Consider a stay at Oceanside Paradise: Kayaks, Free WiFi, A/C, Grill, Elevated Deck, 24hr Security and take advantage of a playground, an arcade/games room and laundry facilities. For some rest and relaxation, visit the hot tub. Guests can connect to free in-room WiFi.
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.
Located in Summerland Key, this holiday home 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. Consider Boondocks Grille & Draft House for a night out or Looe Key National Marine Sanctuary if you're travelling with kids. Discover the area's water adventures with jet skiing and kayaking nearby, or enjoy the great outdoors with ecotours and cycling. Visit our Summerland Key travel guide
How much is parking at Oceanside Paradise: Kayaks, Free WiFi, A/C, Grill, Elevated Deck, 24hr Security?
On-site parking is available at the property.
What time is check-in at Oceanside Paradise: Kayaks, Free WiFi, A/C, Grill, Elevated Deck, 24hr Security?
Check-in begins at 3:00 PM.
What time is check-out at Oceanside Paradise: Kayaks, Free WiFi, A/C, Grill, Elevated Deck, 24hr Security?
Checkout is at 10:00 AM.
Where is Oceanside Paradise: Kayaks, Free WiFi, A/C, Grill, Elevated Deck, 24hr Security located?
This family-friendly Summerland Key holiday home is located on the waterfront, within a 15-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).
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This house was great for our whole family! Easy to get to. Quick and easy check in process. Tons to do and the host provided a lot to use if wanted (bikes for kids/adults, kayaks..). Our kids loved the pool more than anything, which was great!! Our host had all the amenities. Full kitchen with all we needed. Sheets/blankets pillows provided; washer/dryer worked well. We loved sitting out on the balcony while there. Overall, great experience!!
We had a great Vacation stay. The house was well stocked with what we needed. The house was clean. We loved the location on the keys. Cudjoe was perfect. The pool was nice in the afternoon. Thanks for a great stay!
This property was clean and comfortable and had everything we needed. The best part was access to the Kayaks, multiple bikes, beach umbrellas, chairs, towels and fishing gear. The appliances were new and everything worked great. There are (2) bedrooms and the beds are a bit small but they were comfortable.
The property and Venture Out community were as described and very well maintained. The check in process was smooth and the whole experience is turn key. The house itself was very clean with several extras supplied, including linens, towels, and daily use kitchen items, in addition to Kayaks and bicycles. Highly recommend this home and the community as a base camp if you’re looking for a peaceful setting with an easy commute to Key West or the middle keys
Spent most of my time out on the Deck, both day and night. Weather fantastic!! Loved having kayaks & bicycles at anytime. Host takes extreme pride in their property and it shows!!! Neighbors very friendly and helpful! Loved having paper instructions to activate TV and learn about activities within the complex. Definitely a 20 out of 10 property and I’d love to stay again!!! Thank you!!
Stayed 30 nights in Mar 2026
Verified review
10/10 Excellent
Shelley
25 Dec 2025
Liked: Cleanliness, property conditions & facilities, communication
Absolutely love love love Venture Out! This unit is phenomenal! We had an amazing family vacay!
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.
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.
Well supplied, nice amenities, great location easy drive to Key West and Marathon without all the congestion of staying there. Nice convenient location.
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.
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!
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!
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