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.

KitchenIndoor spacesCheck-in

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.

FamilyKitchenHospitality

4.94 out of 5 average rating, 114 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.

KitchenFamilyDecor

4.92 out of 5 average rating, 165 reviews

A modern living space featuring a plush sectional sofa facing a round coffee table, with a bright area rug underneath. A light fixture with exposed bulbs hangs from the ceiling. The open kitchen is visible, showcasing a breakfast bar and dining seating.

Apartment in Wynwood

Midtown 1BR City View | Rooftop Pool, Gym, Parking

Modern 850 sq ft high-rise 1BR in Midtown Miami, across from The Shops at Midtown and a 5-min walk to the Design District. Floor-to-ceiling windows and a balcony with city skyline views and peeks of Biscayne Bay between the towers. King bed plus a full sofa bed, full kitchen, in-unit washer/dryer and fast Wi-Fi with a workspace. Rooftop pool, gym, BBQ area, 24/7 concierge and 1 free assigned parking spot. Pet friendly. Wynwood, Edgewater and Miami Beach are a short drive away.

KitchenIndoor spacesGetting around

4.96 out of 5 average rating, 224 reviews

A spacious living area features a light-colored sectional sofa complemented by decorative pillows. A large screen displays vibrant artwork. In the background, a dining area with a modern table can be seen, and glass doors open to a lush outdoor space.

Townhouse in Wynwood

Design District 3BR~Sleeps 8~Private Heated Pool

Experience luxury at this modern townhouse in Miami’s vibrant Design District and trendy Wynwood. Just steps from world-class dining, shopping, and nightlife, it’s the perfect setting for bachelorettes, parties, family reunions, and getaways with friends. And to make your celebration even more special, we provide personalized decoration services—just ask Patty! • 15 minutes to Miami International Airport • 15 minutes to South Beach • 10 minutes to Downtown Miami & Brickell’s

FamilyKitchenNearby

4.9 out of 5 average rating, 200 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.

Indoor spacesKitchenCheck-in

5.0 out of 5 average rating, 213 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 spacesKitchenCondition

Superhost

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.

Indoor spacesFamilyWalkability

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.

Indoor spacesKitchenAmenities

4.91 out of 5 average rating, 121 reviews

A modern living space features a striking striped wall with a neon sign reading 'welcome to Miami.' A yellow sofa is complemented by an array of decorative pillows. A dining area with black chairs and a wooden table is visible in the background, alongside a sleek kitchen.

Condo in Buena Vista

Stylish 1BR + Den in the Heart of Miami

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

FamilyKitchenGetting around

A sparkling pool is highlighted with clear blue water, under a bright sky. Sun loungers and a shaded umbrella are positioned nearby, surrounded by lush greenery. The pool area features modern architecture and a spacious deck for relaxation.