Title: Oceanside Paradise: Kayaks, Free WiFi, A/C, Grill, Elevated Deck, 24hr Security - Latest Reviews, Deals & Photos 2026 - Expedia.ca [See all properties](http://www.expedia.ca/Hotel-Search?regionId=&selected=19092385&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # Oceanside Paradise: Kayaks, Free WiFi, A/C, Grill, Elevated Deck, 24hr Security Waterfront vacation home with an outdoor pool and a hot tub ## Photo gallery for Oceanside Paradise: Kayaks, Free WiFi, A/C, Grill, Elevated Deck, 24hr Security ![Outdoor dining - Oceanside Paradise: Kayaks, Free WiFi, A/C, Grill, Elevated Deck, 24hr Security (Cudjoe Key)](https://images.trvl-media.com/lodging/20000000/19100000/19092400/19092385/d0245a3c.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Sun loungers, beach towels - Oceanside Paradise: Kayaks, Free WiFi, A/C, Grill, Elevated Deck, 24hr Security (Cudjoe Key)](https://images.trvl-media.com/lodging/20000000/19100000/19092400/19092385/9f4f1296.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Exterior - Oceanside Paradise: Kayaks, Free WiFi, A/C, Grill, Elevated Deck, 24hr Security (Cudjoe Key)](https://images.trvl-media.com/lodging/20000000/19100000/19092400/19092385/f97179a9.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Property grounds - Oceanside Paradise: Kayaks, Free WiFi, A/C, Grill, Elevated Deck, 24hr Security (Cudjoe Key)](https://images.trvl-media.com/lodging/20000000/19100000/19092400/19092385/5cbd1d5a.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Sun loungers, beach towels - Oceanside Paradise: Kayaks, Free WiFi, A/C, Grill, Elevated Deck, 24hr Security (Cudjoe Key)](https://images.trvl-media.com/lodging/20000000/19100000/19092400/19092385/27eda64c.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Location - Amenities - Policies Escape to Venture Out, a waterfront community in the Florida Keys. Relax on the elevated covered deck of this 2-bedroom home and take advantage of kayaks, bikes, and beach towels for pool or beach use. With amenities like a stainless steel gas grill and outdoor dining areas. ## Reviews 9.8 Exceptional ### Entire home 2 bedrooms2 bathroomsSleeps 6864 sq ft ## Popular amenities - Ocean view - Kitchen - Washer - Dryer ## Add dates for prices Check-in Check-out Travellers ## About this property ### Entire place You'll have the entire home to yourself and will only share it with other guests in your party. ### Oceanside Paradise: Kayaks, Free WiFi, A/C, Grill, Elevated Deck, 24hr Security Description: Beautiful newer 2 bedroom / 2 bath elevated tropical home near a waterfront common area in Venture Out, an Oceanside residential community (Unit #618). Relax on a large elevated covered deck for outdoor dining and entertaining and a downstairs covered area with high top table, lounge chairs and covered parking. A stainless steel gas grill enhances the outdoor dining. The home can sleep up to 6 adults in comfort. The open Living area includes a cathedral ceiling, a full kitchen with stainless steel appliances with all dishes, silverware and cooking equipment, a dining room with a table for 6 and a living room. The living room has a queen size sleeper sofa, chairs and love seat, a 50' Flat Screen Roku TV w/ enhanced cable and DVD game inputs, AM/FM CD player. Also included is a wheeled beverage cart that can be used indoors or on the deck. The Master Bedroom has a queen bed with a 32' flat screen HD Smart Roku TV w/DVD, a double walk in mirrored closet and a full-size master bathroom with shower, vanity sink, toilet, and towels. The Guest room has a queen bed, a 40” flat screen Smart Roku HDTV, DVD player, a walk in closet and a 2nd full-sized bathroom with shower, vanity sink, toilet, and towels just a few steps down the hall. Off of this bathroom is a stacked washer and dryer combo for your use. Additional unit amenities include: Free Use of 4 kayaks, adult and children's bikes, Central Air Conditioning, Free WIFI, Washer/Dryer, Dishwasher, Ceiling fans, Microwave, Regular and K Cup Coffee maker, AM/FM CD player, Ice-maker, Ironing board, iron, hair dryers and beach towels for the pool or beach. The community amenities include: 24 hour security, Lighted tennis and pickle ball courts, Olympic-sized heated pool, kiddie pool, spa Jacuzzi, ping pong, bocce ball courts, pickle ball, lighted basketball court, children's playground, pool table, darts, Marina complete with 2 ramps, gas, store, ATM and fish cleaning station, boat