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Oceanside, heated pool, near Key West, space for 20-25 ft boat. Book fall 2025!

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Pool
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Exterior
Exterior
Pool

Reviews

10 out of 10
Exceptional
3 bedrooms2 bathroomsSleeps 81100 sq ft

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Free WiFi
  • Air conditioning

Explore the area

View in a map
Cudjoe Key, FL
  • Place, Florida Keys Beaches
    ‪5 min drive‬
  • Place, Upper Sugarloaf Key
    ‪6 min drive‬
  • Place, Upper Sugarloaf Sound
    ‪7 min drive‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪36 min drive‬

Rooms & beds

3 bedrooms (sleeps 8)

Bunk Room

2 Twin Bunk Beds

Guest Room

1 Queen Bed

Master

1 King Bed

2 bathrooms

Guest

Towels provided · Toilet · Shower only · Hair dryer

Master

Towels provided · Toilet · Shower only · Hair dryer

Spaces

Deck or patio
Kitchen
Balcony
Dining area

About this property

Oceanside, heated pool, near Key West, space for 20-25 ft boat. Book fall 2025!

3 bedroom/2 bath home, sleeps 8. Enjoy early morning coffee or evenings gazing at the stars from the cozy balcony. Downstairs area also has space for relaxing, grilling or simply putting all your fishing equipment together.
Our Island House is on a canal leading within minutes to Cudjoe Bay and the Atlantic Ocean and gorgeous back country waters, world class fishing and snorkeling. Dock provides room for your own 20-25 foot boat with plenty of draft even at low tide or bring your RV, plenty of space too.
Home also has a private heated pool, kayaks, ample space for parking and gated for privacy.

This home is a 28 day minimum rental. Please note Owner's Boat will remain on the property's boat lift during stay.
Our prices include all fees. No hidden fees.

Add dates for prices

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House Rules

Check in after 3:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
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Children

Children allowed: ages 0-17
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted

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
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock

About the neighborhood

Summerland Key

Located on the waterfront, this vacation home is in Cutthroat Harbor Estates, a neighborhood in Summerland Key. Florida Keys Beaches and Coupon Bight Aquatic Preserve reflect the area's natural beauty and area attractions include Blue Hole and Big Munson Island. Looking to get your feet wet? Kayaking, scuba diving and snorkeling adventures can be found near the property.
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Map
Cudjoe Key, FL

What's nearby

  • Florida Keys Beaches - 5 min drive - 6.0 km
  • Upper Sugarloaf Key - 6 min drive - 6.2 km
  • Upper Sugarloaf Sound - 7 min drive - 7.5 km
  • Lower Sugarloaf Sound - 10 min drive - 11.1 km
  • National Key Deer Refuge Visitor Center - 15 min drive - 16.9 km

Getting around

  • Key West Intl. Airport (EYW) - 29 min drive

Restaurants

  • ‪Boondock's Grille & Drafthouse - ‬7 min drive
  • ‪Kiki's Sandbar - ‬9 min drive
  • ‪Morning Joint - ‬5 min walk
  • ‪Broil - ‬3 min drive
  • ‪5 Brothers Two - ‬7 min drive

Frequently asked questions

Does Oceanside, heated pool, near Key West, space for 20-25 ft boat. Book fall 2025! have a pool?

Yes, this property has an outdoor pool. Pool types include heated pools.

How much does it cost to stay at Oceanside, heated pool, near Key West, space for 20-25 ft boat. Book fall 2025!?

As of Apr 4, 2026, prices found for a 1-night stay for 2 adults at Oceanside, heated pool, near Key West, space for 20-25 ft boat. Book fall 2025! on Nov 20, 2026 start from $289, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

Is Oceanside, heated pool, near Key West, space for 20-25 ft boat. Book fall 2025! pet-friendly?

No, pets are not allowed at this property.

How much is parking?

Onsite parking is available at the property.

What time is check-in at Oceanside, heated pool, near Key West, space for 20-25 ft boat. Book fall 2025!?

Check-in begins at 3:00 PM.

What time is check-out at Oceanside, heated pool, near Key West, space for 20-25 ft boat. Book fall 2025!?

Check-out is at 10:00 AM.

Where is Oceanside, heated pool, near Key West, space for 20-25 ft boat. Book fall 2025! located?

