Vacation rentals with outdoor seating in Sunset Key

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Popular amenities for Sunset Key outdoor seating rentals

House rentals with outdoor seating

Superhost
Home in Key West
4.86 out of 5 average rating, 59 reviews

Key West Paradise

BharatRating, 5 stars2 weeks ago
Sharon was an excellent host that answered any of our questions promptly. The place was even better than what the photos showed. Comfortable enough for 7 people to stay for a long weekend. We didn't use the pool, but it was nice to have the option. Easy to get into the gated community, and we didn't struggle to find parking with our rental car. Easy to get to many different popular spots around Key West with rideshare. Convenient to have some convenience stores like CVS within walking distance, and a Publix not too far via car. Only thing I would improve is having more toilet paper and hand soap refills in each bathroom, especially with 7 people staying over a long weekend.
Guest favorite
An outdoor seating area is presented, featuring a stone picnic table with attached benches, shaded by a large turquoise umbrella. The stairs lead to a backyard space, with white railings framing the entrance, and fans visible on the covered porch above.
Home in Marathon
5 out of 5 average rating, 17 reviews

Seaside Sunrise. Newly remodeled waterfront

JonathynRating, 5 stars1 month ago
Everything was excellent. Only complaint would be the bicycles. One bike was usable but the seat was loose and we didn’t have tools to fix it. The other adult bike’s chain was rusted so bad it wasn’t usable. We still had an excellent experience.
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
4.81 out of 5 average rating, 36 reviews

Luxury Waterfront Retreat with Dockage & Pool

KathrynRating, 5 stars4 days ago
We had a wonderful family vacation at Naomi’s place. The place was perfect for our family of 4. There was so much to do to keep our active family busy. The house was well stocked with everything you may need for meals. Host was very responsive and helpful throughout our stay. We rented a boat and the dock was perfect for storing. We are looking forward to staying here again on our next visit to the keys!
Guest favorite
Home in Key Colony Beach
4.95 out of 5 average rating, 112 reviews

Waterfront Home 37.5-ft dock, Cabana Club Included

JessRating, 5 stars2 weeks ago
We loved our stay! The house was super clean and the back patio was beautiful. We loved the back canal area and saw lots of very cool wildlife and enjoyed fishing right there. Having the kayaks to use was also great. Beds were very comfy and the rooms were spacious. The house had everything we needed. We loved the key colony area. The cabana club was a great space and the house is in walking distance to Sunset Beach, which was beautiful. The whole area is super close to fun things to do and great restaurants. We would absolutely stay here again!
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.
Top guest favorite
The image captures a sandy beach scene with clear turquoise waters. Sunbathers and beachgoers are seen enjoying the sun on the shore, while lush palm trees line the beach. A beachfront villa is visible in the background, enhancing the coastal setting.
Home in Marathon
4.91 out of 5 average rating, 177 reviews

Beachfront Villa - Florida Keys

NoelleRating, 5 starstoday
The location was great, the house was comfortable and clean. The dock and canal were wonderful. Loved having our boat so close and loved the manatee that came to visit us. Overall very nice home and would highly recommend. Loretta had good communication on check in and info. Thank you and we look forward to returning!
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 stars1 week 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
Home in Key West
5 out of 5 average rating, 10 reviews

Kittyhouse on Catherine, Tropical Pool, Parking

KristinRating, 5 stars2 months ago
Thank you for sharing your beautiful home. We appreciate your wonderful suggestions and thoroughly enjoyed our dinner at El Siboney restaurant. Unfortunately the rain kept us from using the pool but we still had a fantastic time.

Apartment rentals with outdoor seating

Top guest favorite
A light-filled living area features a comfortable gray sofa adorned with decorative pillows. A large painting of a pier hangs on the wall, complementing the open layout that includes a modern kitchen with dark cabinetry and stainless steel appliances.
Apartment in Marathon
5 out of 5 average rating, 18 reviews

Ocean Breeze Gated Community

JasonRating, 5 stars3 weeks ago
The condo and the whole condo complex was beautiful. The pool was great, with an awesome view. Plenty of places to sit at the pool and in the surrounding areas. One thing to note is that the condo has no closets and no place to hang clothes. Wasn’t a huge deal for us, as we were able to put things on shelves. Frank was very responsive when we needed something. The Marathon area has plenty of things to do and it’s close enough for a day trip to Key West.
Superhost
A shaded tiki hut with a thatched roof stands on the sandy shore, overlooking the calm, blue waters of the Atlantic Ocean. Two palm trees frame the structure, creating a serene beach environment, with gentle waves lapping at the rocks in the background.
Apartment in Key Colony Beach
4.84 out of 5 average rating, 109 reviews

