdoor space is highlighted by a heated saltwater pool surrounded by lush palm trees. Poolside seating includes elegant iron chairs and tables. Soft lighting enhances the tranquil ambiance, creating a welcoming atmosphere for relaxation and enjoyment.
Home in Miami
4.92 out of 5 average rating, 193 reviews

Private Pool and Tropical Garden Oasis

SarahRating, 5 stars1 month ago
Perfect for two families traveling for F1. I liked the separate space of the mother-in-law suite. The pool was amazing.
Guest favorite
A cozy studio space features a comfortable queen bed with a twin trundle underneath. A rustic wooden dining table is positioned nearby, complemented by black metal chairs. Large windows invite natural light and offer views of a lush outdoor area, framed by green drapes.
Guesthouse in Coral Way
4.94 out of 5 average rating, 612 reviews

Brand NEW Cottage with Gorgeous Patio! 5 mi Beach!

DavidRating, 5 stars1 week ago
We can't say enough positive about Ana's hospitality and the comfort of the cottage. We were in town for 8 days and found that three of us were very comfortable in the space. The neighborhood is great (nearby public pool is spectacular!), parking is plentiful and it is a short walk to Little Havana. Thanks to Ana for making our stay so pleasant!
Superhost
A private tropical courtyard is showcased, featuring patterned stone flooring surrounded by lush greenery. Comfortable lounge chairs and a dining table enhance the outdoor space, while vibrant flowers add color to the setting. The fenced area creates a secluded atmosphere for relaxation.
Guesthouse in Upper Eastside
4.88 out of 5 average rating, 373 reviews

Charming private cottage for two.

AmandaRating, 5 stars2 weeks ago
Clean, comfortable, quiet, great instructions, easy to reach hosts
Guest favorite
The exterior of the duplex features a well-maintained garden with lush green grass. A concrete walkway leads to the entrance, framed by two large windows. The front door is white with a small window, complemented by a subtle doormat. A red vehicle is parked nearby.
Guesthouse in Coral Way
4.84 out of 5 average rating, 333 reviews

Stylish Stay Close to UM & City Vibes

ShaiannRating, 5 stars1 week ago
David & Josh’s space was very comfortable, quiet and peaceful. There was a blender listed in the amenities, and we had checked for it and there wasn’t one. So they went out of their way to order one for us that arrived the next day. Super accommodating and attentive.
Guest favorite
A neatly arranged living area features a light-colored sectional sofa adorned with pillows in warm hues. A wooden coffee table holds decorative items, while a large flat-screen TV is positioned against the wall. Light enters through multiple windows, complemented by ceiling light fixtures.
Apartment in Miami
4.84 out of 5 average rating, 393 reviews

Tropical Garden Retreat in the Heart of Miami

WernethRating, 5 stars3 weeks ago
The best part about this unit is the host (Maria). She is wonderful in terms of helping and accommodating, and went as far as to go out of her way to give me a ride. I was there for a family emergency and she was very compassionate and helpful. This is my second stay and I’ll be returning to this place when the time comes. Nice, cozy, well taken care of place with all the basics. Great for an individual or a couple.
Guest favorite
A well-equipped kitchen area features a wooden countertop connected to a dining space with two stools. A television is mounted on the wall opposite a spacious bed, while light filters in through partially frosted windows, enhancing the inviting atmosphere of the studio.
Guest suite in West Flagler
4.89 out of 5 average rating, 223 reviews

Cozy Studio.

Kyle & RobynRating, 5 stars2 weeks ago
Victor's place was a very nice place to stay while in Miami. it's a nice cool room with enough space to do whatever you need to do like simple cooking showering and sleeping at night. Whenever we had questions Victor was right there in the messages responding immediately. He's very accommodating to what you need. My wife and I like to sleep very cold in our room and it's really nice that you can have a remote control next to the bed to operate the air conditioning at any temperature. Would definitely recommend staying at his COZY suite for anyone!
Guest favorite
A swing hangs from a tree, surrounded by lush greenery in the garden. The background reveals part of a structure with screened porch areas, while potted plants add to the tropical atmosphere of the spacious outdoor space.
Guest suite in Cutler Bay
4.79 out of 5 average rating, 299 reviews

Private Waterfront Studio Paradise

EricRating, 5 stars2 weeks ago
What this lacks in size is more than made up for with the outdoor amenities. There is so much to do and the space to do it in there is no need to be inside. The hosts were incredibly helpful and accommodating.

Family-friendly home rentals with a pool

Superhost
Apartment in Brickell Business District
4.84 out of 5 average rating, 265 reviews

★ FANCY 2BR/2BA CORNER UNIT | ICON BRICKELL ❤️

PatrycjaRating, 5 stars3 weeks ago
Absolutely loved our stay at this Airbnb. We had everything we needed and shops / restaurants were all within a 10 minute walk. The host was very responsive if we needed anything. Would definitely stay here again in the future.
Guest favorite
The luxurious ocean-front condo features modern architecture with multiple stories and large balconies. A well-maintained pool area includes lounge chairs and umbrellas, set against a clear blue sky. Palm trees contribute to a tropical environment surrounding the building.
Hotel room in North Beach
4.9 out of 5 average rating, 291 reviews

OCEAN AND BAY VIEW LUXURY 1BR MONTE CARLO PARKING!

