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Holiday rentals with a patio in Windley Key

Find and book unique rentals with patio on Airbnb

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Popular amenities for rentals with patio in Windley Key

Flat rentals with a patio

Guest favourite
Flat in Marathon
4.93 out of 5 average rating, 14 reviews

*NEW* Sea La Vie - Pool & Beach

MargaretRating, 5 stars3 weeks ago
We just spent 6 days at Yuni's airbnb. Our family of four(all adults) could not have been happier with the peace and quiet this place offered us. The private beach and pool had plenty of chairs and umbrellas. We loved the balcony overlooking the pool and beach. We enjoyed how close it was to Havanna Jack's for a quick bite to eat and drink. Yuni's place was exceptionally clean. Plenty of bath towels and beach towels. The kitchen was fully stocked with all of our needs. She quickly responded to our questions and our needs. Yuni is one of the best hosts we have had throughout the years of using airbnbs. We definitely will go back!
Top guest favourite
Flat in Marathon
5 out of 5 average rating, 14 reviews

Oceanfront Getaway in Marathon!

TriciaRating, 5 stars2 months ago
Condo was great. Exactly as described. 2 minute walk to the large heated swimming pool and beautiful ocean view. Shuffle board and ping pong available to play near the pool area. Safe, quiet, gated condo community. Within short driving distance to many great restaurants and activities. Frank responded within hours and answered my questions. We would recommend this rental and would gladly stay here again!
Guest favourite
Flat in Key Largo
4.86 out of 5 average rating, 29 reviews

Overlooking Marina/Ocean view & FREE GOLF CART

SvitlanaRating, 5 stars2 months 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 favourite
Flat in Tavernier
5 out of 5 average rating, 43 reviews

Island Time at Ocean Pointe Luxe 2 King Spa BR/BA

ChristaRating, 5 stars6 days ago
A wonderful place, beautifully decorated with absolutely everything you may need, and then some. It was super clean & tidy. We definitely recommend staying here! If you decide to snorkel, we had a great experience at Islander Girl, which is close by. In terms of beaches, our favorite was Bahia Honda State Park (Sandspur Beach).
Top guest favourite
Flat in Marathon
5 out of 5 average rating, 20 reviews

#1 Island Hideaway 89 - OCEAN FRONT

SamanthaRating, 5 stars2 weeks ago
It was the perfect location that we wanted away from a high tourist area. The neighbors were very nice and welcoming. Everything was clean and beautiful. I would stay here again! It was perfect for us exploring both the southern and northern keys and beaches since it's about middle of the 2. Loved it!
Superhost
Flat in Marathon
4.86 out of 5 average rating, 51 reviews

Little Venice in Marathon (in the Beautiful Keys)

AlisonRating, 5 stars3 weeks ago
We (two couples) enjoyed a great week here. Being on the canal was nice, outside sitting spots were great. The house had plenty of cooking supplies needed. Was a tad bit smaller than I expexted, but worked out just fine. Remember to bring your shampoo, body wash etc as it's not provided. Comfortable and bright, was quiet even with boats going by. Would definitely stay here again!
Guest favourite
Flat in Tavernier
4.89 out of 5 average rating, 27 reviews

Welcome to the Pelican Lodge !

ElizabethRating, 5 stars3 months ago
We had a lovely time at Cassandra’s place. It was comfy, cozy, peaceful and private. Awesome view from the balcony. Unfortunately the weather wasn’t great when we were there so we didn’t get to check out the pool which looked great. It was nice that there were outdoor games below the building so we could still play even when it was raining. Good location with plenty to do around the area. If you need a rainy day activity, there is a duck bowling place located 6 minutes away by the Winn Dixie with an awesome tap wall. Wish we could have had better weather but we will definitely be back one day.
Guest favourite
Flat in Marathon
4.97 out of 5 average rating, 62 reviews

Dock POOL Kayaks Bikes Beach2mi WalkToStores

jennifer Rating, 5 stars1 month ago
My husband, myself and 3 adult children stayed for a week. Place was super well equipped with everything imaginable. Very Spacious inside and out. Danielle was great at answering any questions we had. It was an amazing family vacation and will definitely rent again. - Jennifer

