Entire home

Waterfront Cottage with Stunning Views & Resort Amenities Near Key West!

Photo gallery for Waterfront Cottage with Stunning Views & Resort Amenities Near Key West!

Dock side of the cottage on a windy day
Outside bar seating on the deck and a small dining table inside
Dock and deck with kayaks stored away
Airy great room with ceiling fans, large TV, and plenty of seating.
Pool is located right on the ocean. Watch boats come and go through the channel

Reviews

9.6 out of 10
Exceptional
2 bedroomsSleeps 40.1 sq m

Popular amenities

  • Dryer
  • Parking available
  • Washer
  • Hot tub
  • Air conditioning

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

Rooms & beds

2 bedrooms (sleeps 4)

Great Room

1 Double Futon

Master Bedroom

1 Queen Bed

Twin Beds

2 Single Beds

Main Bath

Toilet · Shower only

Spaces

Deck or patio
Porch or lanai
Kitchen
Outdoor play area
Garden

About this property

Waterfront Cottage with Stunning Views & Resort Amenities Near Key West!

Located on a private and quiet open water lot, this charming cottage offers a wonderful view even to those people who do not want to go outside. While sitting inside or lazing out on a lounger, the tranquility and beauty of the tropics are yours.

Fabulous open water from 35 foot seawall with dock posts, cleats and fish cleaning table, and swim ladder. Cook your catch on the outdoor grill or eat inside still enjoying the relaxing ocean view from the bright great room facing the canal. Kitchen has beautiful wood cabinets and breakfast bar.

The Master bedroom has large mirrored closet, built-in drawers. The comfy guest bedroom has a full closet, bureau and twin beds. Both rooms are equipped with cable TV.

40” flat-screen TV placed for convenient viewing from living and dining area. New tile flooring throughout this home, Washer/ Dryer, Central Air provided for comfort and relaxation.

Venture Out Resort is a quiet little secret located just 20 miles from Key West, and is a water-lover’s dream! This 64-acre condominium resort was created to put the ocean right at your backdoor. We are located on Kemp Channel, which is one of the most accessible boating channels to both the beautiful back country, as well as a quick, ten-minute ride to the open Atlantic and it’s coral reefs, including the world-famous Looe Key National Marine Sanctuary

Venture Out is a gated community. There are an abundance of amenities, including an 80' olympic-sized, heated pool, which is located ocean-side, with a separate kiddie pool; saltwater swimming/snorkeling area adjacent to the pool; and a newly remodeled bath house.

The marina has two boat ramps, a fuel dock, and a convenience store, which is open seven days a week. The store has everything from beer and wine, to bait, ice, fishing licenses, milk, bread, cheese, snacks, and more! There are two tennis courts, which are lighted at night, a Bocce ball court, basketball court, and shuffleboard area. The Recreation Hall has dart boards, a ping pong table, and a billiard table, as well as a self-checkout library.

Property manager

Robin Miles
Premier Host

Languages

English

Add dates for prices

Amenities

Pool
Hot tub
Kitchen
Washer
Dryer
Free WiFi

Have a question?

AI iconBeta

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

Similar properties

House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
default

Children

Children allowed: ages 0–17
default

Events

No events allowed
default

Pets

No pets allowed
default

Smoking

Smoking is not permitted
Please do not store bait in the refrigerator or freezer
Please return kayaks to their original place under the deck
BOAT TRAILER AND EXTRA CAR PARKING IS NOT GUARANTEED ON VENTURE OUT PROPERTY. PLEASE USE AN OFFSITE LIST OF POSSIBLE PARKING ALTERNATIVES.

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
On-site 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 indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher

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. Travelling with kids? Consider Big Munson Island and Looe Key National Marine Sanctuary. Make sure you get close to the area's animals with activities such as game walks and birdwatching.
Map
Cudjoe Key, FL

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, FL (EYW-Key West Intl.) - 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

Frequently asked questions

Does Waterfront Cottage with Stunning Views & Resort Amenities Near Key West! have a pool?

