See all properties
Entire home

Waterfront Relaxation and Barefoot Sunsets

Photo gallery for Waterfront Relaxation and Barefoot Sunsets

Exterior
Pool
Interior
Interior
Living area

Reviews

9.6 out of 10
Exceptional
2 bedrooms2 bathroomsSleeps 41485 sq ft

Popular amenities

  • Private pool
  • Onsite parking available
  • Kitchen
  • Washer
  • Air conditioning
  • Outdoor grill

Explore the area

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

Rooms & beds

2 bedrooms (sleeps 4)

Bedroom 1

1 King Bed

Bedroom 2

1 Twin Bunk Bed

2 bathrooms

Bathroom 1

Toilet · Shower only

Bathroom 2

Bathtub or shower · Toilet

Spaces

Deck or patio
Kitchen
Office
Balcony
Garden
Dining area

About this property

Waterfront Relaxation and Barefoot Sunsets

Pack your bags and bring your boat! This home is located on the canal with easy access to the Gulf and Atlantic. It is equipped with everything you need for a relaxing resort-like feel with the privacy of a home away from home.

The home features a 1488sqft spacious two-bedroom two-bathroom split open floor plan that comfortably sleeps four people. The Master Bedroom has a king bed, two dressers, large walk-in closet, and en-suite bathroom with shower. The Second Bedroom has a bunk bed with two full beds (175 lbs. weight limit for top bunk), and a pull-out twin. The hall bathroom has a tub/shower combo. The office has a desk, a reading chair, and plenty of books to read. The kitchen is properly equipped with a toaster, coffee maker, french press, coffee grinder, dishwasher, utensils, etc for all your cooking needs. The living room and master bedroom have a Smart TV (No Cable TV) for you to log into your own personal streaming services (Netflix, Amazon, Hulu, Sling, etc) and watch all your favorite tv shows.

Whether you want to browse the internet or vacation in the keys while working from home, we have you covered with the fastest internet available in the keys!

Snooze off in the hammock. Play some golf in the miniature putting range. Hike, walk or run the trails that extend for miles along the lush mangroves and water flats. Take a ride in the canoe or kayak or try your luck on the paddle boards. Swim in the pool or lounge around with a drink in your hand and soak in the sun. Fish off the dock, or take your boat out to one of the local fishing spots.

Bring your Boat! 30ft Dock with fish cleaning station, 75ft canal width & 3-4ft draft.

Minutes away from some of the greatest eateries in the Keys. The Square Grouper just down the street, Mangrove Mamas 2 mins away, Boondocks 5 mins away, Grocery store 7 mins away. A short 25 min drive to Key West.

Things to Note:
* NO SMOKING
* NO PARTIES
* NO PETS OF ANY KIND - (This is a private residence and due to the owner's extreme allergies no animals of ANY kind are permitted in the home or on the premises.) - Violation will result in complete forfeiture of security deposit.
* NO CHILDREN
* Must be at least 30 years old to book - Copy of valid & current driver's license will be required before check-in date and receiving key/code to property.
* Additional fees and taxes may apply
*Water usage exceeding $100/month will be billed to guest and/or taken from security deposit.
*RV connections not permitted.

Guest will have access to the entire house.***

***Exceptions include: A locked bedroom closets inside the house. The downstairs garage will be locked as it is used for owners personal storage and not available for guest use. The owners RV/Boat may or may not be parked on the premises and is not available for guest use ***(There are Surveillance Cameras monitoring the RV/Boat and property 24/7 ) *** Please respect the restricted areas.

***For your safety and the security of the property, there are security cameras on the premises.***

****Any violation of any rule will result in immediate eviction and forfeiture of security deposit.****

****We keep the listing updated, however, Furniture and Decor may vary occasionally due to wear and tear****
Our prices include all fees. No hidden fees.

Add dates for prices

Have a question?

AI iconBeta

Get instant answers with AI powered search of property information and reviews.

House Rules

Check in after 4:30 PM
Minimum age to rent: 30
Check out before 10:00 AM
default

Children

Adults only
default

Events

No events allowed
default

Pets

No pets allowed
default

Smoking

Smoking is not permitted
No Smoking is permitted in and/or on the premises
Code will be provided on check-in date prior to check-in time of 4:30pm via the VRBO messaging system.
Full payment must be completed and received 60 days prior to check-in date.
Copy of valid and current Driver's License must be sent to host prior to check-in date and before entry code can be sent.

