Family-friendly holiday rentals in Wynwood

4.92 out of 5 average rating, 118 reviews

Modern, Pristine, LRG 1 BR, FREE Pkg, Rooftop Pool

Walk to Everything | FREE Parking | Quiet Sophisticated and clean, this meticulously designed condo is newly refreshed for 2026. An oversized 1BR boasts stunning sunsets & garden views or take leisurely stroll to the bay for sunrise. Signature, Club Style state-of-the-art gym, resort-style heated pool, private cabanas, rooftop BBQ lounge. Urban convenience. Trader Joe’s, Whole Foods and much more right outside your door; steps from Wynwood & Design District or a quick ride to South Beach.

Indoor spacesFamilyCheckout

A bright living room features large windows that allow natural light to flow in. Neutral-colored sofas are complemented by decorative pillows in shades of blue and yellow. A minimal coffee table sits atop a textured rug, creating a welcoming environment.

4.94 out of 5 average rating, 127 reviews

Luxury Miami Condo | Pool, Gym & Parking

Stay in the heart of Midtown Miami—walk to top restaurants, cafes, Trader Joe’s, Target & the Design District. This bright, spacious condo sleeps 5 with 2 baths, a full kitchen, sun-filled living area & private balcony to relax. Thoughtfully designed for comfort, it offers a clean, modern feel throughout. Enjoy the building’s pool, gym & parking. Beach, Wynwood & Miami nightlife are minutes away. Great for extended stays or a Miami escape. There is $50 condo fee per adult at check-in.

KitchenFamilyBathroom

4.95 out of 5 average rating, 111 reviews

An airy living space features high wood beam ceilings and soft neutral tones. A spacious sectional sofa is complemented by a modern coffee table, and a decorative fireplace adds charm. An open kitchen is visible, with a large island and bar seating for four.

Home in Wynwood

Wynwood Chic Boutique Grand Villa

From the moment you step inside this professionally decorated 2BR/2 1/2 bath Villa you will feel comfortable and right at home. Fall in love with the high wood beam ceilings, warm tones, and amazing open kitchen with an island that seats 6. The living room sofa is a dream to lay down, relax, and watch a movie after a long day enjoying the city. Both bedrooms have super comfortable high-end queen-size beds with their private bathrooms and showers. Free onsite parking for 2 cars.

Indoor spacesFamilyAmenities

The bedroom features two comfortable full-sized beds with crisp white linens. A sleek dresser is positioned against the wall, and a 43" LED Smart TV is mounted for entertainment. Natural light flows through the large window, offering views of the evening sky.

4.88 out of 5 average rating, 169 reviews

PRIME Midtown Miami Condo w/FREE Parking & VIEWS!

Top floor remote work friendly 1 BR 1 BA apartment in the heart of Midtown Miami, steps away from all the best Miami has to offer! Located on the top floor of Midblock Condominium means you can expect to retreat to a safe and serene landing with unobstructed and private views of the area. Furthermore, the condo features highly-coveted amenities, including a rooftop swimming pool, bbq area, viewing terrace, mini-golf, gym, 24/hr concierge service, and free, secure garage parking.

Indoor spacesFamilyCheck-in

4.89 out of 5 average rating, 199 reviews

Condo in Buena Vista

One Bedroom Condo King Bed With City Views

Entire luxury condo at Quadro in the Design District. Fully equipped - Free parking, coffee, Wi-Fi & cable. The building features amenities in the 6th floor including a fitness center, a lounge with co-working area & a game room, an outdoor dining area with BBQ's and a great pool.Enjoy guest exclusive neighborhood discounts. Walk to hundreds of designer shops, restaurants, bars, art galleries, & more! 10-min drive to Miami’s international airport, 15-min drive to Miami Beach.

FamilyKitchenHospitality

5.0 out of 5 average rating, 212 reviews

A dining area is set at a white table adorned with blue glasses and stylish tableware. Large windows provide panoramic water views and a clear sky, enhancing the bright atmosphere. A television screen displays a beach scene.

