Entire home

Oceanside Paradise in the FL Keys Free Kayaks Bikes Wifi Outdoor BBQ Grill

Photo gallery for Oceanside Paradise in the FL Keys Free Kayaks Bikes Wifi Outdoor BBQ Grill

Exterior
Outdoor dining
Terrace/patio
Food and drink
Property grounds

Reviews

9.8 out of 10
Exceptional
2 bedrooms2 bathroomsSleeps 6862 sq ft

Popular amenities

  • Kitchen
  • Dryer
  • Washer

Explore the area

Map
Cudjoe, FL
  • Venture Out Keys
  • Upper Sugarloaf Key
    ‪8 min drive‬
  • Florida Keys Beaches
    ‪10 min drive‬
  • Key West, FL (EYW-Key West Intl.)
    ‪40 min drive‬

Rooms & beds

2 bedrooms (sleeps 6)

Living Room 1

1 Double Sofa Bed

Master

1 Queen Bed

Second

3 Single Beds

2 bathrooms

Hall

Toilet · Shower only

Master

Toilet · Shower only

Spaces

Deck or patio
Porch or lanai
Kitchen
Balcony
Dining area

About this property

Oceanside Paradise in the FL Keys Free Kayaks Bikes Wifi Outdoor BBQ Grill

This oceanside property has 2 beds 2 baths and sleeps 6 with all updated appliances and furniture. There are kayaks and carts for the kayaks Bikes, BBQ Grill, ice machine on the property for your use . The home is on stilts with covered porch and sitting area with Table for relaxing and taking in the view. On Venture Out property, there is a large pool, hot tub, tennis court, ocean access with a ramp at the marina with fuel, and tackle for your fishing needs. There is also a convience store for food and drink.
THIS IS A GATED COMMUNITY AND THE GATE WILL CHARGE $125.00 DOLLARS FOR THE GROUP NO MATTER HOW MANY DAYS! THIS REGISTRATION FEE IS DUE AT CHECK-IN. IT is charged and collected solely by VENTURE OUT RESORT. That is a separate fee from the home and will be collected at the gate when you arrive. A parking permit will be given to you at the gate while you are renting the house only one car is permitted under the home. A nightly storage fee is collected by venture out for Boat/ trailer extra Vehicles storage on-site, Overflow parking lot.

Property manager

Rick & Laura Penn
Premier Host

Languages

English
Lock

Protect your payment — always book on Vrbo

If someone asks you to book through them or pay them directly before you book on Vrbo, report it.

Add dates for prices

Amenities

Pool
Hot tub
Kitchen
Washer
Dryer
Free WiFi

Have a question?

AI iconBeta

Get instant answers with AI powered search of property information and reviews.

Similar properties

House Rules

Check in after 3:00 PM
Minimum age to rent: 24
Check out before 10:00 AM
default

Children

Children allowed: ages 0–17
default

Events

No events allowed
default

Pets

No pets allowed
default

Smoking

Smoking is not permitted

Important information

You need to know

This property is managed by a private host (a party not acting within their trade, business or profession). EU consumer law, including the right of withdrawal, will not apply to your booking. The cancellation policy set by the private host will cover your booking.
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 is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock

About the area

Summerland Key

Located in Summerland Key, this holiday home is near the beach. Florida Keys Beaches and Coupon Bight Aquatic Preserve reflect the area's natural beauty and area attractions include Blue Hole and Wilhelmina Harvey Park. Big Munson Island and Looe Key National Marine Sanctuary are also worth visiting. Kayaking, scuba diving and snorkelling offer great chances to get out on the surrounding water, or you can seek out an adventure with cycling nearby.
Map
Cudjoe, FL

What's nearby

  • Upper Sugarloaf Key - 8 min drive - 7.6 km
  • Florida Keys Beaches - 10 min drive - 8.1 km
  • Key West Visitors Center - 19 min drive - 19.6 km
  • Sugarloaf Beach - 22 min drive - 18.7 km
  • Bahia Honda State Park - 30 min drive - 33.2 km

Getting around

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

Restaurants

  • ‪Mangrove Mama's - ‬7 min drive
  • ‪Boondocks Grille & Draft House - ‬9 min drive
  • ‪Kiki's Sandbar - ‬11 min drive
  • ‪The Square Grouper Bar & Grill - ‬20 min walk
  • ‪Looe Key Tiki Bar & Grill - ‬9 min drive

Frequently asked questions

Does Oceanside Paradise in the FL Keys Free Kayaks Bikes Wifi Outdoor BBQ Grill have a pool?

