Entire home

waterfront cottage near key west, sleeps 6

your current months are December, 2024 and January, 2025.
December 2024
January 2025

Photo gallery for waterfront cottage near key west, sleeps 6

Property grounds
Pool
Interior
Marina
2 bedrooms, iron/ironing board, travel cot, free WiFi

Reviews

9.4 out of 10

Exceptional

Entire home

2 bedrooms1 bathroomSleeps 686.0 sq m

Popular amenities

  • Parking available
    Parking available
  • Hot tub
    Hot tub
  • Washer
    Washer
  • Kitchen
    Kitchen
  • Air conditioning
    Air conditioning
  • Fireplace
    Fireplace

Explore the area

Map
Cudjoe Key, FL
  • Venture Out Keys
    6 min walk
  • Upper Sugarloaf Key
    7 min drive
  • Florida Keys Beaches
    8 min drive
  • Key West, FL (EYW-Key West Intl.)
    31 min drive

Room options

Similar properties

About the area

Summerland Key

With a stay at this cottage in Summerland Key, you'll be on the waterfront, within a 10-minute drive of Florida Keys Beaches and Venture Out Keys. .This cottage is 0.3 mi (0.5 km) from Venture Key and 0.3 mi (0.5 km) from Out Key.

What's nearby

  • Venture Out Keys - 6 min walk - 0.5 km
  • Upper Sugarloaf Key - 7 min drive - 6.5 km
  • Florida Keys Beaches - 8 min drive - 6.6 km
  • Upper Sugarloaf Sound - 9 min drive - 7.1 km
  • Sugarloaf Beach - 22 min drive - 17.8 km

Getting around

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

Restaurants

  • ‪Mangrove Mama's - ‬7 min drive
  • ‪Boondocks Grille & Draft House - ‬9 min drive
  • ‪Kiki's Sandbar - ‬11 min drive
  • ‪The Square Grouper Bar & Grill - ‬20 min walk
  • ‪Looe Key Tiki Bar & Grill - ‬9 min drive

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

waterfront cottage near key west, sleeps 6

This reimagined vintage style waterfront home is everything! With the ability to tie up to 17f boat right outside your door, you will be able to enjoy the many amenities of the home (kayaks, bikes, beach & snorkel gear, pickle ball, board games, wifi & roku) and of the community (Pools, spa, boat launch, sports courts, even a library and a general store!). You can use this magical location to launch all your Florida keys adventures! Canal patio for drinks? Lush screen porch for coffee? It's on!About this space
This reimagined vintage style waterfront home is everything! With the ability to tie up to 17f boat right outside your door, you will be able to enjoy the many amenities of the home (kayaks, bikes, beach & snorkel gear, pickle ball, board games, wifi & roku) and of the community (Pools, spa, boat launch, sports courts, even a library and a general store!). You can use this magical location to launch all your Florida keys adventures! Canal patio for drinks? Lush screen porch for coffee? It's on!

The space:

Calypso Cottage is a re-imagined Florida-style mobile home. It is spacious and well appointed, with a jaunty tropical motif. The open floor plan provides perfect entertaining space with sight lines between common rooms as well as the canal front patio. The roomy screen porch offers comfortable seating amidst a lush, tropical setting. The master bedroom is oversize while the smaller bedroom still has plenty of space and lots of storage. Both beds are equipped with thick, new memory foam mattresses and there are also a queen size sofa bed and a smaller futon. The bathroom is small but fully outfitted, and for extra bathroom space there is a 24 hour bath house (absolutely immaculate!) directly across the way. Whole family need to shower at once? perfect solution. Need to do a load of laundry? there is a laundry niche with a modern washer and dryer in the cottage. Free use of Kayaks, bikes, beach gear and everything in the cottage means you'll never want to leave!

Guest access:

Parking at the unit is for one vehicle only. Guests can park additional vehicles in the overflow lot on a first-come first-serve basis for a small fee. This is arranged through the front gate. boat trailers are also parked in the overflow lot.
It is a short walk to the common areas or guests can bike the community or travel by boat, float or other vessels in the abundant canals.

