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Island Oasis ~ YOUR Paradise awaits in Venture Out Resort!

Waterfront cottage with outdoor pool and Hot tub

Photo gallery for Island Oasis ~ YOUR Paradise awaits in Venture Out Resort!

Property grounds
Exterior
Exterior
Property grounds
Outdoor dining

Reviews

9.6 out of 10
Exceptional
2 bedrooms2 bathroomsSleeps 6

Popular amenities

  • Ocean view
  • Pool
  • Spa pool
  • Kitchen
  • Air-conditioning
  • Barbecue

Explore the area

View map
Cudjoe Key, FL
  • Place, Upper Sugarloaf Key
    ‪8 min drive‬
  • Place, Upper Sugarloaf Sound
    ‪9 min drive‬
  • Place, Florida Keys Beaches
    ‪10 min drive‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪45 min drive‬

Rooms & beds

2 bedrooms (sleeps 6)

Bedroom 1

1 Queen Bed

Bedroom 2

1 Queen Bed

2 bathrooms

Bathroom 1

Toilet · Shower only

Bathroom 2

Toilet

Spaces

Porch or lanai
Kitchen
Balcony

About this property

Island Oasis ~ YOUR Paradise awaits in Venture Out Resort!

Enjoy our little peace of paradise! Come and make memories at this laid back and family-friendly waterfront home. Located in a gated community, just 20 miles from Key West, this cottage is the perfect place if you want to relax and re-energize after a day of adventures and activities during your time in the Florida Keys!

VO 453 - Island Oasis
Open Water Views 17' Seawall
Enjoy expansive open water views from this beautiful midrise, a 2bd/1.5Ba vacation home in a highly desired 24 hour gated community. This home features a 17' seawall overlooking a 60' wide canal and Atlantic Ocean, great for launching your kayaks, paddleboards or small boat. Enjoy stunning sunrises and peaceful evenings right from your porch!

Both bedrooms feature a queen sized bed and flat screen tv. The smaller bedroom is attached to a half bath. The main bathroom has a standup shower and plenty of counter space. The kitchen is fully equipped, including a coffee maker, filters, sugar and tea.

Additional amenities include: Central air conditioning, ceiling fans, WIFI, streaming cable, family games, iron, dishwasher, queen size blowup mattress for the surprise extra guest/s, BBQ Grill and BBQ utensils.

We are located in a spotlessly clean gated community with 24 hour security, marina, ship store, boat ramps, picnic garden, heated pool, hot tub, basketball, playground, pickle ball, bocce ball and tennis, pavilion and club house for activities, over 4 miles of paved streets.
SECURITY DEPOSIT REQUIRED, NO SMOKING,
7 DAY MINIMUM LOBSTER SEASON, FREE WIFI IN REC HALL,
OVERFLOW PARKING ADDITIONAL FEE 14 DAYS MAX
*** IMPORTANT *** WHEN ENTERING, THERE IS A ONE TIME AMENITIES FEE OF $125.00 - DUE UPON ARRIVAL. THIS FEE IS PAID DIRECTLY TO VENTURE OUT AND GOES TOWARDS ALL OF THE GREAT AMENITIES THIS RESORT HAS TO OFFER.

Add dates for prices

Amenities

Pool
Hot tub
Kitchen
Air conditioning
Ocean view
Barbecue

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House Rules

Check in after 3:00 PM
Minimum age to rent: 20
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

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 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

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. With jet skiing, kayaking and scuba diving nearby, you'll find plenty of adventures in the water.
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Map
Cudjoe Key, FL

What's nearby

  • Upper Sugarloaf Key - 8 min drive - 6.6 km
  • Upper Sugarloaf Sound - 9 min drive - 7.9 km
  • Florida Keys Beaches - 10 min drive - 6.4 km
  • Lower Sugarloaf Sound - 13 min drive - 11.8 km
  • Sugarloaf Beach - 20 min drive - 17.7 km

Getting around

  • Key West, FL (EYW-Key West Intl.) - 30 min drive

Restaurants

  • ‪Boondock's Grille & Drafthouse - ‬10 min drive
  • ‪Kiki's Sandbar - ‬12 min drive
  • ‪Morning Joint - ‬3 min drive
  • ‪5 Brothers Two - ‬9 min drive
  • ‪Broil - ‬5 min drive

Frequently asked questions

Does Island Oasis ~ YOUR Paradise awaits in Venture Out Resort! have a pool?

