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Vacation rentals with a patio in Windley Key

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Popular amenities for Windley Key patio rentals

Apartment rentals with a patio

Superhost
A view of a well-maintained pathway lined with palm trees leads toward the ocean. The image captures two townhomes on the left, featuring balconies and staircases, with additional homes visible on the right, framed by a bright blue sky and fluffy white clouds.
Apartment in Marathon
4.8 out of 5 average rating, 5 reviews

Ocean Isles Seaside Oasis

KarenRating, 5 stars3 months ago
Home is beautiful; very clean and modern. Quiet neighborhood with a short walk to the water. Very easy check in and out. Also very convenient to restaurants and shopping in Marathon. Loved the stay!
Guest favorite
The living area features modern furnishings, including a gray recliner and a cozy sofa. A wooden coffee table sits in front, with a television mounted on a media console. The open kitchen is visible in the background, showcasing a countertop and bar seating.
Apartment in Marathon
4.92 out of 5 average rating, 12 reviews

*NEW* Sea La Vie-Pool & Beach

AshleyRating, 5 stars5 days ago
We had a great time staying at this property. We liked it because it is very easy to get to, has it's own beach, and has plenty of room for a family. Key Colony is a real gem IMHO. We wanted a property that put us in a central location in the keys - 45 minutes to Islamadora, a little over an hournl from Key West, but in a place that is great for snorkeling and water activities. This place fits that perfectly. The property is easy to check into to, Yuni give a code in advance for the door. Parking is under the building in the shade (big plus) and right in front of the elevator. Super convenient! The kitchen is nice, we cooked meals on probably 3 nights. Beds were comfortable and there is a washer/dryer that is really nice to have on vacation. Great host for sure. If in the keys again I wouldn't hesitate to stay there again as it was a very positive experience.
Guest favorite
A spacious living area features large windows that offer views of the marina and ocean. Comfortable seating arrangements include two leather sofas and a stylish coffee table. Natural light brightens the space, while wood paneling adds a modern touch to the decor.
Apartment in Key Largo
4.86 out of 5 average rating, 29 reviews

Overlooking Marina/Ocean view & FREE GOLF CART

SvitlanaRating, 5 stars2 weeks ago
Very nice place, we enjoyed the pool and feeding fish in the lagoon. Didn’t try using the golf cart. The rental was clean and spacious,
Top guest favorite
A tranquil beach scene is depicted with clear blue skies and gently swaying palm trees. Soft sand lines the shore, while calm waters reflect the greenery of surrounding mangroves. Beach loungers are positioned on the sand, inviting relaxation amidst a natural landscape.
Apartment in Tavernier
4.97 out of 5 average rating, 87 reviews

Turtles Nest 2 Ocean Point condo

MaryRating, 5 stars1 week ago
We had a great time in Tavernier area. Tina’s place was the perfect setup and the amenities were wonderful. We would definitely stay here again. Thanks for sharing your beautiful condo.
Superhost
A modern living area features a clear glass coffee table supported by natural wood elements. Two light-toned armchairs complement a textured area rug, while a media console displays decorative accents. A sliding glass door allows natural light in, alongside minimalistic wall décor.
Apartment in Tavernier
4.67 out of 5 average rating, 3 reviews

Seaside Serenity Brand New Remodeled 2 Bed 2 Bath

TracyRating, 5 stars3 months ago
We had a great stay at this two-bedroom unit! While it’s on the smaller side, it’s been beautifully remodeled with modern, clean, and tasteful decor. The kitchen is fully equipped with all the brand new pots and pans . The living room gets fantastic natural light, and the view from the balcony is great—perfect for enjoying sunsets. We also loved spending time at the pool and hot tub. The location is excellent, with a short walk to the waterfront, which was so peaceful and relaxing. The walls are on the thinner side, so we could hear kids running in the common areas at times, but it wasn’t a major issue. The host truly went above and beyond by shipping back items I accidentally left behind, which we greatly appreciated. Overall, a wonderful experience, and we’d happily stay again!
Guest favorite
Apartment in Marathon
5 out of 5 average rating, 18 reviews

