Direct Oceanfront Cudjoe Key Escape 56' Dock, Ocean Views, Kayaks, Bikes & Pool

Photo gallery for Direct Oceanfront Cudjoe Key Escape 56' Dock, Ocean Views, Kayaks, Bikes & Pool

A covered outdoor seating area with white chairs and tables, overlooking turquoise waters and distant islands.
Property video
A waterfront property with a boat dock, a covered outdoor seating area, and a two-story building with balconies.
A covered outdoor seating area with a table and chairs, overlooking turquoise waters and distant islands.
A spacious living area with a large granite table, comfortable seating, a television, and a balcony with a view.

Reviews

9.8 out of 10, Loved by Guests
Top 10% of guest reviews in this area

Highlights

  • Made for relaxation
    Top-rated for comfort — guests feel right at home here.
  • Ping pong on-site
    A rare find — challenge friends and family to endless matches.

Popular amenities

  • Balcony
  • Spa pool on site
  • Swimming pool
  • Barbecue
  • Air-conditioning
  • Refrigerator

Explore the area

View map
Cudjoe Key, FL
  • Place, Upper Sugarloaf Key
    ‪7 min drive‬
  • Place, Florida Keys Beaches
    ‪8 min drive‬
  • Place, Upper Sugarloaf Sound
    ‪9 min drive‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪38 min drive‬

Rooms & beds

2 bedrooms (sleeps 6)

Guest Bedroom

1 Queen Bed

Primary Bedroom

1 King Bed

2 bathrooms

Guest Bathroom

Bathtub or shower · Toilet

Primary Ensuite

Toilet · Shower only

Spaces

Deck or patio
Kitchen
Balcony
Separate dining area
Dining area

Add dates for prices

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About the area

Summerland Key

Located in Summerland Key, this holiday home is on the waterfront. Florida Keys Beaches and Upper Sugarloaf Key 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. Jet skiing and kayaking offer great chances to get out on the surrounding water, or you can seek out an adventure with ecotours and cycling nearby.
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Map
Cudjoe Key, FL

What's nearby

  • Upper Sugarloaf Key - 7 min drive - 7.6 km
  • Florida Keys Beaches - 8 min drive - 7.7 km
  • Upper Sugarloaf Sound - 9 min drive - 8.9 km
  • Boondocks Grille & Draft House - 11 min drive - 12.1 km
  • Lower Sugarloaf Sound - 12 min drive - 12.5 km

Getting around

  • Key West, FL (EYW-Key West Intl.) - 33 min drive

Restaurants

  • ‪Morning Joint - ‬4 min drive
  • ‪Kiki's Sandbar - ‬12 min drive
  • ‪Boondock's Grille & Drafthouse - ‬10 min drive
  • ‪Tonio's Seafood Shack & Tiki Bar - ‬7 min drive
  • ‪Square Grouper Bar and Grill - ‬4 min drive

Frequently asked questions

Does Direct Oceanfront Cudjoe Key Escape 56' Dock, Ocean Views, Kayaks, Bikes & Pool have a pool?

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

How much does it cost to stay at Direct Oceanfront Cudjoe Key Escape 56' Dock, Ocean Views, Kayaks, Bikes & Pool?

As of 7 Nov 2026, prices found for a 1-night stay for 2 adults at Direct Oceanfront Cudjoe Key Escape 56' Dock, Ocean Views, Kayaks, Bikes & Pool on 13 Nov 2026 start from AU$1,029, 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 Direct Oceanfront Cudjoe Key Escape 56' Dock, Ocean Views, Kayaks, Bikes & Pool pet-friendly?

No, pets are not allowed at this property.

How much is parking at Direct Oceanfront Cudjoe Key Escape 56' Dock, Ocean Views, Kayaks, Bikes & Pool?

On-site parking is available at the property.

What time is check-in at Direct Oceanfront Cudjoe Key Escape 56' Dock, Ocean Views, Kayaks, Bikes & Pool?

Check-in begins at 4:00 PM.

What time is check-out at Direct Oceanfront Cudjoe Key Escape 56' Dock, Ocean Views, Kayaks, Bikes & Pool?

Checkout is at 10:00 AM.

Where is Direct Oceanfront Cudjoe Key Escape 56' Dock, Ocean Views, Kayaks, Bikes & Pool located?

Situated on the waterfront, this holiday home is within 6 miles (10 km) of Upper Sugarloaf Key, Florida Keys Beaches and Boondocks Grille & Draft House. Lower Sugarloaf Sound and Big Pine Key Flea Market are also within 9 miles (15 km).