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

Is Waterfront Cottage with Stunning Views & Resort Amenities Near Key West! pet-friendly?

No, pets are not allowed at this property.

What time is check-in at Waterfront Cottage with Stunning Views & Resort Amenities Near Key West!?

Check-in begins at 4:00 PM.

What time is check-out at Waterfront Cottage with Stunning Views & Resort Amenities Near Key West!?

Checkout is at 10:00 AM.

Where is Waterfront Cottage with Stunning Views & Resort Amenities Near Key West! located?

This family-friendly Summerland Key cottage is located on the waterfront, 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

9.6

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. 91 out of 107 reviews
Rating 8 - Good. 11 out of 107 reviews
Rating 6 - Okay. 4 out of 107 reviews
Rating 4 - Poor. 0 out of 107 reviews
Rating 2 - Terrible. 1 out of 107 reviews

9.4/10

Cleanliness

9.8/10

Check-in

9.8/10

Communication

9.8/10

Location

9.6/10

Listing accuracy

Reviews

8/10 Good

Cody F.

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

As Advertised

Great location. Places is “as advertised”. Robin was communicative and helpful. Great place for having a boat.
Stayed 8 nights in Mar 2025

2/10 Terrible

John R.

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

Not a great place like shown.

Too many issues to list. Would not recommend this place.
Stayed 7 nights in Apr 2025

10/10 Excellent

Verified traveller

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

Serene Home

We really enjoyed our stay at Miles Away. It was very well described and Robin was very helpful in her information and suggestions. We enjoyed beautiful sunrises every morning right on her dock. It is very well situated to be able to visit Key West, Bahia Honda State Park and other nearby Keys. We truly loved our stay here.
Stayed 4 nights in Feb 2025

6/10 Okay

Kevin M.

Liked: Check-in, communication, location, listing accuracy

Nice location

Had a nice time! Very relaxing. Location was beautiful. Place was a little worn-out needs updating. Could have better essentials such as soap and toilet paper. Bikes were not in great shape. The park was very nice and had everything for elderly people.
Stayed 7 nights in Feb 2025

10/10 Excellent

Natalie T.

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

A slice of Paradise in the Keys!

This quaint home is very comfortable, stocked with everything you could need, and in a great location to visit all the best sites from Bahia Hondo State Park to Key West. Book your stay here for a great getaway!
Stayed 5 nights in Jun 2024

6/10 Okay

Karen C.

Liked: Check-in, communication

March 2025

The floor was sticky and dirty. Dishwasher was hard to get started. The grill outside is just not right…couldn’t even grill anything…falling apart. I just feel for the amount of money that was spent for this place I would’ve thought it would of been better
Stayed 7 nights in Mar 2025

10/10 Excellent

Eric L.

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

Venture Out Stay

A nice stay, description of property is accurate. It was clean and had everything we needed. I would stay here again.
Stayed 4 nights in May 2024

10/10 Excellent

Verified traveller

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

Spring Key’s vacation

Love the area. Have stayed in Venture out many times.
Stayed 5 nights in Apr 2024

10/10 Excellent

Jennifer C.

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

Relaxing Vacation

We had an amazing time on our vacation. It was very relaxing. We loved fishing off the dock and the best part was kayaking to the islands. I would definitely recommend this vacation home.
Stayed 6 nights in Apr 2024

10/10 Excellent

Amy S.

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

Vacation

Nice area, place was nice. Fishing right off dock was nice. Place had a huge pool.
Stayed 7 nights in May 2024

10/10 Excellent

Karen S.

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

Amazing

Perfect views, amenities are great. We had the best time!
Stayed 5 nights in Mar 2024

10/10 Excellent

Charles B.

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

Location

Great location. Close to a lot of interesting spots in the Keys!
Stayed 5 nights in Jan 2024

10/10 Excellent

Rae B.

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

Little Slice of Heaven

Perfect spot for our 4th trip down to the Keys on our 28th anniversary! This was a great spot for us being about equal distance between both Key West & Marathon which we enjoy doing activities in both spots. Was great to be able to dive right in to the canal and snorkel a bit right there which we did one day. Host was super responsive and accommodating. Had everything we needed! Will definitely be back!
Stayed 5 nights in Aug 2024

10/10 Excellent

Steven G.

