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Florida Keys Accommodations

10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
10.0 (2 Reviews)
Boat Rental
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens
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10.0 (5 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Why Choose Rent By Owner for your Florida Keys Accommodations?

What makes our Accommodations 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 Florida Keys

When should you plan your Accommodations stay?

To make the most of your stay here, consider planning your vacation during the region's optimal seasons when the weather is ideal and crowds are manageable, ensuring you enjoy this destination's unique charm to its fullest.

Peak Season Highlights

spring
February to April

This period marks the peak travel season when visitors flock here for warm weather and sunny skies, making it ideal for exploring the region’s marine activities and outdoor adventures.

Average Temperature Daytime: high 78°F to 82°F - Nighttime: low 68°F to 72°F
spring
December to January

During these months, many travelers seek escape from colder climates, resulting in a bustling atmosphere perfect for enjoying the area's vibrant local events and holiday festivities.

Average Temperature Daytime: high 75°F to 77°F - Nighttime: low 65°F to 67°F

Off-Season Highlights

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May to August

In the summer months, the area experiences a slight slowdown as temperatures rise and the humidity increases, offering more tranquility and less crowded attractions during your stay.

Average Temperature Daytime: high 85°F to 89°F - Nighttime: low 75°F to 79°F
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September to November

Later in the year, the region sees fewer visitors, providing a peaceful environment ideal for relaxing and enjoying scenic views without the high-season crowds.

Average Temperature Daytime: high 81°F to 84°F - Nighttime: low 70°F to 73°F

Weekly Weather Forecast for Florida Keys

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

  • Enjoy private outdoor grilling areas to prepare meals with fresh local seafood.
  • Relax in a screened-in porch or lanai to savor the pleasant coastal breezes.
  • Take advantage of outdoor swimming pools to cool off while enjoying sunshine.
  • Discover scenic waterfront views from your property’s deck or patio.
  • Make use of well-maintained outdoor dining setups for alfresco meals under the stars.
  • Utilize community or private docks for boating, fishing, or water sports exploration.
  • Unwind in outdoor lounge areas designed for relaxing and socializing amidst tropical surroundings.
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Family Activities

  • Visit John Pennekamp Coral Reef State Park: Discover the vibrant marine life through snorkeling or glass-bottom boat tours in this renowned national park.
  • Explore Dolphin Research Center: Enjoy interactive experiences and learn about marine mammals with your family at this engaging attraction.
  • Enjoy the beaches at Sombrero Beach: Relax and build sandcastles on soft, scenic shores perfect for a family day out.
  • Discover the Florida Keys Eco-Discovery Center: Engage with interactive exhibits that highlight the region’s unique ecosystems and native wildlife.
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Adult Activities

  • Deep-Sea Fishing Tours: Experience the thrill of deep-sea fishing in this coastal region, renowned for its abundant marine life and expert guides.
  • Snorkeling and Diving Adventures: Explore vibrant coral reefs and diverse aquatic ecosystems through guided snorkeling and diving excursions tailored for adults.
  • Luxury Sunset Cruises: Enjoy breathtaking sunset cruises that offer stunning views of the horizon, perfect for a relaxing evening on the water.
  • Wilderness Eco-Tours: Discover the area's unique natural landscapes with eco-tours that showcase the region’s rich wildlife and pristine environments.

Florida Keys Travel Tips

How Can You Make the Most of Your Stay?

  • Plan outdoor activities early in the day: To enjoy the warm climate and scenic views, schedule your outdoor adventures during the morning hours when the weather is most comfortable.
  • Explore local dining options: Savor fresh seafood and regional specialties at eateries that showcase the unique flavors of this vibrant destination.
  • Make the most of water-based activities: Take advantage of the area's crystal-clear waters by booking snorkeling, kayaking, or sailing excursions available nearby.
  • Choose accommodations with convenient access: Select properties that are centrally located to maximize your time exploring and reduce transit times throughout the region.

Transportation Options

  • Rental Car Services: Renting a car is a flexible way to explore the area at your own pace, with numerous providers offering convenient pick-up and drop-off locations throughout.
  • Public Transit: Local bus systems provide an affordable and eco-friendly transportation option to reach popular destinations within this region.
  • Taxi and Ride-Sharing: Taxis and ride-sharing services like Uber and Lyft offer on-demand transportation for quick and comfortable travel around here.
  • Boat Charters and Water Taxis: Given the area's proximity to water, boat charters and water taxis are ideal for scenic travel between islands and exploring coastal sights.

Local Customs Options

  • Conch Fritters Tradition: Enjoy the local custom of savoring conch fritters, a beloved dish that reflects the area's maritime heritage and local seafood culture.
  • Fishing Etiquette: Participate in the regional fishing customs by respecting catch limits and practicing sustainable fishing to preserve the vibrant marine ecosystem.
  • Shell Collecting Practices: Engage with the respectful approach to shell collecting, ensuring shells are taken responsibly to protect the natural beauty of the area’s beaches.
  • Sunset Celebrations: Join in the popular practice of gathering at scenic spots for sunset celebrations, a cherished way to unwind and appreciate the stunning views here.

Frequently Asked Questions about Florida Keys Accommodations

2. How many Accommodations are available in Florida Keys?

Currently, the total number of properties listed by RBO in 2026 is over 11144 in the Florida Keys area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Accommodations in Florida Keys. 

3. What is the cancellation policy for accommodations in this region?

Cancellation policies vary by property, so it’s important to review the specific listing details or contact the owner directly to understand the conditions and any potential fees involved.

4. Are there any requirements or restrictions for booking during peak seasons?

Peak season restrictions and requirements can differ; please check the individual listing or communicate with the host to confirm availability and any special booking terms during busy periods.

5. How do I find the best accommodations suited for my needs?

Use the search filters to narrow down options based on your preferences, such as amenities, size, and location, and read the property descriptions and reviews to ensure they meet your expectations.

6. What should I know about amenities included in the accommodations?

Amenities are detailed on each listing, including essentials like Wi-Fi, parking, or kitchen facilities. For specific requests or questions, reach out directly to the property owner.

7. Is there a secure process for payment and reservation confirmation?

Yes, all transactions are handled through a secure platform that ensures your payment and reservation details are protected. Confirm your booking directly with the host once your payment is processed.

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