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Vacation rentals with a pool in Wynwood

Find and book unique homes with a pool on Airbnb

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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Top guest favorite

A rooftop pool area features a clean, rectangular swimming pool surrounded by tiled decking. Comfortable lounge chairs and shaded seating areas can be seen, with vibrant greenery adding a touch of nature. The space is brightened by clear skies and scattered clouds overhead.

Apartment in Wynwood

4.95 out of 5 average rating, 229 reviews

Miami Midtown Luxury Apartment with parking

Beautiful 1094 sqft home away from home designer living space in the heart of Midtown Miami. There are two very comfortable and cozy bedrooms, each with their own large private bathroom. The living room and outside patio terrace are great for relaxing, socialising or having a coffee. There is also a fully equipped kitchen if you would like to do some cooking. You can enjoy all of the building's amenities, the pool, gym, viewing terrace and BBQ area and there is a free parking space for your use.

A modern swimming pool is surrounded by lounge chairs and lush greenery. The pool is clear and inviting, with steps leading into the water. A shaded area with pergolas is visible, providing a relaxing retreat from the sun.

Apartment in Wynwood

4.97 out of 5 average rating, 114 reviews

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!

Top guest favorite

A spacious outdoor pool area is framed by modern buildings, with tropical palm trees lining the sides. The water reflects the blue sky and white clouds, providing a relaxing atmosphere. Lounge chairs are positioned along the pool, inviting guests to unwind.

Condo in Miami Design District

4.99 out of 5 average rating, 199 reviews

Design District condo with parking, pool and gym

Modern, boutique condo with outstanding amenities located steps from the famous Miami Design District. Your unit includes: a washer/dryer, full kitchen (with stove, oven, microwave, fridge, dishwasher, Keurig coffee maker, toaster, blender, tupperware, utensils, plates and cookware). Building amenities feature a beautiful gym with virtual spin studio, common work space, pool and parking garage. Your unit has a relaxing private balcony. Safe, secure building with 24/7 security and front desk.

A sunny outdoor space features a large heated saltwater pool surrounded by lush palm trees and vibrant tropical plants. Comfortable lounge chairs are positioned poolside, accompanied by a small table. The tranquil setting offers an ideal space for relaxation and enjoyment.

4.92 out of 5 average rating, 196 reviews

Private Pool and Tropical Garden Oasis

Welcome to the Tangleleaf, a beautiful 3 bedroom 2 bath house with pool and gardens centrally located in Miami. 10-15 minutes to Miami's airports, beaches, Design District, Wynwood, and Downtown. Your stay includes two queen beds and one king, heated saltwater pool, wireless internet, Smart TV, outdoor grill, laundry, and parking for 4 cars ONLY. We also provide fresh towels, linens, and kitchen utensils. Our goal as your host is to make sure you enjoy every aspect of our beautiful city.

A rooftop pool area features clear blue water, surrounded by a tiled deck. Comfortable lounge chairs are arranged nearby, alongside potted plants. The skyline of Wynwood is visible in the background, contrasted against a bright blue sky with soft, white clouds.

Loft in Wynwood

4.94 out of 5 average rating, 107 reviews

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.

A large pool area is surrounded by lounge chairs and lush greenery. Towering residential buildings are visible in the background, with clear blue skies above. The pool invites guests for a refreshing swim, contributing to a relaxed atmosphere.

Condo in Downtown Miami

4.9 out of 5 average rating, 181 reviews

Feels Like Summer ~ Panoramic Water Views! 2BR

Bluewater Realty Miami welcomes you to The Grand, located in Downtown Miami on Biscayne Bay. Our 2 bedroom Feels Like Summer! is the ultimate retreat. Enjoy incredible panoramic water Biscayne Bay views that will leave you in awe. With South Miami Beach 3 miles away you can take in the sun of Miami Beach, while still feeling the energy of downtown Miami. It's the best of both worlds, giving you the ultimate Miami experience. Your Airbnb Superhosts, Rachel and Mia Bluewater Realty Miami

An expansive outdoor pool is depicted, featuring clear blue water that reflects the sky. Surrounding lounge chairs are positioned along the deck, with palm trees in the background. A shaded seating area is visible at the far end, offering a relaxing space to enjoy the surroundings.

