Vacation rentals with outdoor seating in Cudjoe Key

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Popular amenities for Cudjoe Key outdoor seating rentals

House rentals with outdoor seating

Superhost
Home in Key West
4.86 out of 5 average rating, 57 reviews

Key West Paradise

AndreaRating, 5 stars4 weeks ago
This was a fantastic location with a great pizzeria nearby as well as a fabulous French pastry and coffee cafe. This location is very near to nearby downtown and residence was cozy and provided all the comforts. We highly recommend!
Top guest favorite
Home in Marathon
5 out of 5 average rating, 12 reviews

Waterfront Oasis w/Private Pool-Dockage-Beach

DaveRating, 5 stars3 months ago
Incredible property. Perfect gathering space for my entire family of 6. Private yet close to commerce like Publix and local gym to work out. Great memories made.
Superhost
Home in Marathon
4.79 out of 5 average rating, 33 reviews

Luxury Waterfront Retreat with Dockage & Pool

MindyRating, 5 stars3 weeks ago
Had an amazing stay at this house with my husband and 4 small kids. The house was spacious and clean, with lots of natural light at soon as the sun came up. The pool was so warm and had a large shallow area that was perfect for our 3 year old. Naomi was a wonderful communicator. It was so sad to have to leave.. Would definitely recommend staying here.
Guest favorite
Home in Key Colony Beach
4.94 out of 5 average rating, 108 reviews

Waterfront Home 37.5-ft dock, Cabana Club Included

AllisonRating, 5 stars2 weeks ago
The house was just as described. Loved having meals on the screened in porch each morning while watching the boats and wildlife float/fly by. Very peaceful setting. Modern bathrooms and kitchen. Also the Cabana Club pool and beach was a wonderful place to relax. We enjoyed meeting other Key Colony residents/visitors at the pool and at Sunset Park. They have concerts on Sunday afternoons in the park.
Home in Key Colony Beach
4.94 out of 5 average rating, 17 reviews

Pelagic Paradise. On Canal, Dock, Pool Club Free!

KathrineRating, 5 stars1 month ago
We really enjoyed our stay at Keys 2 Joy. It's located right in Key Colony Beach with access to anything you need within a quick drive. The house was very clean, decorated nicely, owners communicated clear directions and entrance instructions, and everything we needed was provided. They even had some toys stowed away and my 2 small kids loved it. The layout of the house is different than expected with 2 entrances that come into bedrooms, but it wasn't an issue since we put the kids in the middle room. Kitchen had anything we needed, fridge had an ice maker, there's room for a boat, and even a few poles to fish off the dock. We had our dog with us also and they neighborhood is super walkable and friendly. Would stay here again for sure, thanks!
Superhost
Home in Cudjoe Key
4.89 out of 5 average rating, 35 reviews

Lower Keys Paradise

AhrinRating, 5 stars1 week 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.
Guest favorite
Home in Marathon
4.91 out of 5 average rating, 174 reviews

Beachfront Villa - Florida Keys

JamesRating, 5 stars1 week ago
A great place to stay. Across the street from the water and a great view. Loretta let us know about a turtle release that was across the street from the house. Because of a brush fire that closed the road in and out of the keys for days, she provided a link to monitor road conditions. I can’t say enough good things about the house. Everything was great.
Superhost
Home in Summerland Key
4.88 out of 5 average rating, 32 reviews

Pelico Palms Sunset Suites

AndyRating, 5 stars4 days ago
I had an excellent stay at this apartment last weekend. The place is just like the photos: very beautiful, comfortable, and with a warm atmosphere that makes you feel at home right away. Everything was spotlessly clean and well maintained. The location is perfect for relaxing and disconnecting, and the peaceful surroundings made my experience even better. The hosts were super attentive and friendly, always available for anything I needed. I would definitely recommend this place to other guests, and I’d love to come back. Thank you for such a lovely stay!

Apartment rentals with outdoor seating

Top guest favorite
Apartment in Marathon
5 out of 5 average rating, 16 reviews

Ocean Breeze Gated Community

CarolRating, 5 stars1 month ago
Perfect condo for the two of us, spotless clean, new, and well stocked kitchen. We loved the pool with the beautiful ocean view. Frank was very responsive. Would definitely recommend.
Superhost
Apartment in Key Colony Beach
4.84 out of 5 average rating, 105 reviews

Beachside Unit 22 - Private Beach on Atlantic

DevinRating, 5 stars1 month ago
We enjoyed our stay at the Key Colony Continental Inn. The environment and location was described accurately by Cindy, as stated there were endless amenities nearby which made the stay feel like home. The beach at the condo was nice although we discovered a nice public beach nearby named Sombrero Beach. Overall, Cindy was a great host whom responded quickly to our questions. We would definitely comeback to visit again and again.
Superhost
Apartment in Key West
4.85 out of 5 average rating, 1,279 reviews

At Mine | Key West Suite steps from Duval Street

Meagan Rating, 5 stars6 days ago
Everything about our stay was perfect! The pool was great and the door area was relaxing. The room is definitely on the smaller side but did not bother us because of the outside area. Location was great and so easy to get anywhere.
Guest favorite
Apartment in Key West
4.85 out of 5 average rating, 231 reviews

