Looking for a place to stay?

See all properties

Save

Entire home

Overview
Amenities
Policies
Location
Host

Exceptional

3 bedrooms2 bathroomsSleeps 6145 sq m

Popular amenities

Pet-friendly

Pool

Air conditioning

Free WiFi

Outdoor space

Washer

Check-in time

3:00 PM

Check-out time

10:00 AM

Explore the area

Cudjoe Key, FL

Venture Out Keys12 min walk
Upper Sugarloaf Key8 min drive
Florida Keys Beaches9 min drive
Key West, FL (EYW-Key West Intl.)32 min drive

Rooms & beds

3 bedrooms (sleeps 6)

Bedroom 1

1 King Bed

Bedroom 2

1 Queen Bed

Bedroom 3

2 Single Beds

2 bathrooms

Bathroom 1

Toilet · Shower only

Bathroom 2

Toilet · Shower only

Spaces

Deck or patio

Kitchen

Balcony

Garden

Dining Area

About this property

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.

Property manager

Waddys and Ralph Cosme

Premier Host

Languages

English, Spanish

Amenities

Pool

Kitchen

Washer

Dryer

Pet-friendly

Free WiFi

Pool

Hot tub

Kitchen

Washer

House Rules

Check in after 3:00 PM

Minimum age to rent: 25

Check out before 10:00 AM

Children

Children allowed: ages 3–17

Children must be able to swim

Events

No events allowed

Pets

Pets allowed: dogs less than 23 kg per pet

House broken pets, no larger than 40 pounds.

Smoking

Smoking allowed: in designated areas

Not inside the house

Empty inside trash cans before departure. Leave grill and bait freezer clean ONE vessel, ONE trailer per stay. Start a load of towels (washer machine)

Important information

You need to know

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

Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed

On-site parties or group events are strictly prohibited

Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip

Host has indicated that there is a smoke detector on the property

Safety features at this property include a first aid kit

We should mention

A car is required for transport to and from this property

About the area

Summerland Key

Located on the waterfront, this holiday home is in Cutthroat Harbor Estates, a neighbourhood in Summerland Key. Florida Keys Beaches and Bahia Honda State Park reflect the area's natural beauty and area attractions include Blue Hole and Wilhelmina Harvey Park. Big Munson Island and Looe Key National Marine Sanctuary are also worth visiting. Make sure you get close to the area's animals with activities such as game walks and birdwatching.

Cudjoe Key, FL

What's nearby

Venture Out Keys - 12 min walk
Upper Sugarloaf Key - 8 min drive
Florida Keys Beaches - 9 min drive
Sugarloaf Beach - 22 min drive
Bahia Honda State Park - 28 min drive

Getting around

Key West, FL (EYW-Key West Intl.) - 32 min drive

Restaurants

‪Boondocks Grille & Draft House - ‬10 min drive
‪Kiki's Sandbar - ‬12 min drive
‪Looe Key Tiki Bar & Grill - ‬10 min drive
‪The Square Grouper Bar & Grill - ‬4 min drive
‪My New Joint - ‬4 min drive

Frequently asked questions

Does Looking for a place to stay? have a pool?

Yes, this property has an outdoor pool.

Is Looking for a place to stay? pet-friendly?

Yes, this property allows dogs with a maximum weight of up to 23 kg per pet.

What time is check-in at Looking for a place to stay??

Check-in begins at 3:00 PM.

What time is check-out at Looking for a place to stay??

Checkout is at 10:00 AM.

Where is Looking for a place to stay? located?

Located in Cutthroat Harbor Estates, this holiday home is within a 15-minute walk of Venture Key, Venture Out Keys and Out Key. Upper Sugarloaf Key and Florida Keys Beaches are also within 6 miles (10 km).

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.

Learn more

9.8/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

10/10 Excellent

Vicki B.

5 Mar 2024

Liked: Cleanliness, check-in, communication, location, listing accuracy

Lovely home and location

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.

Stayed 28 nights in Feb 2024

10/10 Excellent

Ben S., Lenoir City, TN

4 Feb 2024

Liked: Cleanliness, check-in, communication, location, listing accuracy

Another great experience

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.