Condo in Miami Design District

4.88 out of 5 average rating, 156 reviews

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.

Top guest favorite

A spacious resort-style pool is framed by lush greenery and sleek lounge chairs, reflecting clear blue skies above. A shaded cabana area is visible beside the pool, providing a relaxing space for guests to enjoy the serene views of the surrounding area.

Condo in Miami Design District

4.99 out of 5 average rating, 179 reviews

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.

Top guest favorite

A serene resort-style pool area is framed by modern white structures, offering clear blue water under a bright sky. Lush greenery surrounds the space, enhancing the tranquil environment. The pool is designed with smooth edges and a textured border that complements the contemporary architecture.

Condo in Miami Design District

5 out of 5 average rating, 170 reviews

Neon Flamingo: 5 Star Retreat w Pool, Gym, Parking

- Experience the vibrant energy of Miami’s Design District in this stylish condo - Enjoy resort-style amenities including a luxe pool, gym, and private parking space - Unwind on your private balcony with stunning bay views - Explore Miami’s hottest shops, restaurants, and art installations right outside your door in the famous Design District -Building has 24/7 front desk and security - Book now to experience a perfect getaway, with everything you need for comfort and style

The rooftop pool area features a modern white structure with a pergola and comfortable seating arrangements. Soft lighting illuminates the pool and surrounding space, revealing a panoramic view of the city skyline against the twilight sky.

Condo in Wynwood

4.87 out of 5 average rating, 130 reviews

Midtown Miami 1 BR Condo w/VIEWS & Free Parking!

Modern luxury 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.

A sparkling pool is surrounded by lounge chairs, offering a serene place to relax. Umbrellas provide shade along the pool's edge, while tall buildings rise in the background, creating a modern urban environment.

Condo in Wynwood

4.88 out of 5 average rating, 127 reviews

Midtown Design District, Big Patio No Airbnb fees

Now with no Fee's our 2/2 condo is a GUEST FAVORITE! Steps away from Sugarcane Miami Restaurant and The Shops mall, you'll enjoy a huge private patio, SmartTV, and one free parking spot. Just 15-20 minutes from South Beach, our condo features amazing amenities like a pool and gym. Please no parties are allowed, - be sure to read them before booking. Located in the heart of Miami's design district, A one-time $50 fee required for each adult or couple.

A spacious pool area features a sparkling water surface under bright skies. Lounge chairs line the edges, accompanied by palm trees that add a tropical feel. A covered seating area is visible, providing shade and relaxation options.

Condo in Miami Design District

4.96 out of 5 average rating, 109 reviews

1BR Penthouse w.bay views in Miami Design District

Designer penthouse located in a resort-style condominium with views of Biscayne Bay. Centrally located in one of Miami's trendiest neighborhoods, the Design District with easy walking distance to restaurants and shops. Amenities include 24h receptionist, Pool, Gym, BBQ, and a free parking space! Walk one block to the hottest destination neighborhood, the Miami Design District. Minutes to Miami Beach, Wynwood, and Miami International Airport.

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Popular amenities for Wynwood rentals with a pool

Free parking on premises

Air conditioning

House rentals with a pool

Top guest favorite

A spacious outdoor area highlights a large pool surrounded by a tiled deck. Lounge chairs are positioned near a blue umbrella, while a hammock is visible among lush greenery. Tropical trees and shrubs frame the setting, offering a sense of privacy.

4.9 out of 5 average rating, 233 reviews

Large heated Pool Home (Centrally Located)

Home in Miami Springs

4.97 out of 5 average rating, 170 reviews

Spanish House 3 Bedroom Pool House

An inviting outdoor area features a heated saltwater pool surrounded by lounge chairs. A fire pit with wooden seating is located on a stone patio, offering a cozy gathering space. Lush greenery and landscaped lighting enhance the tranquil environment.