Reviews

9.8

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
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Rating 10 - Excellent. 130 out of 148 reviews
Rating 8 - Good. 16 out of 148 reviews
Rating 6 - Okay. 2 out of 148 reviews
Rating 4 - Poor. 0 out of 148 reviews
Rating 2 - Terrible. 0 out of 148 reviews

10/10

Cleanliness

10/10

Check-in

9.8/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Everything was exactly as described and we could not be happier. The community that this house is in is very pleasant as well
Stayed 3 nights in Jun 2026
Response from VrboOwner on 14 June 2026
Thank you for reviewing your stay with us. Any feedback is greatly appreciated. We hope you enjoyed your visit to the Florida Keys. We would be happy to host you again.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Nice property in a beautiful location. Great place to sit and enjoy the scenery and activities.
Sunrise from the patio
Stayed 4 nights in Feb 2026
Response from VrboOwner on 4 Mar 2026
Thank you, Andy! It was a pleasure hosting you and we look forward to welcoming you back anytime!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
This is the perfect place for a great waterfront Keys get-away. This rental is fully stocked with great amenities and is located in an easily accessible area for all the activities. Check-in and check-out were super easy and the property is great for pool activities and outdoor sports. We’ll certainly rebook when we come again.
Stayed 3 nights in Apr 2026
Response from VrboOwner on 12 Apr 2026
Thank you so much for the wonderful review! We're thrilled to hear you enjoyed the waterfront location, well-stocked amenities, and easy access to all the local activities. It’s great to know check-in and check-out were smooth and that you made the most of the pool and outdoor spaces. We truly appreciate your kind words and look forward to hosting you again on your next Keys getaway!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful location and house. The house is well stocked and very clean. Definitely a 5 star experience!
Stayed 3 nights in Feb 2026
Response from VrboOwner on 3 Mar 2026
Guest was communicative, followed guidelines, and left the accommodation in good order. Welcome back anytime.
Verified review

10/10 Excellent

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

Great Vacation Spot

Had a great time and will be renting again!
Stayed 8 nights in May 2019
Response from VrboOwner on 26 Mar 2020
We would like to thank you all for taking the time to submit a nice review we certainly appreciate we’re glad you had a great time and you’re coming back take Care and will see you all on your next Florida Keys adventure Sincerely Jim and Linda :-) :-)
Verified review

10/10 Excellent

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

Vacation

Super relaxing! Great location! Wonderful views!
Stayed 4 nights in Jul 2025
Response from VrboOwner on 15 July 2025
Alicia, Thank you for taking time to review your stay with us. Any feedback is greatly appreciated. We are so glad you enjoyed your visit to the Florida Keys. We would love to host you again!
Verified review

10/10 Excellent

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

Great place on the water

Very clean cottage right on the corner of the harbor and the canal. Wonderful views!
Stayed 4 nights in Feb 2025
Response from VrboOwner on 12 Mar 2025
Elizabeth, So happy you enjoyed your stay. We cant wait to host you again soon. WFR
Verified review

10/10 Excellent

Beautiful

Beautiful place and location, enjoyed greatly and will come back.
Stayed 4 nights in Jan 2018
Response from VrboOwner on 26 Mar 2020
Thanks for taking the time to write a nice review :) we certainly appreciate it. :) Thanks again for coming and we are glad you all had a great time !! look forward to seeing you on your next Florida Keys adventure thank you so much sincerely Jim and Linda :) :)
Verified review

8/10 Good

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

Beautiful Sunrises!

We enjoyed the view of this VRBO!! We escaped some cold weather and it was a wonderful place to stay in the Keys!
Stayed 8 nights in Jan 2024
Response from VrboOwner on 25 Jan 2024
nancy, thanks for the great review...so happy you enjoyed your stay and we hope to see you again soon. waterfront keys realty
Verified review

10/10 Excellent

Liked: Cleanliness, communication, location, listing accuracy

Beautiful property

Beautiful property would recommend. Plenty of towels and other amenities.
Stayed 5 nights in Nov 2020
Verified review

10/10 Excellent

Gorgeous views! Extremely peaceful!

Stunning views! Very clean and comfortable. Wonderful location - very serene and peaceful but still close enough to get to Key West easily. A very relaxing stay.
Stayed 4 nights in Mar 2019
Response from VrboOwner on 26 Mar 2020
We would like to thank you for submitting a nice review it helps people like you all find a fantastic place like our home !! to have a great vacation thanks again for coming sincerely Jim & Linda owners of the home in Cudjoe Key #95
Archival

10/10 Excellent

Great vacation!

This rental is exactly as it looks in the pictures...gorgeous views, immaculately clean, and quiet. Owners were very generous and helpful. Definitely would stay again and recommend it to others!
Response from VrboOwner on 26 Mar 2020
Hi Karen and family It's Jim and Linda the owners of the home you were renting we would like to thank you and your family for taking time to write such a beautiful review we appreciate when someone takes notice of all of our hard work in keeping the home in good working order we are fortunate to live close by and we're always checking in on the house to make sure that cleaning and maintenance and attention to detail is being done properly have a safe trip to your next destination and we hope to see you soon on your next Florida Keys adventure sincerely Jim and Linda
Verified review

8/10 Good

Gorgeous view, clean well appointed.

