Holiday rentals with outdoor seating in Sunset Key

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Popular amenities for outdoor seating rentals in Sunset Key

House rentals with outdoor seating

Top guest favourite
Home in Marathon
4.99 out of 5 average rating, 136 reviews

Cancellation Deal: 08/02 thru 08/09

KevinRating, 5 stars6 days ago
The house was very clean and inviting upon arrival. Nice location short drive to great restaurants and local grocery stores also less than 5min walk to the beach. Mr Eddie responded in a timely manner when we had questions. All in all we had a great time and very much enjoyed our stay! Thanks Mr Eddie
Guest favourite
Home in Cudjoe Key
4.97 out of 5 average rating, 159 reviews

Cudjoe Key Home with a View

RobRating, 5 stars2 weeks ago
Everything was great. We enjoyed the pool, pickleball, and the water. The house was perfect for the area. Definitely recommend!
Guest favourite
Home in Cudjoe Key
4.93 out of 5 average rating, 178 reviews

106 Newly Renovated House with Oceanview and Pool

JoanRating, 5 stars1 month ago
As always, Michael’s place was spotless, perfectly stocked and just as pictured. We come back here annually to fish at Sugarloaf Marina and are always satisfied. Michaels house is in the perfect location, with the best sunsets, an amazing dock and pool, and the house is always stocked and we're able to relax for another day of tarpon fishing.
Guest favourite
Home in Key West
4.97 out of 5 average rating, 66 reviews

Gorgeous Romantic Private Villa, Steps from Duval!

CliffordRating, 5 stars2 months ago
We had a fantastic stay at Villa Serendipity. Great location right off Duval Street within walking distance to everything. Private and secluded. The pool is small and shared with 12 units, but it was nice. The courtyard is welcoming and peaceful. Bed was very comfortable. Well appointed kitchen; having the ice machine was great! Hosts communicate well. Parking was tight but once we got a spot we didn’t move the car for the rest of the trip. Overall had a great time at this excellent spot in Key West!
Guest favourite
Home in Key Colony Beach
4.95 out of 5 average rating, 116 reviews

Waterfront Home 37.5-ft dock, Cabana Club Included

TinaRating, 5 stars6 days ago
We were very comfortable at the home during our week stay. Great place to stay if you need room to park a boat trailer. Quiet very nice safe neighborhood.
Top guest favourite
Home in Marathon
5 out of 5 average rating, 51 reviews

Luxury Boating Paradise+Pool+Sailing Kayaks

RickRating, 5 stars1 week ago
We had an amazing family weekend here! The home was spotlessly clean, beautifully maintained, and incredibly well equipped with everything we needed. The ping pong table, video games, and sail kayaks were huge hits with the whole family. We also rented a boat, and having a private dock made that experience seamless and unforgettable. The location was quiet, safe, and perfect for quality time—cozy enough to relax, yet close to everything we needed. It truly felt like a home away from home. For all the amenities and the exceptional condition of the property, the price was a fantastic value. We’ve stayed in many vacation rentals, but this one stands out as one of the best. We’re already looking forward to coming back. Highly recommended!
Guest favourite
Home in Key West
4.94 out of 5 average rating, 103 reviews

Paradise found

JenniferRating, 5 stars3 weeks ago
The house was clean and a great option for traveling as a large group. It was away from the bustle of Key West, but still easy to get around, and the restaurants nearby are delicious.
Superhost
Home in Cudjoe Key
4.83 out of 5 average rating, 264 reviews

OCEAN PARADISE AT VENTURE OUT + 4 BIKES/ 2 KAYAKS!

AlexRating, 5 stars1 month ago
The house was exactly as pictured and in a very peaceful community. The beds were comfortable, as was the couch (two of our group opted to sleep on the couch itself instead of pulling out the sleeper sofa, and said it was pretty comfy!). Several of our group enjoyed using the bikes at night, and while we didn’t use the kayaks, it’s nice they were available. We didn’t get to do everything we hoped to do on our trip to Keys, but we plan to stay here again someday when we come back!

Apartment rentals with outdoor seating

Top guest favourite
Flat in Marathon
5 out of 5 average rating, 18 reviews

Ocean Breeze Gated Community

JasonRating, 5 stars2 months 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
Flat in Key Colony Beach
4.85 out of 5 average rating, 114 reviews

Beachside Unit 22 - Private Beach on Atlantic

JamesRating, 5 stars2 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.
Superhost
Flat in Key West
4.85 out of 5 average rating, 237 reviews

Studio Near Downtown - The Bartlum

CrystalRating, 5 stars2 days ago
Conveniently located spot that is walking distance to Duval and all the nearby restaurants and sights!
Guest favourite
Flat in Key West
5 out of 5 average rating, 5 reviews

Henry's Penthouse On The Ocean

WilliamRating, 5 stars1 month ago
The Condo was spacious, beautiful, well furnished, very clean and the location was perfect. Henry was great to work with. We rented a golf cart and traveled almost everywhere in Key West by golf cart.
Guest favourite
Flat in Key West
4.93 out of 5 average rating, 114 reviews

