waterfront cottage near key west, sleeps 6

Photo gallery for waterfront cottage near key west, sleeps 6

An aerial view of a beach resort with a large pool, sun loungers, and palm trees.
A waterfront property with a boat docked, a pier extending into the water, and a sunset in the background.
A view from a window overlooking a marina with boats, a tropical setting, and a decorative lizard.
A view from a window with a metal grid, overlooking a marina with boats and a dock. There are wicker chairs and a small table on the deck.
A room with a large window, a desk, a chair, and a small table.

Reviews

9.4 out of 10
Exceptional

Highlights

  • Made for relaxation
    Top-rated for comfort — guests feel right at home here.
  • 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

  • Spa pool on site
  • Patio
  • Swimming pool
  • Arcade/game room
  • 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
    ‪8 min drive‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪38 min drive‬

Rooms & beds

2 bedrooms (sleeps 6)

bedroom 2

1 Queen Bed

main

1 King Bed

1 bathroom

Bathroom 1

Bathtub or shower · Toilet

Spaces

Deck or patio
Porch or lanai
Kitchen

Add dates for prices

Similar properties

Exterior
Wonderful Chalet, with Terrace & Private Patio – 20 miles from Key West.
Cudjoe Key
  • Pool
  • Kitchen
  • Washing machine
  • Dryer
10.0 out of 10, Exceptional, (50 reviews)
Wonderful Chalet, with Terrace & Private Patio – 20 miles from Key West.

About the area

Summerland Key

Located in Summerland Key, this cottage 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 Wilhelmina Harvey Park. Big Munson Island and Looe Key National Marine Sanctuary are also worth visiting. Jet skiing, kayaking and scuba diving offer great chances to get out on the surrounding water, or you can seek out an adventure with cycling nearby.
View more Cottages in Summerland KeyOpens in a new window
Map
Cudjoe Key, FL

What's nearby

  • Upper Sugarloaf Key - 7 min drive - 7.3 km
  • Florida Keys Beaches - 8 min drive - 7.4 km
  • Upper Sugarloaf Sound - 8 min drive - 8.6 km
  • Boondocks Grille & Draft House - 10 min drive - 11.7 km
  • Lower Sugarloaf Sound - 11 min drive - 12.1 km

Getting around

  • Key West, FL (EYW-Key West Intl.) - 31 min drive

Restaurants

  • ‪Morning Joint - ‬16 min walk
  • ‪Kiki's Sandbar - ‬11 min drive
  • ‪Boondock's Grille & Drafthouse - ‬9 min drive
  • ‪Looe Key Tiki Bar & Restaurant - ‬9 min drive
  • ‪Tonio's Seafood Shack & Tiki Bar - ‬6 min drive

Frequently asked questions

Does waterfront cottage near key west, sleeps 6 have a pool?

Yes, this property has a pool.

Is waterfront cottage near key west, sleeps 6 pet-friendly?

No, pets are not allowed at this property.

How much is parking at waterfront cottage near key west, sleeps 6?

On-site parking is available at the property.

What time is check-in at waterfront cottage near key west, sleeps 6?

Check-in begins at 4:00 PM.

What time is check-out at waterfront cottage near key west, sleeps 6?

Checkout is at 11:00 AM.

Where is waterfront cottage near key west, sleeps 6 located?

Situated on the waterfront, this cottage is within a 10-minute walk of Venture Out Keys, Venture Key and Out Key. Florida Keys Beaches and Upper Sugarloaf Key are also within 6 miles (10 km).

Reviews

9.4

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. 20 out of 29 reviews
Rating 8 - Good. 8 out of 29 reviews
Rating 6 - Okay. 1 out of 29 reviews
Rating 4 - Poor. 0 out of 29 reviews
Rating 2 - Terrible. 0 out of 29 reviews

9.2/10

Cleanliness

10/10

Amenities

8.0/10

Property conditions & facilities

9.4/10

Check-in

9.2/10

Communication

9.6/10

Location

9.6/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Place was perfect for us, beach feel and very clean, loved the kayaks. Pool was nice to take a break, all in all 10 stars.
Stayed 4 nights in Mar 2026
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy
The host was easy to communicate with and accommodating! The community that we stayed in had wonderful amenities, and the location was perfectly between Key West and Miami.
Stayed 7 nights in Jan 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
My family and I had a great time. We enjoyed the kayaks and fishing right out the back door.
Stayed 4 nights in Nov 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great back patio. Nice development. Loved the open floor plan
Stayed 2 nights in Dec 2025
Verified review

10/10 Excellent

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

Lovin life

The place was clean, and right on the water with access to both gulf and atlantic overall an awesome place to vacation
Stayed 6 nights in Aug 2023
Verified review

10/10 Excellent

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

4th annual bike trip

Great
Stayed 2 nights in Mar 2025
Verified review

10/10 Excellent

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

The Best

This place is exactly as described. The quirkiness was perfect for my husband and I to spend our anniversary. We had a day of rain and it was perfect!and
Stayed 5 nights in Mar 2025
Verified review

8/10 Good

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

Florida Key's Visit

Looking for a convenient location to stay while visiting the Florida Keys. This location was only about 30 minutes for Key West. We only used the home for sleeping since we spent the days sightseeing, but the home met our needs. It was clean and comfortable and a met our needs as a place to relax and get a good night's sleep.
Stayed 2 nights in Feb 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Comfortable little place on the water. Clean and kitchen stocked with everything you could need! The house did get pretty warm during the heat of the day but cooled nicely in the evenings. Was nice having coffee over looking the water. Recommend!
Stayed 3 nights in Aug 2025
Verified review