Yes, this property has an outdoor pool. Pool types include heated pools.

How much does it cost to stay at Island Oasis ~ YOUR Paradise awaits in Venture Out Resort!?

As of 19 December 2025, prices found for a 1-night stay for 2 adults at Island Oasis ~ YOUR Paradise awaits in Venture Out Resort! on 23 December 2025 start from NZ$601.92, 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 Island Oasis ~ YOUR Paradise awaits in Venture Out Resort! pet-friendly?

No, pets are not allowed at this property.

What time is check-in at Island Oasis ~ YOUR Paradise awaits in Venture Out Resort!?

Check-in begins at 3:00 PM.

What time is check-out at Island Oasis ~ YOUR Paradise awaits in Venture Out Resort!?

Checkout is at 10:00 AM.

Where is Island Oasis ~ YOUR Paradise awaits in Venture Out Resort! located?

Situated on the waterfront, this cottage is 0.6 mi (1 km) from Venture Out Keys and 2.4 mi (3.9 km) from Florida Keys Beaches. Venture Key and Out Key are also within 15 minutes.

Reviews

9.6

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. 10 out of 12 reviews
Rating 8 - Good. 1 out of 12 reviews
Rating 6 - Okay. 1 out of 12 reviews
Rating 4 - Poor. 0 out of 12 reviews
Rating 2 - Terrible. 0 out of 12 reviews

9.8/10

Cleanliness

9.6/10

Check-in

9.6/10

Communication

10/10

Location

9.4/10

Listing accuracy

Reviews

10/10 Excellent

Verified traveller

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

Great Spot

The owners were fantastic to deal with and the house was great.
Stayed 4 nights in Jul 2025

10/10 Excellent

Joseph R.

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

Overall an amazing place

Even if it was a short stay, we enjoyed it and will be staying here again in the future.
Stayed 3 nights in Jul 2024

10/10 Excellent

Kenneth C.

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

Great place

Cozy place with a great view. Everyone was so friendly!
Stayed 2 nights in Aug 2024

10/10 Excellent

Andrew Y.

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

Perfect get away.

Clean. Comfortable. Great location. We will be staying again.
Stayed 3 nights in Aug 2023

10/10 Excellent

Stephen C.

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

Excellent Host

We had no problems with the property and the only questions we had were answered very promptly. We will book this property again. If you are going to dock a boat behind the house, communicate with host first as the wet slip can not accommodate a very large boat.
Stayed 3 nights in Jul 2025

10/10 Excellent

Bradi M., Blanchester

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

Nice place!

Clean, cute place! As described ! Owner very nice and easy to get ahold of!
Stayed 2 nights in Oct 2022

8/10 Good

Stephen L T.

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

Excellent vacation stay

The house was extremely clean and very cute. Having the bicycles available for use was a huge plus since we were visiting family near by. The AC in the bedroom was a little warm and the lock on the front door was a bit tricky. Overall a great stay!
Stayed 3 nights in Feb 2023

10/10 Excellent

Michelle L.

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

Spiritual retreat

My husband and 2 of our friends came to Big Pine for a spiritual retreat. We've stayed at venture out previously in other rentals. This was by far the best! Comfortable and clean. We will be staying again for sure!
Stayed 3 nights in Apr 2023

10/10 Excellent

Deana C.

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

Last minute trip to the Keys

The property was in a great location, just 30 mins from Key West. The owners allowed us early access to the property and were quick to respond to our questions. Property and contents are just as described online. We truly enjoyed our stay and we WILL be returning to this property, as soon as we can.
Stayed 2 nights in Jul 2024

10/10 Excellent

grace f.

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

Great place on the canal.

Nice little 2 bedroom place at the end of the canal. Owners made it simple to check-in and check-out. There was no onsite trailer parking available at Venture Out but there were several places nearby that had available storage. Place was clean and comfortable.
Stayed 2 nights in Aug 2022

6/10 Okay

john h.

Liked: Cleanliness, location
Disliked: Check-in, communication, listing accuracy

expensive

It was close to Key West, but the resort fee was unexpected
Stayed 1 night in Apr 2023

10/10 Excellent

Beth R.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 5 nights in Apr 2025

About the host

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