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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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Guest favorite
A modern living space features a sleek, brown leather sofa and an ergonomic chair, accompanied by a small wooden table and a stylish desk. Large glass doors open to a private terrace, while natural light fills the room, highlighting the contemporary design.
Apartment in Miami
4.94 out of 5 average rating, 251 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.

Guest favorite
A spacious suite featuring a king size bed with crisp white linens. Dark accent walls provide contrast against light wooden flooring. Natural light enters through large windows adorned with sheer curtains, while a small desk and tasteful decorative elements complete the stylish environment.
Apartment in Coconut Grove
4.81 out of 5 average rating, 126 reviews

Coconut Grove Stunning City View Suite Free Park

INCREDIBLE VALUE! First, a $30 gift card to our restaurant GreenStreet and a bottle of champagne will be awaiting you in your room! In Coconut Grove, this privately owned & renovated bright suite on the 15th floor of a luxurious waterfront property offers breathtaking city views, is fully equipped for 2 w/ a king size bed & full bath. Enjoy all the luxury amenities this property has to offer, pool & hot-tub with incredible bay views, penthouse gym, sauna, business center, 24-hr security, squash

Guest favorite
A modern living area features large windows covered by sheer curtains, allowing natural light to fill the space. A comfortable sofa faces a wall-mounted TV, while a coffee table sits in front. A dining table for four is visible to the side, complemented by stylish decor.
Condo in Miami
4.9 out of 5 average rating, 156 reviews

Miami Midtown *Free Parking* 2 Queen Beds BBQ Pool

Apartment in the heart of Midtown Miami, near Wynwood. Newly furnished, at walking distance to many store (Target, Carter’s, Ross, HomeGoods etc) and restaurants. You'll get a FREE parking space.** * The building has a $50 fee per adult guests to be paid at check-in (credit/debit card only). ** Parking is a third party service. We’ll do our best to offer it as smooth and seamlessly as possible, but remember we are forced to rely on employees of the building for this service. Clearance 6’2”.

Top guest favorite
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
4.95 out of 5 average rating, 132 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.

Top guest favorite
Condo in Miami Design District
4.87 out of 5 average rating, 134 reviews

Stylish 1Bdrm Penthouse In Miami Design District

Entire luxury condo at Quadro in the Miami Design District. Fully furnished & equipped - Free parking, coffee, Wi-Fi & cable. The building features resort-style amenities in the 6th floor including a fitness center with a yoga/spinning studio, a lounge with co-working/conference areas & a game room, an outdoor dining area with a summer kitchen & BBQ's, a pool with cabanas overlooking Biscayne Bay. 10-min drive to Miami’s airport, 15-min drive to Miami Beach. Walk to Wynwood and Midtown.

Guest favorite
Condo in Miami
4.88 out of 5 average rating, 144 reviews

Midtown Miami/Wynwood 1 BR 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.

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 Miami
4.89 out of 5 average rating, 223 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.

Top guest favorite
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 Miami Design District
4.99 out of 5 average rating, 196 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 vibrant pool area is framed by lush greenery and modern lounge chairs, offering scenic views of the water and skyline. The sleek design of the building complements the blue sky, with large windows reflecting the surroundings.
Condo in Miami Design District
4.99 out of 5 average rating, 188 reviews

Private Balcony Views and Resort Style Amenities

- 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

Top guest favorite
The pool area is surrounded by palm trees, with lounge chairs and seating arranged along the water's edge. A spacious outdoor lounge is visible in the background, and the building's glass facade reflects the bright sky and clouds.
Condo in Miami Design District
5 out of 5 average rating, 109 reviews

Bay View Design District Apt, Pool, Gym & Parking

Enjoy the best of everything Miami has to offer at this centrally located Design District condo near Wynwood, Midtown, Downtown, Miami Beach and Mimo. Our condo has all the necessities of home with a fully equipped kitchen, comfy bed, cozy living space and a spacious balcony with amazing bay and sunrise views. Resort-style amenities including a rooftop pool, full gym, BBQ grills, community work space and a complimentary parking spot in our covered garage are also included.

Guest favorite
A modern living space featuring large windows that invite natural light, with views of Biscayne Bay. A spacious kitchen island with light wood cabinetry is paired with a dining table for four. A comfortable seating area includes a sofa and a smart TV, complemented by decorative elements.
Condo in Miami Design District
4.97 out of 5 average rating, 119 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.

Top guest favorite
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 Miami
4.92 out of 5 average rating, 112 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.

Popular amenities for Wynwood rentals with a pool

When is the best time to visit Wynwood?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$40,139 GYDG$45,993 GYDG$50,592 GYDG$49,338 GYDG$41,812 GYDG$38,258 GYDG$36,585 GYDG$35,540 GYDG$33,449 GYDG$35,958 GYDG$42,021 GYDG$45,993 GYD
Avg. temp20°C22°C23°C25°C27°C28°C29°C29°C28°C27°C24°C22°C

Quick stats about vacation rentals with a pool in Wynwood

  • Total vacation rentals

    Explore 110 vacation rentals in Wynwood

  • Nightly prices starting at

    Wynwood vacation rentals start at G$14,634 GYD per night before taxes and fees

  • Verified guest reviews

    Over 3,350 verified reviews to help you choose

  • Family-friendly vacation rentals

    30 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 40 rentals that welcome pets

  • Rentals with dedicated workspaces

    70 properties have a dedicated workspace

  • Wi-Fi availability

    110 of Wynwood vacation rentals include wi-fi 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!

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