Home in Coral Way

4.9 out of 5 average rating, 135 reviews

Resort-Style Paradise w Heated Pool and Fire Pit

A large swimming pool reflects the clear blue sky, bordered by lush greenery. Steps lead from the pool area to a modern house with expansive glass doors, connecting indoor and outdoor spaces. Comfortable seating surrounds the pool, providing a welcoming space for relaxation.

Home in Brickell

4.93 out of 5 average rating, 175 reviews

Luxury Oasis in Brickell - Only 3 min to Ocean

A sparkling pool is framed by a spacious patio with tiled flooring and surrounded by lush greenery. A tall plant stands in a black pot nearby, while a screened enclosure allows natural light to fill the area, creating a serene atmosphere.

Home in Miami Springs

4.89 out of 5 average rating, 290 reviews

Centrally Located Resort Style Miami home

An outdoor sitting area is arranged near a private saltwater pool, featuring comfortable wicker seating and a centerpiece table. Umbrellas provide shade, while lush hedges create privacy around the space, enhancing the serene atmosphere.

Home in El Portal

4.99 out of 5 average rating, 175 reviews

SouthBeach |Wynwood| DesignDistrict | Brickell

A private pool glistens under a bright blue sky, surrounded by lush tropical greenery. A stylish hanging chair is suspended near the water, complemented by the clean lines of a white pergola and potted plants to create a tranquil outdoor space.

Home in Upper Eastside

4.92 out of 5 average rating, 198 reviews

Private tropical oasis - Mimo Bungalow

An inviting pool area is highlighted under a twilight sky, featuring a shimmering blue pool surrounded by lush greenery. Comfortable seating areas and a shaded patio are visible, providing ample space for relaxation and outdoor gatherings.

Home in Coral Way

4.97 out of 5 average rating, 101 reviews

Brickell Oasis: Pool, Spacious, Stylish

Condo rentals with a pool

Top guest favorite

A modern living area features a large green sofa adorned with colorful pillows. A unique coffee table made of light wood contrasts against the abstract artwork on the wall. Floor-to-ceiling windows reveal expansive city views, while a stylish chandelier hangs from the ceiling, enhancing the space.

Condo in Downtown Miami

4.99 out of 5 average rating, 92 reviews

Art Deco Luxury Penthouse | Downtown Miami

A bright living space features large glass doors that open to a private balcony, allowing light to flow in. Two vibrant red armchairs are positioned near a circular wooden coffee table, complemented by a cozy gray armchair in the corner. Abstract wall art adds a splash of color.

Condo in Wynwood

4.8 out of 5 average rating, 50 reviews

Fantastic Urban Escape Midblock 2BR Pool Gym Spa

The rooftop pool area is framed by lush palm trees, offering a relaxing environment. Lounge chairs are placed around the swimming pool, which is surrounded by deck tiles. A shaded seating area is visible in the background, enhancing the inviting outdoor space.

Condo in Wynwood

4.93 out of 5 average rating, 58 reviews

Luxury 2bd/2ba in Wynwood w/ pool & free parking!

A spacious living area is showcased with two sofas, a large coffee table, and decorative plants. Bright natural light fills the room through expansive windows, revealing outdoor seating. A stylish dining table is visible in the background, enhancing the contemporary design of the space.

Condo in Wynwood

4.95 out of 5 average rating, 169 reviews

Tulum Vibes Midtown 2BD 2.5BA FREE Parking Spot

A spacious terrace features comfortable seating arrangements including gray sofas and a picnic table. A hammock is seen in the background, with loungers positioned on the tiled floor. The area is bathed in natural light, framed by the tall buildings of Midtown Miami.

Condo in Wynwood

4.89 out of 5 average rating, 176 reviews

Midtown Wynwood Gem | Huge Terrace & Free Parking!