Loved watching sunrise and the boats coming by.
Stayed 9 nights in May 2018
Response from VrboOwner on 26 Mar 2020
Thanks for Taking the time to write a review we are glad you had a great time AT are home thanks again for coming sincerely Jim and Linda VO 95 STRONG :-)
Verified review

10/10 Excellent

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

Perfect little place for our get a way

Owner of property is very in touch throughout our stay. Will definitely book this place again. Very nice quiet neighborhood with beautiful views.
Stayed 5 nights in Aug 2019
Response from VrboOwner on 26 Mar 2020
Thank you all for thanking the time to submit a nice review !! it was a pleasure having you all as our guest at our home in the beautiful fl keys take care from Jim & Linda :-) :-)
Verified review

10/10 Excellent

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

Great Location!

What an amazing trip!! The view from this house is top notch!!
Stayed 7 nights in Sep 2019
Response from VrboOwner on 26 Mar 2020
Thank you all for for taking the time to submit a great review you said it perfectly in a few words top notch glad you had a amazing time we appreciate your stay at our home thanks again from the owners Jim & Linda :-) :-)
Verified review

8/10 Good

Very relaxing,beautiful view of the bay,all new furnishings due to hurricane Irma.

Excellent I wish I was still there.
Stayed 28 nights in Jul 2018
Response from VrboOwner on 26 Mar 2020
Hi there we want to thank you all for taking the time to write a Review we are glad you had fantastic time :-) We’ve been trying very hard since the hurricane to get everything back in order but we do see the light at the end of the tunnel thanks again and we look forward to your next years vacation Sincerely Jim and Linda Vo Strong 95 :-) I know the view is fantastic but is the view of the ocean not the bay LOL
Verified review

10/10 Excellent

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

Great Sunrise Reviews over the Ocean

We had a great stay here and everything was as advertised. The check in process was super simple and Jim&Linda kept in good contact to ensure everything went smoothly.
Stayed 5 nights in Dec 2019
Response from VrboOwner on 26 Mar 2020
Thank you all for taking the time to submit a nice review we certainly appreciate take care from your fl keys friends Jim & Linda :-):-)
From a partner site

10/10 Excellent

Beautiful views of the water

Convenient for boat docking, cozy and clean, thanks!
Stayed 2 nights in Apr 2018
Response from VrboOwner on 26 Mar 2020
Thank you for taking the time in writing a nice review we certainly appreciate it !!! we have been working very hard after Hurricane Irma to make our home better than ever for our guests it’s been very trying for us !! thanks again for coming sincerely Jim and Linda VO 95 STRONG and we hope to see you on your next Florida Keys adventure :-). :-)
Archival

10/10 Excellent

Can't beat the view!

Love the Keys! Love this view!
Stayed 7 nights in May 2017
Response from VrboOwner on 26 Mar 2020
We certainly appreciate you taking the time to write a little note about our fantastic view at are home and that you love spending time in the Florida Keys we look forward to your next visit to our home thanks again sincerely Jim and Linda :)
Verified review

10/10 Excellent

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

Lower keys getaway

Space and location we're perfect for exploring the lower keys, in and out of the boat.
Stayed 5 nights in Sep 2021
Response from VrboOwner on 30 Sept 2021
Thank you all for taking the time to submit a nice review we are glad you had a nice time in the beautiful Florida keys 😊🎣🌺
Verified review

10/10 Excellent

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

Can’t wait to return

This home is the perfect location, the view is a dream, fully stocked kitchen, could go on and on, owners were above and beyond helpful
Stayed 5 nights in May 2021
Response from VrboOwner on 3 June 2021
Thank you all so much for taking the time to submit a a wonderful review :-) :-) and taking care of our home as if it wAs yours it was a pleasure having you all as our guests:-) :-) And we look forward to seeing you on your next Florida Keys adventure😊
Verified review

10/10 Excellent

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

Perfect location

It is an amazing property. Perfect for bringing your boat!
Stayed 7 nights in Jun 2021
Response from VrboOwner on 28 Sept 2021
Thank you all so much for for taking the time to submit a great review we appreciate 😊🌴
Verified review

10/10 Excellent

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

fantastic!

Great property Great Owners. Very Clean, Fantastic Views.
Stayed 8 nights in Jan 2021
Response from VrboOwner on 14 Mar 2021
Thanks so much for take the time to submit a nice review we appreciate from the owners Jim & Linda
Verified review

10/10 Excellent

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

Quiet and relaxing

Great views, quiet neighborhood, very clean house, the owners were very helpful and attentive. We had a great time
Stayed 6 nights in Sep 2020
Response from VrboOwner on 5 Oct 2020
Thank you all for taking the time to review your stay at our home :-) :-) we enjoyed meeting you all and thank you for taking care of our home as if it where yours hopefully will meet again on your next fl keys adventure thanks again from your fl keys friends Jim & Linda :-) :-)
Verified review

10/10 Excellent

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

Great Place, Great Host

The property was great and PERFECT for those who want easy access to the water. The amenities are great, and Jim and Linda are great and more than accommodating. We would definitely recommend this place to others. There's also a great restaurant right down the road.
Stayed 6 nights in Nov 2020
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