House rentals with a patio

Guest favourite
Home in Marathon
4.94 out of 5 average rating, 35 reviews

Florida Keys Oceanside Utopia

CaroleRating, 5 stars1 month ago
Shane and Kelly were fabulous! My husband and I enjoyed a week away and loved exploring Marathon. Fishing from the back deck was so much fun. We caught some mangrove snapper that we made for dinner which was exquisite! I also caught a Jack Cravalle and my hubby caught a shark. Definitely fun times! Explored beaches, hiked and went to Key West for a day. Weather did not disappoint. Highly recommend this great vacation home!
Top guest favourite
Home in Marathon
5 out of 5 average rating, 38 reviews

Brand New Luxury Oceanfront Home w/ Pool, 38' Slip

JillRating, 5 stars1 month ago
If I could rate this stay a 20, I would. We came across the listing last June, after wanting to try something different on our annual trip to Marathon. It looked perfect for our family. What I didn’t expect when we arrived on April 16, 2025, was to be blown away. The pictures don’t do it justice. The house is STUNNING. I felt like we were walking in/staying at a brand new house as the very first guests. The colors, the furnishings, the level of coziness brought to this luxury beach house was unmatched. The towels (bath and beach) were plush and soft. Pool speakers. The bar! I mean everything. The kitchen was stocked with what you need - high end gadgets, utensils that actually work, and every pot and pan (organized). Immaculately cleaned. And then the views. Holy guacamole. My dad parked himself on the main floor deck and didn’t move for seven days. Airbnb was right- RARE FIND. Amanda - you are the hostiest host in the world. Your communication was 💯. And we pray to make it back to yo
Guest favourite
Home in Marathon
4.94 out of 5 average rating, 90 reviews

Conch Cottage at Hawks Cay - Chic Tropical Retreat

VicenteRating, 5 stars4 weeks ago
Loved it! I hope to go again some day in the near future.
Guest favourite
Home in Marathon
4.91 out of 5 average rating, 11 reviews

Endless Summer

LisaRating, 5 stars3 weeks ago
We very much enjoyed our stay, the house was as expected based on previous reviews & pictures. The location was perfect for us to access from Key Largo to Key West easily. The pool was nice & the kids had fun snorkeling off the back dock & looking for all kinds of wildlife both on land & in the water with their flashlights after dark. We found the sunsets at the house to be better than what we experienced in Key West. If you need beach chairs and/or beach umbrella, we recommend you rent those.
Superhost
Home in Key Largo
4.85 out of 5 average rating, 206 reviews

Outdoor Paradise - Beach, Boats, Snorkeling & Sun!

BrandonRating, 5 stars3 weeks ago
Fantastic stay. Bryant was an excellent host and very responsive and accommodating
Top guest favourite
Home in Key Colony Beach
5 out of 5 average rating, 18 reviews

Bohemian Beach Bungalow

AnnaRating, 5 stars1 week ago
I can’t say enough great things about this beach bungalow! From the moment we arrived, we were welcomed with warm hospitality and thoughtful touches that made our stay truly special. The bungalow itself is cozy, clean, and beautifully decorated with a laid-back coastal vibe—exactly what you want for a beach getaway. Whether you’re looking for a romantic escape, a solo retreat, or a peaceful base for beach adventures, this place is a gem. We left feeling refreshed and recharged, and we’re already dreaming of coming back!
Superhost
Home in Key Largo
4.85 out of 5 average rating, 13 reviews

The Ultimate Bay View Home

JarredRating, 5 stars3 months ago
Great place. Absolutely gorgeous views. Hot/pool was wonderful and refreshing. Would absolutely recommend this place.
Guest favourite
Home in Key Colony Beach
4.95 out of 5 average rating, 20 reviews

Private Pool! Luxury Paradise Pointe, Pet Friendly

KimberlyRating, 5 stars3 weeks ago
Amazing Stay in the Florida Keys! We had an absolutely incredible time at this home in the Florida Keys! Everything about our stay was perfect. The house was clean, comfortable, and had everything we needed for a relaxing getaway. The highlight was definitely the pool — it was beautiful, well-maintained, and the perfect spot to unwind after a day of exploring. The outdoor space was peaceful and made it feel like our own private paradise. Loved the tv out by the pool! We couldn’t have asked for a better place to stay. The location was great, the home was even better than expected, and we left feeling completely refreshed. Highly recommend and would definitely stay here again!

