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Luxury Waterfront Keys Retreat | Dock, Spa, 5BR Near Key West

Waterfront is 120' wide on deep, wide intersecting canal.
1/34

About this property


Cudjoe Key House

  • Sleeps 10

  • 5 bedrooms

  • 3 bathrooms

  • 3500 sq. ft.
8 reviews


Amenities


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Rates

Rental basis: Per property
Rental rates quoted in 
Rate PeriodNightlyWeekend NightWeeklyMonthlyMin Stay
Aug 03 - Aug 31 2026
$7,500 28 nights
Oct 02 - Oct 30 2026
$6,500 28 nights
Nov 02 - Nov 30 2026
$6,500 28 nights
May 02 - May 30 2027
$6,500 28 nights
All other dates
$6,500 27 nights

Fees:

  • Cleaning: $400
  • Shore Power: $500
  • Tax Rate: 12.5%


Notes:

Pet with permission

Discounted rates available for small group.

28 day minimum per Monroe County Law

Covered parking; space for boat trailer

Protected dockage: 90' of boat bumpers and cleats available for your use, as well as shore power if needed at $500 additional.

Tax ID: State of Florida #AF1314605101; Monroe County #5089440


Availability

Last updated on June 19, 2026

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20Available     20Unavailable    
Clear dates

Location

Reviews

from 8 reviews
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review

Best Rental Property in the Keys

I began visiting this property in ~1998 and get back there as often as I can.It is a wonderful house, beautifully decorated, with convenient deep water access to the best fishing/fly-fishing (minutes from the house) in North America. The neighborhood is quiet, classy, and ~20 from Key West.There is a full service marina right down the canal on the way out to the fishing grounds, and the canal is clean with good tidal flow. The wife loves lounging in then garden area and using the hot tub and outdoor shower. The kids love swimming and snorkeling in the gin clear water right off the back deck, and they got a real kick out of watching the manatees drink out of the garden hose!The best part is Alan and Nancy are two of the nicest, most accommodating people on the planet.You will not regret booking a stay here.

Stayed: Submitted: June 19, 2026

Host response

"JP, We've always loved having you here. Thanks for the kind words."

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review

Best stay ever in Cudjo Key

Spacious so comfortable beautiful sun porch gorgeous grounds all Key West style Jimmy Buffet probably would have stayed here!!

Stayed: Submitted: June 18, 2026

Host response

"Thank you Patti. Hope you and your friends will return next year ! We appreciate your love for CudjoeHouse!"

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review

Cudjoe Paradise

Cudjoe House has every amenity you can imagine. We have been there most months, but August is a favorite with opening season for lobster. There is on-site trailer parking and dock for the boat. There is shore power, hose at dock to wash down gear and a grill, hammock, jacuzzi and lots of lounging spaces to enjoy the outdoors as well as indoors. We love jumping in the canal, swimming in the cool Atlantic water and watch the coral edge for colorful marine life.There are often manatees meandering by, and lots of yellow tail and bait fish off of the dock.There is a beautifully appointed kitchen in the main house and a 2nd in the attached apartment. There's a large dining table, seating for a crowd, beautiful wall mounted tv... comfy space to relax and enjoy your family and guests.All the beds are large and comfortable, with lots of closet space and dressers. I always think I have moved into someone's private home, and am house-sitting while they are away....no detail is missing.Then there's the many palms covered with blooming orchids, a comfy hammock, and usually a beautiful breeze to nap or tackle a key-west themed novel. Don’t forget to visit the colorful artsy bar inside, and collect a cold drink before settling in the hammock!Can’t wait to return!

Stayed: Submitted: June 17, 2026

Host response

"We can't wait for your return either! Thank you for the amazing review. We take pleasure hosting guests like you"

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review

It doesn't get better than this

This canal-front home in Cudjoe Key is absolutely beautiful. The owners have thoughtfully incorporated many custom-made features that make the home both unique and exceptionally comfortable. The décor is elegant and tasteful, creating a warm, welcoming atmosphere throughout.The waterfront setting is peaceful and relaxing, making it the perfect place to enjoy everything the Florida Keys has to offer. A truly wonderful property that is impeccably maintained and highly recommended.We have been going here for years and look forward to each and every trip. It definitely offers that home away from home feel as soon as you walk in the front door.

Stayed: Submitted: June 12, 2026

Host response

"What a wonderful review. We treasure you as tenants. Thank you and hope to see you again soon."

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review

Great place

The house is exactly as pictured. We lived on the outdoor deck! Easy in and out with kayaks on the canal, awesome sunsets, Nancy’s garden is heaven to read in late afternoon, kitchen set up for people who love to cook! They respond immediately to all questions to boot. Booking again! We love Nancy and Alan’s house and them!

Stayed: Submitted: June 11, 2026

Host response

"Oh Debbie! We are so pleased you've found your happy place at Cudjoe House. We look forward to your reports from the garden every winter. Thank you for taking time to review."

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review

Amazing keys trip!!

Can not say enough how amazing the experience was about our Lower keys vacation! The home is a water front paradise featuring all the amenities of a true key west vibe. Conveniently located within golf cart range or walking distance to some of our favorite, iconic restaurants. Weather your coming to unplug and just relax or fish/ dive the keys this vacation home is your ultimate destination spot! Can’t wait for our next adventure

Stayed: Submitted: June 11, 2026

Host response

"Thank you Adam! You were amazing tenants and we are so happy you enjoyed our home."

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review

Huge Deepwater Dock and Beautiful Keys Style Home!

I have a Catana 50 sailing catamaran that is 26’ wide and I had plenty of room in the canal to turn around and ample dock space. The water in the canal is gin clear with very little current so I was able to easily clean her bottom. Adjacent to the dock is a private outdoor hot water shower to rinse off in. The porch is oversized and flows naturally into the house. Inside is perfectly appointed with a gourmet kitchen and beautiful art throughout the house. Everything is so well thought out and incredibly comfortable!

Stayed: Submitted: June 10, 2026

Host response

"Thank you Brian! we hope you'll be able to return again soon. Your boat looks amazing in the canal and you were a pleasure to communicate with during your stay."

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review

The Warren family

We have visited several times . We thoroughly enjoyed everything about this place. Very clean and nice owners. Our favorite place to hang out was the back porch and deck! Highly recommend to spend time here.

Stayed: Submitted: June 10, 2026

Host response

"So happy you enjoyed our Cudjoe House. It is always a true pleasure to have your family there!"

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Avg per night   info
$229

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$229
avg per night