Family-friendly holiday rentals in Wynwood

Chic Midtown Lge 1 BR | FREE Parkg | 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.

NEW! 1BR Condo w/ rooftop pool, gym & FREE parking

Experience the ultimate beach escape in this modern 850 sq. foot high-rise unit, situated in the heart of Miami’s vibrant Wynwood neighborhood. Within minutes you can dine at the finest restaurants, explore the world-renowned Miami Design District and Wynwood Walls art galleries, and dip your toes in the crystal clear blue waters of Miami Beach. Our interior is just as awe-inspiring, where you can behold stunning city views from our balcony and gain exclusive access to our swimming pool & gym!

Blank Canvas Wynwood Loft

This loft is located in the heart of Wynwood just steps from some of the neighborhoods most iconic must do's such as galleries, shops, restaurants and world renown street art/graffiti. Wynwood is a central point from South Beach, Brickell, Little Havana and Coconut Grove. Stay, work, create or explore. Feel free to check us out on IG @BCLoftWynwood Please note: This is not a space to party, the Blank Canvas loft will not take reservations for guests with no prior reviews on airbnb.

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.

PRIME Midtown Miami Apt w/VIEWS & FREE Parking!

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.

Design District/Midtown Lux Villa~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

Gorgeous 1 Bdrm 1 Bath - Magical 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.

Modern Design District Wynwood TH w/Heated Pool

Come enjoy this stylish centrally-located 3BR/2.5BA Townhouse with amazing pool in the heart of Miami. Located just a short walk away from the Design District, Wynwood and Midtown Miami. Pool heater is available however to run there is a daily rate of $25. The fee must be paid prior to turning it on. Normal pool temperature is range between 83°F and 85°F. In Miami, normal temperatures are reached by the end of March, early April at which point we do not run the heater.

Palm Place, Pool in Miami, Steps to Midtown Shops

Welcome to Palm Place! This spacious apartment is in a very central location of Miami with many restaurants, bars, shops and entertainment just downstairs and steps away. Wynwood and The Design District are minutes away. The building has many luxe amenities to enjoy like a grill area, a heated pool with cabanas, a gym and a putting green. Come relax, venture the city or simply enjoy beach days in the sun, coming home to your home away from home at the end of the day.

1,400 Sq Ft Wynwood 2BR, Balcony, Free 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

Coco Loco - Wynwood

Coco Loco Wynwood, part of the Coco Loco Holiday Future family, is our Chic Oasis in Wynwood where you can experience Luxury Living next to Miami's Artistic District. Coco Loco's luxury experience includes access to a beautiful rooftop pool, beauty spa, complete gym, golf putting green, outdoor BBQ patio and cabana lounges. You also have access to your own parking spot during your stay as well as 24 hour building access.

New Boutique Hotel | Rooftop Pool + Gym | Sense28

Welcome to Sense28 by AvantStay! Set in Miami's Edgewater neighborhood, this 2 Bedroom Suite w/ Balcony is a flexible, design-forward retreat — boutique hotel polish with the space and ease of a true home base. ☕ Full kitchen with Nespresso, in-unit washer/dryer, and steamer 🏊 Rooftop pool, fitness center, and private balcony 🌅 Minutes to Wynwood, Design District, and Biscayne Bay