Apartment rentals with a patio

Guest favourite
Apartment in Tavernier
4.87 out of 5 average rating, 30 reviews

Sea Side Whimsy Ocean Pointe -06

LadonaRating, 5 stars1 week ago
Swift response and resolution to a broken essential in the condo. Very responsive and timely communication. Would stay again.
Top guest favourite
Apartment in Key Largo
5 out of 5 average rating, 19 reviews

Newly Renovated Piece ofParadise

WolfgangRating, 5 stars1 week ago
We had such a wonderful stay at Todd’s Airbnb in beautiful Key Largo! The place was modern, spotless, and thoughtfully decorated—it felt like a true home away from home. The kitchen was well stocked with everything we needed, which made cooking a breeze. There were so many fun things to do on the property, from grilling out on the BBQs to relaxing in the hammocks, and playing foosball or ping pong. The pool was awesome, and the marina was absolutely stunning—especially at sunset. Todd was an incredible host, full of helpful information and spot-on recommendations that made our trip even better. We’d highly recommend his place to anyone looking for a fun, comfortable, and well-located home base in Key Largo. Can’t wait to come back!
Guest favourite
Apartment in Marathon
4.94 out of 5 average rating, 95 reviews

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

AndreaRating, 5 stars3 weeks ago
Kate was SUPER responsive and available to us if we needed her. The home was beautiful and the decorating was top notch! I loved the interior of the condo and it was sparkling clean! I would definitely stay here again, or at any of her other properties.
Superhost
Apartment in Duck Key
4.85 out of 5 average rating, 94 reviews

Villa 5087 on Duck Key BOAT SLIP available

JadenRating, 5 stars3 weeks ago
Great stay, would highly recommend, home was clean and quiet. Can’t wait to come back to duck key so I can book again.
Guest favourite
Apartment in Key Largo
4.9 out of 5 average rating, 93 reviews

Key Largo Paradise - Remodeled Townhome in Kawama

JasonRating, 5 stars1 week ago
What a wonderful way to spend a few days in Largo with my family and kids. The place has all you need and then some. It was nice to have some toys provided for my kids to explore the lagoon. Highly recommend this gem of a place.
Top guest favourite
Apartment in Key Largo
5 out of 5 average rating, 16 reviews

Stylish & Secluded | Pool, Dock, Key Largo Living

AprilRating, 5 stars1 week ago
Great place for a family vacation, and perfect for kids! The lagoon is extremely convenient and fun for everyone. The fire pits and jetty are great for fishing and a relaxing night. The condo was just as pictured, extremely clean, and has everything you could need and more. It is located just around the corner from a ton of amazing restaurants. Would definitely come back again!
Superhost
Apartment in Key Largo
4.86 out of 5 average rating, 101 reviews

Palms Paradise -View of Atlantic Ocean, 2 Kayaks

TiinaRating, 5 stars1 month ago
The Kawama area was cozy. Kids especially loved swimming in the lagoon. The nearby restaurant Backyard Cafe was top notch, the food was excellent, and feeding the sharks crowned the experience!
Superhost
Apartment in Tavernier
4.87 out of 5 average rating, 85 reviews

Turtle Nest 1 Ocean Point Condo “Newly Remodel”

SelenaRating, 5 stars2 weeks ago
This stay was close to absolutely everything you’d want to do and see in Islamorada! The host was friendly, provided easy instructions and a home that felt like home. Was glad to find this amazing, cozy space, will be back soon.

Destinations to explore

  1. Airbnb
  2. United States
  3. Florida
  4. Monroe County
  5. Islamorada
  6. Windley Key
  7. Rentals with a patio