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Vacation rentals with a pool in Wynwood

Find and book unique homes with a pool on Airbnb

Quick stats about vacation rentals with a pool in Wynwood

  • Total vacation rentals

    Explore 270 vacation rentals in Wynwood

  • Nightly prices starting at

    Wynwood vacation rentals start at $98 CAD per night before taxes and fees

  • Verified guest reviews

    Over 4,060 verified reviews to help you choose

  • Family-friendly vacation rentals

    50 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 50 rentals that welcome pets

  • Rentals with dedicated workspaces

    150 properties have a dedicated workspace

  • Wifi availability

    270 of Wynwood vacation rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Wynwood rentals

  • 4.8 Average rating

    Wynwood stays are highly rated by guests—averaging 4.8 out of 5!

Top-rated rentals with a pool in Wynwood

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Guest favourite
Condo in Wynwood

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.

4.92 out of 5 average rating, 118 reviews
Guest favourite
An open living space features a green sofa set against a contrasting black wall. Natural light fills the room through large windows, illuminating a coffee table placed on a white rug. A well-equipped kitchen is visible in the background, alongside a workspace with a computer.
Loft in Wynwood

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.

4.95 out of 5 average rating, 148 reviews
Guest favourite
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

Stay near Miami’s Design District, Wynwood and Midtown in a private 3-bedroom townhouse for up to 8 guests. Relax in your private heated pool and fenced backyard, enjoy free parking for two cars, and reach many of Miami’s major attractions within a short drive. Ideal for families and group getaways. make your celebration even more special, we provide personalized decoration services, just ask Patty! • 15 minutes to Miami Airport • 15 minutes to South Beach, Downtown Miami & Brickell’s

4.96 out of 5 average rating, 224 reviews
Top guest favourite
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.
Condo in Wynwood

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.

4.94 out of 5 average rating, 127 reviews
Guest favourite
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.
Condo in Wynwood

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.

4.88 out of 5 average rating, 169 reviews
Guest favourite
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.

4.92 out of 5 average rating, 165 reviews
Guest favourite
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.

4.9 out of 5 average rating, 201 reviews
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.
Condo in Wynwood

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.

4.88 out of 5 average rating, 240 reviews
Top guest favourite
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.

5.0 out of 5 average rating, 213 reviews
Top guest favourite
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.

4.91 out of 5 average rating, 121 reviews
Top guest favourite
A modern living area is depicted, featuring a sleek white sofa adorned with pillows and a soft throw blanket. A large window provides a view of the ocean, while natural light illuminates the space. A floor lamp stands beside the sofa, enhancing the bright atmosphere.
Apartment in Wynwood

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.

4.93 out of 5 average rating, 133 reviews
Guest favourite
Apartment in Downtown Miami

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.

4.89 out of 5 average rating, 624 reviews

Popular amenities for Wynwood rentals with a pool