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

Is Oceanside Paradise in the FL Keys Free Kayaks Bikes Wifi Outdoor BBQ Grill pet-friendly?

No, pets are not allowed at this property.

What time is check-in at Oceanside Paradise in the FL Keys Free Kayaks Bikes Wifi Outdoor BBQ Grill?

Check-in begins at 3:00 PM.

What time is check-out at Oceanside Paradise in the FL Keys Free Kayaks Bikes Wifi Outdoor BBQ Grill?

Checkout is at 10:00 AM.

Where is Oceanside Paradise in the FL Keys Free Kayaks Bikes Wifi Outdoor BBQ Grill located?

Situated near the beach, this holiday home is within a 10-minute walk of Venture Out Keys, Venture Key and Out Key. Upper Sugarloaf Key and Florida Keys Beaches are also within 6 miles (10 km).

Reviews

9.8

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. 199 out of 222 reviews
Rating 8 - Good. 19 out of 222 reviews
Rating 6 - Okay. 4 out of 222 reviews
Rating 4 - Poor. 0 out of 222 reviews
Rating 2 - Terrible. 0 out of 222 reviews

9.8/10

Cleanliness

9.4/10

Amenities

10/10

Property conditions & facilities

10/10

Check-in

9.8/10

Communication

9.8/10

Location

10/10

Listing accuracy

Reviews

10/10 Excellent

Emma T.

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

Two day stay!

My mom and I were absolutely amazed by the property, we loved everything and hope to come back again!
Stayed 2 nights in Apr 2025

10/10 Excellent

Cody R.

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

Coastal heaven is correct

This place was lovely. Everything was there to ensure that we had a good time and had what we needed to keep the place orderly. Would definitely stay again. The pie waiting for us was a very nice extra touch.
Stayed 4 nights in May 2025

10/10 Excellent

william r.

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

Awesome

Very relaxing
Stayed 3 nights in May 2025

10/10 Excellent

aimee g.

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

Cudjie Key House

We loved this little house in Venture Out Resort. It was well stocked and had everything we needed except coffee, salt and pepper. The store on property was convenient. We used the bicycles to explore the property and ride to the pool. The location was convenient to Key West and Bahia Honda State Park. We would definitely stay again.
Stayed 3 nights in May 2025

10/10 Excellent

Verified traveller

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

It’s Awesome.

You should choose this place for your vacation anytime accept the week I wanna be there. Awesome place
Stayed 7 nights in Apr 2025

10/10 Excellent

Amber

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

Paradise awaits

The property and all of the amenities were absolutely amazing! Hosts Rick and Laura were very kind and made sure we enjoyed our stay. This was my first trip to the keys and I will definitely book again with them!
Stayed 3 nights in Apr 2025

10/10 Excellent

Ken P.

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

third stay

third time staying here well stocked and clean, property manager could not be more helpful.
Stayed 4 nights in Apr 2025

10/10 Excellent

Annie A.

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

Fantastic base to explore the Keys

Our family of 4 had a great time at this property, The house was clean and well equipped. The pool was closed during our stay, but we enjoyed the tennis courts, rec center, and bikes.The location was peaceful and centrally located to explore Key West and the Middle Keys. We would stay here again!
Stayed 5 nights in Mar 2025

10/10 Excellent

Susan F.

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

Great family vacation placr

We loved our stay here! This place had everything that we needed. The resort was safe for my kids to roam around for pickleball, swimming, and fishing. Thank you!
Stayed 6 nights in Mar 2025

10/10 Excellent

Gayle S.

