Discover Your Ideal Cudjoe Gardens Vacation Rental for a Relaxing Getaway in Cudjoe Key, Florida
Discover Your Perfect Cudjoe Gardens Vacation Homes
Best Vacation Homes in Cudjoe Gardens
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Parking
- Pool
- Security/Safety
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Pool
- TV
- Air Conditioner
- Parking
- Pool
Cudjoe Gardens Luxury Rentals
- Air Conditioner
- Pool
- View
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pet Friendly
- Parking
- Pet Friendly
- Pool
Cudjoe Gardens Pet Friendly Vacation Rentals
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Parking
- Pet Friendly
- Pool
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
Cudjoe Gardens Large Vacation Homes
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Pool
- View
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pool
Why Choose Rent By Owner for your Cudjoe Gardens Vacation Rental Homes?
What makes our Vacation Rentals special?
Best Times to Visit Cudjoe Gardens
When should you plan your Vacation Rentals stay?
Choosing the optimal time to visit here ensures you enjoy favorable weather and avoid peak crowds, making your experience in this destination truly memorable when booking your perfect vacation rental in the area.
Peak Season Highlights
Winter (December to February)
During the winter months, this destination experiences warm, sunny weather that attracts visitors seeking a tropical escape. It's an ideal period for enjoying outdoor activities and relaxing by the water.
Spring (March to May)
Spring ushers in pleasant temperatures and vibrant natural beauty, making it a popular time for travelers to enjoy the region’s outdoor scenery and warm climate.
Off-Season Highlights
Summer (June to August)
While summer tends to be hotter and more humid here, it remains a quieter period with fewer visitors, offering a peaceful retreat for those looking to avoid crowds.
Fall (September to November)
Autumn sees a dip in tourist numbers as the region transitions into cooler weather, providing a more relaxed atmosphere for enjoying the natural surroundings.
Weekly Weather Forecast for Cudjoe Gardens
How to Book Your Cudjoe Gardens Vacation Rental Home
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in Cudjoe Gardens
Common Vacation Rentals Amenities
What amenities can you expect?
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- Enjoy private outdoor patios or decks perfect for relaxing amidst the fresh sea air.
- Take advantage of outdoor grilling areas to prepare delicious meals al fresco.
- Make use of waterfront access or private docks for boating, fishing, or simply enjoying the view.
- Relax by the heated or unheated swimming pools available at many properties in this coastal region.
- Use the outdoor showers to rinse off after a day spent at nearby beaches or exploring the area.
- Benefit from lush landscaped gardens or tropical yards that enhance your outdoor experience.
- Utilize covered lanais or verandas to enjoy outdoor dining any time of day while taking in the scenic surroundings.
Top Attractions Around Cudjoe Gardens
What attractions are nearby?
In this inviting destination, you can enjoy a variety of outdoor activities such as fishing, boating, and exploring local nature trails just moments from your vacation rental in Cudjoe Gardens, Cudjoe Key, Florida, USA.

Family Activities
- Key Deer Refuge: You can explore this protected area to observe the adorable Key deer and learn about local wildlife conservation efforts.
- Florida Bay Activities: Enjoy kayaking, boating, or fishing in the nearby Florida Bay, offering family-friendly adventures on the water.
- Local Snorkeling and Beaches: Spend days swimming and snorkeling at pristine beaches in the region, perfect for relaxing and discovering marine life.
- Eco-Tours and Nature Walks: Join guided eco-tours and nature walks that introduce you to the unique ecosystems of this destination’s surroundings.
Adult Activities
- Snorkeling and Diving: Explore the vibrant coral reefs and marine life just off the coast, offering an unforgettable underwater experience in this coastal region.
- Fishing Charters: Embark on a guided fishing trip to enjoy the abundant fish species that thrive around here, perfect for a relaxing day on the water.
- Kayaking Tours: Discover the tranquil waterways and mangroves with a guided kayaking adventure, ideal for immersing yourself in the area's natural beauty.