KarenRating, 5 stars2 weeks ago
This condo was exactly what we saw in the photos! The condo was very clean and had an amazing smell. The VIEWS were incredible. From the moment you walk in the door you are greeted with walls of windows. You not only have an amazing beach views, you have incredible views of the city. You can see all the way to downtown and the cruise port! I highly recommend booking this place. Michael was an amazing host. He was very prompt to respond to my emails. The only thing I would recommend in the unit would be adding some curtains in the bedroom to block out some of the lights that come in from the cracks in between the shades. Other than that the unit was amazing and I am already looking to book again! HIGHLY RECOMMEND!
Top guest favorite
A clear swimming pool is surrounded by lush tropical vegetation, including palm trees and large green plants. Two lounge chairs are positioned beside the pool, offering a serene setting for relaxation. The pool deck is made of brick, enhancing the natural ambiance.
Guesthouse in Biscayne Park
4.95 out of 5 average rating, 501 reviews

Cozy and charming cottage

ThomasRating, 5 stars2 weeks ago
Absolutely lovely :) Paola welcomed us with fresh mangoes from her garden - by far the best we’ve ever eaten! The cottage itself is simply stunning; if we come back to Miami, we’ll definitely book here again.
Guest favorite
A well-organized sleeping area features a bed dressed with a light blue comforter. Tropical-themed wall art adds a decorative touch. A bedside table holds a lamp, and natural light filters through sheer curtains covering a window.
Apartment in Flagami
4.84 out of 5 average rating, 152 reviews

Tamiami Guest House- Studio #2 with pool

StefanieRating, 5 stars1 month ago
Best Airbnb in Miami! The space was really comfortable. The open patio from the bedroom straight to the pool really gave vacation vibes. Pool was perfect with lots of lovely outdoor seating for meals or relaxing time. A 5 minute walk to the grocery store. Quiet bedroom. Very convenient if going to MIA or Tri rail. So pleased with this experience- thank you!
Guest favorite
A modern kitchen area is visible, featuring dark cabinetry and a granite countertop. A dining table with black chairs is set beside the kitchen, while a gray sofa with a round pillow is positioned in the foreground, offering a view of the open living space.
Apartment in Key Biscayne
4.92 out of 5 average rating, 202 reviews

Key Biscayne Unit 1/2 block from the beach

NorbertoRating, 5 stars1 month ago
Best host that you can find, fast response and friendly answers to any questions in beautiful surroundings and very quiet neighborhood just a couple of blocks away from the beach and all the amenities KB has to offer, looking forward to our next visit.
Top guest favorite
A light-filled living area features two comfortable chairs positioned around a coffee table. A decorative room divider adds privacy, while a fully equipped kitchen is visible in the background. The space is complemented by neutral tones and wood-style flooring, enhancing a sense of openness.
Bungalow in Coral Way
4.95 out of 5 average rating, 164 reviews

In The Heart Of Miami

AlyssaRating, 5 stars2 months ago
Phenomenal. A little oasis. Veronica is extremely helpful and communicative. The place was clean and thoughtfully curated - probably the homiest place I've lived in. Enjoyed my 6 weeks here immeasurably. The outside area and quiet neighborhood, easily accessible to other areas were the highlights. Vero & Eric are very friendly and I always felt comfortable with them. Thanks for a wonderful stay!
Superhost
A modern three-story building features open corridors surrounding a serene infinity pool. Lounge chairs are positioned by the poolside, and an umbrella provides shade. The building's clean lines and bright exterior reflect the tropical environment, with greenery softly enhancing the area.
Apartment in Key Biscayne
4.81 out of 5 average rating, 150 reviews

1 Bedroom King Size Apartment. Walk to the beach

DonRating, 5 stars3 weeks ago
Great location and comfortable stay
Superhost
Home in Miami
4.79 out of 5 average rating, 150 reviews

Waterfront Home 3/3.5 Resort Style-Heated Pool*

Laura LuciaRating, 5 stars2 months ago
We enjoyed our visit, peaceful place, felt like I was home. Everything was clean and very comfortable furniture. We recommend this place and hopefully we can come back soon Thank you for letting us enjoy this stay at your place, we really enjoyed it.

Quick stats about vacation rentals that are family-friendly in Pinecrest

  • Total rentals

    40 properties

  • Nightly prices starting at

    R1,065 ZAR before taxes and fees

  • Total number of reviews

    1.4K reviews

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with a pool

    30 properties have a pool

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

Destinations to explore