trailer parking onsite, open water picnic areas, ocean front tiki hut, lending library, post office - and MORE - ALL IN A GATED COMMUNITY with a mixture of RV sites and manufactured homes where you can feel safe and secure. Six bikes (4 adult - 2 child) are provided for your riding pleasure at no extra charge. We also have sports equipment, fishing poles with basic tackle, a cooler and 6 beach chairs and umbrellas for trips to the beach, pool or off site. Bring your boat! There is no charge for launching in at the Venture Out Marina (There is a small charge for overnight parking). The Florida Keys have some of the best fishing in the world! (Boat and trailer parking, as available is an additional daily charge by the park.) It is also a great spot for launching Kayaks. You can swim or fish from our open water areas. There are several Tiki Huts on the open water where picnicking is perfect! KEY WEST is a twenty five minute drive down US Route 1\. Experience the fabulous SUNSET CELEBRATION every night at Mallory Square. Take a day trip to the Dry Tortugas. DANCE the night away at Hog's Breath Saloon, Sloppy Joe's or one of the many bars of Key West. VISIT the Southernmost point, Hemmingway’s house, Key West Light and Fort Zachary Taylor. Take a sightseeing tour on the Key West Trolley or Conch Train. ENJOY a beautiful sunset cruise, snorkeling, SCUBA diving, fishing, parasailing and so much more. Or you can simply enjoy a good book or the company of your family or spouse on the grounds of the resort. Within several minutes we have some great restaurants. They include The Square Grouper, Boondocks and Loo Key Restaurant to name a few. Most offer good food, open air dining, reasonable prices and a relaxed atmosphere. The Marina Store within walking distance in the park stocks many necessities, such as soft drinks, BEER and WINE. The Store also has a 24 hour ATM SORRY, THIS IS A NO SMOKING / NO PET HOUSE. Smoking is allowed in the lower area (ground level) of the home. This is a very clean rental unit with numerous amenities offered at a very reasonable rate. You will not be disappointed! We know you will have a marvelous time here in the gorgeous FLORIDA KEYS! Please note that there is a $125.00 one time per party entry fee for our gated community that you will have to pay at the front gate. Driving Distance: 3 Hours from Miami, and 3 1/2 Hours from FT. Lauderdale. 25 Minutes from Key West and Big Pine Key, home of the famous Key Deer. Keywords: House \*Free WiFi \*A/C \*Outdoor Grill ## Property amenities ### Beach - Beach loungers - Beach towels ### Pool/Spa - Communal pool - Fenced private pool - Heated pool - Hot tub - Outdoor pool ### Internet - Available in the house: Free WiFi ### Parking and transportation - Car recommended - RV/bus/truck parking (surcharge) on site ### Kitchen - Blender - Coffee/tea maker - Cookware, dishware, and utensils - Dishwasher - Electric kettle - Ice maker - Kitchen island - Lobster/crab pot - Microwave - Oven - Paper towels - Refrigerator - Spices - Stovetop - Toaster ### Dining - Dining table ### Bedrooms - 2 bedrooms - Bedsheets provided - Sofa bed ### Bathroom - 2 bathrooms - Hair dryer - Shower - Soap - Toilet paper - Towels provided ### Living spaces - Dining table - Living room ### Entertainment - Books - CD player - DVD player - Games - Music library - Smart TV with cable/satellite channels - Stereo - Video library ### Outdoor areas - Balcony - Gas grill - Outdoor furniture - Picnic area ### Laundry - Laundry facilities - Washer/dryer ### Work spaces - Printer ### Comfort - Air conditioning - Ceiling fan - Heating ### Pets - No pets allowed ### Suitability/Accessibility - If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking. - Upper floors accessible by stairs only - Wheelchair accessibility - Wheelchair-accessible path of travel - Designated smoking areas - Note from host: ONLY outside the unit with proper disposal. ### Services and conveniences - Iron/ironing board - Meal delivery service - Phone ### Location highlights - Near the bay - Near the marina - Near the ocean - On the waterfront ### Things to do - 2 outdoor pickleball courts - Arcade/game room - Bicycles - Billiards/pool table - Fish cleaning table - Heated pool - Kayak - Table tennis - Tennis - Water sports equipment - Basketball nearby - Birdwatching nearby - Cycling nearby - Ecotours nearby - Fishing nearby - Golfing nearby - Jet skiing nearby - Kayaking nearby - Motor