Stayed 31 nights in Jan 2024

10/10 Excellent

Debra R., Lawrenceville

4 Jan 2024

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect in Every Way!

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.

Stayed 30 nights in Dec 2023

10/10 Excellent

Peter M.

6 Nov 2023

Liked: Cleanliness, check-in, communication, location, listing accuracy

Just what we needed

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.

Stayed 30 nights in Oct 2023

10/10 Excellent

Tracy T.

6 July 2023

Liked: Cleanliness, check-in, communication, location, listing accuracy

Charming Keys Cottage

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!

Stayed 29 nights in Jun 2023

10/10 Excellent

Cassandra D.

3 May 2023

Liked: Cleanliness, check-in, communication, location, listing accuracy

To Escape the Northeast Cold to a tropical oasis

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!

Stayed 28 nights in Apr 2023

10/10 Excellent

Ben S., Lenoir City, TN

4 Feb 2023

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great experience in Cudjoe

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.

Stayed 30 nights in Jan 2023

10/10 Excellent

Joy B.

3 Aug 2022

Liked: Cleanliness, check-in, communication, location, listing accuracy

July adventure

Property was great. Neighbors that we met were nice. Canal was a little tight for our boat thankfully my son solved that issue and the neighbors across the way didn’t have their boat in the water. Waterways a little tricky but we managed it. Lots of storage. Yard could have used some cleanup but had nothing to do with our stay Shade over the pool area was a fabulous surprise The freezer in the refrigerator upstairs doesn’t work well but their was a second freezer downstairs Had a great time just wish it wasn’t blowing so much Over all a very nice home Hopefully it’s available again when we plan our next trip

Stayed 30 nights in Jul 2022

10/10 Excellent

Gisela C., Rockledge, Fl

6 June 2022

Liked: Cleanliness, check-in, communication, location, listing accuracy

Cudjoe Key delightful vacation home

Everything worked out smoothly. The owner is very organized ,check in and checkout was a breeze. Any questions you may have, the owner responds immediately. A comfortable adorable home. Loved the deck which showcased some gorgeous sunsets.The sail canopy kept the pool at a nice temperature from the hot sun . We enjoyed the pool everyday.. Thanks for sharing your home!

Stayed 28 nights in May 2022

10/10 Excellent

Ken R.

31 Jan 2022

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great location, large property.

Great location, property owners are very easy to work with. We had a problem with the refrigerator that was corrected immediately. Canal is a bit tight but no problem with our 23’. Pool was added bonus. Two freezers available for bait and catch. Minor issues with tv remote controls not working.

Stayed 28 nights in Jan 2022

10/10 Excellent

Matthew H.

10 Dec 2021

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing Experience!

My wife and I came down with our two kids and dog, and we had such a great time. Waddys was such a pleasure to work with and did an amazing job making the process easy and welcoming for us. She was in contact with us making sure everything was alright and gave us recommendations for the area. The house and yard area is perfect for a relaxing stay. There are so many places to play and hangout with the family. The pool was obviously a huge hit with our toddler, and it was so nice not having to pack up everything and head out just to get a little swimming in. We loved the neighborhood being tucked away, but also only about a 30 minute drive to Key West. It made us feel like we were living an authentic Florida Keys lifestyle. We definitely hope to make it back sometime!

Stayed 28 nights in Nov 2021

10/10 Excellent

Alisa J.

6 June 2021

Liked: Cleanliness, check-in, communication, location, listing accuracy

Paradise Perfection!

