Cutthroat Harbor Estates Rentals USA Florida Cudjoe Key Cutthroat Harbor Estates

Looking for a place to stay? | House in Cudjoe Key

10.0 (49 Reviews) |   3 Bedrooms  2 Bathrooms  6 Guests
Cutthroat Harbor Estates House | Looking for a place to stay?

3 Bedroom House in Cutthroat Harbor Estates, Cudjoe Key

Relax in our traditional keys style stilt home. The home is located on a channel with immediate access to the Atlantic Ocean. The concrete dock allows for easy access and quick drive to the open water. With the ocean at your whim, finding your favorite spots for fishing, lobstering, diving, and snorkeling has never been easier. Easy access to Content Islands.
The home is conveniently located on Cudjoe Key, MM23, allowing for a 25 minute drive to famous Duval Street in Key West, or Marathon Key to the North. Our home is located far enough to relax and enjoy the serenity of the island life while close enough to take a night on the town.
This three bedroom, two bath home features, one king bed, one queen bed, and two twin beds. The home has a beautiful back porch over looking the water where you can enjoy a good book, a glass of wine, or dinner with your loved ones. A spacious, fully equipped kitchen provides the perfect setting to create your favorite dishes or show off your grilling skills by cooking up some of the keys freshest seafood.
Our home is equipped with towels, ceiling fans, DVD player, radio, games, washer/dryer, iron/ ironing board, hair dryer, patio furniture, hammock and a gas BBQ grill. Now a pool.
Restaurants:
Cudjoe Key has some of the best seafood restaurants in the Florida Keys including the Square Grouper, Mangrove Mamas, Boondocks (Live Music). These restaurants are within 2 to 4 miles from the home.
Sports:
For the active vacationers there are many activities: Snorkeling, scuba diving, fishing, water skiing. You can rent a boat or kayak, even swim with the dolphins. Bikes for rental at Big Pine Bicycle, delivery and pick up services to your location. There is also jets ski and kayaks renting nearby. They also deliver and pick up.
Booking starts in the beginning on the month and ends by the 30th. Flexibility is possible during slow season.
Pets larger than 40 pounds are not accepted. Contact owner for any questions 5617140139.

Looking for a place to stay? is located in Cutthroat Harbor Estates. Looking for a place to stay? provides accommodation, featuring Pool, Private Pool, Balcony/Terrace, among other amenities. This House features Pool, Private Pool, Balcony/Terrace, to make your stay a comfortable one.

Looking for a place to stay? has 3 Bedrooms , 2 Bathrooms, and max occupancy of 6 people. The minimum rental for this property is 1 nights, but this can change depending on the season you plan on staying. Previous guests have given good rated it, and VRBO labeled it a top-rated House because of the excellent services rendered by the owner or manager of this House, and has consistently provided great experiences for their guests. Most families or guests that use it recommend it to their friends and some of them are repeat guests. House has a friendly neighborhood, and the Cutthroat Harbor Estates has interesting places to visit. If you want to learn more about the House in Cutthroat Harbor Estates, such as places to visit and things to do nearby, you can check below to learn more.

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Unique Amenities

  • Air Conditioner
  • Parking
  • Pool
  • Designated Smoking Area
  • TV
  • View
  • Private Pool
  • Ocean View
  • Balcony/Terrace
  • Oceanfront
  • Sports/Activities
  • Bedding/Linens
  • Wellness Facilities
  • Fireplace/Heating
  • Entertainment
  • Barbecue/Outdoor Cooking
  • Child Friendly
  • Internet
  • Kitchen
  • Laundry
 
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Policies

Check-in Check-in time starts at 4:00 pm contactless check-in available minimum check-in age: 25
Check-out Check-out before 10:00 am
Child Policy Children are welcome. note from host: children must be able to swim safely.
Pet Policy Pets not allowed (service animals are welcome, and are exempt from fees)
Other Policy Extra-person charges may apply and vary depending on property policy government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges host has indicated there is a smoke detector on the property host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip onsite parties or group events are strictly prohibited safety features at this property include a first aid kit special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed this property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room this property is managed through our partner, vrbo. you will receive an email from vrbo with a link to a vrbo account, where you can change or cancel your reservation
 