#1 Island Hideaway 89 - OCEAN FRONT

BrianRating, 5 stars3 weeks ago
Rhonda's place is terrific! Lovely location with full water views. Pool was excellent. The home was very comfortable, clean and convenient to restaurants and stores. Would definitely rent again.
Guest favorite
The living area features a comfortable sofa with striped upholstery, complemented by a wicker chair. Sheer curtains frame the large sliding glass doors, which open to a view of lush greenery and calm waters, under a clear sky.
Apartment in Tavernier
4.88 out of 5 average rating, 8 reviews

Marina & Ocean Front Suite 5202

CatherineRating, 5 stars2 weeks ago
Great communication, easy to get into. Clean apartment and comfortable beds. Loved the Hugh swimming pool and beach area. Lots to do in the area. “Theater of the sea,” was excellent. Many great restaurants in the area. Would definitely recommend this place and stay again.
Superhost
A spacious room features a bed draped in a blue and white floral bedding set. Large windows offer views of the outdoors, with a small dining table and chairs visible on the balcony. A compact refrigerator is positioned near the entrance, enhancing convenience.
Apartment in Big Pine Key
4.8 out of 5 average rating, 41 reviews

Apartment in Big Pine

MalloryRating, 5 stars1 week ago
This little studio apartment in big pine is PERFECT for a couple for a few days or week. We loved the big windows on 3 sides, with a great view of sunset & the marsh. We also loved the private and spacious balcony that has a view of sunrise. It is very peaceful and quiet, with the deer coming by every morning and evening. There is no kitchen (which was fine with us) but there is a coffee pot and 2 mugs. The bathroom is roomy for a studio and has closet space available. The sunset view from this place honestly was my favorite part of our trip. I would stay here again if I traveled to the keys in the future.

House rentals with a patio

Top guest favorite
A view of a serene canal waterfront is presented, featuring a dock with boats moored. Lounge chairs are positioned on a pebbled area, offering a relaxing space by the water. The surroundings are lined with palm trees, enhancing the coastal atmosphere.
Home in Key Colony Beach
5 out of 5 average rating, 73 reviews

Dock, Beach Club, January avail., tennis, golf

Mary KayRating, 5 stars1 month ago
We loved our stay at Jeffery's house. It is spacious and very comfortable. My husband appreciated the proximity to the pickleball courts - we could see them from our bedroom windows- and my son enjoyed fishing off the dock. The upper suite was wonderful for privacy and quiet when the older kids stayed up later than the adults. Jeffery was super helpful and responsive. We would love to stay here again!
Top guest favorite
A spacious living area features a leather sectional sofa and a comfortable armchair. A wall-mounted TV is positioned above a wooden console, while a textured area rug is laid out on the tiled floor. Natural light enters through skylights and large windows dressed with curtains.
Home in Homestead
5 out of 5 average rating, 10 reviews

Cozy home one bedroom

ShantiRating, 5 stars1 month ago
We stayed at Ishmael's place for over a week. It is a neat, clean and spacious home. The neighborhood felt nice and safe. We enjoyed our stay and thankful to Ishmael.
Superhost
A spacious deck is featured with several comfortable seating options overlooking tranquil waters. Lush greenery lines the opposite shore, providing a serene backdrop. Bright skies create an inviting atmosphere, highlighting the direct waterfront access and outdoor living potential.
Home in Marathon
4.8 out of 5 average rating, 35 reviews

Luxury Waterfront Retreat with Dockage & Pool

SharonRating, 5 stars3 weeks ago
We enjoyed our stay. The home was comfortable and very clean. It was nice to have a view of the water and a heated pool! The rooms were comfortable and accommodating for our family. Naomi was quick to respond when we had questions. I would stay here again! This spot was close to many restaurants, grocery stores, and right on bike paths!
Superhost
A bright and airy seating area is surrounded by large glass windows, providing clear views of the ocean and swaying palm trees. Comfortable wicker seating is paired with a glass coffee table, inviting relaxation in this serene space.
Home in Marathon
5 out of 5 average rating, 3 reviews