Beachside Unit 22 - Private Beach on Atlantic

ElizabethRating, 5 stars1 week ago
Had a great stay here. Very nice and great location in the keys.
Superhost
A bright and inviting room features a spacious bed with white linens, set against a coral-themed accent wall. A window with wooden shutters allows natural light to enter, and a small microwave and mini fridge are visible in the corner.
Apartment in Key West
4.85 out of 5 average rating, 1,317 reviews

At Mine | Key West Suite steps from Duval Street

BryannaRating, 5 stars3 days ago
Wonderful, responsive host and a cozy place to stay with lots of character that’s super close to the action but far enough that you can’t hear the noise from the bars! Two blocks from Duval St, a couple minutes walk to other key attractions such as Blue Heaven, The Hemingway House and the Southernmost Point buoy and about a 15 minute walk to Fort Zachary Taylor Beach! The pool area is peaceful, cozy and a lovely place to chill!
Superhost
A historic conch home is showcased behind a vibrant green hedge and wooden gated entrance. The two-story structure features a light blue exterior with a spacious porch adorned with white railings, surrounded by lush tropical foliage.
Apartment in Key West
4.85 out of 5 average rating, 233 reviews

Studio Near Downtown - The Bartlum

MatthewRating, 5 stars1 month ago
Excellent location, very walkable to everything we wanted to do and see! Clean, well kept, and cute. Would visit again!
Superhost
A spacious pool area features a large swimming pool surrounded by lounge chairs and vibrant blue umbrellas. Lush palm trees provide shade, and ocean views are visible in the background, enhancing the tranquil atmosphere of the outdoor space.
Apartment in Key West
5 out of 5 average rating, 4 reviews

Henry's Penthouse On The Ocean

LindaRating, 5 stars4 months ago
We arrived early on the day of check-in, and because previous guests has left early, we were able to check in first thing in the morning! Henry happened to be in Key West, working around his property, so he very kindly gave us a full tour of the apartment, the parking area, the grounds, pool, and beach. The apartment is whimsically decorated with pastel colors to fit the Key West vibe, and has lots of cute details. Amazingly, all the small appliances, dishes, glasses, and tableware are in the pink/rose colored family. Literally every appliance is pink (Cuisenart, coffee maker, toaster, Keurig, blender, tableware, and more). It gave the place a unified cozy feel. The living room is spacious, with lots of couch room for a family to watch TV together. The kitchen is eat-in, and the bathrooms and bedrooms are super nice. We felt very at-home in Henry's place, and appreciate the details he provides about checking in, keys, garage parking, etc. We had a great time.
Guest favorite
A shaded seating area is surrounded by vibrant greenery and flower beds. Comfortable sectional seating is arranged beneath a large umbrella, with small tables available for convenience. The space is designed for relaxation, complemented by an inviting layout and natural elements.
Apartment in Key West
4.94 out of 5 average rating, 110 reviews

Duval Street Suites full kitchen, free parking, &

PatrickRating, 5 stars6 days ago
Exactly as listed. Megan was very helpful and responsive. You are right in Duval street. If you are coming for a few days, this is the place to stay at.
Guest favorite
A comfortable living area features a patterned sofa and armchair, accompanied by a round glass coffee table. Natural light fills the space through large windows, and warm wood flooring enhances the inviting atmosphere.
Apartment in Key West
4.87 out of 5 average rating, 713 reviews

Duval Balcony - Suite Mischief

JakeRating, 5 stars3 weeks ago
Reached out later on in the day for a sporadic trip to key west, immediate response from thomas with clear instructions. Quaint room in the best location, lots to do within walking distance. Really enjoyed our stay, we recommend it!
Guest favorite
A light-filled living room features a blue sofa, a comfortable chair, and a glass coffee table. Large sliding doors open to a balcony with ocean views. A soft area rug lies on the tiled floor, adding warmth to the space, while sunlight illuminates the room.
Apartment in Marathon
4.97 out of 5 average rating, 104 reviews

Beachfront Condo w/ Ocean Views in Marathon

KathleenRating, 5 stars2 weeks ago
I had to call Mike because a breaker tripped and we could not find the breaker box. He responded immediately and directed us to the correct location. He also took the time to ask if we were enjoying the condo and if there was anything we needed.