- Sunset Cruises: Relax aboard a boat and take in breathtaking sunset views over the horizon, creating memorable moments in this picturesque destination.
Cudjoe Gardens Travel Tips
How Can You Make the Most of Your Stay?
- Explore local watersports: Take advantage of the region's calm bays and clear waters by scheduling kayaking, paddleboarding, or snorkeling excursions directly from your vacation rental here.
- Visit nearby nature spots: Discover the area's natural beauty by visiting nearby parks or nature reserves to enjoy birdwatching and scenic walks that showcase this destination's unique ecosystem.
- Plan for seafood dining experiences: Savor fresh, locally caught seafood at nearby restaurants or prepare your own meals in your rental’s fully equipped kitchen for an authentic taste of the region.
- Utilize local tips for activities: Connect with hosts or locals for personalized suggestions on hidden gems and must-see destinations around here, ensuring a more immersive stay in this part of Florida.
Transportation Options
- Florida Keys Airport (EYW): This regional airport offers convenient domestic flights, making your arrival and departure in Cudjoe Gardens seamless.
- Rental Cars: Renting a vehicle provides the flexibility to explore every corner of this destination at your own pace, with multiple rental agencies available nearby.
- Local Taxis and Rideshare Services: Taxis and popular rideshare options like Uber and Lyft offer reliable transportation within the region for easy access to your vacation rentals and local attractions.
- Boat Rentals and Water Taxis: Given the area's proximity to the water, renting a boat or taking water taxis allows you to enjoy scenic views and explore the coastal beauty directly from your accommodation.
Local Customs Options
- Respect for Marine Life: Locals here emphasize the importance of protecting the surrounding waters and marine ecosystems, encouraging visitors to observe wildlife responsibly.
- Casual Coastal Attire: Wearing relaxed, beach-appropriate clothing is customary when exploring this destination, reflecting its laid-back island vibe.
- Local Fishing Traditions: Engaging in or respecting the area’s fishing customs is common, as fishing remains a cherished part of the community's lifestyle.
- Celebration of Water-Based Festivals: Participating in community events that celebrate the region’s maritime heritage offers guests authentic cultural experiences during their stay.
Frequently Asked Questions About Cudjoe Gardens?
1. What are the top vacation rentals in Cudjoe Gardens?
There are a lot of options in Cudjoe Gardens. If you plan on staying in the Cudjoe Gardens area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Cudjoe Gardens:
- Beautiful Family-Friendly, Dock, Marina, Heated Pool, near Key West, MM21.5
- White Home - Receive 400 dollars ntowards a BOAT RENTAL!
- Aug 3-9 Special only 399, Oceanfront Home on Beach, Pool, Kayaks, Bikes, Views!
- Oceanside home, dock,kayaks,bikes,pool,fishing,109
- Blue Home - Receive 400 dollars ntowards a BOAT RENTAL!
- Oceanside home, dock,kayaks,bikes,pool,fishing,111
- Yellow Home - Receive 400 dollars ntowards a BOAT RENTAL!
- Post Card Point #319 - Ocean Views!
- Big Blue #230, Canal front - Venture Out
- Luxury * Panoramic Oceanfront Views * Boat Dock * Heated Pool
2. How many vacation rentals have private pools in Cudjoe Gardens?
There are 66 vacation rentals with private pools near Cudjoe Gardens. Top-rated RBO homes that have access to a swimming pool include:
3. Which vacation homes in Cudjoe Gardens are best for families?
If you are looking for a family-friendly vacation home in Cudjoe Gardens, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Cudjoe Gardens:
4. How many Rentbyowner vacation rentals are available in Cudjoe Gardens?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 555 in the Cudjoe Gardens area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Cudjoe Gardens.
Cudjoe Gardens Top Rated Vacation Rentals
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Pool
- TV
- Air Conditioner
- Parking
- Pool