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

Quick end of summer trip

Clean, cute, comfy, one of favorite places to stay in the keys now.
Stayed 4 nights in Aug 2023

10/10 Excellent

Verified traveller

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

Great Spot To Stay

Cudjoe Key was a great spot to stay. The town had a more relaxed feel then some others. The house served us well. The kitchen could be better stocked, as we cooked our dinners there most nights, but overall, it was great.
Stayed 4 nights in Jan 2024

10/10 Excellent

Richard M.

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

Perfect Location

The house was great with direct water access. We used the kayaks every day to explore the little islands and surrounding waterways. The house had all the essentials needed for cooking meals at home. We loved it!!
Stayed 8 nights in Jun 2024

10/10 Excellent

Ann R.

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

Hurricane couldn’t even make it bad!

Highly Recommend!! Communication with owners was great and pleasant. Perfect location.. very nice setting. Was able to fish right in front of the house. House was comfortable and had everything needed for a weeks stay. Hurricane Milton hit the night before we were suppose to leave.. the property owner could not have been anymore accommodating in the situation.
Stayed 6 nights in Oct 2024

10/10 Excellent

Verified traveller

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

Location Location Location

Exactly as expected and described. Would stay again and again.
Stayed 5 nights in Feb 2024

10/10 Excellent

Christopher R.

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

Beautiful place to stay

This was in a word, perfect. It fit the budget and the view was great.
Stayed 4 nights in Feb 2023

10/10 Excellent

Barbara P., Ravena

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

Perfect location

Although we did not take advantage of the resort amenities, this home was a good central location for all of your Florida Keys explorations.
Stayed 3 nights in Mar 2023

10/10 Excellent

Douglas M.

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

Good times in the Keys

The house was clean, the view was great and we had a good time
Stayed 4 nights in Apr 2023

10/10 Excellent

Sara V.

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

Great location

Gteat location. Kyaks were so accessible.
Stayed 5 nights in Apr 2023

10/10 Excellent

Ray O.

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

Fishing

Easy and convenient, had a great stay.
Stayed 2 nights in Apr 2023

10/10 Excellent

Phyllis V.

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

Lovely place

Very enjoyable. Decorations are very cute. Spent a lot of time sitting on the deck looking at the water. Convenient location for a day trip to Key West. Enjoyed a couple of local restaurants.
Stayed 3 nights in Feb 2024

10/10 Excellent

Shannon B.

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

Pre-honeymoon getaway

The location of this property was perfect for us! Close to Key West so we could take a day trip to explore and then relax in the evening on the deck. The pool area was great and we loved how quiet and chill the evenings were. Would definitely visit again!!
Stayed 3 nights in Apr 2023

About the host

Hosted by Robin Miles

Host profile image
I bought this cottage after my divorce and rented it until my kids graduated High School in Connecticut. Now it is my permanent residence and I mostly rent it in the winter months when I stay in St. Augustine or travel in my RV.
I used to camp in the Keys with my parents when I was a kid. I remember a lot of these canals being cut and actually drove over the old 7 mile bridge. Now my sisters and I have places here in Venture Out and it is our go-to destination to be with family and relax.

Why they chose this property

I like that Venture Out is a gated community that offers so many amenities. Being at MM23 also makes it an easy ride to get to Key West and all the action, but the property is so relaxing it's hard to pull yourself away.

What makes this property unique

Everyone has their favorite spots in Venture Out, but what I like about 162 is being at the end of a canal and having an open water view. I can watch all the boats coming in and out. It is an active wide canal and fun watching boaters heading in or out for the day.
If your bringing a boat it is an easy turnaround to dock on the wide canal and you don't have to deal with seaweed that can be traped at the end of the canal.
This cottage being my actual home brings me here often to check on things and keep the property well maintained and stocked with items I would actually be looking for.

Languages:

English

Premier Host

They consistently provide great experiences for their guests