Entire home

Waterfront Relaxation and Barefoot Sunsets

Photo gallery for Waterfront Relaxation and Barefoot Sunsets

A waterfront property with a dock, chairs, and a building in the background.
A swimming pool with a surrounding deck, a small boat dock, and lush greenery.
Outdoor dining
A hallway with a tiled floor, a white door with a fish decoration, a yellow armchair, and a potted plant.
A white gate with a sign that reads "Showers to Shower $2".

Reviews

9.6 out of 10
Exceptional

Highlights

  • Dive under the open sky
    Relax and unwind in the top-rated outdoor pool, offering a refreshing retreat under the sun.
  • Beach equipment
    A rare find — beach equipment ready to go for your days by the sea.
  • Centrally-located
    You're never far from where you need to be with this convenient location.

Popular amenities

  • Balcony
  • Private pool
  • Barbecue
  • Air-conditioning
  • Refrigerator
  • Washing machine

Explore the area

View map
Cudjoe Key, FL
  • Place, Florida Keys Beaches
    ‪7 min drive‬
  • Place, Duval Street
    ‪43 min drive‬
  • Place, Mallory Square
    ‪44 min drive‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪37 min drive‬

Rooms & beds

2 bedrooms (sleeps 4)

Bedroom 1

1 King Bed

Bedroom 2

1 Single 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

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 Florida Keys National Marine Sanctuary 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 ecotours and hiking nearby.
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Map
Cudjoe Key, FL

What's nearby

  • Florida Keys Beaches - 7 min drive - 7.0 km
  • Duval Street - 43 min drive - 44.0 km
  • Southernmost Point - 44 min drive - 44.3 km
  • Mallory Square - 44 min drive - 44.6 km
  • Sombrero Beach - 48 min drive - 60.6 km

Getting around

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

Restaurants

  • ‪Morning Joint - ‬9 min walk
  • ‪Kiki's Sandbar - ‬11 min drive
  • ‪Boondock's Grille & Drafthouse - ‬8 min drive
  • ‪Tonio's Seafood Shack & Tiki Bar - ‬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.

Is Waterfront Relaxation and Barefoot Sunsets pet-friendly?

No, pets are not allowed at this property.

How much is parking at Waterfront Relaxation and Barefoot Sunsets ?

On-site 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 ?

Checkout is at 10:00 AM.

Where is Waterfront Relaxation and Barefoot Sunsets located?

Situated on the waterfront, this holiday home is within 2 miles (3 km) of Florida Keys National Marine Sanctuary, Venture Out Keys and Venture Key. Out Key is 1.7 mi (2.7 km) away.

Reviews

9.6

Exceptional

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

10/10 Excellent

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 review

8/10 Good

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
Response from VrboOwner on 19 Feb 2026
So glad you enjoyed the pool, dock, and location! A quick note for future guests reading this: no-see-ums are a well-known part of the Florida Keys experience year-round. We’d also like to clarify that the front stairs were completely replaced in summer 2025 and are in excellent condition. Thanks for staying with us!
Verified review

10/10 Excellent

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 review

8/10 Good

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

8/10 Good

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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
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