Entire home
Riley's Retreat - Venture Out 107
Summerland Key accommodation with kitchen
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Reviews
9.09.0 out of 10
Wonderful
Entire home
Popular amenities
- Parking available
- Hot tub
- Dryer
- Pool
- Washer
- Pet-friendly
Explore the area

Cudjoe Key, FL
- Upper Sugarloaf KeyPlace, Upper Sugarloaf Key9 min drive
- Upper Sugarloaf SoundPlace, Upper Sugarloaf Sound11 min drive
- Florida Keys BeachesPlace, Florida Keys Beaches11 min drive
- Key West, FL (EYW-Key West Intl.)Airport, Key West, FL (EYW-Key West Intl.)46 min drive
Room options
About the area
Summerland Key
Seaside stay .Within a 5-minute walk of the cottage, you'll find Venture Key and Venture Out Keys. Also, Out Key is within half a mile (1 km) and Florida Keys Beaches is within 3 miles (5 km).
What's nearby
- Upper Sugarloaf Key - 9 min drive - 7.3 km
- Upper Sugarloaf Sound - 11 min drive - 8.6 km
- Florida Keys Beaches - 11 min drive - 7.1 km
- Lower Sugarloaf Sound - 14 min drive - 12.5 km
- Sugarloaf Beach - 21 min drive - 18.4 km
Getting around
- Key West Intl. Airport (EYW) - 33 min drive
Restaurants
- Boondock's Grille & Drafthouse - 9 min drive
- Kiki's Sandbar - 12 min drive
- 5 Brothers Two - 9 min drive
- Morning Joint - 3 min drive
- Broil - 5 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.
Riley's Retreat - Venture Out 107
Riley's Retreat 2Bd/2Ba 35' Dockage
Open Water Views, Free WiFi
This sparkling clean 2Bd/2Ba vacation rental is located on a 60' wide canal overlooking look down views of the wide L-shaped canal with open water views from the dock and porch and dining room. Perfect boating property, features 35' concrete seawall, dock posts, fish cleaning table, cleats and swim ladder. Interior features laminate wood flooring, central air conditioning, stack washer and dryer, microwave, dishwasher with kitchen and dining open to the living room. The master bedroom features a queen size bed with full bathroom. The guest bedroom features a queen size bed with access to the hallway full bathroom. For additional sleeping, there is a pull out sofa sleeper in the living room. This home is beautifully decorated with Tommy Bahama furnishings and is open and bright with high ceilings throughout. Additional amenities include FREE WIFI, ceiling fans, gas grill, 2 bicycles and outdoor patio furniture. Pet friendly, please refer to Venture Out pet rules.
OVERFLOW PARKING IS NOT GUARANTEED. IT IS A FIRST COME, FIRST SERVE LOT AND CANNOT BE RESERVED AHEAD OF TIME.
VO REGISTRATION FEE $125.00- DUE UPON ARRIVAL CASH OR CREDIT CARD ONLY PAID DIRECTLY TO VENTURE OUT WHEN YOU ARRIVE
Open Water Views, Free WiFi
This sparkling clean 2Bd/2Ba vacation rental is located on a 60' wide canal overlooking look down views of the wide L-shaped canal with open water views from the dock and porch and dining room. Perfect boating property, features 35' concrete seawall, dock posts, fish cleaning table, cleats and swim ladder. Interior features laminate wood flooring, central air conditioning, stack washer and dryer, microwave, dishwasher with kitchen and dining open to the living room. The master bedroom features a queen size bed with full bathroom. The guest bedroom features a queen size bed with access to the hallway full bathroom. For additional sleeping, there is a pull out sofa sleeper in the living room. This home is beautifully decorated with Tommy Bahama furnishings and is open and bright with high ceilings throughout. Additional amenities include FREE WIFI, ceiling fans, gas grill, 2 bicycles and outdoor patio furniture. Pet friendly, please refer to Venture Out pet rules.
OVERFLOW PARKING IS NOT GUARANTEED. IT IS A FIRST COME, FIRST SERVE LOT AND CANNOT BE RESERVED AHEAD OF TIME.
VO REGISTRATION FEE $125.00- DUE UPON ARRIVAL CASH OR CREDIT CARD ONLY PAID DIRECTLY TO VENTURE OUT WHEN YOU ARRIVE
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Property amenities
Pool/Spa
- Communal pool
- Hot tub
Internet
- Available in the cottage: Free WiFi
Parking and transportation
- Parking on site
Kitchen
- Coffee/tea maker
- Cookware, dishware, and utensils
- Dishwasher
- Ice maker
- Microwave
- Oven
- Refrigerator
- Stovetop
Bedrooms
- 2 bedrooms
- Bedsheets provided
- Sofa bed
Bathroom
- 2 bathrooms
- Shower
- Towels provided
Living spaces
- Living room
Entertainment
- TV with cable/satellite channels
Outdoor areas
- Gas grill
- Outdoor furniture
- Porch/lanai
Laundry
- Washing machine
Comfort
- Air conditioning
Pets
- Pet friendly
Suitability/Accessibility
- Hardwood flooring in public areas
- Smoking not allowed
Location highlights
- Near the sea
- On the waterfront
Things to do
- Basketball nearby
- Fishing nearby
- Jet skiing nearby
- Kayaking nearby
- Scuba diving nearby
- Snorkeling nearby
- Swimming 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: 800 square feet
Policies
Check-in
Check-in time starts at 3:00 PM
Contactless check-in available
Minimum check-in age: 27
Check-out
Check-out before 10:00 AM
Special check-in instructions
You will receive an email from the host with check-in and check-out instructions
Rules
Venture Out charges a $125 registration fee upon arrival paid via cash or cc only.
https://ventureoutcondo.com/wp-content/uploads/2025/02/Renter-Rules-Packet-2.24.25.pdf
Only 1 vehicle is allowed at/under the unit at any time. Other vehicles MUST park on the street during the day and pay for overflow at night.
Pets
- Pets are welcome
- Service animals are exempt from fees
Children and extra beds
- Children are welcome.
Events
No events allowed
Smoking
Smoking is not permitted
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 has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
- This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession. This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children. If you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room. Onsite parties or group events are strictly prohibited.
Property is also known as
277418