boating nearby - Parasailing nearby - Sailing nearby - Scuba diving nearby - Snorkeling nearby - Swimming nearby - Water skiing nearby - Water tubing nearby - Wildlife walks nearby - Windsurfing nearby ### Safety features - No carbon monoxide detector or gas appliances (host has indicated there are no carbon monoxide detectors or gas appliances on the property) - Smoke detector (host has indicated there is a smoke detector on the property) - First aid kit - Fire extinguisher ### General - Bicycles - Gated community - Property located in a resort - Unit size: 864 square feet ## Similar properties ![Exterior](https://images.trvl-media.com/lodging/35000000/34340000/34339600/34339538/1053a17e.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Enjoy Caribbean weather in the USA. 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Additional vehicles will need to go into overflow for $5-$10 per night depending on size if space available A 1-time per reservation Venture Out registration fee of $125.00 is due upon arrival paid cash or credit card. ### Pets Pets not allowed ### Children and extra beds Children are welcome Note from host: Some children's games, movies, and 2 bikes ### Events Events allowed ### Smoking Smoking allowed: in designated areas ONLY outside the unit with proper disposal. ## 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 Parties and events are allowed on site; maximum attendees: 6 Host has indicated there are no carbon monoxide detectors or gas appliances on the property Host has indicated there is a smoke detector on the property Safety features at this property include a fire extinguisher and a first aid kit 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 ### We should mention This property does not have elevators A car is recommended for transportation to and from this property ## About the area Located in Summerland Key, this vacation home is on the waterfront. Florida Keys Beaches and Bahia Honda State Park reflect the area's natural beauty and area attractions include Blue Hole and Big Munson Island. Be sure to check out the area's animals with activities such as game walks and birdwatching. [Visit our Summerland Key travel guide](https://www.expedia.ca/Summerland-Key.dx6177802) [View more Vacation homes in Summerland Key](https://www.expedia.ca/Summerland-Key-Private-Vacation-Homes.d6177802-aaPrivateVacationHomes.Travel-Guide-Accommodation) ![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6&zoom=13&markers=icon:https%3A%2F%2Fa.travel-assets.com%2Ftravel-assets-manager%2Feg-maps%2Fproperty.png%7C24.65724%2C-81.47474&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=L66LnjeAmygraBQ6OvbpSG9B1h0=) Cudjoe Key, FL ### What's nearby - ![Beach and Pier at Sunset, Florida, USA](https://images.trvl-media.com/place/553248635976496782/1bfe637a-381c-425d-ba50-7340e2c8b6bb.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Florida Keys Beaches 6 min drive \- 6.4 km - ![Lower Sugarloaf Sound](https://images.trvl-media.com/place/1187/b42a0b6b-5eb4-455f-a9d2-51a80c178105.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Lower Sugarloaf Sound 11 min drive \- 11.5 km - Upper Sugarloaf Key 6 min drive \- 6.6 km - Upper Sugarloaf Sound 7 min drive \- 7.9 km - National Key Deer Refuge Visitor Center 15 min drive \- 17.2 km ### Getting around - Key West Intl. Airport (EYW) 30 min drive ### Restaurants - Boondock's Grille & Drafthouse 10 min drive - Kiki's Sandbar 12 min drive - Morning Joint 3 min drive - Broil 5 min drive - 5 Brothers Two 9 min drive ## Frequently asked questions ### Does Oceanside Paradise: Kayaks, Free WiFi, A/C, Grill, Elevated Deck, 24hr Security have a pool? ### Is Oceanside Paradise: Kayaks, Free WiFi, A/C, Grill, Elevated Deck, 24hr Security pet-friendly? ### How much is parking? ### What time is check-in at Oceanside Paradise: Kayaks, Free WiFi, A/C, Grill, Elevated Deck, 24hr Security? ### What time is check-out at Oceanside Paradise: Kayaks, Free WiFi, A/C, Grill, Elevated Deck, 24hr Security? ### Where is Oceanside Paradise: Kayaks, Free WiFi, A/C, Grill, Elevated Deck, 24hr Security located? ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## Oceanside Paradise: Kayaks, Free WiFi, A/C, Grill, Elevated Deck, 24hr Security Reviews ## Reviews ### Exceptional All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative. [More information](https://www.expedia.ca/lp/b/content-guidelines) 10 - Excellent 227 8 - Good 31 6 - Okay 2 4 - Poor 1 2 - Terrible 1 ### 9.8 Cleanliness ### 9.6 Location ### 9.6 Property conditions & facilities ## Reviews ### 10/10 Excellent #### Shelley Dec 25, 2025 Liked: Cleanliness, property conditions & facilities, communication Absolutely love love love Venture Out! This unit is phenomenal! We had an amazing family vacay! ![](https://a.travel-assets.com/ugc/hotel-reviews/bb8fe821-fd8d-414c-8c81-96e040402d6b-1766678216165.jpg?impolicy=resizecrop&rw=204&ra=fit&q=high) ![](https://a.travel-assets.com/ugc/hotel-reviews/7e200cb9-9584-4a2b-a24a-dd4d25789068-1766678215143.jpg?impolicy=resizecrop&rw=204&ra=fit&q=high) ##### Shelley Stayed 6 nights in Dec 2025 ### 10/10 Excellent #### Kylene B. Jul 30, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy Everything was great from check in to the venture out community and facilities to the actual home we loved it all. ##### Kylene B. Stayed 3 nights in Jul 2025 ### 10/10 Excellent #### Dawn K. Aug 30, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy The property was spacious, clean and as listed. We had a very nice day. ##### Dawn K. Stayed 4 nights in Aug 2025 ### 10/10 Excellent #### Crystal B. Sep 16, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy The home was very nice and exactly like photos. Just a little distance from the pool so rented a golf cart which was nice. Owner was very responsive when we had an issue with the grill and had it fixed promptly. ##### Crystal B. Stayed 13 nights in Aug 2025 ### 10/10 Excellent #### Deborah F. Apr 9, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great place to stay! Home was clean and great location! Would definitely stay here again! ##### Deborah F. Stayed 3 nights in Mar 2025 ### 10/10 Excellent #### Edward M. Apr 25, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great homebase in Keys Wonderful place to stay in the Keys for our family. All the items you need and great location. Would return again! ##### Edward M. Stayed 3 nights in Apr 2025 ### 10/10 Excellent #### Jamie G. Apr 19, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Girls trip Had a great time. And the pool was excellent. ##### Jamie G. Stayed 7 nights in Apr 2025 ### 10/10 Excellent #### JOHN S. Mar 28, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Spring break getaway Had a great time at the property many amenities to enjoy. Perfect location to bounce from key to key would definitely come back again. ##### JOHN S. Stayed 5 nights in Mar 2025 ### 10/10 Excellent #### ryan q. May 14, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Fantastic Property Very well maintained and well stocked property. Development is well maintained and managed, along with good amenities. Location is convienent for this area of the Keys. ##### ryan q. Stayed 7 nights in Apr 2025 ### 10/10 Excellent #### Lillian B. Jun 2, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Clean, Inviting, Relaxing Overall, we had a great time. The rental was clean, well equipped, if you chose to cook. My sister and I loved it being close to Key West, plus several good restaurants in immediate area. Neighbors were quiet. Love having car under house, it was always cool. ![Sunrise](https://a.travel-assets.com/ugc/hotel-reviews/52003693-bdaf-448d-9996-ee0548a56391-1748887254359.jpg?impolicy=resizecrop&rw=204&ra=fit&q=high) ![Sunset](https://a.travel-assets.com/ugc/hotel-reviews/f3d5e42f-feb9-4f81-8c50-87958a368c9b-1748887254277.jpg?impolicy=resizecrop&rw=204&ra=fit&q=high) ##### Lillian B. Stayed 4 nights in May 2025 ### 10/10 Excellent #### Jessica R. May 25, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great Getaway!! My sister and I booked this property for our week long trip to explore the Keys. We wanted a location that where we could relax on days we were not traveling and Venture Out delivered! The home was very clean and provided the basic necessities that gave it a home-like feel. Although we did not use them, we felt that the outdoor activity amenities were very convenient and thoughtful. We both agreed that we would stay here again. ##### Jessica R. Stayed 5 nights in May 2025 ### 10/10 Excellent #### Smith's Island R. Mar 15, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Family Keys 2025 We loved our stay. Our friends took us out to the Gulf and Atlantic almost every day. It was a lovely stay. Our kids loved the bikes and pool. We enjoyed the hot tub. We hope to be back soon! ##### Smith's Island R. Stayed 7 