Venture Out Resort vacation rentals

We found 202 vacation rentals — enter your dates for availability

  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, yards and more
  • More for less

    More space, more privacy, more amenities — more value

Find out more about Venture Out Resort

Why visit Venture Out Resort

  • Outdoor Adventures: Dive into a range of activities like RV resort tours, kayaking, and exploring nearby marine parks.
  • Beautiful Accommodations: Choose from private vacation homes, condos, and charming cottages that suit your family’s needs.
  • Scenic Exploration: Discover stunning islands and breathtaking beaches in the heart of the Florida Keys.
  • Community Vibe: Enjoy the friendly atmosphere and relaxing excursions surrounded by welcoming locals.
  • Memorable Experiences: Create lasting memories with family and friends in this tropical paradise.

Popular types of accommodation around Venture Out Resort

At Venture Out Resort, we offer a variety of vacation rentals to suit your needs, including houses, condos, and charming cottages. Whether you’re seeking a cozy getaway or a spacious retreat, our accommodations provide the perfect base for your adventures. Enjoy resort facilities and relax on outdoor furniture as you soak in the beautiful surroundings. Discover the ideal vacation home that meets your family's needs and creates lasting memories.

  • Houses: The top choice for visitors at Venture Out Resort, these homes offer ample space and privacy, perfect for families or groups.
  • Condos: A popular second option, condos provide a blend of comfort and convenience, ideal for couples or small families.
  • Cottages: These charming accommodations offer a cozy atmosphere for those seeking a quaint retreat.
  • Apartments: A practical choice for budget-conscious travelers, apartments provide essential amenities for a comfortable stay.
  • Villas: Luxurious and spacious, villas are the perfect option for those looking to indulge in a premium vacation experience.**

Top attractions near Venture Out Resort

Venture Out Resort in Cudjoe Key, Florida, offers a fantastic blend of outdoor adventures and relaxation, perfect for Canadian tourists. Explore stunning islands, beautiful beaches, and nearby marine parks. Enjoy a variety of fun activities, including RV resort tours, that cater to your adventurous spirit. Whether you're traveling solo, with family, or friends, there's something for everyone to experience and enjoy at this tropical paradise.

  • Florida Keys Beaches: Located 9.7km from Venture Out Resort, this beach offers a quintessential tropical experience with soft sands, clear waters, and a laid-back atmosphere, perfect for sunbathing and relaxation.
  • Upper Sugarloaf Key: Just 4.8km away, this charming neighbourhood boasts a vibrant community vibe, with local shops, dining options, and friendly residents, providing a taste of authentic Keys living.
  • Upper Sugarloaf Sound: Situated 8.0km from the resort, this picturesque island features stunning beachscapes and outdoor activities, making it ideal for kayaking, fishing, and exploring nature.

Things to do recommended for couples

Seeking a romantic getaway at Venture Out Resort? Enjoy a sunset kayak tour through the tranquil waters, or share a candlelit dinner at a nearby seafood restaurant. Explore the picturesque beaches, perfect for a leisurely stroll hand-in-hand, creating unforgettable memories together.

Things to do recommended for families

Families visiting Venture Out Resort in Cudjoe Key can explore the beautiful Bahia Honda State Park, perfect for swimming and picnicking, or enjoy a day of fun at the nearby Dolphin Research Center where kids can interact with dolphins and learn about marine life.

Things to do recommended for groups

Groups visiting Cudjoe Key can enjoy a round of golf at the Key West Golf Club, explore local treasures at the Big Pine Key Flea Market, and experience the arts at the Tennessee Williams Fine Art Center. Each venue offers unique vibes perfect for group outings.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation around Venture Out Resort

When planning your trip, whether you're traveling with a group, family, pets, or seeking longer accommodations, be sure to prioritize your preferences in the filters. Here are some helpful Vrbo booking tips to guide you.