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
Long-term renters welcome
Host has indicated there are no carbon monoxide detectors or gas appliances 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
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

About the neighborhood

Summerland Key

Located in Summerland Key, this vacation home is on the waterfront. Florida Keys Beaches and Coupon Bight Aquatic Preserve reflect the area's natural beauty and area attractions include Blue Hole and Big Munson Island. Jet skiing and kayaking offer great chances to get out on the surrounding water, or you can seek out an adventure with hiking and cycling nearby.
View more Vacation Homes in Summerland KeyOpens in a new window
Map
Cudjoe Key, FL

What's nearby

  • Upper Sugarloaf Key - 6 min drive - 6.3 km
  • Florida Keys Beaches - 7 min drive - 7.0 km
  • Upper Sugarloaf Sound - 7 min drive - 7.5 km
  • Lower Sugarloaf Sound - 11 min drive - 11.1 km
  • National Key Deer Refuge Visitor Center - 16 min drive - 17.9 km

Getting around

  • Key West Intl. Airport (EYW) - 30 min drive

Restaurants

  • ‪Boondock's Grille & Drafthouse - ‬8 min drive
  • ‪Morning Joint - ‬9 min walk
  • ‪Kiki's Sandbar - ‬10 min drive
  • ‪Mangrove Mama's - ‬5 min drive
  • ‪Square Grouper Bar and Grill - ‬9 min walk

Frequently asked questions

Does Waterfront Relaxation and Barefoot Sunsets have a pool?

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

How much does it cost to stay at Waterfront Relaxation and Barefoot Sunsets ?

As of Apr 30, 2026, prices found for a 1-night stay for 2 adults at Waterfront Relaxation and Barefoot Sunsets on May 4, 2026 start from $340, 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 Waterfront Relaxation and Barefoot Sunsets 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 Waterfront Relaxation and Barefoot Sunsets ?

Check-in begins at 4:30 PM.

What time is check-out at Waterfront Relaxation and Barefoot Sunsets ?

Check-out is at 10:00 AM.

Where is Waterfront Relaxation and Barefoot Sunsets located?

Situated on the waterfront, this vacation home is within 2 mi (3 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

9.6

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. 10 out of 13 reviews
Rating 8 - Good. 3 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

9.6/10

Cleanliness

9.8/10

Check-in

9.4/10

Communication

9.8/10

Location

9.4/10

Listing accuracy

Reviews

Verified

10/10 Excellent

phillip w.

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

Very clean and private home

This home was as described , very clean well set up. The pool and house itself has more privacy than you would think . Nice canal , great for a small to medium size boat . Just minutes out to the open water
Stayed 28 nights in Dec 2022
Verified

10/10 Excellent

Sheryl W.

A month in paradise.

Our VRBO home was gorgeous, private, beautifully decorated and our HOME for a month. The kitchen is very well stocked. Pot and pans galore. We very quickly fell into an at home mode. Restaurant were relatively close and we tried quite a few. Tonios was my fav. Bang bang shrimp to die for. 35-40 minutes to Key West. Always a party there. The men did some fishing in the channel, didn’t really do well but had fun. It was a beautiful place and a great month.
Stayed 30 nights in Mar 2019
Verified

8/10 Good

Richard B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The place was beautiful, had everything you needed, and a great location. Close to Key West. We spent a lot of time enjoying the pool and fishing off the dock. Be prepared for the no-see-ums; they were quite annoying. House needs new front stairs. They are scary. Overall we had a great time.
Back pool area
Beautiful pool
Visitor by the pool
Stayed 34 nights in Dec 2025
Verified

8/10 Good

4rhrpAEcd0Lr3O2ECPWffSl2fK29sG1pXlAGcfro642TYm9VkL+3SC30JAAAAcDBuBgkqhkiG9w0BBwagYTBfAgEAMFoGCSqGSIb 5.

Liked: Check-in, location
Disliked: Communication

Nice house and pool, great location.