nights in Mar 2025 ### 10/10 Excellent #### Verified traveller Nov 23, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Denise Beautiful place! Great location! ##### Verified traveller Stayed 5 nights in Nov 2024 ### 10/10 Excellent #### Verified traveller Mar 8, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Cudjoe Key Property was in a wonderful gated community with ocean views very convenient to Key West & other lower keys. The property was very clean & well stocked with everything for the kitchen. It was comfortable, befs were great & visit was very enjoyable. ##### Verified traveller Stayed 3 nights in Mar 2025 ### 10/10 Excellent #### Philip C. Oct 31, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great Experience Very clean and quiet. Great amenities. Friendly staff. Would stay there again and recommend to our friends. ##### Philip C. Stayed 7 nights in Oct 2024 ### 10/10 Excellent #### Diann W. Sep 28, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great location Nice house with everything you need. Large pool, gaming area, gated community. Convenient location 30 minutes to Key West. ##### Diann W. Stayed 4 nights in Sep 2024 ### 10/10 Excellent #### Paul S. Mar 26, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Nice convenient location. Well supplied, nice amenities, great location easy drive to Key West and Marathon without all the congestion of staying there. Nice convenient location. ##### Paul S. Stayed 6 nights in Mar 2024 ### 10/10 Excellent #### The T. Jul 17, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Perfect Family Stay Nice & quiet, has small convenience store, love the 9ft swimming pool and large/spacious pool area, bikes for 4 kids and 2 adults (other toys, too), enough space for our needs and all the necessities of home -especially the washer/dryer. Perfect distance to Key West, too. ##### The T. Stayed 4 nights in Jul 2024 ### 8/10 Good #### Claire R. Mar 4, 2025 Liked: Cleanliness, check-in, communication, listing accuracy #### Interesting Development Our home was nice, but it is an interesting development with RVs, permanent trailers, and homes of various types. We did not get a chance to use any of the amenities as it was a quick stay and we were busy. The location is good. The house was comfortable, but could use an upgraded bed. ##### Claire R. Stayed 3 nights in Feb 2025 ### 10/10 Excellent #### Amanda Sep 2, 2024 Liked: Cleanliness, amenities, property conditions & facilities, communication This unit had everything we needed!! It was so clean and in a perfect location. Already planning another trip. ##### Amanda Stayed 4 nights in Aug 2024 ### 10/10 Excellent #### Douglas P. Apr 15, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Perfect Location Beautiful house in a gated community. Comfortable beds and a well stocked kitchen. 35 min to Key West, close to beaches and great restaurants nearby. We would not hesitate to stay here again! ##### Douglas P. Stayed 3 nights in Apr 2024 ### 10/10 Excellent #### Bob K. Jan 25, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### A great place for fishing or sunning! We stayed for 5 nights in this clean and neat and very handy residence in Cudjoe Key..We caught fish right form the property (this was a fishing trip for my son and me) Highly recommended! ##### Bob K. Stayed 4 nights in Jan 2024 ### 10/10 Excellent #### David B., Westminster, Colorado Jan 29, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Relaxing enjoyable place near the water Property was as advertised, neighborhood was welcoming and the amenities including the hot tub, pool, bicycles and kayaks included with the property made this a relaxing enjoyable visit to the southern Florida keys ##### David B. Stayed 4 nights in Jan 2024 ### 10/10 Excellent #### Deanne T. Dec 26, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Graduation present Took our boys on a bucket list trip to go fishing off the keys for a college graduation present. We all had a blast . The house is in a perfect location on Cudjoe key about a half hour from key west. Quiet location with a nice boat launch ##### Deanne T. Stayed 6 nights in Dec 2024 ### 10/10 Excellent #### Terry C., Atlanta Oct 29, 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Fantasy Fest bungalow , Clean, and enjoyable, two bedroom, two bath on the ocean side was perfect and met all our needs. ##### Terry C. 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