10/10 Excellent

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

Getaway before Spring Break

Overall, a lovely property. Cozy would probably be the best word to describe. The location for where all we wanted to go was perfect...only downside, the pool closed the Monday through the week of our stay.
Stayed 6 nights in Mar 2024
Verified review

10/10 Excellent

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

BFF Getaway

My friend and I love this little cottage. It was perfect for us! We enjoyed riding bikes in the canal neighborhood and sitting outside to watch the sun set with a glass of wine. Our host was responsive and helpful. It’s inside a gated community so we felt quite safe.
Stayed 3 nights in Jan 2023
Verified review

10/10 Excellent

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

Great short stay

Our stay was short but sweet in this cute unit on Cudjoe Key. Plenty of sleeping space, beds were comfortable. The unit was well equipped with items for the beach, outside and use in the kitchen. Only complaint was that one of the bikes did not work. I am sure the o
Stayed 2 nights in Dec 2024
Verified review

10/10 Excellent

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

4 Friends came for Lobster Mini Season

This unit is old but very well maintained. It was very clean and actually well stocked with supplies that we brought because we didn’t expect to have. It was obvious that the owners really want you to enjoy the place. There were plenty of towels and beach towels, there were Kayaks ,Bicycles,Tennis Rackets, Games and everything worked well. I would definitely stay there again we had no complaints.
Stayed 6 nights in Jul 2025
Verified review

10/10 Excellent

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

Great little place on a great little Key!

Our first Keys trip and calypso cottage in cudjoe key was exactly right! Only thing I’d change is a little bigger bathroom. Very comfortable and centrally located. Host was very communicative from booking through check out. Cudjoe Key is a great location if you want to be close to Key West for daily trips but want home base to be a quieter, slower pace. Venture Out was a quiet, friendly, relaxing community. We will definitely be returning!
Stayed 4 nights in Mar 2023
Verified review

10/10 Excellent

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

Couples anniversary trip

We had a great stay! Other than the weather, everything was perfect! We had plans to dock our boat up at the house but it was too windy to take the boat out. We still enjoyed the patio and grilled out one night! We took showers across the street at the camp restrooms bc there were four of us and we would’ve ran out of hot water but that was no problem. We enjoyed our stay!
Stayed 4 nights in Jun 2024
Verified review

10/10 Excellent

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

Amazing Stay

We loved everything about this place. The cottage was well equipped with dishes, towels, even spices. Bed was comfortable. We spent most of our time on the front deck overlooking the channel. Even done a little fishing right off the porch. Caught some snapper, grunts and even a nurse shark. We enjoyed walking to the pool area overlooking the gulf and watching the sunrise every morning. Such a pleasant community. Everyone was so friendly. We can not wait to come back. We've found our perfect vacation spot.
Stayed 5 nights in Feb 2023
Verified review

8/10 Good

Liked: Cleanliness, location, listing accuracy

Nice Floridian get away.

We had some difficulties checking in . We were not told the lot number, and the security desk didn’t have any info on our stay. Luckily things got ironed out quickly. Had no tv, the Ruku remote would not work . And couldn’t take a shower, Couldn’t get water to shower head. The unit Was clean and comfortable .
Stayed 4 nights in Apr 2023
Verified review

6/10 Okay

Liked: Communication
Disliked: Cleanliness
Location was good, nice pool and amenities. 1. We arrived and the property was not turned over( trash, dirty towels, beds slept in) 2. Cleaning lady came, removed our things. She did bring some back, but threw away our candies/ food. Promised to replace, never done. 3. Bedroom air conditioning unit was moldy, foul smell. We had to leave it off or sleep on the couch as it was very very smelly. 4. Neighbor’s boat blocks the kayak launch making it unusable. Out door chairs are broken, cannot sit in them. ( there were additional chairs in the front we were able to move to the back) 5. Bathroom door is off the hinge, multiple members of our group required extrication.
Stayed 3 nights in Feb 2025
Verified review

8/10 Good

Liked: Cleanliness, communication, location, listing accuracy

Cute Place in the Keys!

Cute older manufactured home on canal. Relaxing to sit on back patio by the water. Host was extremely responsive when raised any questions or concerns. Close to marina and some awesome restaurants. Some clutter/disorganization under one of the beds and in closet near entryway/front porch. Having use of bikes and other amenities was great!
Stayed 4 nights in Jul 2022
Verified review

10/10 Excellent

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

Safe harbor in Cudjoe Key

The cottage is comfortably and attractively furnished on a canal with bikes and even a motorized cart to use. It is located inside a resort property with controlled entry so we felt very safe there. The resort has a pool, small store, and other amenities to use, as well. We enjoyed our stay there.
Stayed 4 nights in Jun 2022
Verified review

10/10 Excellent

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

Nice place

Great safe place with nice neighbors. Definitely recommend for the price and convenience
Stayed 3 nights in May 2022
Verified review

8/10 Good

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

I like the convenience of staying at a fully furnished location

The nearby neighbors were friendly. They also enjoyed playing their music too loud, though I did not have the heart to tell them.
Stayed 6 nights in May 2022
Verified review

8/10 Good

Liked: Cleanliness, check-in, location

Time at Venture Out

Venture out is a fun location . House could use some more amenities and sheets and mattresse pad that fit and stay on bed.
Stayed 5 nights in Jan 2022
Verified review

10/10 Excellent

Liked: Cleanliness, amenities, property conditions & facilities, communication
Liked how you can sit outside and take in fresh air next to water
Stayed 4 nights in Dec 2021
Verified review

10/10 Excellent

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

Charming property by the canal

A charming property with bohemian style, which backs right up to the canal. A great getaway to the Florida Keys
Stayed 5 nights in Aug 2021
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