Entire home

Oceanside Paradise in the FL Keys Free Kayaks Bikes Community Pool & Hot Tub

Photo gallery for Oceanside Paradise in the FL Keys Free Kayaks Bikes Community Pool & Hot Tub

Exterior
Outdoor dining
Property grounds
Terrace/patio
Living area

Reviews

9.8 out of 10, Loved by Guests
Top 10% of guest reviews in this area

Highlights

  • Top-rated comfy beds
    Guests liked the comfy beds here.
  • Pickleball on-site
    A rare find — enjoy pickleball without leaving the property.
  • Centrally-located
    You're never far from where you need to be with this convenient location.
2 bedrooms2 bathroomsSleeps 6

Popular amenities

  • Porch or veranda
  • Spa pool on site
  • Swimming pool
  • Barbecue
  • Air-conditioning
  • Free Wi-Fi

Explore the area

View map
Cudjoe, FL
  • Place, Upper Sugarloaf Key
    ‪7 min drive‬
  • Place, Florida Keys Beaches
    ‪7 min drive‬
  • Place, Upper Sugarloaf Sound
    ‪8 min drive‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪39 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 Community Pool & Hot Tub

This property has 2 bedrooms 2 baths and sleeps 6 with all updated appliances furniture.& wifi 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.

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House Rules

Check in after 3:00 PM
Minimum age to rent: 24
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

Property # 1759891vb
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 Bahia Honda State Park 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 - 7 min drive - 7.3 km
  • Florida Keys Beaches - 7 min drive - 7.4 km
  • Upper Sugarloaf Sound - 8 min drive - 8.6 km
  • Lower Sugarloaf Sound - 11 min drive - 12.1 km
  • National Key Deer Refuge Visitor Center - 16 min drive - 18.9 km

Getting around

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

Restaurants

  • ‪Boondock's Grille & Drafthouse - ‬9 min drive
  • ‪Morning Joint - ‬16 min walk
  • ‪Kiki's Sandbar - ‬11 min drive
  • ‪The Bent Prop - ‬6 min drive
  • ‪Square Grouper Bar and Grill - ‬20 min walk

Frequently asked questions

Does Oceanside Paradise in the FL Keys Free Kayaks Bikes Community Pool & Hot Tub have a pool?

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

How much does it cost to stay at Oceanside Paradise in the FL Keys Free Kayaks Bikes Community Pool & Hot Tub?

As of 15 June 2026, prices found for a 1-night stay for 2 adults at Oceanside Paradise in the FL Keys Free Kayaks Bikes Community Pool & Hot Tub on 5 July 2026 start from AU$639, 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 Oceanside Paradise in the FL Keys Free Kayaks Bikes Community Pool & Hot Tub pet-friendly?

No, pets are not allowed at this property.

How much is parking at Oceanside Paradise in the FL Keys Free Kayaks Bikes Community Pool & Hot Tub?

On-site parking is available at the property.

What time is check-in at Oceanside Paradise in the FL Keys Free Kayaks Bikes Community Pool & Hot Tub?

Check-in begins at 3:00 PM.

What time is check-out at Oceanside Paradise in the FL Keys Free Kayaks Bikes Community Pool & Hot Tub?

Checkout is at 10:00 AM.

Where is Oceanside Paradise in the FL Keys Free Kayaks Bikes Community Pool & Hot Tub located?

Situated near the beach, this holiday home is within a 10-minute walk of Venture Out Keys, Venture Key and Out Key. Florida Keys Beaches and Upper Sugarloaf Key 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. 226 out of 253 reviews
Rating 8 - Good. 21 out of 253 reviews
Rating 6 - Okay. 5 out of 253 reviews
Rating 4 - Poor. 0 out of 253 reviews
Rating 2 - Terrible. 1 out of 253 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

9.8/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Scott D.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great place to stay. The whole family loved it.
Stayed 4 nights in Jun 2026
Response from VrboOwner on 14 June 2026
Thanks for the great review we are glad you enjoyed your stay & look forward to having you back Thanks Rick & Laura
Verified

