Entire home

Riley's Retreat - Venture Out 107

Waterfront cottage in Summerland Key with a hot tub

Photo gallery for Riley's Retreat - Venture Out 107

Outdoor dining
Property grounds
Dining
Fridge, microwave, oven, stovetop
Fridge, microwave, oven, stovetop
Located on a 60' wide canal, Riley's Retreat offers open water views from the dock and porch. With laminate wood flooring, central air conditioning, and Tommy Bahama furnishings throughout this beautifully decorated home is perfect for boating enthusiasts who want to unwind in style.

Reviews

9.0 out of 10
Wonderful

Entire home

2 bedrooms2 bathroomsSleeps 674 sq m

Popular amenities

  • Parking available
  • Dryer
  • Hot tub
  • Washer
  • Pet-friendly
  • Pool

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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

Property amenities

Pool/Spa

  • Communal pool
  • Hot tub

Internet

  • Available in the cottage: Free WiFi

Parking and transport

  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Hob
  • Ice maker
  • Microwave
  • Oven
  • Refrigerator

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
  • Smoke-free property

Location highlights

  • Near the sea
  • On the waterfront

Things to do

  • Basketball nearby
  • Fishing nearby
  • Jet skiing nearby
  • Kayaking nearby
  • Scuba diving nearby
  • Snorkelling 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

Similar properties

Policies

Check-in

Check-in time starts at 3:00 PM
Contactless check-in and check-out are 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 allowed
Service animals are welcome, and 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

This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.
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 not indicated whether there is a smoke detector on the property
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that 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
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with EU regulations about consumer rights, property booking services are not subject to the right of withdrawal.

Property is also known as

277418

About the area

Map
Cudjoe Key, FL

What's nearby

  • Upper Sugarloaf Key - 9 min drive - 8.0 km
  • Florida Keys Beaches - 10 min drive - 8.5 km
  • Sugarloaf Beach - 23 min drive - 19.1 km
  • Bahia Honda State Park - 31 min drive - 33.5 km
  • Boca Chica Nude Beach - 41 min drive - 32.6 km

Getting around

  • Key West, FL (EYW-Key West Intl.) - 33 min drive

Restaurants

  • ‪Kiki's Sandbar - ‬12 min drive
  • ‪Boondock's Grille & Drafthouse - ‬9 min drive
  • ‪Morning Joint - ‬3 min drive
  • ‪5 Brothers Two - ‬9 min drive
  • ‪Broil - ‬5 min drive

Frequently asked questions

Does Riley's Retreat - Venture Out 107 have a pool?

Yes, this property has a pool.

Is Riley's Retreat - Venture Out 107 pet-friendly?

Yes, pets are allowed at this property.

What time is check-in at Riley's Retreat - Venture Out 107?

Check-in begins at 3:00 PM.

What time is check-out at Riley's Retreat - Venture Out 107?

Checkout is at 10:00 AM.

Where is Riley's Retreat - Venture Out 107 located?

Situated on the waterfront, this cottage is steps away from Venture Key, Venture Out Keys and Out Key. Upper Sugarloaf Key and Crab Key are also within 6 miles (10 km).

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