Family-friendly vacation rentals in Pinecrest

Tiny home in Coconut Grove

4.97 out of 5 average rating, 121 reviews

Private Gated Tiny House • C Grove Micro Retreat

Quiet, respectful guests only. Owner onsite. No visitors allowed. Ultra-tiny 10×10 Tiny House micro-retreat in walkable Coconut Grove with AC, fast WiFi, small kitchen, mini fridge & private outdoor shower. Ideal for solo travelers seeking safety, simplicity, nature & the outdoors within a gated, peaceful setting near cafés, parks, bayfront paths and the Village—an eco-focused, secure urban glamping stay in Miami. Designed for minimal luggage, early nights & guests who value calm over nightlife

Apartment in Coconut Grove

A spacious suite featuring a king size bed with crisp white linens. Dark accent walls provide contrast against light wooden flooring. Natural light enters through large windows adorned with sheer curtains, while a small desk and tasteful decorative elements complete the stylish environment.

4.81 out of 5 average rating, 126 reviews

Coconut Grove Stunning City View Suite Free Park

INCREDIBLE VALUE! First, a $30 gift card to our restaurant GreenStreet and a bottle of champagne will be awaiting you in your room! In Coconut Grove, this privately owned & renovated bright suite on the 15th floor of a luxurious waterfront property offers breathtaking city views, is fully equipped for 2 w/ a king size bed & full bath. Enjoy all the luxury amenities this property has to offer, pool & hot-tub with incredible bay views, penthouse gym, sauna, business center, 24-hr security, squash

Guest suite in Coconut Grove

A tranquil pool area is surrounded by lush greenery and tropical plants, creating a serene atmosphere. The rectangular swimming pool is framed by terracotta tiles and features potted plants on the edges, offering spaces for relaxation in the sun.

4.96 out of 5 average rating, 287 reviews

"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

Guesthouse in South Miami

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.

4.97 out of 5 average rating, 142 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!

4.9 out of 5 average rating, 231 reviews

A spacious bedroom features a comfortable bed with a light-colored quilt, complemented by wooden accents. Natural light filters through, illuminating the room's earthy tones. A small nightstand and artwork depicting a bird add character, while a private bathroom entrance is visible in the background.

Guest suite in Coral Way

Guest Studio apt, Private entrance, Patio, Parking

Take it easy at this unique and tranquil getaway in our 1930's Spanish Villa in the center of Little Havana and Coral Gables in the heart of Shenandoah. Your Guest Suite is equipped with a private entrance, private garden, and parking. Casita Amorcita is designed to give you the feeling of 'home' and 'love,' with the guest experience in mind. All linens are 100% cotton. Here you will have all that you need to rest, recover, recharge, and enjoy. We look forward to welcoming you home.

4.93 out of 5 average rating, 399 reviews

A light-filled living area features a soft beige leather couch and armchairs arranged around a wooden coffee table. A decorative wall mirror and a potted plant add to the space. A television is mounted on the wall, and light drapes cover the windows.

Home in Flagami

Private duplex in the center of Miami.

1 bed/1bath Duplex located in the heart of Miami. Outdoor space is communal with free street parking. 2 minute WALK to Magic City Casino, 5 minutes away from Miami international airport, 5 minutes from restaurants and nightlife in Coral Gables & calle ocho, 10 minutes from downtown Miami, bayside, etc. Perfect for anyone with long layover at Miami Int Airport, or awaiting a cruise departure from port of Miami (Port of Miami is 10 minutes away). FREE wifi & cable included during your stay.

4.89 out of 5 average rating, 203 reviews

The living area features a comfortable blue sofa positioned across from a contemporary coffee table on a light-colored rug. A ceiling fan provides airflow, and a large window allows natural light to illuminate the space. Modern appliances and decorative elements enhance the overall ambiance.

Apartment in Miami

Close to UM & Shopping. BNR Vacation Rentals

Our fresh Airbnb is located in the upscale neighborhood of High Pines in Miami. The home is furnished with a super plush KING bed and the most comfortable pull-out bed imaginable. 5 Min to the University of Miami 7 Min Fairchild Tropical Botanical Gardens 12 Min to Vizcaya 14 Min Coconut Grove 14 Min to The Venetian Pools 15 Min to Downtown Miami Our place is great for guests looking for luxurious furnishings in a clean environment. Neighborhood is calm, quiet, and safe. Book now!!