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

Do not hesitant to book this house

This is a great house. The beds are comfortable, the kitchen well stocked with everything. Plus there are bikes, kayaks, and beach chairs available. We even got a key lime pie! Enjoyed it so much we will be back next year.
Stayed 6 nights in Mar 2025

10/10 Excellent

Robert F.

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

Great area

Nice accommodation. Clean and modern. Highly recommended.
Stayed 14 nights in Jan 2025

10/10 Excellent

Kristi Z.

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

Cute place

Good accomodations
Stayed 3 nights in Dec 2024

10/10 Excellent

cindy w.

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

Cudjoe key vacation

The property was assessed river and we had all of the amenities we needed.
Stayed 4 nights in Jan 2025

10/10 Excellent

Shellie L.

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

Simply Amazing!

What a perfect location. Impeccable home with adorable decor. It was perfectly equipped with everything and more than we even thought of.I would give 10 stars and I'm a neat freak!!!
Stayed 4 nights in Mar 2025

6/10 Okay

Josie S.

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

Girlfriend Trip

We enjoyed the balcony and the pool area. Overall property was clean. The pullout couch mattress could use a cleaning. We also found the living room tv very difficult to navigate.
Stayed 2 nights in Feb 2025

10/10 Excellent

Heidi S.

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

Nice accommodations

Liked having 2 bathrooms. Relaxing atmosphere.
Stayed 2 nights in Nov 2024

10/10 Excellent

Jonathan H.

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

NYE 2024

Absolutely perfect place to stay with Teens! Our two boys and daughter had unlimited activities to do. They loved it, we all thought it was perfect. Close to everything needed in the Keys. We may rent again next year. Jon
Stayed 5 nights in Dec 2024

10/10 Excellent

Carolyn F.

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

Perfection

This house was exactly what our family of 4 needed. Everything about the house was as described online! My husband and I, along with our 2 thirty-something aged children, were comfortable and felt right at home. The key lime pie that was waiting for us upon arrival was delicious! The cleanliness of the house was top-notch. We would definitely rent again
Stayed 5 nights in Jan 2025

10/10 Excellent

Elma S.

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

Family get together

We came to Skydive and we were close to the location. Everything we needed. Thank you for our Key Lime Pie welcome surprise. Enjoyed our stay. A direct light at the barbecue grill would be a suggestion. Overall 5 star for us!!!
Stayed 2 nights in Dec 2024

8/10 Good

Elaine B.

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

Nice getaway

Very nice property.
Stayed 5 nights in Aug 2024

10/10 Excellent

Jeremy A.

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

Keys to a great holiday

The Property was as advertised. Great location, had everything we needed, served as both a fantastic base camp between outings and home base. We were able to experience everything we wanted for Thanksgiving as well as hit all the Florida Key highlights (Key West, Bahia Honda , and Piegon Key to list a few), the Venture Out location amenities and activities were a fantastic fit for us as well. Would 100% come back and we are even looking for future dates already.
Stayed 7 nights in Nov 2024

10/10 Excellent

Chanh H.

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

Great Stay!

Great stay! Great amenities and clean
Stayed 2 nights in Feb 2022

10/10 Excellent

Brett W.

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

Great place

Great place. Would stay here again
Stayed 4 nights in May 2023

10/10 Excellent

Casey T.

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

Cudjo key

Great place! Awesome amenities!
Stayed 3 nights in Jun 2024

10/10 Excellent

Julia P.

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

GREAT PROPERTY!

Great location & wonderful park amenities! Beautifully decorated and clean home. We enjoyed our stay greatly.
Stayed 9 nights in Mar 2024

About the host

Hosted by Rick & Laura Penn

Host profile image
Hi! As a child we always vacationed in the Florida Keys and love being on the water fishing and enjoying the atmosphere in the keys. It's been our dream to own a vacation home in the keys, we would like to share our Paradise with you!

Languages:

English

Premier Host

They consistently provide great experiences for their guests