Top 10% of guest reviews in this areaTop 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
Cudjoe, FL
Upper Sugarloaf Key
Place, Upper Sugarloaf Key
7 min drive
Florida Keys Beaches
Place, Florida Keys Beaches
7 min drive
Upper Sugarloaf Sound
Place, Upper Sugarloaf Sound
8 min drive
Key West, FL (EYW-Key West Intl.)
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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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.
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.
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!
Carol
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
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.
michelle r.
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
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.
Kathleen C.
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
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!!
Maureen F.
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
Thanks for the great review look forward to having you back
Thanks Rick & Laura
About the host
Hosted by Rick & Laura Penn
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