10/10 Excellent

Beau S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
It was a nice property and we enjoyed our stay
Stayed 4 nights in May 2026
Response from VrboOwner on 22 May 2026
Thanks for the great review we are glad you enjoyed your stay & look forward to having you back Thanks Rick & Laura
Verified

10/10 Excellent

Jon W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Had a great time at Oceanside Paradise, had everthing we needed and the fishing was fantastic.
Stayed 2 nights in May 2026
Response from VrboOwner on 9 May 2026
thanks for the great review look forward to having you back
Verified

10/10 Excellent

Joy B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We loved the home and the entire Venture out facility. Biking was so much fun.
Stayed 2 nights in Jun 2026
Response from VrboOwner on 6 June 2026
Thanks for the great review we are glad you enjoyed your stay & look forward to having you back Thanks Rick & Laura
Verified

10/10 Excellent

Carol

Liked: Cleanliness, check-in, communication, location, listing accuracy
The property is very clean! Plenty of space for all five of us. Area for cooking was perfect.Great location!The owners are very helpful in providing information and answering questions!
Stayed 3 nights in May 2026
Response from VrboOwner on 30 May 2026
Thanks for the great review we are glad you enjoyed your stay & look forward to having you back Thanks Rick & Laura
Verified

10/10 Excellent

Verified traveller

Liked: Cleanliness, check-in, communication, location, listing accuracy
This was our third year stay at this location. We have always thoroughly enjoyed our stay. Thanks for such a nice place.
Stayed 8 nights in Apr 2026
Response from VrboOwner on 29 Apr 2026
Thanks for the great review we are glad you enjoyed your stay & look forward to having you back Thanks Rick & Laura
Verified

10/10 Excellent

Andrea B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The accommodation was very clean and equipped with everything one could possibly need for a comfortable stay. We enjoyed it very much.
Stayed 3 nights in Apr 2026
Response from VrboOwner on 20 Apr 2026
Thanks for the great review we are glad you enjoyed your stay & look forward to having you back Thanks Rick & Laura
Verified

10/10 Excellent

Amy A.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This is a beautiful updated propery in a geat resort setting. The entire house is fully equipped.we had a lovely stay and look forward to going back!
Stayed 16 nights in Mar 2026
Response from VrboOwner on 21 Mar 2026
Thanks for the great review we are glad you enjoyed your stay & look forward to having you back Thanks Rick & Laura
Verified

10/10 Excellent

Lori R.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Was fully stock. Everything was very nice!
Stayed 5 nights in Apr 2026
Response from VrboOwner on 16 Apr 2026
Thanks for the great review we are glad you enjoyed your stay & look forward to having you back Thanks Rick & Laura
Verified

10/10 Excellent

Gayle S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Do not hesitate to rent this house. Well stocked, comfy beds, bikes and kayaks are an added bonus! Great gated safe community. Everything perfect!
Stayed 6 nights in Mar 2026
Response from VrboOwner on 16 Apr 2026
Thanks for the great review we are glad you enjoyed your stay & look forward to having you back Thanks Rick & Laura
Verified

10/10 Excellent

Colleen V.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Our amenities were above what was expected compared to other properties. Our place was a home away from home.
Stayed 16 nights in Feb 2026
Response from VrboOwner on 6 Mar 2026
Thanks for the great review we are glad you enjoyed your stay & look forward to having you back Thanks Rick & Laura
Verified

10/10 Excellent

Lawrence W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a Great Stay!
Stayed 4 nights in Oct 2025
Response from VrboOwner on 21 Nov 2025
Thanks for the great review we are glad you enjoyed your stay & look forward to having you back Thanks Rick & Laura
Verified

10/10 Excellent

Thomas W.

