You found it!! Bring your boat! Charming cottage located in Venture Out, resort style community located on Cudjoe Key, just 20 miles from Key West. Remodeled cottage, Two bedroom, two bath, sleeps 4 (2 queen beds, there is also a sleep sofa), well equipped kitchen. Screened porch that overlooks the wide canal, 35' concrete bulkhead, with easy access to the Atlantic Ocean or Gulf. Amenities include heated 80' swimming pool, hot tub, tennis courts, full service marina and community convenience store. Wonderful restaurants nearby, post office, gourmet grocery, liquor store. There is a $125.00 fee that is due at check in payable to Venture Out for use of the amenities. Parking for one car, one golf cart and one motorcycle, additional vehicles will park in overflow parking. If you are bringing a boat, we have trailer storage for you just down the street. Please let me know.
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Oceanfront 2BR/2BA in Cudjoe Key | 50' Seawall, Dock, Open Porch, Stunning Views
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Oceanfront 2BR/2BA in Cudjoe Key | 50' Seawall, Dock, Open Porch, Stunning Views
Pets allowed: dogs less than 9 kg per pet (limit 2 pets total)
$100 pet rent
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Smoking
Smoking is not permitted
Venture Out charges $125 upon arrival. One car per house, any additional vehicle and boat trailers will be parked in overflow $5 to $10 per night.
Important information
You need to know
Property # 602253vb
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 indicated that there are no carbon monoxide detectors or gas appliances on the property
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 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 cycling nearby.
Yes, this property has a pool. Pool types include heated pools.
How much does it cost to stay at Waterfront Home?
As of 8 May 2026, prices found for a 1-night stay for 2 adults at Waterfront Home on 8 Aug 2026 start from AU$350, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
Is Waterfront Home pet-friendly?
Yes, this property allows dogs (limit 2 total) with a maximum weight of up to 9 kg per pet. Some restrictions may apply, so please contact the property for more details.
How much is parking at Waterfront Home?
On-site parking is available at the property.
What time is check-in at Waterfront Home?
Check-in begins at 3:00 PM.
What time is check-out at Waterfront Home?
Checkout is at 10:00 AM.
Where is Waterfront Home 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
8.8
Excellent
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Place was as advertised! We LOVE Venture out! There are park rules but if you follow them, you become family! Home was stocked and clean. Screened in back patio was a nice touch! Would stay in this unit again!
Great location if you bring a boat. Secure location. Venture Out is a nice community.
Georgiana V.
Stayed 4 nights in Aug 2025
Verified
6/10 Okay
Lyndon B.
17 Nov 2025
Liked: Check-in, location, listing accuracy
Disliked: Cleanliness
The property needed a deep clean, dirty AC grills, etc. space needs to be updated. It served us well as a "motel" space, but lacked the upkeep and quality for a vacation space.
Had a great stay. Our boat fit perfectly on the sea wall. We brought our own large bouy just Incase there was no dock. Turned out to work amazing. ( got it on amazon… lol) had everything we needed for a great stay
Great location. Community amenities are not worth the 125 price tag. The air conditioning had to be set to 75 or it doesn't work. Very uncomfortable.
Codee A.
Stayed 5 nights in Jul 2025
Response from VrboOwner on 19 Aug 2025
Thank you for staying with us, we suggest not to turn the AC below 75, due to the humidity down here, it can cause the air conditioner to freeze and then it will not work. That is with any air conditioner in any home in the Keys. Dockage, full service marina, ramp, gas, bait, tennis courts, pickle ball courts, Olympic size pool, hot tub, playground. Great amenities, most people never leave Venture out.
The house was cute, the canal was peaceful, the resort was awesome! Great place to stay! We had a minor issue with the cleaning, but all was made right by property owners. Would stay here again!!
Arielle B.
Stayed 4 nights in Dec 2021
About the host
Hosted by Susan Rich
Why they chose this property
Neat, clean, and all your own for the greatest diving, fishing, snorkeling, paddleboard adventure of your life! Screened and covered porch overlooking the boating channel, with 35 feet of concrete dockage. 2 bedroom 2 bath home with storage, barbecue grill, full kitchen.
What makes this property unique
Inside a gated community with all of the amenities, minutes from Key West, yet perfect for those looking for some awesome fishing, diving, or paddling. This community has it all including a marina, boat ramp, huge oceanside pool, spa, tennis courts, basketball court, bocce courts, ping pong, post office, convenience store and more!