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Holiday rentals with outdoor seating in Windley Key

Find and book unique rentals with outdoor seating on Airbnb

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Popular amenities for outdoor seating rentals in Windley Key

House rentals with outdoor seating

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

Endless Ocean Views -5 Bedrm/4Bath/Pool Built 2024

AieshaRating, 5 stars1 week ago
We loved the house! Everything was exactly as described. I would even say pictures didnt do complete justoce to the space and views! We had everything we needed at the house with ample dishes and cookware. We drove down to Key West which wasnt too far of a trip. We definitely would always recommend and stay again! Jessieca was an amazing host with great recommendations and general info for the area.
Guest favourite
Home in Marathon
4.91 out of 5 average rating, 11 reviews

Endless Summer

LisaRating, 5 stars1 month 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.
Guest favourite
Home in Key Colony Beach
4.95 out of 5 average rating, 117 reviews

Waterfront Home 37.5-ft dock, Cabana Club Included

LaurenRating, 5 stars1 week ago
Clean house, well decorated, great location and responsive hosts! It’s also a plus that they accept pets for a reasonable pet fee. Key Colony Beach is a great location and this is a lovely little home. Book with confidence!
Superhost
Home in Marathon
4.93 out of 5 average rating, 61 reviews

Beach House, Private Pool & Dock, Gulf Sunset view

DanielRating, 5 stars1 month ago
Our 7 day stay was the most relaxing vacation we’ve had in years. The location was somewhat remote but only a short drive into Marathon. We hope to come back soon!!!
Superhost
Home in Key Largo
4.92 out of 5 average rating, 133 reviews

Mariners Club Resort, Best in the Upper Keys

DaisyRating, 5 stars3 weeks ago
The home is beautiful, well maintained, clean and perfectly set up for a large group. The house had literally everything we wanted plus additional thoughtful things that made our experience great! And.. All the amenities were just short a walk away. The host Joseph was very responsive and accommodating. Our family loved it here and will definitely return.
Guest favourite
Home in Key Largo
4.91 out of 5 average rating, 102 reviews

New Oceanside Casa Azul! Voted #1! Golf Cart-Beach

JuanRating, 5 stars2 weeks ago
Excellent place fun for the kids, the pool was amazing,the house has everything you need, the gulf cart was a plus. Highly recommended!
Top guest favourite
Home in Key Colony Beach
5 out of 5 average rating, 18 reviews

Bohemian Beach Bungalow

AnnaRating, 5 stars2 weeks 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!
Top guest favourite
Home in Key Colony Beach
4.96 out of 5 average rating, 106 reviews

Captain’s Quarters Ahoy Mateys! Florida, Keys

KennyRating, 5 stars3 days ago
The place was great. Very clean and was better than the pics. Back patio was amazing and we caught fish off the dock with the supplied fishing poles (after getting our fishing license of course). It was the perfect homebase as we explored the keys.

Apartment rentals with outdoor seating

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

*NEW* Sea La Vie - Pool & Beach

MargaretRating, 5 stars1 month 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!
Superhost
Flat in Key Colony Beach
4.84 out of 5 average rating, 116 reviews

Beachside Unit 22 - Private Beach on Atlantic

JamesRating, 5 stars4 weeks ago
Very nice condo in key colony beach, affordable, great stay for a family. Clean rooms, nice pool, nice private beach area, will bring family down again.
Top guest favourite
Flat in Key Largo
4.99 out of 5 average rating, 152 reviews

Kawama Lagoon, 3D corner chickee 2bdr , 2 baths

SherryRating, 5 stars2 days ago
We absolutely loved our stay here!!! Norma worked to accommodate us even with our tight schedules and helped make our stay unforgettable! The rooms were spectacular, the lagoon was amazing and the view from the point was breathtaking! We will definitely make this our go-to place in Key Largo!
Guest favourite
Flat in Tavernier
4.95 out of 5 average rating, 96 reviews

Turtles Nest 2 Ocean Point condo

LaneyRating, 5 stars1 day ago
Amazing condo! The view from the balcony is beautiful for sunrises and sunsets! My family had a great time at the pool and restaurant on the property. We will definitely be coming back! 😊
Top guest favourite
Flat in Islamorada
4.93 out of 5 average rating, 29 reviews

The HMH House

KimberlyRating, 5 stars1 month ago
I had a lovely stay with my college daughter in the Keys. The place was just what we wanted. The decor was so beautiful and the grounds/pool area were so pretty. We were so sad to leave. Will definitely return. Heather Marie was amazing and such a wonderfully generous human. I can’t recommend this property enough.
Superhost
Flat in Key Largo
4.93 out of 5 average rating, 269 reviews