Our family has been renting homes in the Florida Keys every year for numerous years. Our overall experience with this home and the owners Waddys and Ralph (especially Waddys) was absolutely the best experience ever. First and foremost Waddys is awesome to work with. Communication from beginning to end with her made our vacation flawless. She is such a kind and caring owner who wants to ensure her guests have a perfect experience which we absolutely did! When we arrived at the home after a difficult journey (trailer issues) we were so thrilled with the beautiful and immaculate home. This is by far the cleanest home we have ever stayed in and it was evident this is a well cared for home and not just a rental property. The home is tastefully decorated with a gorgeous coastal theme. The home is updated and stocked with everything you could possibly need including access to cleaning devices and cleaning products which helped maintain the cleanliness of the home. The kitchen is so well equipped with every possible item. Every bed is beyond comfortable with foam mattresses and beautiful decor. There is plenty of space with the open concept kitchen and living room for our family. The level of comfort in this home is unparalleled. The home is located only a few homes down from the ocean in a very quiet friendly neighborhood. which was awesome! The downstairs is also perfect with a large outdoor space that is extremely private with a privacy fence on a large corner lot. The vegetation between the next door neighbor also provides more privacy. There is a covered porch adjacent to the amazing pool which we enjoyed for many, many hours while there. The beach area that looks down the canal to the ocean is fantastic! We enjoyed sitting in this area in the evenings for a nice ocean breeze. The large porch upstairs was also well utilized for morning coffee and dinners and served as the perfect outdoor space. We also were thrilled with the large downstairs storage with two freezers for bait and fresh catches. We were able to easily unload in this area and bring items up as needed which made life so much easier. We brought our 13.5 year old fur baby with us which we are so appreciative to the owners for allowing us to have her in their home. Waddys made sure we had the perfect vacation and we are so thankful we were able to share their home for a month. We were We will definitely be returning next year and beyond and will look forward every day until we return!

Stayed 31 nights in May 2021

10/10 Excellent

Cindy M., Averill Park, NY

1 Mar 2021

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful Stay in Cudjoe

Waddys is a great communicator. We appreciated how organized the house and supplies were as well as the size of the kitchen and how well equipped it was. Especially during these crazy Covid times where we ate in more often. The location for boating was awesome too! We enjoyed soaking in the pool at the end of a long day on the water. Would definitely return.

Stayed 28 nights in Feb 2021

10/10 Excellent

Brian T.

2 Feb 2021

Liked: Cleanliness, check-in, communication, location, listing accuracy

Nice comfy spot

We enjoyed our time here. Very clean and comfortable home. Good location.

Stayed 30 nights in Jan 2021

10/10 Excellent

Derek H.

30 Nov 2020

Liked: Cleanliness, check-in, communication, location, listing accuracy

November on Cudjoe

Great place in a very chill, safe location. House has everything you need to relax and enjoy the sun and water. Waddys was easy to communicate with and very helpful with any questions. Close enough to Key West that we ate lunch and dinner there often, but far enough not to get the crowds and crazy. Would definitely stay again. Thanks!

Stayed 29 nights in Nov 2020

10/10 Excellent

Dean B.

12 Sept 2020

Liked: Cleanliness, check-in, communication, location, listing accuracy

Another great stay!

Great house,great area. A no brainer,rent this house if you can get it.

Stayed 30 nights in Aug 2020

10/10 Excellent

Pat D.

5 Apr 2020

Liked: Cleanliness, check-in, communication, location, listing accuracy

Nice place to stay!

We had a wonderful time with the ease of access to Atlantic or the Gulf by boat, the location being close to the end of the road for less traffic, or relaxing in the pool on a hot sunny day. We really enjoyed our stay ! Only negative was not being able to reserve for same month the following year!

Stayed 31 nights in Mar 2020

10/10 Excellent

Cynthia Z., Butler PA

3 Mar 2020

Liked: Cleanliness, check-in, communication, location, listing accuracy

The house was everything their pics & description said on vrbo. We did not have any problems.

My family thought it was a beautiful place!

Stayed 28 nights in Feb 2020

8/10 Good

Verified traveller

6 Feb 2020

Liked: Check-in, communication, location, listing accuracy

Wonderful Outdoor Space

We enjoyed our stay here. The outdoor space was the best part of this home. Of course, being in the Keys, the outdoor space was the most important! We enjoyed the various seating areas around the property, the barbecue grill was used and appreciated (a grill that was a bit bigger and more powerful would have been an extra plus), and the swimming pool was a definite bonus (it hadn't yet been installed when we booked the property). We didn't bring our boat this trip but this home did have a docking space and was on a canal. The neighborhood was quiet and the house proved to be in a perfect location for us. Overall, the house was nice and we really appreciated being able to have our fur baby stay with us. Waddys was a gracious host and very attentive host.

