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Cuddie Cottage: 2BR Waterfront Home in Venture Out Resort, Open Water Views, Shared Pool & Hot Tub!

Photo gallery for Cuddie Cottage: 2BR Waterfront Home in Venture Out Resort, Open Water Views, Shared Pool & Hot Tub!

Savor the breathtaking view from the Venture Out community pool and hot tub, where relaxation meets the beauty of the surrounding landscape.
Enjoy the breathtaking beauty of Kemp Channel from the comfort of your covered deck at Cuddie Cottage.
Pass through the welcoming front gate into the Venture Out Resort, where a world of relaxation and adventure awaits.
Savor your morning coffee with a delightful view of the tranquil canal.
Create cherished family memories with a wonderful night in during your vacation.
Reviews
10 out of 10 Exceptional
2 bedrooms1 bathroomSleeps 472 sq m

Popular amenities

  • KitchenKitchenKitchen
  • Barbecue grillBarbecue grillBarbecue grill
  • WasherWasherWasher
  • DryerDryerDryer
  • Air conditioningAir conditioningAir conditioning

Check out the area

Map
Cudjoe Key, FL
  • Popular LocationVenture Out Keys14 min walk
  • Popular LocationUpper Sugarloaf Key7 min drive
  • Popular LocationFlorida Keys Beaches9 min drive
  • AirportKey West, FL (EYW-Key West Intl.)30 min drive

Most relevant reviews

Rooms & beds

2 bedrooms (sleeps 4)

Bedroom 1

1 Queen Bed

Bedroom 2

1 Double Bed

1 bathroom

Bathroom

Bathtub or shower · Toilet

Spaces

Kitchen

About this property

Cuddie Cottage: 2BR Waterfront Home in Venture Out Resort, Open Water Views, Shared Pool & Hot Tub!

Welcome to Cuddie Cottage, your charming haven nestled within the picturesque Venture Out resort on Cudjoe Key. This delightful 2-bedroom house offers the quintessential Keys experience, complete with a back deck that beckons you to unwind with a refreshing cocktail in hand. Perched at the end of the canal, Cuddie Cottage boasts an impressive 17 feet of seawall, setting the stage for all your aquatic adventures. Whether you're planning to set sail, kayak, or simply soak up the sun, this waterfront location ensures your water-based plans go off without a hitch. The Venture Out resort, where Cuddie Cottage resides, offers a treasure trove of amenities for your enjoyment. From a sparkling community pool and soothing hot tub to tennis and pickleball courts, a basketball court, and more, there's no shortage of ways to stay active and entertained. After a day filled with aquatic escapades or poolside fun, retreat to the deck and indulge in the mesmerizing water views that stretch down the canal. It's the perfect setting for those golden Florida Keys sunsets. While there's plenty to keep you occupied right here at the cottage, should you choose to explore the broader Keys region, you're conveniently located just 30 minutes from the vibrant streets of Key West and a short 40-minute drive from the charm of Marathon. Cuddie Cottage invites you to experience the best of the Florida Keys, where relaxation, adventure, and breathtaking scenery come together to create unforgettable memories.

Please be aware of the following essential policies for your stay at Cuddie Cottage:

Resort Fee: There is a resort fee of $125.00 (subject to change) payable to Venture Out at the time of entry to the resort.

Age and Occupancy Requirements: Booking tenant must be 25 years of age or older and must occupy the property for the entire duration of the booking. Furthermore, this property is exclusively available as a vacation rental and is not available for worker housing.

No Smoking: Smoking is strictly prohibited within the property. For the comfort and safety of all guests, please refrain from smoking indoors.

No Pets: Pets are strictly prohibited within the property to maintain a clean and allergen-free environment for all guests.

Mandatory Mid-Stay Cleaning: A mandatory mid-stay cleaning is required for all bookings 30 nights and longer to uphold the quality and cleanliness of the property.

Boating Safety: Due to bridges and varying water depths, it is your responsibility to verify that your boat can safely navigate the local waters, access the canal, and fit the listed dockage before booking this property. Please ensure that your boating activities are conducted safely and in compliance with local regulations.