Studio Near Downtown - The Bartlum

DonnaRating, 5 stars1 week ago
Perfect location in Key West to see and do everything we wanted. Host was very responsive with great communication and recommendations.
Superhost
Apartment in Key West
5 out of 5 average rating, 4 reviews

Henry's Penthouse On The Ocean

LindaRating, 5 stars3 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
Apartment in Key West
4.87 out of 5 average rating, 708 reviews

Duval Balcony - Suite Mischief

KellieRating, 5 stars3 weeks ago
Tom’s place was well worth it! Updated a bit too from the photos which was a nice surprise. The location couldn’t be better for a fun Key West vacation! Nothing better than parking your car and not having to move it because everywhere you want to go is within walking distance. Tom was extremely helpful with directions and provided parking suggestions. Very responsive, friendly, and offered many suggestions of things to do while in the Keys. The only downside, which wasn’t for us, but you’re across the street from a busy (but fun) bar that is open later than most on weekends. Nothing a white noise app on your phone can’t help with though if needed. Regardless, it’s a great location to soak in all that Key West has to offer and then some.
Guest favorite
Apartment in Marathon
4.97 out of 5 average rating, 102 reviews

Beachfront Condo w/ Ocean Views in Marathon

WendyRating, 5 stars2 months ago
Stunning views, peaceful. we had stayed in this building before 7 years ago and found other vacations have never measured up to the view. This owner puts money back into his investment, furniture was comfortable, kitchen was beautiful and well stocked. This is a end unit so you really get special views! We definitely are going home with huge smile on our faces and are so distressed. On top of all that the unit was so clean!❤️
Guest favorite
Apartment in Big Pine Key
4.86 out of 5 average rating, 66 reviews

New Deluxe Duplex Unit, 1 Queen Bed, Unit C

AprilRating, 5 stars3 weeks ago
It was exactly as described. Great place to stay. Robin is a great host. Super quick to respond. We will be back !

Condo rentals with outdoor seating

Superhost
Condo in Key West
4.83 out of 5 average rating, 269 reviews

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

MarshallRating, 5 stars1 month ago
Great location, steps from Duval Street. Debbie was always responsive to our requests. Spotless apartment. Amazing stay.
Superhost
Condo in Duck Key
4.87 out of 5 average rating, 102 reviews

Villa 5027 on Duck Key BOAT SLIP available

MattRating, 5 stars2 weeks ago
Great place! Would stay again.
Guest favorite
Condo in Key West
4.99 out of 5 average rating, 70 reviews

Oceanfront 3 bed condo Ocean Edge w/ optional slip

RobertaRating, 5 stars1 month ago
A beautiful condo in a resort community close to many Key West adventures and restaurants. The balcony offers absolutely incredible views of the tranquil water, birds, and stars at night. The views of the sunrise and sunset were stunning. Condo was very nicely furnished and beds were comfortable. Pool was great too. Would love to stay here again!
Top guest favorite
Condo in Marathon
5 out of 5 average rating, 12 reviews

*NEW LUXURY*Sea Glass-Beach/Pool

MarkRating, 5 stars1 week ago
We really enjoyed our stay in Key Colony. Having the convenience of the pool and the beach along with a full size kitchen was so nice. Apparently the condos were renovated in 2017 so everything is very new and works well. The couch was comfy and kitchen had all the necessaries for nights in, and covered parking was nice to keep the vehicle cool.
Condo in Marathon
4.88 out of 5 average rating, 24 reviews

Paradise @ MM61 - Waterfront 1 BR / 1 Bath Condo

SusanRating, 5 stars2 months ago
We had a wonderful stay at this location. I recommend it highly. The setting is quiet. Sitting outside on the patio, drinking morning coffee, looking at the ocean, was definately a highlight. The unit was very clean and well stocked with bedding, towels,etc. Duck Key is great for walking. Resturants are easy to get to. We fished most of the time. There is a marina to rent boats less that a 1/2 mile away on Duck Key.
Top guest favorite
Condo in Key West
4.89 out of 5 average rating, 157 reviews

A Perfect Getaway

AshleyRating, 5 stars2 weeks ago
Loni was an amazing host! Our flight got in earlier than check-in and she was super accommodating. The place was clean. Awesome location. We will definitely be coming back!
Guest favorite
Condo in Key West
4.94 out of 5 average rating, 139 reviews

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

DianeRating, 5 stars2 weeks ago
We had an awesome time at this beautiful condo! Chris was great to work with and super fast with his responses. I would definitely stay here again. Thanks, Chris!
Guest favorite
Condo in Key West
4.88 out of 5 average rating, 146 reviews

Aruba - Downtown Waterfront 2/2 Dock, Pool, Pet

SummerRating, 5 stars2 months ago
Went for a quick fishing trip. Great location. Enjoyed it so much

Quick stats about vacation rentals with outdoor seating in Cudjoe Key

  • Total rentals

    130 properties

  • Nightly prices starting at

    $100 before taxes and fees

  • Total number of reviews

    2.7K reviews

  • Family-friendly rentals

    110 properties are a good fit for families

  • Pet-friendly rentals

    50 properties allow pets

  • Rentals with a pool

    110 properties have a pool

Destinations to explore