Duval Street Suites full kitchen, free parking, &

FrankRating, 5 stars2 days ago
This is a nice place with parking included and a nice swimming pool. It is right at Duvall street and 20 minutes walk with toddler to the Mallory square and 15 mins walk to the Southern most point. Sunscreen and aloes and beach towel and a candy jar is provided at the general area which is a nice touch. There are 2 roosters and hens and baby chicks hanging around at the parking lot area is pretty cool . Overall is very nice and will go back for sure
Guest favourite
Flat in Marathon
4.97 out of 5 average rating, 105 reviews

Beachfront Condo w/ Ocean Views in Marathon

AnneRating, 5 stars1 month ago
This was our first family trip to the Keys and this location in Marathon was ideal! The condo was welcoming, beautiful and spacious for our family of 3. The balcony was our favorite place, which overlooked the pool and the seashore. The beach was lovely for shorter walks and just "being" with the ocean. Fun seashells & hermit crabs at low tide! Lots to do in the area -- definitely hoping to return next year. Mike was fantastic host & super helpful with questions.
Superhost
Flat in Key West
4.69 out of 5 average rating, 121 reviews

Heart of Old Town Key West

ChristyRating, 5 stars3 days ago
Jack was a great host…very quick to respond. The location couldn’t have been better! Walkable to Duvall St with the great shops, restaurants and nightlife but just far enough to be very quiet and peaceful. Would stay again! Thank you, Jack!
Superhost
Flat in Key West
4.86 out of 5 average rating, 98 reviews

Penthouse in Paradise

EllenRating, 5 stars2 weeks ago
Enjoyed our stay. The place was beautiful and matched the description. Just disappointed couldn’t use jacuzzi tub. Otherwise no isssues

Apartment rentals with outdoor seating

Superhost
Apartment in Key West
4.6 out of 5 average rating, 83 reviews

Beautifully Renovated Summer of 2020 Come and enjo

CristinaRating, 5 stars2 months ago
The experience was so memorable! Just the R&R our family needed!
Guest favourite
Apartment in Key West
4.97 out of 5 average rating, 73 reviews

Oceanfront 3 bed condo Ocean Edge w/ optional slip

LesleyRating, 5 stars2 months 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.
Guest favourite
Apartment in Key West
4.95 out of 5 average rating, 39 reviews

Condo de Paradise/Salt Water Pool/Boat Dock

Lori Rating, 5 stars1 month ago
We are absolutely in love with this place. The views are gorgeous. the grounds were immaculately groomed. There are so many colorful trees and flowers. The pool is slightly heated, which is perfect. Everyone we met was so nice and helpful with recommendations. We got to see the jets fly over a few times, so cool. The kitchen has everything you need to prepare meals and snacks. The beds in both rooms are very comfortable. We hope to stay here again in the future.
Guest favourite
Apartment in Key West
4.78 out of 5 average rating, 299 reviews

Affordable Beachfront Luxury Condo Sleeps 6

SharonRating, 5 stars1 month ago
Traci’s condo was great in every way! Everything was very clean and the view was amazing. We could enjoy watching the turquoise water and swaying palm trees from almost every room – both bedrooms, living room, kitchen, dining area, or relaxing on the large balcony. Some of the furniture is different in the photos, but my group agrees it is even better now than what you see. Having our own parking space in the garage was much appreciated, too. Traci responded quickly; clear check-in instructions. We would definitely stay here again.
Superhost
Apartment in Key West
4.89 out of 5 average rating, 27 reviews

New Listing! Key Lime Paradise/Condo

StevenRating, 5 stars3 days ago
We Definitely would stay again if we are in the area. The place was exactly as advertised and centrally located. we had a nice relaxing time.
Guest favourite
Apartment in Key West
4.99 out of 5 average rating, 70 reviews

The Palms

gayleRating, 5 stars6 days ago
The listing says no dryer, but there is one. A big plus was the covered balcony, so we could sit out even in the rain. Well appointed and comfortable stay.
Guest favourite
Apartment in Key West
4.95 out of 5 average rating, 151 reviews

Fully renovated 2/2 bath condo w/ shared pool!

NancyRating, 5 stars1 week ago
Enjoyed our time at Chris’s place. Plenty of towels and the kitchen was well furnished. Wonder if an air purifier might help as a few of our allergies kicked in when we were inside. All in all a great vacation
Top guest favourite
Apartment in Marathon
4.96 out of 5 average rating, 102 reviews

Slip, Ramp, Pool, Trailer Parking, Bait Freezer

AlexRating, 5 stars2 weeks ago
Absolutely perfect for a honeymoon getaway, quiet perfect amount of space for us, the set up was great with 2 bathrooms and a huge walkin closet, the couches were super comfy, the TV was big enough to see from across the room, we enjoyed everything about it. Got to meet some of the neighbors and they were all very welcoming and enjoyed talking to them. Scott had some great local recommendations and we enjoyed everything.

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