A rare find — challenge friends and family to endless matches.
2 bedrooms2 bathroomsSleeps 6
Popular amenities
Heated pool
Hot tub on site
Onsite parking available
Kitchen
Washing machine
Air-conditioning
Explore the area
Cudjoe Key, FL
Upper Sugarloaf Key
Place, Upper Sugarloaf Key
7 min drive
Florida Keys Beaches
Place, Florida Keys Beaches
8 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.)
38 min drive
Rooms & beds
2 bedrooms (sleeps 6)
Common Space
1 Double Sofa Bed
Guest Bedroom
1 Queen Bed
Primary Bedroom
1 King Bed
2 bathrooms
Guest Bathroom
Bathtub or shower · Toilet
Primary Bathroom
Toilet · Shower only
Spaces
Deck or patio
Kitchen
Balcony
Separate dining area
Outdoor play area
Dining area
About this property
Waterfront 2BR in Venture Out with 35' Dock, Pool & Marina Basin Views
Waterfront 2BR in Venture Out with 35' Dock, Pool & Breathtaking Views Welcome to Oceanfront Oasis #373, a beautiful 2 bedroom, 2 bathroom waterfront home located inside the private gated community of Venture Out on Cudjoe Key. This inviting retreat is ideal for couples, boaters, and anglers looking to enjoy the Florida Keys with direct water access, resort style amenities, and effortless island living. The Space This canal front stilted home features an open floor plan and is perfectly positioned in the marina basin with spectacular water views and a front row seat to the boats heading in and out of the marina. The bright and airy living space is designed for comfort after a full day on the water. The dining room table has seating for 6, plus 3 extra seats at the breakfast bar. There is a drip coffee maker to enjoy your favorite morning brew. The living room features a smart TV and comfortable seating, creating a relaxing place to unwind. The home is cooled by central air conditioning and offers high speed Wi-Fi throughout. A washer and dryer are also provided, making longer stays and boating trips easy and convenient. Bedrooms & Sleeping Arrangements Primary Bedroom: King size bed with a smart TV Guest Bedroom Queen size bed with a smart TV Living Area: Queen size sofa bed Maximum occupancy: 6 guests Bathrooms: The home features two full bathrooms. Primary Bathroom: Shower Guest Bathroom: Shower/tub combination Waterfront Living, Boating & Fishing Oceanfront Oasis #373 is a true boater and angler friendly getaway, featuring a 35 foot concrete dock that can accommodate boats up to approximately 32 feet, with easy access to open water. The private dock includes cleats, heavy duty dock posts, a swim ladder, water for rinsing down your boat, and an outdoor shower. You are also conveniently located near the marina for fuel, bait, and supplies. Just a short boat ride away is Looe Key, one of the most famous reef systems in the Florida Keys, offering world class snorkeling, diving, and vibrant marine life in crystal clear waters. Picnic Island is a nearby local sandbar favorite, perfect for relaxing after a morning of fishing. Enjoy quick access to both: The Atlantic Ocean for offshore and reef fishing The Gulf backcountry for exceptional flats and inshore fishing After a full day outdoors, fire up the propane gas grill and prepare your fresh catch or an easy island style dinner. Community Amenities at Venture Out Venture Out is one of the most amenity-rich communities in the Lower Florida Keys, offering: Marina store with fuel, bait, and convenience items Boat ramp and wash-down station Beautiful stretch of island along the oceanfront with many thatched roof umbrellas and loungers to take in the clean ocean breezes and relax Massive 80' heated saltwater swimming pool, hot tub, kiddie pool, and saltwater swimming lagoon Tennis courts, basketball, bocce, and pickleball On-site marina store/market and post office Electric Golf cart-friendly streets throughout the community Location You're just minutes from popular local favorites including Square Grouper, Morning Joint, The Bent Prop, Broil, Mangrove Mama's, Kiki's Sandbar, and Boondocks Draft House with mini golf, all within a 10-minute drive. Key West is only 20 minutes away, offering additional dining, nightlife, and iconic attractions. Good to Know Minimum stay: 3 nights Starter supplies provided: A starter supply of toilet paper and paper towels is provided and typically lasts 1 to 2 days No pets permitted Golf cart rentals available: $50 per day, subject to availability Venture Out registration fee: $125 subject to change, paid directly to the community upon arrival. Processing fees may apply Parking: 1 vehicle per unit. Driveway size: 9.5'W x 32'L x 7.3'H. Overflow parking may be available for an additional fee Community rules: Guests must follow all Venture Out rules and regulations, including quiet hours from 10:00 PM to 6:00 AM Age requirement: Primary guest must be 25 years of age or older Payment & Booking Requirements Signed rental agreement and government issued ID required after booking. Please reply to the email you receive after signing your rental agreement with a photo of your ID. A 4 % credit card processing fee applies to credit card payments. Whether you are chasing tarpon at sunrise, snorkeling the reef, or simply soaking in the marina views with a cold drink in hand, Oceanfront Oasis #373 delivers the true Florida Keys lifestyle. Book your stay today and experience waterfront living the way it was meant to be.
Our prices include all fees. No hidden fees.
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If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with UK consumer law, property booking services are not subject to the right of withdrawal.
This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.
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
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
About the area
Summerland Key
Located in Summerland Key, this holiday home is on the waterfront. Florida Keys Beaches and Upper Sugarloaf Key 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 cycling and horse riding.
Does Waterfront 2BR in Venture Out with 35' Dock, Pool & Marina Basin Views have a pool?
Yes, this property has a pool. Pool types include heated pools.
How much does it cost to stay at Waterfront 2BR in Venture Out with 35' Dock, Pool & Marina Basin Views?
As of 20 Jul 2026, prices found for a 1-night stay for 2 adults at Waterfront 2BR in Venture Out with 35' Dock, Pool & Marina Basin Views on 1 Nov 2026 start from £945, 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 Waterfront 2BR in Venture Out with 35' Dock, Pool & Marina Basin Views pet-friendly?
No, pets are not allowed at this property.
How much is parking at Waterfront 2BR in Venture Out with 35' Dock, Pool & Marina Basin Views?
On-site parking is available at the property.
What time is check-in at Waterfront 2BR in Venture Out with 35' Dock, Pool & Marina Basin Views?
Check-in begins at 4:00 PM.
What time is check-out at Waterfront 2BR in Venture Out with 35' Dock, Pool & Marina Basin Views?
Checkout is at 10:00 AM.
Where is Waterfront 2BR in Venture Out with 35' Dock, Pool & Marina Basin Views located?
Located on the waterfront, this family-friendly holiday home is within 6 mi (10 km) of Upper Sugarloaf Key, Florida Keys Beaches, and Boondocks Grille & Draft House. Big Pine Key Flea Market and Lower Sugarloaf Sound are also within 9 miles (15 km).
Reviews
10
Exceptional
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