Liked: Cleanliness, check-in, communication, listing accuracy
Host was very responsive and amenities were great. It was clean and comfortable.
Stayed 14 nights in Jan 2026
Response from VrboOwner on 2 Feb 2026
Thanks for the great review we are glad you enjoyed your stay & look forward to having you back Thanks Rick & Laura
Verified

10/10 Excellent

Nikki M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Host was communicative and quick to respond. Amenities were beautiful and enjoyable.
Stayed 4 nights in Feb 2026
Response from VrboOwner on 6 Feb 2026
Thanks for the great review we are glad you enjoyed your stay & look forward to having you back Thanks Rick & Laura
Verified

10/10 Excellent

michelle r.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The unit was immaculately clean, absolutely adorable and they even left a welcome Keylime pie in the refrigerator for us. I had one minor issue that required the property manager to attend to- I no sooner reached out to the owners & the property manager was there & fixed issue immediately. Pool and property is great. Unit is not far from pool or the water but not right on the water. Definitely recommend property.
Stayed 4 nights in May 2026
Response from VrboOwner on 13 May 2026
Thanks for the great review we are glad you enjoyed your stay & look forward to having you back Thanks Rick & Laura
Verified

10/10 Excellent

Nancy A.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We enjoyed our stay, and especially enjoyed having easy access to kayaks and bicycles that were in good condition.
Stayed 3 nights in Nov 2025
Response from VrboOwner on 21 Nov 2025
Thanks for the great review we are glad you enjoyed your stay & look forward to having you back Thanks Rick & Laura
Verified

6/10 Okay

Kristina J.

Liked: Cleanliness, check-in, communication, listing accuracy
Disliked: Location
The unit and facility were well equipped. The listing did not explain that the unit was within a trailer park which was disappointing.
Stayed 5 nights in Mar 2026
Response from VrboOwner on 28 Mar 2026
Venture Out is not a trailer park it is a gated community with manufactured homes & RV sites
Verified

8/10 Good

Liz H.

Liked: Cleanliness, communication
Disliked: Listing accuracy
Host, amenities
Stayed 3 nights in Jan 2026
Response from VrboOwner on 15 Jan 2026
thanks
Verified

10/10 Excellent

Mark S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We really enjoyed the bikes. Would have liked to use the kayaks but the weather was too cold.
Stayed 4 nights in Dec 2025
Response from VrboOwner on 10 Jan 2026
Thanks for the great review we are glad you enjoyed your stay & look forward to having you back Thanks Rick & Laura
Verified

10/10 Excellent

Kathleen C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Nice place. Perfect size for family with 2 college age kids. Biked around the complex. Used the hot tub. Easy drive to Key West. Kitchen well stocked. Beds comfortable.
Stayed 4 nights in Dec 2025
Response from VrboOwner on 27 Dec 2025
Thanks for the great review we are glad you enjoyed your stay & look forward to having you back Thanks Rick & Laura
Verified

10/10 Excellent

Sheila L.

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

Wonderful Stay

We really enjoyed staying here.
Stayed 5 nights in May 2022
Response from VrboOwner on 7 June 2022
Thank You for the 5 star review look forward to having you back Thanks Rick & Laura
Verified

10/10 Excellent

Aleshia F.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had an amazing time. The house was great and loved the neighborhood.
Stayed 5 nights in Aug 2025
Response from VrboOwner on 8 Aug 2025
Thanks for the great review we are glad you enjoyed your stay & look forward to having you back Thanks Rick & Laura
Verified

10/10 Excellent

Maureen F.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We loved the unit— it was immaculately clean, tastefully decorated, and well maintained. The Key Lime pie was a nice surprise, but the cherry on the top was the bicycles and kayaks. It was great fun riding around the park, and kayaking in and out of the canals! Thank you so much!!
Stayed 2 nights in Dec 2025
Response from VrboOwner on 19 Dec 2025
Thanks for the great review we are glad you enjoyed your stay & look forward to having you back Thanks Rick & Laura
Verified

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
Response from VrboOwner on 14 Apr 2025
Thanks for the great review we are glad you enjoyed your stay & look forward to having you back Thanks Rick & Laura
Verified

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
Response from VrboOwner on 5 Mar 2022
Thanks for the great review look forward to having you back Thanks Rick & Laura

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

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