Vacation rentals with outdoor seating in Summerland Key

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.

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.

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!

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!

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.

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!

Look no further for the place to stay with kids and or dogs! Cabana club is super nice!! They should update the pics of the place because it’s way nicer than the pics!! Instacart and door dash works well!! Really can’t say enough good!

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!

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.

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? :)

Great stay, perfect little place for a few days and a great location! Walkable to anything on Whitehead or Duval St with no issue. Host was responsive and had great suggestions for places to eat and things to do and see. Highly recommend!

Excellent location, very walkable to everything we wanted to do and see! Clean, well kept, and cute. Would visit again!

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!

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!

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!!

We were on a girls trip and this was just enough room for four of us! Not a ton of amenities included, which host was clear about. Location is away from the hustle and bustle and we had lots of key deer come by! Bahia Honda was fabulous and a short drive away.

Great location and accommodations, friendly and prompt communications.

Fantastic Last-Minute Stay! We decided last minute—just the night before—to extend our stay in the Keys, as our kids were having a blast during their break. Our original place of stay in Marathon wasn’t available for another night, but thankfully, Frank’s place was. Even with our 11 p.m. booking, Frank was incredibly accommodating. He welcomed us warmly and communicated everything clearly, making check-in a breeze. If we take another family trip to the Keys, Frank’s place will be my first choice—I only wish we had found it sooner! The views of the water were stunning, and watching the sunset from the porch was truly exhilarating. Highly recommend!

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!

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.

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!

This condo was in the perfect place in Key West. Very walkable to all the great places we wanted to see. The condo was comfortable and set up well. The people in the complex were very friendly and we enjoyed “afternoon pool time” with everyone, meeting wonderful people from all over! Loni was very friendly and extremely responsive - although we didn’t need her for anything through the week. We’d definitely stay in this location again!

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!

Went for a quick fishing trip. Great location. Enjoyed it so much