Located in Cutthroat Harbor Estates, this vacation home is within 1 mi (2 km) of Venture Out Keys, Venture Key, and Out Key. Florida Keys Beaches and Upper Sugarloaf Key are also within 6 mi (10 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Learn moreOpens in a new window
Rating 10 - Excellent. 12 out of 13 reviews
Rating 8 - Good. 1 out of 13 reviews
Rating 6 - Okay. 0 out of 13 reviews
Rating 4 - Poor. 0 out of 13 reviews
Rating 2 - Terrible. 0 out of 13 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Anastasia K.

Great place!

This is an awesome house! Very comfortable, beautifully updated, and in a convenient location. The owners are super and very responsive! We enjoyed our stay very much and would certainly love to stay again the future.
Stayed 28 nights in Mar 2019
Verified

10/10 Excellent

Debbie B.

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

We stayed for the month of September and we enjoyed every minute. The house and location perfect!!

The house had everything we needed. From kitchen gadgets to pool towels! The outside shower was a big hit with everyone. Loved having an ice maker on the premises . Easy access to the water ways. Went by boat to several restaurants. I will definitely stay here again and highly Recommend this home. The owners were always very quick to get back with any questions I had. Beautiful lovely home!!!
Stayed 28 nights in Sep 2020
Verified

10/10 Excellent

Don L.

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

Excellent Keys Getaway!!!!

Props to Ruben and Yoly!! Wow a fantastic experience. My husband and I stayed 3 months at the Crab Shack and did not want to leave! The house was decorated in true Keys style. The bed was very comfortable and layered with soft sheets. The kitchen was very easy to cook in and well stocked. The whole place very clean. We loved the location because going to the grocery store you see beautiful water. Going to Walgreens you see water. Driving to Key West water everywhere! Beautiful water everywhere you go. The POOL is to die for!!!! Ohhhhh that pool. The heart pool. Warm and inviting. You will not be disappointed staying here!! Ruben is very responsive. It is truly a Keys Vacation!
Stayed 90 nights in Sep 2023
Verified

8/10 Good

Mike and Carmen G.

Cudoe Crab House

We stayed at this home for 29 days this past April and just loved it. The home is comfortable and had everything that we needed. Could use a few more blankets; as we are from the North and still get chilly on cool evenings (if u want to call a low of 72 chilly). The area below the house was perfect for staying out of the hot daytime sun and relax in the evenings. Pool area is not kid friendly,has no fencing, but fine for adults.We had our 21ft boat with us and were able to dock right at the house and the ride down the canal to open water was simple to navigate; although the Cudjoe Bay area took some getting use to at any tide (skinny water) . The ice machine was a god-send and so was the pool. Owners were super at keeping in touch with us when we had any questions or issues; and issues were nothing major. Would definitely recommend this property and will look into renting again when we decide to come down to the Keys Ruben: thank you for being so prompt with inquiries and making this rental process easy and care free.
Stayed 29 nights in Apr 2019
Verified

10/10 Excellent

Brian S.

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

Another Epic Vacation

This was our 2nd year renting The Crab Shack. Again it was fantastic. This house is just the best. It is in the best location, a beautiful property like an oasis hideaway. The house is always impeccable when we arrive. There are so many things available. Pool, kayaks, outdoor lounging and the best is the ice machine, cooler and outdoor shower! The hosts, Ruben and Yoly are the best. Always very responsive. Our whole family love this house! We would recommend this property to anyone. Thank you Ruben and Yoly for allowing us to stay there. The neighbors are great also!!!we even found the Jumping Bridge! 5 stars for sure.
Stayed 28 nights in Oct 2022
Verified

10/10 Excellent

Barbara D.

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

Amazing!!

That one word can sum up our stay at the Crab Shack! Ruben and Yoly are fantastic hosts who thought of everything we needed for an enjoyable stay. From having the initial items like soaps, shampoos and paper goods for the bathrooms and kitchen, as well as laundry detergent and dryer sheets supplied, made move in day super easy. The kitchen is very well equipped and we had all we needed including a blender for some frozen pina coladas! The beach decor gives the home such a warm and cozy feeling. The pool and downstairs entertainment area with a dining table, sofa, lounge chairs, large flat screen tv, bar, and ice machine made relaxing afternoons and evenings in this little piece of paradise in the Keys just perfect! The location was wonderful being only 30 minutes from Key West, 10 minutes from shopping in Big Pine, and 20 minutes from Bahia Honda State Park. Our two months flew by and we can’t wait for our next visit in 2023!
Stayed 69 nights in Feb 2022
Verified

10/10 Excellent

Kent K.