  • Traveling to Venture Out Resort with a group: Think about how many bedrooms you require, along with features like a full kitchen or outdoor space for group gatherings. Luckily, you can easily filter for these options and more on Vrbo.
  • Traveling to Venture Out Resort with young kids: Traveling with young children can present its own set of challenges. It's important to prioritize their comfort and safety, along with suitable amenities, like a private swimming pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Venture Out Resort: For many families, a trip isn't truly fulfilling without their furry companions. If this resonates with you, take a look at Vrbo properties that welcome pets. Many of these pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Venture Out Resort: If you're in search of vacation rentals offering discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly locate and save on monthly rentals. Don't forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay near Venture Out Resort

Venture Out Resort in Cudjoe Key offers a tropical paradise experience in the heart of the Florida Keys. With its great location, you'll find yourself surrounded by friendly locals and relaxing excursions. Explore nearby cities and neighborhoods, where breathtaking views and budget-friendly activities await. Whether you're seeking adventure or a peaceful retreat, this destination promises an unforgettable vacation filled with the charm of southern Florida.

  • Cutthroat Harbor Estates: Located a mere 483m from Venture Out Resort, Cutthroat Harbor Estates is a charming neighborhood that offers a quintessential Floridian experience. Nestled along the beautiful coastline, this area is perfect for families seeking outdoor adventure and beach days. Visitors can enjoy a variety of activities, from exploring local shops to relaxing at the nearby recreational areas. The local beaches and family-oriented attractions make it an ideal spot for creating lasting memories in a serene setting.
  • Summerland Key: As a picturesque city, Summerland Key is an island paradise that boasts stunning natural beauty. Situated at the heart of the Florida Keys, this vibrant locale is known for its outdoor activities and family-friendly atmosphere. With easy access to recreational areas and shopping, Summerland Key caters to all interests. Visitors can bask in the sun at its pristine beaches and embark on adventures exploring the island's rich ecosystem, making it a must-visit destination for those looking to unwind and connect with nature.
  • Cudjoe Key: Cudjoe Key is a quaint village that embodies the spirit of island living. Located very close to Venture Out Resort, this charming community invites visitors to enjoy its outdoor spaces and family-friendly environment. With local shopping areas and recreational facilities, there's no shortage of activities to engage in. The nearby beaches and the archipelago's stunning natural features provide ample opportunities for exploration and relaxation, making Cudjoe Key an excellent choice for a memorable vacation experience.

Best time to go to Venture Out Resort

If you're planning a trip to Venture Out Resort, it's a good idea to check both the weather and property rates. The warmest month is August. Peak season runs from January to March, while off-peak times, like September to November tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January71.1°F (21.700000000000003°C)No Rain (Dry)Mostly SunnySlightly HighAverage
February72.1°F (22.3°C)No Rain (Dry)Mostly SunnySlightly HighAverage
March73.2°F (22.9°C)No Rain (Dry)Mostly SunnySlightly HighSlightly High
April76.8°F (24.9°C)No Rain (Dry)Mostly SunnyAverageSlightly High
May79.3°F (26.3°C)Light RainMostly SunnyAverageAverage
June82.6°F (28.1°C)Light RainMostly SunnyAverageAverage
July84.0°F (28.9°C)Light RainMostly SunnyAverageAverage
August84.4°F (29.1°C)Light RainMostly SunnyAverageSlightly Low
September83.7°F (28.700000000000003°C)Light RainMostly SunnySlightly LowSlightly Low
October80.8°F (27.1°C)Light RainMostly SunnySlightly LowSlightly Low
November76.6°F (24.8°C)Light RainMostly SunnySlightly LowAverage
December73.8°F (23.200000000000003°C)No Rain (Dry)Mostly SunnyAverageSlightly High

Booking with Vrbo is simple

Are you hoping to save on your upcoming adventure? Being flexible with your travel dates can help, as prices can vary quite a bit. Additionally, booking a longer stay often leads to significant savings. To discover the perfect Vrbo property that fits your budget, take advantage of our filters to sort by price, location, and type of vacation rental. We’re here to help you find the best options for your trip.

Vrbo Trips: Effortless planning

Vrbo's innovative Trip Board offers you a convenient platform to design new trips, pick up where you last stopped, or manage and arrange your travel plans. You can easily access properties you've saved or booked, now categorized under Potential, Upcoming, or Current Trips. To start using Trip Boards, simply visit: https://www.vrbo.com/en-ca/trips.

**Based on Vrbo properties bookings.

More Vacation Ideas