Sleeps Maximum of 4 Guests:

Bedroom 1: Queen Bed

Bedroom 2: Full Bed

Kitchen: Nicely equipped (all things necessary to prepare and cook meals)

Living Room: Loveseat & Two Chairs, Smart TV for you to login to your streaming services (no cable/satellite TV)

Amenities (Guest must pay $125.00 (subject to change), to Venture Out at time of entry to the resort):

- Shared Community Pool & Hot Tub

- Tennis Courts

- Pickle Ball Courts

- Basketball Court

- Bocce Courts

- Washer/Dryer inside the unit

- One driveway parking space included for a vehicle up to 24' . Overflow parking is available on a "first come, first served" basis through the resort for vehicles that don't fit in the driveway, additional vehicles and/or trailers for $5.00 per night for vehicles up to 20' and $10.00 per night for vehicles over 20'. ***Rental of Cuddie Cottage does not guarantee availability of overflow parking.***

- Linens and towels provided

Property manager

iTrip Vacations Key West
Premier Host
Premier Host

Amenities

Kitchen
Washer
Dryer
Air conditioning
Barbecue grill

House Rules

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

Children

Children allowed: ages 0–17

Events

No events allowed

Pets

No pets allowed, service animals permitted

Smoking

Smoking is not permitted

Damage and incidentals

You will be responsible for any damage to the rental property caused by you or your party during your stay.

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

About the area

Summerland Key

This holiday home is located in Summerland Key. Florida Keys Beaches and Bahia Honda State Park reflect the area's natural beauty and area attractions include Key West Visitors Center and Blue Hole.
Map
Cudjoe Key, FL

What's nearby

  • Venture Out Keys - 14 min walk
  • Upper Sugarloaf Key - 7 min drive
  • Florida Keys Beaches - 9 min drive
  • Sugarloaf Beach - 21 min drive
  • Bahia Honda State Park - 28 min drive

Getting around

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

Restaurants

  • Boondocks Grille & Draft House - 10 min drive
  • Kiki's Sandbar - 12 min drive
  • Looe Key Tiki Bar & Grill - 10 min drive
  • The Square Grouper Bar & Grill - 4 min drive
  • My New Joint - 4 min drive

Frequently asked questions

Is Cuddie Cottage: 2BR Waterfront Home in Venture Out Resort, Open Water Views, Shared Pool & Hot Tub! pet-friendly?

No, only service animals are welcome at the property.

What time is check-in at Cuddie Cottage: 2BR Waterfront Home in Venture Out Resort, Open Water Views, Shared Pool & Hot Tub!?

Check-in begins at 4:00 PM.

What time is check-out at Cuddie Cottage: 2BR Waterfront Home in Venture Out Resort, Open Water Views, Shared Pool & Hot Tub!?

Checkout is at 10:00 AM.

Where is Cuddie Cottage: 2BR Waterfront Home in Venture Out Resort, Open Water Views, Shared Pool & Hot Tub! located?

Situated in Summerland Key, this holiday home is within a 15-minute walk of Venture Key, Venture Out Keys and Out Key. Florida Keys Beaches is 2.4 mi (3.9 km) away.

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
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Rating 10 - Excellent. 2 out of 2 reviews" "
Rating 8 - Good. 0 out of 2 reviews" "
Rating 6 - Okay. 0 out of 2 reviews" "
Rating 4 - Poor. 0 out of 2 reviews" "
Rating 2 - Terrible. 0 out of 2 reviews" "

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

10/10 Excellent

Cory R.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Clean and cozy
Loved it, very well equipped and the AC was amazing. Love the back deck with the water views.
Stayed 5 nights in Apr 2024

10/10 Excellent

Michelle J.

Liked: Cleanliness, check-in, communication, location, listing accuracy
FABULOUS!!!
Perfect location! Super clean! Fabulous!!!!
Stayed 8 nights in Feb 2024

About the host

Hosted by iTrip Vacations Key West

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Premier Host

Premier Host
They consistently provide great experiences for their guests
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