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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

9.8 out of 10
Exceptional
2 bedroomsSleeps 41 sq ft

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
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Amenities

Pool
Hot tub
Kitchen
Washer
Dryer
Free WiFi

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House Rules

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

Children allowed: ages 0–17
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Events

No events allowed
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Pets

No pets allowed
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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

This property is managed by a private host (a party not acting within their trade, business or profession). EU consumer law, including the right of withdrawal, will not apply to your booking. The cancellation policy set by the private host will cover your booking.
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
  • Key West Visitors Center - 15 min drive - 14.7 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

9.8

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 106 reviews
Rating 8 - Good. 11 out of 106 reviews
Rating 6 - Okay. 4 out of 106 reviews
Rating 4 - Poor. 0 out of 106 reviews
Rating 2 - Terrible. 0 out of 106 reviews

9.6/10

Cleanliness

9.8/10

Check-in

10/10

Communication

10/10

Location

9.8/10

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

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

Stephen R.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 8 nights in Jan 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

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

10/10 Excellent

Emily L.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 7 nights in Dec 2024

8/10 Good

Cathy W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 6 nights in Nov 2024

8/10 Good

Brian C.

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

Keys Trip

Property is right on the water so if you like to fish, this is the right place. Caught several snapper during our first couple of days. Two kayaks available but never had the chance to use them due to weather conditions. No fault to the property owner, just normal conditions during hurricane season in the keys. Property is what we expected. Couple of minor complaints. The propane tank was empty on our first night with no replacement tank. Had to borrow a propane tank from a neighbor property. Toilet seat was extremely loose. Fixed the problem myself by tightening the seat. This should be inspected and completed by the property manager. We had everything we needed during our stay. Just wish the Venture Out resort had a better system in place to utilize the recreation center. Had to place a deposit or leave a driver's license at the security shack just to play pool in order to receive the key that contained the equipment needed. Then had to go back to the security shack to get ping pong equipment and to receive our deposit back. Probably won't make it back to the Keys again but I would recommend.
Stayed 4 nights in Oct 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

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

Lori H.

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

Paradise in the keys

Beautiful cottage everything you need for a long stay. Huge dockage for boats, nice parking right outside your door. We came down to show off the Key Deer and Iguanas. It was a rainy week so we did the area attractions and went to Key West when we knew had some rain free time. My granddaughter loved it. We fished off the deck outside of the cottage. They have nice size kayaks and 4 bike for your use. We did a little fishing with her ( they have rods and all the extras. Bait is sold in the grocery store but keep it on ice outside. Granddaughter caught about 3 fish so we put a bobber on the last drop (used the kids pole like a cane rod but the barracuda took line and bobber. Watching him circle the bait it looked like the movie JAWS with the fish diving and bobber disappeared. If you have children do the deer key ranger station, they can become a junior ranger and get a wooden ranger pin. Key west was fun with all the food and we explored the butterfly museum (small charge for that but was the best part because the butterflies we everywhere. Blue Heaven was as good as usual. Love the pancakes. Campground staff was kind and helpful. The resort fee is worth it with all the activities they have. Don’t forget to go to No Name Pub..great eats and see the Key Deer. Have fun and escape
Stayed 3 nights in Jun 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

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

10/10 Excellent

Dave W.

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

Perfect Getaway in the Florida Keys!

we recently stayed at this fantastic property and it was an incredible experience! The place was spotlessly clean and super comfortable, making us feel right at home from the moment we walked in. The property was loaded with amenities – we had access to bikes, kayaks, life jackets, and plenty of beach towels. The well-stocked kitchen made it easy to whip up meals, which was a huge plus. The location was perfect, just a short drive to all the main attractions so that we could explore the Keys without any hassle. And the views? Breathtaking! The beds were so comfy that we slept like babies every night. Our host was fantastic, too, always quick to respond and very helpful with any questions. Overall, this place had everything we needed for a perfect vacation. We had such a great time that we’re already planning our next trip back. I highly recommend staying here if you’re heading to the Florida Keys!
Stayed 3 nights in Jun 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

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

Linda A.

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

Keys

Excellent
Stayed 5 nights in Apr 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

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

DANIELA L.

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

Great Getaway

My husband, son (17) and I really enjoyed our stay. The Venture Out community was quiet, relaxing and offered a lot of activities. We loved being right on the water and being able to fish. Its a great location. There is a lot of great things to do that are near by. We went to Bahia State Park (Loggerhead Beach), kayaking off of Niles Road Beach and Key West. We enjoyed mini golfing down the road, too. Overall, this was a great stay.
Stayed 6 nights in Mar 2024

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

Mary G.

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

Cudjoe Quick Trip

What a lovely, clean, and well appointed rental property. The hostess is very responsive. The property is also easy to find and a super location to restaurants and outdoor activities.
Stayed 2 nights in Feb 2024

10/10 Excellent

Mike P.

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

Perfect spot with beautiful views!

We were a family of 4 who stayed at this beautiful little gem. 2 adults and 2 teens. Check in was a breeze and security were very welcoming and helpful. Getting to Robin’s place was a short drive. Once inside we had everything we needed to make our stay comfortable. It was very clean and everything was in working order. We had zero issues. The resort itself was well organized and also very clean. We made use of all of the amenities. The people in the resort were also very friendly. Including Robins next door neighbour who had a nice chat with my oldest daughter. We had a great time and would absolutely recommend this place to anyone. Thanks Robin for the great stay!
Stayed 6 nights in Feb 2024

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

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