4.96 out of 5 average rating, 140 reviews

A welcoming entrance is highlighted by two chairs positioned on a patterned rug. Potted plants are arranged around the space, accompanied by a decorative light fixture. A ceiling fan is visible above, and a door leads into the private room, creating an inviting atmosphere.

Guest suite in Miami

Adorable private studio

Relaxing, private, peaceful and centrally-located studio. You do not share your space with anyone. Walking distance to restaurants, supermarket, bus stop, Gym and Florida International University. Conveniently close to Miami Airport, Kendall Regional Hospital, Dolphin Mall, TopGolf, Everglades Airboat Expeditions, City Place Doral with Fresh Market, shops, Movie Theaters, Comedy Club, live music and more. Eleven miles from Bayside and Wynwood Walls. The beach? A short 15-mile drive!

Guesthouse in South Miami

A peaceful outdoor seating area is situated on a wooden deck, featuring a small table with a potted plant. Two wrought iron chairs provide a comfortable spot to enjoy views of the tranquil lake and surrounding palm trees.

4.97 out of 5 average rating, 382 reviews

Sweet Dreams Lakeside Cottage near U of M Gables

Sweet Dreams Lakeside Cottage is a separate private guest house for complete living. Located on a beautiful lake in a quiet private upscale neighborhood near University of Miami, Coral Gables and downtown South Miami. The private back yard on the lake is like a mini Resort, tranquil, relaxing and romantic, complete with Tiki Hut and a Hammock for 2 and the High Speed WiFi works outside also. Conveniently located near a Metro Station, Shopping, Beaches, Restaurants and attractions.

Two spacious beds are highlighted in the inviting bedroom, featuring wooden headboards and soft white bedding. Natural light floods the room through a large window with sheer curtains, offering views of the greenery outside.

4.85 out of 5 average rating, 118 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.

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.

4.97 out of 5 average rating, 396 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.

Guesthouse in South Miami

A bright sleeping area features a king bed with a wooden headboard, complemented by two bedside lamps on matching nightstands. Soft lighting illuminates the walls, creating a comfortable ambiance. A nearby door leads to a separate bathroom, enhancing the privacy of the space.

4.96 out of 5 average rating, 264 reviews

Cozy Cane Cottage close to UM

Next to U.M, Coral Gables and Sunset Mall. Enjoy easy access to beaches, restaurants, parks and shopping, next to the best attractions in Miami! Family friendly neighborhood with fantastic neighbors. Enjoy fun ping pong games or a glass of wine in the patio. Bookings are accepted from guests who maintain clear communication and a verifiable Airbnb presence. No third party bookings allowed.

Popular amenities for Pinecrest family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Guest suite in Little Havana

A serene outdoor space is highlighted by a clear swimming pool surrounded by laid brick pathways. Lush greenery and potted plants enhance the area. Generously sized windows adorn the house, illuminating the patio equipped with lounge chairs and an umbrella, providing ample relaxation options.

4.92 out of 5 average rating, 372 reviews

Beautiful Poolside Studio, Heart of Miami

4.94 out of 5 average rating, 125 reviews

Condo in Coconut Grove

*Coconut Grove Retreat: Balcony Pool, Free Parking

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.

4.92 out of 5 average rating, 223 reviews

Enjoy our Beautiful Home on a Fun Canal! Hot tub!

4.89 out of 5 average rating, 142 reviews

Condo in Coconut Grove

SF Stunning 12th Flr. Studio in the Heart of Grove

Apartment in Coconut Grove

A spacious studio living area is highlighted by a decorative daybed with an intricate wooden frame. A large artwork in cool tones adorns the wall. Nearby, a modern coffee table sits on light-colored flooring, complemented by a small bookshelf and a hint of the kitchen area in the background.

4.92 out of 5 average rating, 172 reviews

Bay view, Coconut Grove, Mia

Apartment in Coconut Grove

4.89 out of 5 average rating, 137 reviews

2-story:Luxury PH located in Coconut Grove Hotel!

4.89 out of 5 average rating, 139 reviews

A large, inviting pool area is surrounded by lush palm trees and comfortable lounge chairs. The water is a vibrant blue, reflecting the clear sky. Guests can be seen relaxing by the poolside and enjoying the serene atmosphere, with tropical landscaping enhancing the outdoor space.

Apartment in Ocean Front

Fontainebleau Resort Suite. Beautiful Bay Views

Superhost

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

4.87 out of 5 average rating, 306 reviews

Luxury King Studio with Ocean View Private Balcony

Family- and pet-friendly home rentals

A light-filled living area features a comfortable sectional sofa in white, complemented by a circular coffee table. A flat-screen TV is mounted on the wall, and a ceiling fan adds to the airy feel. A large window provides views of the greenery outside.