Cudjoe Key, 33042, USA

What Our Guests say 500 + Reviews

May 1, 2025 12:24:03 AM
Summary: Let me start off by saying this place looks even better in person. Very spacious, very clean, comfortable beds, kitchen has absolutely everything you could need and more. The neighborhood is quiet. We also loved walking and riding our bikes everywhere. The pool I spent almost everyday relaxing in. We brought our pontoon boat for the monthly stay. It can be tricky at first getting in and out of there until you get use to it. But follow Waddy’s & Ralphs instructions and they also have a colored photo on where to go to avoid shallow areas to get to the canal. So many great restaurants very close by and some you could walk too. Key West is only 20 minutes away. Waddy’s and Ralph were such amazing host. Best house we have ever stayed at. This will be our go to place for now on.
Lori P. Lori P.
Feb 5, 2025 04:51:37 AM
Summary: We have stayed with Ralph and Waddys for 3 years now. They house is clean and well kept with everything you will need for a Keys vacation. The pool is wonderful after a day in Key West and the boat access is great. They host are extremely responsive and I feel like they are friends now. Thank you Waddys and Ralph for another great year.
Ben S. Ben S.
Nov 1, 2024 03:20:35 AM
Summary: Very nicely done loved
Lori F. Lori F.
Mar 6, 2024 04:19:38 AM
Summary: Located at the end of the road it was quiet and peaceful. Enjoyed the pool. It was great not being far from great restaurants, shopping and Key West. Hope to have the opportunity to visit the area in the future. Thank you, Waddys and Ralph for this opportunity.
Vicki B. Vicki B.
Feb 5, 2024 02:04:39 AM
Summary: We have stayed at this property several times and enjoyed it tremendously. The check-in and check out is very efficient and the property owners are very responsive to any needs you may have. The pool is great as well as the porch in the evenings.
Ben S. Ben S.
Jan 5, 2024 12:41:08 AM
Summary: This is an outstanding home in every way! It was the cleanest, most inviting, well equipped home we've stayed in. The location is perfect, the neighborhood is wonderful, we felt like we were instantly part of a very special community. The second you walk in...you felt welcomed. I use the word 'home' instead of house because you can see and feel the love Waddys and Ralph have put into it. The communication was so reassuring as well...we knew we could count on them. We have been dreaming of this stay for years and it was everything we imagined and more.
Debra R. Debra R.
Nov 21, 2023 01:00:27 PM
Summary: Quiet and tranquil location with everything we needed for a relaxing month away from it all.We love to visit KW for all the activity but it's not where we want to be when its time to unwind.
Peter M. Peter M.
Jul 7, 2023 01:42:26 AM
Summary: We had a wonderful stay at this charming Keys style home owned by Ralph and Waddys! The place was very inviting, beautifully decorated, clean and had all of the supplies needed for a months stay of boating and fishing. We enjoyed our days with early morning fishing trips and afternoon swims in the pool and evening visits to the local restaraunts. On poor boating weather days we took short trips to Key West to visit the attractions down there. The communication between Ralph and Waddys was abundant from before our stay all the way through the end. I would hihghly recommend this place and all of it's charm!
Tracy T. Tracy T.
May 4, 2023 03:21:40 AM
Summary: So many thanks to Waddys and Ralph! Your home is a delightful escape. We enjoyed our month here so much that we started looking for our own property! Your house was the perfect set up for our family and visits with friends. The swimming pool and sandy area in the yard is a big plus. We loved kayaking in the mangroves and even had a visit from a Manatee in the canal. Lots of great restaurants close by. Great diving and snorkeling🐠 We leave here fully refreshed and yes, tanner than ever! We hope to visit again in the near future!
Cassandra D. Cassandra D.
Feb 19, 2023 01:00:43 PM
Summary: Everyting worked as planned and the house was great for us. We were able to do some boating and fishing and also spend some time at Looe Key. Overall gret experience! Thanks to our great host.
Ben S. Ben S.

FAQ's

Is this Cutthroat Harbor Estates house pet-friendly for guests?

No, pets are not allowed at this property. Check the guest reviews to learn what guests had to share.

Does the Cutthroat Harbor Estates house have a swimming pool?

Yes, this Cutthroat Harbor Estates house has a swimming pool. Check the Facility Overview section for details about the pool and other available facilities.

How much does it cost per night to stay in Cutthroat Harbor Estates house?

Best-rates for the Cutthroat Harbor Estates house starts from $306 per night with includes Fireplace/Heating, Air Conditioner, Ocean View, Wellness Facilities, Internet, TV, Oceanfront, Entertainment, Child Friendly, Parking, Pool, Private Pool, Balcony/Terrace, Sports/Activities, Kitchen, Laundry, Designated Smoking Area, View, Bedding/Linens, Barbecue/Outdoor Cooking StayAndPlay offers fully equipped golf villas, golf hotels, golf resorts, luxury golf cabins, and exclusive golf retreats, making it easier than ever to find your perfect golf escape — ideal for families, peaceful getaways, or pet-friendly retreats with the whole crew.

Is Cutthroat Harbor Estates house a family-friendly place to stay?

Based on the information we have received from the owner or our partner, this is considered to be a family-friendly property. Families have rated this house Good or guests have recommended them suitable for families. As reported by the owner or manager, the house has specified that children are welcome. Please see details about suitability for your family or inquire with the property to learn more.

Is the Cutthroat Harbor Estates house wheelchair accessible or offer services for disabled guests?

Based on the information received from our partner, the Cutthroat Harbor Estates house has not specified they are wheelchair accessible. Likewise, there is not an elevator specified as being available at the property. Specific accessibility details may be addressed in the property details section of this page.

What is the minimum night stay policy for the Cutthroat Harbor Estates house?

Based on the information reported by the owner or manager, the Cutthroat Harbor Estates house indicates 1 day stay policy at this house. Guests are cautioned that the minimum stay policy may differ based on seasonality or availability and may be at the discretion of the owner or manager.

What cancellation policy is in place for Cutthroat Harbor Estates house?

Based on the information reported by the owner or manager, details for the cancellation policy for the Cutthroat Harbor Estates house are as follows: Cancellation policy Guests are cautioned that the cancellation policy may differ based on seasonality, availability, or current travel restrictions. Guests should also be aware that this policy may be subject to change and should be confirmed prior to booking. More details may be available on this page in the property description. However, early check-in or late check-out can sometimes be negotiated between the guest and the owner or the manager of this property.

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