Waterfront Studio 2| Couples Oasis | Kayaks | Pool

CharlesRating, 5 stars1 week ago
Our stay at this dockside Airbnb was absolutely perfect for the two of us. The home was spotlessly clean and had every amenity we could have possibly needed. Everything was exactly as described—if not better—and the attention to detail made it clear that the guest experience was a top priority here. The location, tucked into a peaceful boating community, made for a truly relaxing atmosphere. We loved being right on the water, and while we didn’t have time to use the kayaks they offered, it was such a thoughtful touch to have them available. Communication with the host was flawless. They were incredibly responsive, friendly, and accommodating throughout the entire process. It really made the whole experience feel seamless and welcoming. We would absolutely stay here again without hesitation. Highly recommend this place for anyone looking for a clean, comfortable, and guest-focused getaway on the water!
Guest favourite
Flat in Tavernier
4.95 out of 5 average rating, 197 reviews

Boho FL Keys Condo

MarkRating, 5 stars3 weeks ago
We really enjoyed our stay. The location is great and the view is amazing. It is very clean and very well maintained. Would definitely stay again.
Guest favourite
Flat in Key Largo
4.83 out of 5 average rating, 60 reviews

Studio apartment in Calusa Resort & Campgrounds

JuanRating, 5 stars4 weeks ago
So must say 10/10 we stay in a lot of places and this one we will deff come back to over and over again it was perfect and I must say the price is a steal honestly when we first booked we were nervous because of the price was cheap and I must say dosent reflect at all it is a amazing studio super clean super comfy can’t wait to come back highly recommend

Apartment rentals with outdoor seating

Top guest favourite
Apartment in Key Largo
5 out of 5 average rating, 20 reviews

Newly Renovated Piece ofParadise

WolfgangRating, 5 stars2 weeks 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 Key Largo
4.87 out of 5 average rating, 131 reviews

Waterfront Spacious Condo Key Largo #4, 10% Off 7+

ChristopherRating, 5 stars5 days ago
Great stay at Javiers’s place. Beautiful views and great quiet neighborhood location. Bar and Restaurant a 2 minute walk away and everything else you could need a 5 minute drive.
Top guest favourite
Apartment in Key Largo
4.99 out of 5 average rating, 113 reviews

Enjoy sunsets & sunrise in your home away home.

AmandaRating, 5 stars4 weeks ago
Great condo in a perfect location to access the best of Key Largo. The condo is in a nice complex, with a great pool, mini beach, and dock area. The unit was well stocked with beach & bath towels, all kitchen appliances, washer dryer with detergent & dryer sheets, spare cooler, charcoal & lighter fluid for the grill. The bedrooms were super comfy. I highly recommend staying here!
Guest favourite
Apartment in Key Largo
4.94 out of 5 average rating, 50 reviews

Million dollar view in Key Largo!

DarrylRating, 5 stars2 months ago
The condo was very nice. Lots of room, clean and easy to access. We loved the balcony, and spent a lot of time there. We enjoyed the kayaks a couple of different times as well. Our first time to The Keys and we enjoyed this spot.
Superhost
Apartment in Tavernier
4.97 out of 5 average rating, 98 reviews

Ocean views at “Sangria Sunrise” 10% off Charters

LaurenRating, 5 stars1 month ago
I cannot say enough about how much we enjoyed our stay at Sangria Sunrise! The condo itself is beautiful, the property is awesome, well-maintained, and the staff are friendly and helpful! We spent most of our time at the pool and the beach. The pool bar is great and the pool is clean and refreshing. Plenty of sunny spots and lots of shaded tables, too. It’s right across from the condo so we went multiple times a day. Beautiful landscaping all around. The beach and marina area are really nice. We loved watching the boats from the balcony and seeing the sunrise over the water. Lots of fun things to do in the area within a short drive, but also plenty to do on the property if you prefer to stay put. Tracy is an excellent host and is very helpful and responsive. We will absolutely be back. Thank you for sharing your space with us, Tracy!
Top guest favourite
Apartment in Marathon
4.96 out of 5 average rating, 104 reviews

Slip, Ramp, Pool, Trailer Parking, Bait Freezer

PaulRating, 5 stars2 weeks ago
Host was extremely helpful and communicative. Check in was a breeze and all the amenities needed for a pleasurable stay. Bonus outdoor bait freezer!
Superhost
Apartment in Tavernier
4.85 out of 5 average rating, 98 reviews

🏝 Oceanfront Paradise Awaits You

SusanRating, 5 stars1 week ago
Great place, adorable beach and plenty to do in the area. Home is perfect and has everything you could possibly need for a short stay.
Guest favourite
Apartment in Tavernier
4.89 out of 5 average rating, 19 reviews

Tropical Escape | Sea Gulls 407 ~ Weekly Rental

SherrieRating, 5 stars1 month ago
We enjoyed our stay in this lovely condo on the ocean side with access to kayak. There is a wonderful and large pool with great seating and shade on property. Many additional fun spaces to explore. Our space was clean, neat and easy to use. It's private and well maintained. Definitely on our list to consider for a future visit.

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