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

Luxury Waterfront Retreat with Dockage & Pool
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!

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.

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.

Kittyhouse on Catherine, Tropical Pool, Parking
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.

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!

Fun in the Sun!
Great attached townhome/duplex with privacy fence between the other side. Great private pool just on the canal! The bottom story was perfect for extended family to have privacy but still be close! We even saw a manatee in the canal.
Apartment rentals with outdoor seating

Beachside Unit 22 - Private Beach on Atlantic
Had a great stay here. Very nice and great location in the keys.

At Mine | Key West Suite steps from Duval Street
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!

Studio Near Downtown - The Bartlum
Excellent location, very walkable to everything we wanted to do and see! Clean, well kept, and cute. Would visit again!

Duval Street Suites full kitchen, free parking, &
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.

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
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!

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
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.

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 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

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

Slip, Ramp, Pool, Trailer Parking, Bait Freezer
Great little place for our family of 4! Very clean and the location was perfect for us. Would definitely stay again!

BEAUTIFULLY DESIGNED OCEANFRONT CONDO
We loved our stay at Nicole’s place. It was well stocked, super clean, and the decore was lovely. This is second time at Ocean Pointe. We enjoyed being in building 5 and the larger corner unit.
Quick stats about vacation rentals with outdoor seating in Cudjoe Key
Total rentals
140 properties
Nightly prices starting at
$100 before taxes and fees
Total number of reviews
3.1K reviews
Family-friendly rentals
110 properties are a good fit for families
Pet-friendly rentals
50 properties allow pets
Rentals with a pool
120 properties have a pool
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