Waterfront Oasis3/2 Direct Ocean

JohnRating, 5 stars9 months ago
Beautiful views and great spaces! We’ve stayed in Marathon several times in different canal houses with our family of 7, and this property is now our new favorite. We couldn’t get enough of all the beautiful views from sunrise to sunset whether it was on the porch, in the pool, or out by the Tiki Hut. Every bedroom has water views as well. Boat access was an easy out to snorkeling, diving, fishing, or whatever you like to do. There are two kayaks for use, which made for some nice outings to explore the immediate area. The kitchen had everything needed for cooking, and even had an extra under-the-counter ice machine. We had a great time here, and would stay again. Thank you to the owners for sharing your property.
Superhost
A clear blue swimming pool is surrounded by a secure fence. Palm trees sway gently beside the water, offering a tropical feel. Views of the Atlantic Ocean extend in the background, beneath a bright sky with scattered clouds.
Home in Cudjoe Key
4.89 out of 5 average rating, 35 reviews

Lower Keys Paradise

AhrinRating, 5 stars1 month ago
Great place to stay. It’s a house in a community with a lot of activities available. There’s an extra $125 fee for that, but it’s worth it.
Guest favorite
Home in Summerland Key
4.95 out of 5 average rating, 85 reviews

Waterfront Anchor House with Boat Basin & Ramp!

JeremyRating, 5 stars2 weeks ago
Fantastic private quiet spot in the keys. We loved the secluded lot, snorkeling right off the boat ramp and watching the moon rise from the point.
Guest favorite
A waterfront view reveals a tranquil canal, lined with palm trees and boats. Comfortable seating is arranged on a sunlit patio, complemented by a light fixture. The scene is brightened by clear blue skies, enhancing the inviting outdoor space.
Home in Key Colony Beach
4.81 out of 5 average rating, 27 reviews

Cozi home with dock

ChristineRating, 5 stars6 days ago
We had a wonderful time in Marathon! Nice location right on a canal. Frank gave some really great food recommendations. Also a very short drive to fun activities. We enjoyed Crane Point Hammock and Sombrero Beach. A cozy place to slow down and enjoy life in the keys!
Top guest favorite
A sliding glass door opens to a balcony with a view of a harbor filled with moored boats. The railing features a modern design, complementing the coastal decor. Sunlight reflects off the water, enhancing the serene atmosphere.
Home in Key Largo
4.99 out of 5 average rating, 175 reviews

Waterfront Sunsets, Great Price, Relaxing Spot!!!

AnneRating, 5 stars1 day ago
We enjoyed our vacation. The views of the harbor are fantastic. We enjoyed watching the boats and abundant wildlife from porch and dock. Feeding the fish is fun. The sunsets are spectacular. The apartment is very clean, the bed is comfortable and had everything we needed for a relaxing vacation. The amenities of beach towels, paper products, beach bag, cooler and ice packs are appreciated! There is beautiful nature everywhere in the Keys and we enjoyed visiting several parks. We hope to return again soon!

Condo rentals with a patio

Guest favorite
A view of a marina featuring wooden docks lined with boats. Lush greenery, including vibrant pink flowers, frames the foreground. A calm inlet reflects the sky, where fluffy clouds drift above. Palm trees provide shade along the shoreline, contributing to a serene coastal atmosphere.
Condo in Tavernier
4.85 out of 5 average rating, 27 reviews

Sea Side Whimsy Ocean Pointe -06

BrockRating, 5 stars2 weeks ago
Great view, easy check in, comfortable stay
Guest favorite
The image showcases a vibrant living space within the Dapper Dolphin condo, featuring a stylish kitchen with granite countertops, a cozy dining area, and a comfortable bedroom with a king-sized bed. The outdoor area displays a large pool surrounded by lounge chairs, highlighting the resort's inviting atmosphere.
Condo in Marathon
4.93 out of 5 average rating, 91 reviews

On the water! Marina, Pool, Tiki Bar & Restaurant!