Other things to note:

100.00 plus tax entrance fee to the community paid on arrival. This is a flat fee no matter what the duration. This is a fee charged of every group admitted to Venture Out and has nothing to do with VRBO

About Venture Out:

Venture Out is a gated resort community located at mile marker 22 which makes it less than 20 miles to Key West and close to the key deer refuge, Bahia Honda State park and much much more. Amenities in the community include 2 pools, a hot tub, a protected swimming area, a boat launch, general store, community center with a post office and reading library, game room, tennis, pickle ball and bocce ball courts, multiple bath houses and so much more!
Make yourself comfortable in this air-conditioned cottage, which features a fireplace and a Smart TV. There's a private patio. A kitchen is outfitted with a refrigerator, an oven, and a stovetop. Complimentary wireless internet access is available to keep you connected.
Enjoy the recreation opportunities such as a spa tub or make use of other amenities including an arcade/game room.
Guests will find features like internet access and onsite parking.

Property manager

Jennifer Neal

Languages

English

Property amenities

Beach

  • Beach sunloungers

Pool/Spa

  • Shared/communal pool
  • A hot tub

Internet

  • Free WiFi

Parking and transport

  • On-site parking

Kitchen

  • Fridge
  • Stovetop
  • Microwave
  • Oven
  • Dishwasher
  • Electric kettle
  • Blender
  • Coffee/tea maker
  • Kitchen island

Dining

  • Dining table

Bedrooms

  • 2 bedrooms
  • Bed sheets provided

Bathrooms

  • 1 bathroom
  • Bath or shower
  • Towels provided
  • Soap
  • Hairdryer
  • Toilet paper
  • Shampoo

Living spaces

  • Fireplace
  • Living room

Entertainment

  • Smart TV
  • Games room
  • Games

Outdoor areas

  • Patio
  • Outdoor furniture

Laundry

  • Washing machine and dryer

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoke-free property

Services and conveniences

  • Iron/ironing board

Location highlights

  • Near the sea
  • On the waterfront

Things to do

  • Water sports equipment
  • Wildlife and game walks nearby
  • Kayaking nearby
  • Birdwatching nearby
  • Jet skiing nearby
  • Snorkelling nearby
  • Scuba diving nearby
  • Water tubing nearby
  • Fishing nearby
  • Windsurfing nearby

Safety features

  • Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
  • Smoke detector not reported (host has not indicated whether there is a smoke detector on the property)

General

  • Unit size: 926 sq ft (86.0 sq m)

Policies

Check-in

Check-in time starts at 4:00 PM
Minimum check-in age: 21

Check-out

Check-out before 11:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Pets

Pets not allowed

Children and extra beds

Children are welcome
Note from host: canal front property

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 not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has not indicated whether there is a smoke detector on the property
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation

Property is also known as

Calypso Awaits Cudjoe Key
Calypso Cottage Awaits! Cottage
Calypso Cottage Awaits! Cudjoe Key
Calypso Cottage Awaits! Cottage Cudjoe Key
Last Minute Discounts for August September!

waterfront cottage near key west, sleeps 6 Reviews

Reviews

9.4

Exceptional

Rating 10 - Excellent. 11 out of 16 reviews" "
Rating 8 - Good. 5 out of 16 reviews" "
Rating 6 - Okay. 0 out of 16 reviews" "
Rating 4 - Poor. 0 out of 16 reviews" "
Rating 2 - Terrible. 0 out of 16 reviews" "

9.4/10

Cleanliness

10/10

Amenities

10/10

Property conditions & facilities

Reviews

8/10 Good

lori m.

Liked: Cleanliness
Stayed 4 nights in May 2024

10/10 Excellent

shelby b.

Liked: Cleanliness
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

10/10 Excellent

Therese B.

Liked: Cleanliness
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

10/10 Excellent

Terry M.

Liked: Cleanliness
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

8/10 Good

Dan C.

Liked: Cleanliness
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

10/10 Excellent

kathleen

Stayed 7 nights in Feb 2023

10/10 Excellent

susannah c.

Liked: Cleanliness
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

10/10 Excellent

John A.

Liked: Cleanliness
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

10/10 Excellent

Karen A.

Liked: Cleanliness
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

8/10 Good

Edna Angeline F.

Liked: Cleanliness
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

10/10 Excellent

Linda M., CORINTH, Denton, TX

Liked: Cleanliness
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

10/10 Excellent

Jason L.

Liked: Cleanliness
Nice place
Great safe place with nice neighbors. Definitely recommend for the price and convenience
Stayed 3 nights in May 2022

8/10 Good

Paul W.

Liked: Cleanliness
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

8/10 Good

Jan K.

Liked: Cleanliness
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

10/10 Excellent

Norbert

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

10/10 Excellent

Kristin W.

Liked: Cleanliness
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