4.89 out of 5 average rating, 240 reviews

Miami Oasis: Chill | Shop | Relax | Charming Home

The outdoor area features a heated pool surrounded by colorful murals, with a jacuzzi nearby. Poolside loungers and a basketball hoop are visible, offering a vibrant space for relaxation and fun under a clear blue sky.

4.97 out of 5 average rating, 100 reviews

Family retreat oasis, heated pool, jacuzzi & grill

4.97 out of 5 average rating, 152 reviews

The spacious suite features a king-size bed, a comfortable seating area by the window, and a well-lit workspace. Large windows allow natural light to fill the room, offering views of the skyline. Neutral color tones contribute to a calm environment.

Condo in Brickell

Four Seasons private studio in Brickell

Guesthouse in Coconut Grove

A spacious room features a king bed with light bedding and a comfortable queen sofa. Large glass doors provide a clear view of the pool and garden. Modern furniture includes a coffee table, a flat-screen TV, and vibrant accent chairs beside the window.

4.93 out of 5 average rating, 115 reviews

Grove Casita Pool Paradise, 6min beach, Parking

4.88 out of 5 average rating, 156 reviews

Guesthouse in Miami

Modern Private Room | Super Clean and Quiet Stay

4.99 out of 5 average rating, 110 reviews

A spacious living area features a comfortable sectional sofa adorned with pillows and a coffee table. A large television is positioned on a cream-colored console, with light filtering through a nearby window. The open design connects to a dining space and kitchen, enhancing the layout.

Home in Coral Gables

Modern-Miami charming bungalow home, pet friendly*

Guest suite in Cutler Bay

A spacious lawn features a large shade tree with swings hanging from its branches. Nearby are colorful chairs arranged on the grass, along with a hammock tied between tree trunks. Water is visible in the background, surrounded by lush greenery.

4.78 out of 5 average rating, 304 reviews

Private Waterfront Studio Paradise

4.82 out of 5 average rating, 106 reviews

A bright and spacious suite is shown, featuring a king bed with crisp white linens. Two framed black-and-white photographs adorn the walls, complemented by natural light from large windows. A cozy seating area with two rattan chairs and a small table is positioned beside a mirrored wardrobe.

Apartment in South Beach

Art Deco Suite Steps from Beach in South of Fifth

Family-friendly home rentals with a pool

A modern living area is presented, featuring a comfortable sectional sofa adorned with orange and neutral cushions. A round wooden coffee table occupies the center, accompanied by a woven basket and a textured rug. Natural light illuminates the space through windows with white blinds.

4.89 out of 5 average rating, 124 reviews

*POOL* |Sleeps 8|Near Coral Gables | Dadeland Mall

4.97 out of 5 average rating, 191 reviews

A shaded outdoor seating area features a hanging chair, a small table, and decorative lanterns. The pool is visible in the background, surrounded by a well-maintained garden and sun loungers. The space is designed for relaxation, with ample natural light filtering through.

Home in Miami Springs

Spanish House 3 Bedroom Pool House

4.95 out of 5 average rating, 242 reviews

An open living area features a white leather sofa, a coffee table with magazines, and two ottomans in teal. A mounted TV is positioned on a white console, while a dining area is visible in the background, showcasing a modern kitchen design.

Apartment in Brickell

Condo in Brickell Business District

Apartment in Key Biscayne

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.

4.92 out of 5 average rating, 215 reviews

Key Biscayne Unit 1/2 block from the beach

Condo in Miami Design District

The pool area is surrounded by palm trees, with lounge chairs and seating arranged along the water's edge. A spacious outdoor lounge is visible in the background, and the building's glass facade reflects the bright sky and clouds.

5 out of 5 average rating, 107 reviews

Bay View Design District Apt, Pool, Gym & Parking

Apartment in Key Biscayne

A bright and airy dining area features a long white table surrounded by six chairs. The space opens into a living area with a white armchair and a small coffee table. Natural light flows in from a window, highlighting the light-colored walls and tiled flooring.

4.86 out of 5 average rating, 107 reviews

Key Biscayne 1 bedroom walk to Beach & town

4.8 out of 5 average rating, 339 reviews

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

BRICKELL ARCH LUXURY CONDO 33rd FLOOR+FREE PARKING