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

Perfect for Relaxation!

Do you find it tough to write a review when everything was just super smooth and easy? I do and that is the best description of working with Ruben and how his beautiful property was to stay at. It is so well laid out and equipped property we found we way over packed! From the beautiful location to great layout of the house it was so easy to relax, completely! We love Cudjoe Key and find it convenient to attractions and dinning but it is also pretty laid back. Ownership responses were very quick and complete. The property description was on the spot and the owner was a treat to work with. We highly recommend this property!
Stayed 28 nights in Dec 2021
Verified

10/10 Excellent

Brian S.

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

Epic Family Vacation

When we arrived we were so excited by the property. It was exactly as the listing showed. The house was very clean upon arrival. Everything that we needed was there. Our hosts even left travel size bottles of shampoo, etc. which was very special. The home was so lovely. Our hosts were extremely responsive both before and during our stay. We loved it so much that we booked again for next year. Our children and grandchildren each came on separate weeks so we were able to enjoy such special time with them. I would give this property and the hosts a 10 if possible. Thank you so much to our hosts for giving us the opportunity to enjoy their home.
Stayed 28 nights in Oct 2021
Verified

10/10 Excellent

Paul J.

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

Perfect

I have been vacation renting in the Lower Florida Keys for 12 years. Most of the rentals were with the local real estate agencies. For the most part the homes were very nice and some I would like to stay every year. However, the property managers/agents in the Lower Keys are terrible. They will not return calls. They have little or any knowledge of the properties. They provide inaccurate information on availability. When I say They I mean All of them. Never found one that was helpful in any way. Having said all that, the owners of Cudjoe Crab House were the best. In the future, I will only use homes rented by owner. My experience with Ruben and Yoly could not of been better. Cudjoe Crab House was found to be as described with VRBO in everyway.
Stayed 29 nights in Apr 2021
Verified

10/10 Excellent

Thomas F.

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

Cudjoe getaway

What a wonderful property. We had such a fantastic time in the Keys and the house was perfect. We spent most of our time in the open area under the house reading and just hanging out. The property is close to lots of great restaurants and it is a short drive to Key West. Great location. We will definitely try and stay again.
Stayed 30 nights in Mar 2021
Verified

10/10 Excellent

Christine B.

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

Excellent Home

We had the perfect stay. The only complaint I have is that it was already booked for next year, so we won't be able to stay there again :( I don't know where to start... The home is perfect, the amenities were above and beyond, the communication with Ruben was quick and informative, easy check in process and so much more! Thank you Thank you Thank you for an amazing stay Ruben and Yoly! We will definitely try to come back when it's available!
Stayed 28 nights in Jan 2021
Verified

10/10 Excellent

Drew B.

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

Fantastic 10/10 long-term rental

We stayed for two months (Oct-Dec), living and working out of this house. The pictures are all accurate, and the house was clean, very well equipped, and cozy. Yoly and Ruben were great hosts - super responsive and respectful. Both the upstairs and the downstairs outdoor living area were perfect (great decor, nice kitchen, comfortable beds, outdoor shower, pool, kayaks, ice machine, good TVs and WiFi) - everything you’d possibly need! The house is in an ideal location in the Lower Keys, short drive to the grocery store, and just over a half hour from Key West. Would highly recommend!
Stayed 61 nights in Oct 2020
Verified

10/10 Excellent

Charles b.

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

Cudjoe paradise

Not much to say except very very nice place ! And a huge bonus was the ice machine, we had our boat and packing coolers was great! Would definitely return!
Stayed 30 nights in Mar 2020

About the host

Hosted by R Perez & Y. Perez

Host profile image
Welcome to our page. We have been married for over 25 years, and have been coming to the Florida Keys for many years. We are high school sweethearts and grew up in sunny Miami, Florida. We love fishing, gardening, reading and salt water aquariums (although right now is the one time in many years we don't have one). We have 2 adult sons. We currently live full time in the Ft Lauderdale area.

Why they chose this property

This property is located in the lower keys. It is an area that has breathtaking ocean access. By boat it is near the Looe Key Marine sanctuary, as well as other well known spots such as Marvins and Contents Keys.

Languages:

English, Spanish
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