Condo rentals with outdoor seating

Superhost
A living room is shown with a red accent wall featuring a logo. A white chair and a red sofa with patterned cushions provide seating. A round coffee table sits in front and green plants are placed throughout the room, complemented by warm wooden flooring.
Condo in Key West
4.83 out of 5 average rating, 272 reviews

La Dolce Vita, Old Town Steps to Duval! 3 blks bch

JudieRating, 5 stars3 weeks ago
Great location and accommodations, friendly and prompt communications.
Guest favorite
A spacious outdoor patio is viewed, featuring a dark wooden table and black wicker chairs. A decorative rope centerpiece is placed on the table. The horizon displays a vivid sunset with shades of orange, pink, and purple, casting a serene reflection over the calm water.
Condo in Key West
4.97 out of 5 average rating, 73 reviews

Oceanfront 3 bed condo Ocean Edge w/ optional slip

LesleyRating, 5 stars2 weeks ago
Carrie's place was absolutely beautiful! it was so clean, the beds were insanely comfortable, and there were tons of linens and towels for everyone. We very comfortably fit 8 people into the home with no problems. The view from the balcony is absolutely amazing and we were all blown away. Carrie was extremely responsive and friendly. We were here for our wedding and had our wedding party stay here so it was extra magical. The pool and hot tub is super close, elevator to help with our bags, and the resort itself is gorgeous. 10/10 would stay again. We loved it so so much! Don't miss out.
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 stars4 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.
Top guest favorite
A beachfront view captures a well-maintained property featuring multiple levels of balconies. Sun loungers are arranged on the sandy shore, accompanied by vibrant beach umbrellas. The ocean's gentle waves meet the sand under a clear blue sky, enhancing the coastal atmosphere.
Condo in Marathon
5 out of 5 average rating, 15 reviews

*NEW LUXURY*Sea Glass-Beach/Pool

ValerieRating, 5 stars1 week ago
This condo was everything we hoped for and more! The view from our balcony was wonderful, and the setting was quite peaceful. We loved sitting by the pool and looking out to the ocean. The condo, itself, was very tastefully decorated, and the furniture selection was perfect. The beds were very comfortable. Yuni was an excellent host, and she replied to my questions almost immediately. We plan to return to this property again!
Guest favorite
An Olympic size pool is highlighted in the image, surrounded by palm trees and lounge chairs. The building in the background offers several balconies, and a well-maintained garden area is visible, enhancing the outdoor setting next to the beach.
Condo in Key West
4.77 out of 5 average rating, 297 reviews

Affordable Beachfront Luxury Condo Sleeps 6

LynnRating, 5 stars2 weeks ago
Everything was perfect for our stay at Airbnb, the pool felt amazing, the views were stunning, and the Uber drivers were incredibly fast. Even the locals agree that this is the best place to stay in Key West, and I couldn't agree more - I'll definitely be back. Our host, Traci, was absolutely top-notch!
Guest favorite
A charming two-story building with light pastel-colored siding and white railings is shown. The entrance features a circular window and a welcoming porch with comfortable seating. Lush greenery and a white picket fence frame the entrance, enhancing the inviting exterior.
Condo in Key West
4.89 out of 5 average rating, 162 reviews

A Perfect Getaway

MarciRating, 5 stars2 weeks ago
This location is great! Duval Street was only 2 blocks away. Was able to walk to Cuban Queen coffee in the morning. Condo was everything that was described. Gated community with a pool. Couldn’t have asked for any more. Loni was a great communicator. Made sure we were able to find and get into condo. Proactive with communication.
Guest favorite
A spacious balcony view reveals a heated pool surrounded by lounge chairs. Tiki huts are visible nearby, alongside the boat slips and palm trees, set against a clear blue sky, showcasing a relaxing outdoor space for guests.
Condo in Key West
4.88 out of 5 average rating, 147 reviews

Downtown Key West 2BR/2BA•Pool, Dock, Pet "Aruba"

ErikRating, 5 stars2 weeks ago
Great Place! Everything was so easy from booking to checking out. Jennifer is very communicative, gives clear instructions and responds in a timely manner. The home is clean, comfy, has a very nice view, and we enjoyed sitting on the balcony and listening to the music from the restaurant down below (don't worry, the music stops at a reasonable hour). The downtown area is close enough for us to ride bikes. Publix grocery store is close by too. If we're ever back in Key West, we wouldn't hesitate to stay here again.
Top guest favorite
A light-filled living area is visible, featuring a comfortable seating arrangement and a mounted television. A dining table occupies the foreground, adorned with a bowl of oranges. The walls are painted in soft blue, providing a relaxed atmosphere, with a ceiling fan overhead.
Condo in Marathon
4.96 out of 5 average rating, 100 reviews

Slip, Ramp, Pool, Trailer Parking, Bait Freezer

JenneyRating, 5 stars6 days ago
Great little place for our family of 4! Very clean and the location was perfect for us. Would definitely stay again!

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