Discover Your Perfect Cross Key Waterways Vacation Homes

Cross Key Waterways Luxury Rentals

Cross Key Waterways Pet Friendly Vacation Rentals

Why Choose Rent By Owner for your Cross Key Waterways Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Cross Key Waterways

When should you plan your Vacation Rentals stay?

Choosing the right time to visit this destination can enhance your experience, as the area's weather and seasonal activities vary throughout the year, making it ideal to plan ahead when booking your vacation rentals here in Cross Key Waterways, Key Largo, Florida.

Peak Season Highlights

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Winter (December to February)

This is the most popular time to visit when the region's warm climate offers perfect conditions for outdoor activities and water sports, making it ideal for booking vacation rentals in the area.

Average Temperature Daytime: 75°F - Nighttime: 65°F
spring
Spring (March to May)

During spring, the area experiences pleasant weather and vibrant natural scenery, attracting visitors who want to enjoy outdoor adventures and leisure activities.

Average Temperature Daytime: 80°F - Nighttime: 68°F

Off-Season Highlights

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Summer (June to August)

The summer months tend to be more humid with occasional rain, offering a quieter experience for those seeking less crowded vacation rentals in this destination.

Average Temperature Daytime: 85°F - Nighttime: 75°F
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Fall (September to November)

Autumn brings milder temperatures and less tourist traffic, providing a peaceful setting to enjoy your stay in the region’s vacation rentals.

Average Temperature Daytime: 78°F - Nighttime: 70°F

Weekly Weather Forecast for Cross Key Waterways

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

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

  • Access to private or community boat docks for exploring the surrounding waterways.
  • Outdoor grilling areas or barbecue stations ideal for enjoying meals al fresco.
  • Spacious patios or decks perfect for relaxing while taking in scenic water views.
  • Swimming pools or hot tubs to unwind after a day on the water.
  • Shaded outdoor lounging spaces with comfortable furniture for enjoying the coastal breeze.
  • Kayak or paddleboard rentals available onsite for aquatic adventures.
  • Well-maintained gardens or landscaped yards that enhance your outdoor experience here in the region.
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Family Activities

  • Snorkeling and Diving Tours: Explore the vibrant coral reefs and marine life just off the coast for an unforgettable family adventure in this tropical region.
  • Boat Rentals and Excursions: Rent a boat to enjoy scenic cruises through the waterways, offering scenic views and easy access to nearby islands for family fun.
  • John Pennekamp Coral Reef State Park: Visit this renowned park for guided eco-tours and glass-bottom boat rides that showcase the region’s stunning underwater ecosystems.
  • Wildlife Watching at Florida Bay: Experience bird watching and wildlife encounters along the pristine waters, perfect for educational and entertaining outings with children.
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Adult Activities

  • Boat Tours and Charters: Explore the surrounding waterways on a guided boat tour to see the stunning marine life and scenic vistas unique to this region.
  • Snorkeling and Diving: Discover vibrant coral reefs and diverse sea creatures just off the coast, perfect for an adventurous day in the area.
  • Fishing Excursions: Experience optimal fishing opportunities with local charters that bring you to the best spots in the region's abundant waters.
  • Waterfront Dining: Savor fresh seafood and local flavors at waterfront restaurants that offer picturesque views of the waterways here.

Cross Key Waterways Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Water-Based Activities: Take advantage of the region's beautiful waterways by renting a boat or joining a guided kayaking tour to fully enjoy the scenic surroundings.
  • Visit Local Dining Spots: Savor fresh seafood and regional cuisine at nearby restaurants that offer authentic flavors unique to this tropical destination.
  • Plan Outdoor Adventures: Make the most of the area's natural beauty with snorkeling, fishing, or simply relaxing on the pristine beaches during your stay.
  • Choose Your Ideal Vacation Rental: Select a waterfront property that offers direct access to the water and amenities tailored for a memorable trip in this vibrant region.

Transportation Options

  • Marina Docks and Boating:** You can easily access boat rentals and marina services to explore the scenic waterways directly from your location in this coastal region.
  • Rental Cars:** Several local rental agencies offer vehicles suited for navigating the area at your own pace, making it convenient to reach nearby attractions and amenities.
  • Water Taxis:** Water taxi services operate regularly here, providing a scenic and efficient way to travel between key points along the waterway system.
  • Public Transportation:** Local bus services connect major parts of the region, offering an affordable option for exploring without the need for personal transportation.

Local Customs Options

  • Respect for Marine Life: You should always observe local guidelines to protect the vibrant underwater ecosystems that are a hallmark of this area.
  • Boating Etiquette: When exploring the waterways, ensure you follow established navigation rules to maintain safety and harmony among boaters.
  • Wildlife Observation Customs: Approaching wildlife quietly and from a distance is appreciated here, helping preserve the natural environment and its inhabitants.
  • Environmental Conservation: Participating in or supporting local conservation efforts demonstrates respect for the region’s delicate ecosystems and pristine waters.

Frequently Asked Questions About Cross Key Waterways?

2. Which vacation homes in Cross Key Waterways are best for families?

If you are looking for a family-friendly vacation home in Cross Key Waterways, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Cross Key Waterways:

3. How many Rentbyowner vacation rentals are available in Cross Key Waterways?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 42 in the Cross Key Waterways 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 Cross Key Waterways. 

4. What is the cancellation policy for vacation rentals in this area?

Cancellation policies vary depending on the property listing. It is important to review the specific rental's terms and conditions or contact the owner directly to understand the options available before booking.

5. Are there any amenities I should expect in vacation rentals in this destination?

Amenities often include essentials such as Wi-Fi, kitchen facilities, and air conditioning. However, since amenities can differ between properties, it's recommended to check each listing for detailed features and confirm with the owner if needed.

6. How do I inquire about the availability of a vacation rental in this region?

Availability can be checked quickly through the booking platform by entering your desired dates. If you have specific questions or need assistance, reaching out directly to the property owner can provide additional clarity.

7. Is there a minimum stay requirement for booking here?

Minimum stay requirements vary among rental listings. Details are typically specified in the property description, but contacting the owner can help clarify any special policies or exceptions.

8. What should I know about check-in and check-out procedures for vacation rentals in this part of Florida?

Check-in and check-out procedures are outlined in each listing. Many properties offer flexible options, but it’s best to confirm the details directly with the owner to ensure a smooth arrival and departure process.