Very nice house, could have had better communication with the host.
Stayed 53 nights in Mar 2022
Verified

10/10 Excellent

Candis C.

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

Beautiful Respite

We really enjoyed our stay! As a cook, I appreciated the attention to detail in the kitchen — all the pots, pans, small appliances and serving pieces anyone could want! We’re hoping to become regulars! Thanks for the great communication Cary!
Stayed 28 nights in Feb 2022
Verified

10/10 Excellent

edward c.

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

Easy boat access, great location, great house, great owners

Easy access to Key West, boating, crabbing was fun. We didn't catch as many fish as we wanted but. We were able to play pickleball, hit the beach, bike, walk, golf, swim. What's not to like being in the keys.
Stayed 41 nights in Dec 2021
Verified

10/10 Excellent

Catherine N.

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

Perfect winter getaway!

My husband and I stayed for the entire month of February. The home was probably the best VRBO we have ever stayed in as it relates to how it was stocked and how well it suited our needs. Setting it apart was the 3rd bedroom set up with a desk so that we could work and play during our stay. We liked the little neighborhood, the fish right in the canal, the comfy lounge chairs and the comfortable bed. Cristie was very responsive and we would stay here again in a heartbeat.
Stayed 28 nights in Jan 2021
Verified

10/10 Excellent

Adam C.

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

Perfect and best value

I wanted a place to spend December and January in the keys to get away from Miami for a while. I was originally considering buying a place, but decided to rent for a couple months instead before making the commitment. This place has everything we needed to carry on working remotely during the week while getting to relax on the weekends and during the holidays. House was immaculate. Back of house landscaped for privacy so you can relax and enjoy the heated pool. Located on a wide and deep canal that's perfect for boaters or paddlers. When I rented this place, the original plan was to also rent a boat for a portion of our stay. However, we found there to be plenty to see by paddling around the local waters.
Stayed 58 nights in Dec 2020
Verified

10/10 Excellent

Cindy D.

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

Paradise!

This property is amazing! My dream home in the Florida Keys! Great convenient location! I have been coming to the Keys to winter for 6 years now. This was by far my favorite rental! A little pricy but I treated myself for a milestone birthday. In spite of the Co vid 19 outbreak, I had a great place to isolate. Very nice property manager. Caring owners!
Stayed 30 nights in Mar 2020
Verified

8/10 Good

Jackie C.

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

Very lovely home.

We enjoyed our month on Redfish Lane very much. We would have liked the pool to be heated, but the first week was chilly and after it warmed up the pool was delightful with some sun on it. I was somewhat disappointed in the deck furniture on the upper level as it was more of a tall table with 2 bar chairs. Since we love to lounge in the sun that wasn't very useful for us. The home was furnished with lots of well maintained furniture, cooking supplies and plenty of space to park our Motor Home. Overall -- it was a wonderful month.
Stayed 29 nights in Feb 2020
Verified

10/10 Excellent

Brenda A.

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

Quiet but close to Key West

This was by far one of our best experiences renting. Gourmet kitchen...I love to cook. Very clean. Every time we needed something we would find it. They thought of everything! Close to grocery stores. We also enjoye d the live entertainment in the bar above Square Grouper....a short walk away. We did have to buy wet suits to swim in the pool...it is not heated. Wished there had been a screened area outside...the noseeums were really bad this year. Made 4 trips to Key West during a month long stay. Took a sail, enjoyed the Seafood Festival, and did some shopping.
Stayed 30 nights in Jan 2020
Verified

10/10 Excellent

Joan H.

Great Keys Getaway

Beautiful, comfortable house and grounds, thoughtfully furnished and decorated and well maintained. The owners are lovely to deal with.
Stayed 54 nights in Jan 2019
Verified

10/10 Excellent

John C.

Relaxing Waterfront Paradise

Pictures can not capture how beautiful this property is! This home, property and amenities are over the top. The very friendly owners were there to greet us when we arrived to explain the facilities. Very close to this property are several Restaurants and bars serving delicious meals . This was our first taste of the Keys and now we plan to return every year. Thank you for making our winter vacation so memorable !!! John & Karin Clapham

About the host

Hosted by Cristie

Host profile image

Languages:

English
Tell us how we can improve our siteShare feedback