FionaRating, 5 stars3 weeks ago
We loved our stay at the Dapper Dolphin! The space was so clean. Kate has everything there for you - from beach chairs to laundry detergent! This apartment is conveniently located to great restaurants, attractions and Sombrero Beach. You are just a short walk to the pool at Skipjack Resort. They have poolside karaoke on Monday nights which was very fun. Highly recommend booking this place - we miss it already!
Superhost
A resort-style pool area is featured, surrounded by palm trees and lounge chairs. Shade is provided by large umbrellas over the seating. The pool surface reflects the clear blue sky, creating a serene and inviting environment for relaxation.
Condo in Marathon
5 out of 5 average rating, 3 reviews

Beach/Docks Avail/3 Pools/Hot tub/Gym/Restaurants

MichaelneuroRating, 5 stars3 months ago
Great experience, great host and accommodations. Hot tub wasn't working while we were there, but repair was delayed over the holiday week which was out of the hosts' control. Very communicative and responsive.
Guest favorite
A modern kitchen features white cabinetry and stainless steel appliances. A wooden cutting board is placed on the counter, complemented by cooking utensils. Soft lighting illuminates the space, enhancing the clean and functional design. A window with shutters allows natural light to enter.
Condo in Key Largo
4.94 out of 5 average rating, 101 reviews

Gorgeous lagoon-front 2BR Townhouse with 2 pools

KarenRating, 5 stars3 days ago
This place is a great place for families. All ages can enjoy this neighborhood. It’s close to everything, but it feels cozy.
Guest favorite
An outdoor seating area is set on a patio, featuring brown wicker furniture with soft cushions. A small table is placed between two chairs, and a variety of plants decorate the space. The marina with boats and palm trees is visible in the background.
Condo in Layton
4.85 out of 5 average rating, 13 reviews

Keys Getaway- 2 bedrooms w/Boat Dock, Pet Friendly

TinaRating, 5 stars2 weeks ago
Lynn was great! The accommodations were as described and she went above and beyond to make our stay comfortable. We were a group of 6 guys visiting the keys to fish.
Top guest favorite
A serene view of the water stretches towards the horizon, with soft waves lapping against a rocky shoreline. A jetty curves into the distance, framed by lush greenery on either side. The clear sky reflects on the tranquil surface, creating a calm atmosphere.
Condo in Key Largo
5 out of 5 average rating, 12 reviews

Stylish & Secluded | Pool, Dock, Key Largo Living

sunnyRating, 5 stars1 week ago
Adriana & Bill are fantastic hosts of their terrifically located end unit & Kawama getaway in key largo.. it is a TRUE PARADISE!..( the photos don’t do it justice!) A welcoming goodie bag awaited us as we walked in the door!.. & it just got better & better from there.. always immediate & pleasant replies to texts.. the unit is spacious clean & tastefully decorated. Comfortable beds, workable well stocked kitchen & supplies.. a light and airy lanai with a great view of the lagoon!..super place all the way around!!.. thanks so much Adriana & Bill for making our family vacation all that we wanted it to be…we ‘ll be back!!🏖️
Guest favorite
A pool area surrounded by lush palm trees and lounge chairs is visible, featuring a large swimming pool with a beach entry. Tables with umbrellas provide shaded seating, enhancing the resort-like atmosphere. Bright blue skies with scattered clouds create a tranquil backdrop.
Condo in Key Largo
5 out of 5 average rating, 18 reviews

Key Lime Breeze Retreat!

CarolynRating, 5 stars5 days ago
We had a great stay with our kids - the condo was well furnished, clean, and easily walkable to the pool, game room, and tennis courts. We appreciated the condo was stocked with “kid things” - pack and play, high chair, pool toys, and games. Would recommend to others!
Superhost
A bright living area features large windows that allow ample natural light. A comfortable sectional sofa is positioned around a coffee table, while a mounted TV displays vibrant ocean imagery. Light wood flooring unifies the space, enhancing the open and airy feel.
Condo in Key Largo
4.92 out of 5 average rating, 37 reviews

key Largo 3 Bedroom Townhouse Gated Community

TriciaRating, 5 stars1 month ago
Everything was great! Nice area, and easy access to local activities. we enjoyed our stay.

Destinations to explore

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