Condo in Buena Vista

Penthouse Level Studio• Water Views • Free Parking

Penthouse Level Studio with DIRECT WATER VIEWS in Miami Design District, a room with a view, decorated with lots of love and inspired by the ocean. Residence has 12'' floor to ceiling windows and access to the resort style amenities, stunning pool with cabanas, gym (open 24 hrs.), modern lounge, BBQ area, electric car charging station and FREE ASSIGNED PARKING in the very heart of Miami. Maximum 3 guests. Walking distance to the best shopping, dining, museums and much more.

Indoor spacesKitchenBeach

An open living area features a spacious sectional sofa facing a low coffee table on a soft area rug. The modern kitchen with stainless steel appliances is visible in the background. Bar stools line the counter, offering additional seating. Natural light fills the room.

4.88 out of 5 average rating, 240 reviews

Top Rated 2br/2bath in Prime Location of Miami!

***Transparency policy note*** There is a $50 one-time registration fee charged at check-in per adult over 18 (married couples are charged one fee). This is a tax charged directly by the building and not the owner. 2 BR apt in Midtown/DesignDistrict! Unit sleeps 6 and is steps from “The Shops.” Features upscale amenities, such as full balcony, parking spot, putting green, pool/gym. 10 min walk to Wynwood and Design. 10 min Uber to Downtown/Brickell, 15 min to South Beach.

FamilyIndoor spacesAccess

4.95 out of 5 average rating, 276 reviews

Loft in Wynwood

Wynwood Artist Loft w/ free Garage parking

Welcome to our fully furnished 800 sq' loft with free garage parking, in the center of Wynwood. Our home comes completely furnished with full kitchen & bath, dining table, king bed, work desk, and one queen size murphy bed. There is parking available for one car in the parking garage. Walk out the door and you are enveloped with the vibe and energy of life and art! Murals, street art, great restaurants, fancy flea markets and bars. We are 15/20 min to the beach.

FamilyKitchenHospitality

An open-concept living area features a dining table set for six, surrounded by modern chairs. A vibrant mural adorns one wall, complemented by colorful accent furniture. Floor-to-ceiling windows provide natural light and views of the outdoor greenery.

5.0 out of 5 average rating, 159 reviews

1,400 Sq Ft Wynwood 2BR · Balcony · Parking

The biggest 2BR in Wynwood, and it’s not close. Enjoy 1,400 sq ft of real space, a massive private balcony, and free garage parking, all inside a quiet boutique building one minute from Wynwood Walls. Featuring 10 ft ceilings, floor to ceiling windows, a designer Bosch kitchen, and king beds in both bedrooms. Surrounded by Miami’s best art, cafés, restaurants, and nightlife. Perfect for couples, families, and longer stays. ★ 5.0 stars across 140+ reviews

Indoor spacesKitchenHospitality

Superhost

A bright seating area features large glass doors leading to a private balcony with expansive city views. A work desk is positioned beside the doors, and a smart TV is mounted on the wall, enhancing the modern decor.

Condo in Buena Vista

4.86 out of 5 average rating, 161 reviews

Design District Studio · City View · Free Parking

Stylish studio in the heart of Miami's Design District, with city views from a private balcony and floor-to-ceiling windows. Steps from Michelin-starred dining, luxury boutiques (Hermès, Prada, Chanel, Gucci), and Wynwood art galleries. Free covered parking included — rare in Miami. Sleeps 3 on a queen bed plus a twin sofa bed. Fast wifi, dedicated workspace, and resort-style building amenities (pool, sundeck, fitness center).

Indoor spacesKitchenWalkability

Apartment in Downtown Miami

4.88 out of 5 average rating, 608 reviews

Breathtaking Views Studio Suite | Downtown Miami

"Spectacular apartment with breathtaking views, amazing amenities, and perfect functionality." This contemporary studio suite offers stunning Downtown Miami & Biscayne Bay views. Steps away from Bayfront Park (2 min walk), it’s built for solo travelers seeking truly effortless stays. Perfect for post-procedure relaxation or a comfortable temporary base. Enjoy zero-hassle hospitality and ultimate convenience.

KitchenIndoor spacesHot tub

An outdoor infinity pool reflects the sky and surrounding skyline at sunset. Lounge chairs are lined along the edge of the pool, offering views of the vibrant urban landscape and colorful clouds. The serene water merges with the city’s silhouette in the background.