A comfortable seating area includes a twin-sized sofa bed, positioned beside a large wall art piece featuring circular designs. A work desk and smart TV are visible, complemented by floor-to-ceiling windows that open to a balcony, providing views of the surrounding cityscape.

Condo in Miami Design District

4.88 out of 5 average rating, 122 reviews

Miami Design District Luxury Unit Stunning Views

Condo in Downtown Miami

4.89 out of 5 average rating, 221 reviews

Luxury Condo in Hotel, amenities Downtown/Brickell

A private balcony showcases modern wicker seating with soft cushions, offering panoramic views of the water and skyline. Expansive glass doors invite natural light, creating a seamless outdoor space for relaxation.

Condo in Brickell Business District

4.95 out of 5 average rating, 208 reviews

Lux 2BR • Water View • Pool • Spa • FREE Parking

Other vacation rentals with a pool

Top guest favorite

A spacious living area is illuminated by natural light streaming through large windows. A modern sectional sofa in muted tones is adorned with colorful cushions. A sleek coffee table sits atop a patterned area rug, while a leather armchair and a small side table provide additional seating.

Apartment in Downtown Miami

5 out of 5 average rating, 29 reviews

Spacious Loft Edgewater/FreeParking/Pool

Top guest favorite

A modern living space features a comfortable sofa and dining area with a round table surrounded by four chairs. Large windows provide sweeping views of the city skyline, while a mounted TV adds convenience. The bedroom area is visible in the background.

Apartment in Downtown Miami

4.97 out of 5 average rating, 38 reviews

43 Floor Miami 1BD Near Arena

Top guest favorite

An aerial view showcases a waterfront property at night, featuring a softly illuminated pool adjacent to the house. Green lights reflect in the water, highlighting the dock and surrounding greenery. The property is framed by a serene landscape, emphasizing its tranquil atmosphere.

5 out of 5 average rating, 50 reviews

Waterfront Miami Oasis w/ Kayaks | Heated Pool

A bright living area showcases a comfortable sofa adorned with decorative pillows, surrounded by potted greenery. A round black coffee table sits on a patterned rug, complemented by two poufs. Floor-to-ceiling windows invite natural light, offering city views and an open, airy feel.

Apartment in Miami Design District

4.83 out of 5 average rating, 52 reviews

Miami Design Department

An inviting living space features large glass doors offering views of the outdoors. A modern sofa is positioned near a decorative wall with a beach scene. A stylish dining table with white chairs is centered on a patterned rug, while natural light fills the room.

Apartment in Wynwood

4.91 out of 5 average rating, 87 reviews

Coco Loco - Wynwood

A heated pool is surrounded by lounge chairs and lush greenery. The area is well-lit with natural light and features shaded cabanas in the background. The pool area offers a refreshing spot for relaxation and enjoyment.

Apartment in Edgewater

4.92 out of 5 average rating, 66 reviews

Miami best Location/Pool/gym/park+design district+

A spacious studio is presented with a king-size bed, complemented by soft bedding and modern furnishings. Large floor-to-ceiling windows offer a view of the ocean and a balcony. A green seating area is positioned beside a wooden entertainment unit and flat-screen television.

Apartment in South Beach

4.96 out of 5 average rating, 26 reviews

W South Beach Ocean High Floor *

A panoramic view captures the stunning skyline at sunset, showcasing two modern high-rise buildings with glass balconies. The sky is painted in shades of purple and orange, while the cityscape stretches out, emphasizing the vibrant atmosphere of the Miami area.

Condo in Brickell Business District

5 out of 5 average rating, 4 reviews

Celestia Penthouse · World Class® · Pool, Gym

Quick stats about vacation rentals with a pool in Wynwood

Total rentals
110 properties
Nightly prices starting at
ﺩ.ﺇ220 before taxes and fees
Total number of reviews
2.8K reviews
Family-friendly rentals
30 properties are a good fit for families
Pet-friendly rentals
50 properties allow pets
Rentals with dedicated workspaces
70 properties have a dedicated workspace

Destinations to explore