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SOUTHERN SUNSET - As seen on House Hunters-S228 E6 - Family Time in the FL Keys

September Sunset from the Tiki Deck
1/55

About this property


Cudjoe Key House

  • Sleeps 10

  • 4 bedrooms

  • 2 bathrooms

  • 1460 sq. ft.
7 reviews


Amenities


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Rates

Rental basis: Per property
Rental rates quoted in 
Rate PeriodNightlyWeekend NightWeeklyMonthlyMin Stay
Aug 24 - Dec 31 2025
$420 28 nights
Jan 01 - Mar 31 2026
$450 28 nights
Apr 01 - Jul 26 2026
$430 28 nights
Jul 27 - Aug 01 2026
$500 28 nights
Aug 02 - Aug 08 2026
$430 28 nights

View all periods


Fees:

  • Cleaning after Check Out: $350
  • Tax Rate: 12.5%


Notes:

Tax rules:
Monroe County: 5.00%
State of Florida: 7.50%


Availability

Last updated on November 26, 2025

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20Available     20Unavailable    

Location

Reviews

from 7 reviews
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review

The Perfect Vacation Home

The location of Southern Sunset couldn't be more perfect. Only 25 minutes to Key West, 5 min to a great little grocery store called Murrays (and maybe 15 min to Winn Dixie), a short drive to Capt Hooks Dive shop for tank refills, and everything you need is just a short drive.John/Martha are the best. So helpful in the months leading up to our stay. Excellent communication which helped us know what to pack and what they had at the house. The boat dock, downstairs area, pool, and tiki hut were amazing for sunrise and sunset times. There is a cleaning station for fish and lobster when you come in after a day on the water. The ice maker is AMAZING and such an awesome extra. There were extra refrigerators and freezers we could use and a separate bait freezer too. The house was clean and just perfect for our stay. The bedrooms are good size and the dining room table holds at least 8 people for dinner and games. The grilling station was very nice and we used that nearly every day.The price is right for what you get!! This has been one of our best times in the Keys since we started spending a month there annually nine years ago. My family enjoyed it without the stress thanks to the owners being so kind and communicating so well. If you have a chance to stay here...I say do it!!

Stayed: Submitted: October 29, 2025

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Great location, well set up

John and Martha have an amazing place with everything you need for your trip to the Middle Keys. This house is in a beautiful, quite location with easy access to great fishing and diving sites. They have taken care to be sure the home is set for all your needs with excellent cooking setups and an amazing outdoor living area. Would definitely stay again and recommend to others. They were responsive throughout!

Stayed: Submitted: April 20, 2025

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Vacation 2024/2025

Southern Sunset is an excellent place to stay! The hosts are very accommodating and were great to chat with and helped make our stay even better. The property is clean and well kept and has a fabulous outdoor space to enjoy and spend time cooking the days catch. Cudjoe key is close enough to key west to spend some day/night hours exploring down south and to the north we had a great day at Loggerhead beach. Truly enjoyed our time!

Stayed: Submitted: January 04, 2025

Host response

"Thank you, Charis.Martha and I are honored that you and your friends chose to stay at Southern Sunset, and we are so happy that you rented the two boats and caught so many fish. We are blessed to get to meet two new fantastic families.John and Martha"

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SPECTACULAR SOUTHERN SUNSET - 5 STARS

No need for all the little details - this place is just SPECTACULAR! Our stay was absolutely INCREDIBLE! If you're looking for the PERFECT spot for ALL the Florida Keys activities, then this one is a must!The owners are AMAZING, and go that extra mile to make sure your stay is every bit of relaxing and enjoyable.THANK YOU AND SEE YOU SOON! LEONARD AND LESLIE

Stayed: Submitted: September 09, 2024

Host response

"Leonard and Leslie, thank you for your kind review. It is a real pleasure getting to know you both and having you as guests at Southern Sunset. Thank you for already booking August and Mini Season 2025. The ultimate compliment for sure. Take care and stay in touch."

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Cleanliness

10/10 Excellent February 1 to April 6, 2023. Liked: Cleanliness. This property is exceptionally clean and is equipped with many great features: It has 4 bedrooms, 3 tvs, large deck, dock, new kitchen equipped with everything you may wish for. I do not believe that you will find many homes that are as well-equipped as nice as this home. We thoroughly enjoyed our stay at Southern Sunset. Ted Leach Stayed 63 nights in Feb, March, April 6th, 2023

Stayed: Submitted: May 18, 2024

Host response

"Ted and Linda are the most fascinating couple. We were fortunate to have them for 2023. They came back and stayed at Southern Sunset again this past January, February and March, 2024. They were kind enough to invite Martha and me to spend a weekend with them both times. We are about the same age. Their story is so interesting. Ted kept Martha laughing the whole time we were there with them. Great times with wonderful folks."

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The sunsets are gorgeous - extremely relaxing

The location is amazing. You can sit in a cabana by the end of the canal and watch manatees and turtles pop up - John also has some fish food so you can feed the snappers and groupers that are in the canal. He tells me there is an eel that lives under the dock, but never did get lucky enough to see him. The house is adorable, decorated to the Nth degree. The notes on the property are meticulous and not one detail is missed. Beautiful landscaping too. Neighborhood is nice to walk. It was the perfect spot to decompress

Stayed: Submitted: May 15, 2024

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Boat Rental From Perfect Hosts

Wanted to drop a quick note of appreciation to John and Martha. My wife and I originally intended to rent Southern Sunset for the month of March. We have a large extended family and the property was perfect for all the comings and goings of different family members. Unfortunately, as time drew near, those members had a change of heart and we needed to cancel with John in lieu of a smaller place on Big Pine Key. So why the review? After corresponding with John for a few months, we really got to know him and developed a great relationship. Even though we had to cancel our stay at Southern Sunset, John was still willing to rent us one of his boats (a 29 ft center console w/twin Merc 300's) for the month. This is not normal as the boat is usually tied/rented to the occupants of the property. Fortunately, John was able to rent the property and the tenants did not require a boat, so John said we could still use it if we wanted. Super nice of John. John and his son, John 2, took us out fishing the day we picked up the boat to show us the proper operations and workings of the vessel. And it was a great day of fishing!!! Had a total blast with John as he is such a great guy to hang out with. The boat performed flawlessly for the entire month we had it, and it made our vacation one of the best stays we've had in the Keys. We did get the opportunity to see the property, Southern Sunset, and it was just as described in the listing. John has done a lot of work on the place and all the little extra touches he's done really make the place a perfect rental. We would definitely rent Southern Sunset in the future, not only because it is a beautiful property, but because John and Martha are such great people and gracious hosts. Thanks again John and Martha. We look forward to seeing you again next year!

Stayed: Submitted: April 01, 2024

Host response

"Well, you had us when we found out you wanted to come down to celebrate your 40th wedding anniversary. We can’t think of a better use for Southern Sunset. We like to think SS has a romantic character. That is the way we like it. It is a little scary to turn our personal fishing boat and tackle over to folks we have only met through email. That is a lot of boat. But, it didn’t take long to see you guys were first class. We knew the boat would be in good hands. It is extremely gratifying to know the boat made such a difference in your vacation. That is what the boat rental idea was about. Isn’t it interesting that a simple boat rental would be the catalyst that would enhance our lives in this way? What a wonderful opportunity to meet your beautiful family, and then spend the day fishing together in the amazing Florida Keys. I was there to see Phil number 2 get his first Yellowtail Snapper. A very nice one I might add. I think he might have been as excited as I was. ha-ha. It was absolutely a pleasure to meet you and your family, and spend that time together. We wish you the best, and we look forward to seeing you next year."

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