Stayed 28 nights in Jan 2020

10/10 Excellent

Kimberly B.

2 Jan 2020

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Vacation Rental

We really enjoyed our stay at this great vacation property. The house has everything you need for a long term rental. It was very relaxing and the new pool is awesome! The property managers are very helpful and responsive. If you want to experience Key West it is a short drive but there are so many relaxing things to enjoy around the house. You can enjoy the best of both worlds with this property. From boating, bike riding and excursions to beautiful sunsets and stary nights. The house is decorated impeccably to remind you to stop, relax and enjoy your trip. We have stayed at many properties in the Keys and this was by far top notch. We can't wait to return.

10/10 Excellent

Trina G.

15 Oct 2019

Liked: Cleanliness, check-in, communication, location, listing accuracy

A Little Slice of Heaven

Waddy and Ralph’s home is simply amazing! There are little details all around the home, inside and out, that make their home extra special. The kitchen is stocked with more than you need. The beds were very comfortable. We brought our 22’ boat and docked it out front. I absolutely loved the saltwater pool! It is the cherry on top of the home. The location is excellent! Close to Key West, great restaurants and grocery store. I highly recommend! We see already planning our trip next year.

Stayed 28 nights in Sep 2019

10/10 Excellent

Dean B.

1 Sept 2019

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great place!

Plenty of room,well cared for. Your own little beach for toes in the sand and night star gazing A pool for those that don't want to go out on the water that day. A canal to moor your boat. Good access to the Atlantic and Gulf. As well as the beautiful Looekey reef 6 nautical miles away. Boat gas right around the corner. Restaurants close by: The Square Grouper, Mangrove Mammas and many more. It is only a 30 min. Drive into the shopping and night life of key west ,with great live music and plenty of people watching. The owners are very pleasant to work with. Book this place you will have a great stay.

Stayed 30 nights in Aug 2019

8/10 Good

Yenna C., Tallahassee

11 July 2019

Liked: Cleanliness, check-in, communication, location, listing accuracy

Cudjoe

Property worked great for our Keys vacation. Good access to gulf and ocean. Installing a pool, so construction was ongoing during our visit, but the pool will be an asset to future guests

Stayed 29 nights in Jun 2019

10/10 Excellent

judith m., Canandaigua

22 Mar 2019

Magical, perfect place

Our first time to book a place through vrbo - and we absolutely fell in love with it! The home itself is beautiful and open and clean - easy maintenance. The beautifully landscaped grounds and the canal harbor all sorts of interesting critters and sea creatures. The covered deck was perfect, rain or shine. Location is fabulous with so many fantastic eateries nearby. Waddys and Ralph have been very nice and accommodating - a pleasure to work with.

Stayed 76 nights in Jan 2019

10/10 Excellent

Kirk G., Burlington

24 Dec 2018

Perfect "Keys" Vacation Rental

My Wife and I spent a wonderful month in Waddy & Ralph's Cudjoe home and it was a totally wonderful experience. This home offers much for visitors to the Florida Keys and is perfectly situated for side trips, both on land and water. Close enough for day trips to Key West & Marathon and ideal for boating with ideal ocean or gulf access. Waddys & Ralph are great hosts and ere very helpful with vacation tips while we were there, we could not have asked for more. It was an ideal place for our vacation and we would book again in an instand...a 10 for sure!

Stayed 30 nights in Nov 2018

About the host

Hosted by Waddys and Ralph Cosme

My wife and I have lived in Florida for the past 30 years. We enjoy traveling and boating. We've loved visiting the keys with family and friends and hope you share the same experience.

Why they chose this property

We choose this property mostly because its location. Cudjoe Key is relaxing, it has great fishing spots as well as a variety of day activities for the ocean lovers and restaurants. Cudjoe is very close from Key West and Marathon which allow us to go into town for breakfast and just enjoy the night life.

What makes this property unique

The home sits on a dead end with minimal traffic. There is great parking for cars and a trailer. Nearby boat ramp available. We love being on a corner unit to enjoy the backyard and beautiful sunrises and sunsets.