
Vacation rentals with outdoor seating in Key West
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Top-rated outdoor seating rentals in Key West
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Popular amenities for Key West outdoor seating rentals
House rentals with outdoor seating

Luxury Waterfront Retreat with Dockage & Pool
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!

Waterfront Home 37.5-ft dock, Cabana Club Included
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!

Lower Keys Paradise
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.

Waterfront Anchor House with Boat Basin & Ramp!
Really enjoyed our stay! Thank you Cozy Cove

Beachfront Villa - Florida Keys
This is a fantastic property! Right across from Sombrero Beach but still peaceful and private. The house and yard is like an oasis. Host and management company are WONDERFUL! Highly recommend!

Dream Vacation KCB Marathon with private pool !
Alfonso is a very responsive host who provided clear details, local recommendations (multiple of which we used), and provided a place in a great location. Neighbors are friendly. Place was clean. Perfect for our family with a 14 and 6 year old.

Cary’s Oceanside
We had a great time at Cary’s Oceanside! Beautiful location, beautiful and comfortable accommodations! Maria was very helpful and responsive with our questions. We really enjoyed the pool and outdoor area.

Pelico Palms Sunset Suites
fantastic cottage and pool with plenty of privacy, close to the water. basically 3 master suites with adjoining bathrooms, one living area and a kitchen. really big pool deck with seating and cornhole, Webber grill and outdoor dining table. (bring bug spray). we had a great time, close to key West and Bahia Honda, a great cottage!
Apartment rentals with outdoor seating

Beachside Unit 22 - Private Beach on Atlantic
Key Colony Beach is truly the gem of the Florida Keys. Staying at Cindy's apartment in the Continental was the perfect fit for my husband and I. The private beach was clean, easy to access, and just steps from the accommodation. The overall vibe here was quiet and peaceful, and the apartment had all the amenities we needed for a 5-day stay. Cindy's space is very clean and well-appointed. This location is perfect for morning walks around the immaculate and safe neighborhood, or short jaunts to Key Colony Inn or Havana Jack's for dinner/drinks. Honestly now, you're already here! What's your hurry? :)

At Mine | Key West Suite steps from Duval Street
This tucked away place is in a sneaky great location, walkable to everything but away from the hustle & bustle. The customer service was excellent from start to finish, would definitely recommend!

Key's Cottage Escape
I enjoyed my stay very much. Ana is a wonderful host, making sure she checks in on me as well as giving clear directions for check-in and check-out. Her place was very easy to find, nice and quiet, just the right amount of space for any solo travelers or couple.

Duval Street Suites full kitchen, free parking, &
This place was an idea location, everything we wanted to do was in walking distance. The pool was quite and hardly used by others while we were there. The pull out couch bed was very comfortable. Will return!

Boho FL Keys Condo
The location, condo, grounds, access to restaurants and proximity to our fishing destination made this stay enjoyable. At the top of our list for our next trip.

Duval Balcony - Suite Mischief
This was a lovely place to stay. Thomas was very responsive offering us tips on parking! the area is perfect if you are into bar hopping, and the culture that Duval street has to offer. Balcony was nice for people watching and having a glass of wine! I would highly recommend staying here if you are ok with stairs (1 full flight). P.S. coffee shop right downstairs in the shop..very convenient:)

Beachfront Condo w/ Ocean Views in Marathon
This is a beautiful ocean-front condo!! It is equipped with everything needed to spend a week or many weeks. The view is incredible, the beach is very nice and walkable. It is quiet, relaxing and the pool is at least 85 in January!! Enjoyed our week very much and hope to come back for a few weeks next time!!

Breathtaking Oceanfront Views at Tropical Daze
We enjoyed our stay at Keith's place. The kitchen was well stocked except for having only one hand towel which we had to wash a few times. We loved being able to make coffee every morning and sip it on the patio, there is a drip coffee maker and plenty of filters. We purchased coffee and other food at Winn Dixie which is a very short drive, less than 5 minutes. The view from the balcony is even nicer than the photos. Traffic was congested at times because of road construction so we had to leave ourselves extra time to get to places. There were a lot of activities we did like scuba diving, snorkeling, kayaking, shopping, etc and Keith's place was in a great location to do everything we wanted and a short drive to many restaurants. Keith gave good recommendations for things to do and places to eat. The Roku TV was nice, easy to watch anything we wanted and also to stream Netflix, etc. If in the keys, we would definitely book Keith's place again.
Condo rentals with outdoor seating

Oceanfront 3 bed condo Ocean Edge w/ optional slip
Great space with everything you need. Patio is a perfect place to relax. The house is well stocked. Plenty of room for a group. Access to hotel pools/restaurant with transportation into town if you need it. Great host communication. All you could want!

Your Happy Place - Oceanfront
Sandra’s place was beautiful and she was a wonderful host. She was proactive in giving us all the information we needed to settle in AND also providing wonderful recommendations to restaurants around the area (three of which we tried and thoroughly enjoyed). Very responsive to any questions we had regarding locations of certain items or locations. The place itself was very cozy and homey. Felt very comfortable relaxing there in such a serene environment. Will gladly take an opportunity to stay here again.

2BR - Key Largo Sunshine Getaway
Great place for a family. The pool and beach were ideal for kids and the little tiki bar was great for us. The surroundings were lush. We would stay here again.

Key Largo Baha Penthouse Ocean Pointe 1416
My family and I had a great stay. The condo was perfect and there is so much to do and see in the surrounding area. Would definitely stay here again.

Key Largo Coastal Condo-Ocean View ~ Pool ~ Beach
The unit is just like the photos and was very comfortable! John was helpful and helped make for an enjoyable stay! Would happily stay here again

Fully renovated 2/2 bath condo w/ shared pool!
We had a great stay at Chris’s place in Key West! The property was exactly what we needed for a relaxing getaway. Chris is an excellent communicator—his instructions were clear, detailed, and made everything super easy from check-in to check-out. We felt well taken care of and really appreciated the smooth experience. I’d definitely recommend this place to anyone planning a trip to Key West!

Luxurious Suite+Open Ocean Views+Pool & Cabana Bar
This place checked all the boxes! The location of this particular unit was awesome. Close to the pool, but not too close. A short walk to the beach area, and those views from the balcony are second to none. Largo is very responsive and very easy to communicate with. Tavernier Key is the perfect location to many activities. Our family misses this trip already.

Downtown Aruba 2BR/2BA • Pool, Dock, Pet OK
Went for a quick fishing trip. Great location. Enjoyed it so much
Quick stats about vacation rentals with outdoor seating in Key West
Total rentals
690 properties
Nightly prices starting at
$60 before taxes and fees
Total number of reviews
25K reviews
Family-friendly rentals
470 properties are a good fit for families
Pet-friendly rentals
250 properties allow pets
Rentals with a pool
530 properties have a pool
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