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  2. Iowa
  3. Dubuque
  4. Key West
  5. Rentals by Owner

Key West Rentals by Owner

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10.0 (1 Review)
Cabin
  • Air Conditioner
  • Parking
  • TV

Why Choose Rent By Owner for your Key West vacation rental?

What makes our Rentals by Owner 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 Key West

When should you plan your Rentals by Owner stay?

Knowing the optimal time to visit can greatly enhance your experience when booking a rental by owner in this destination, allowing you to enjoy the area's best weather and local events throughout the year.

Peak Season Highlights

summer
Late Spring to Early Summer (May to June)

During this period, you can enjoy the region's warm weather and longer daylight hours, making it ideal for exploring outdoor spaces while staying in a rental by owner.

Average Temperature Daytime: around 75°F to 85°F - Nighttime: around 55°F to 65°F
autumn
Early Fall (September to October)

This season offers pleasant temperatures and fewer crowds, providing a comfortable environment for your stay and maximizing your experience of local surroundings in Key West.

Average Temperature Daytime: around 70°F to 80°F - Nighttime: around 50°F to 60°F

Off-Season Highlights

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Winter (December to February)

Visit during the colder months when the area experiences milder temperatures, making it a peaceful time to book your rental by owner without the peak season crowds.

Average Temperature Daytime: around 40°F to 55°F - Nighttime: around 30°F to 40°F
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Early Spring (March to April)

In early spring, the region begins to warm up, yet fewer visitors are around, offering a quieter and more relaxed stay in your preferred vacation rental here.

Average Temperature Daytime: around 55°F to 70°F - Nighttime: around 35°F to 45°F

Weekly Weather Forecast for Key West

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

  • You can enjoy a private outdoor seating area, perfect for relaxing and taking in the scenic surroundings.
  • Many rentals feature an inviting outdoor patio or veranda where you can unwind after a day of exploring.
  • A barbecue grill may be available, allowing you to host enjoyable cookouts with friends or family.
  • Look for properties with access to a shared or private pool to stay cool during warm days in the region.
  • Outdoor fire pits are often included, providing a cozy spot for evening gatherings under the stars.
  • Some rentals offer well-maintained gardens or landscaped yards to enhance your outdoor experience.
  • You'll find options with dedicated outdoor dining spaces, ideal for enjoying meals outside while appreciating the area's natural beauty.
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Family Activities

  • Key West Nature Trails: Explore scenic walking trails where your family can enjoy the natural beauty and observe local wildlife in this charming region.
  • Local History Museum: Discover fascinating stories about the area's past, offering an educational experience that engages children and adults alike.
  • Community Park Playgrounds: Spend quality time at spacious parks featuring well-maintained playgrounds perfect for kids to have fun and stay active.
  • Family Fishing Spots: Relax at nearby lakes and ponds, providing a peaceful setting for a memorable fishing adventure suitable for all ages.
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Adult Activities

  • Historic District Tours: Explore the area's rich history by taking guided or self-guided tours through charming streets filled with local stories and architecture.
  • Lakeside Recreation: Enjoy relaxing days by the water at nearby lakes, where you can indulge in boating, fishing, or simply unwinding in scenic surroundings.
  • Cultural Events and Festivals: Participate in seasonal festivals and community events that showcase local arts, music, and traditions unique to the region.
  • Nature Trails and Parks: Discover picturesque hiking and biking paths that wind through the region’s natural beauty, ideal for outdoor enthusiasts seeking tranquility.

Key West Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Ahead for Local Events: Stay informed about seasonal events and festivals in the area to enhance your experience and enjoy unique local traditions during your visit.
  • Choose a Well-Located Rental: Select a rental that offers convenient access to key attractions and amenities, allowing you to maximize your time exploring this charming destination.
  • Discover Hidden Gems: Ask your host or explore local guides to find lesser-known spots that showcase the authentic charm of the region beyond the typical tourist routes.
  • Respect the Community and Environment: Practice eco-friendly habits and be mindful of the community’s customs to ensure a sustainable and respectful stay here.

Transportation Options

  • Personal Vehicle Rentals: Having your own car provides the most flexibility to explore the area at your own pace and access remote rental properties with ease.
  • Local Taxi Services: Taxis are a convenient way to navigate here, especially if you prefer not to drive during your stay or wish for a hassle-free transportation option.
  • Public Transit Options: Depending on the season, buses and shuttles serve the region, offering an affordable means of getting around without the need for personal vehicles.
  • Bicycle Rentals: For an eco-friendly and leisurely way to enjoy the scenery, consider renting a bicycle tailored to your exploration needs in this area.

Local Customs Options

  • Hospitality and Courtesy: Expect locals to greet visitors warmly and with genuine friendliness as part of the region's welcoming culture.
  • Local Festivals and Events: Participating in or observing regional festivals offers insight into the area's traditions and community spirit.
  • Respect for Agricultural Heritage: Many here value their farming roots, so it’s customary to appreciate local produce and rural customs.
  • Traditional Cuisine: Sampling regional dishes can give you a taste of the region’s history and cultural identity, often emphasizing fresh, local ingredients.

Key West Rentals by Owner Frequently Asked Questions

1. What is the cancellation policy for rental by owner properties in this area?

Cancellation policies vary by listing; it’s important to review the specific terms outlined in each rental's details or contact the property owner directly for clarification.

2. How do I confirm the availability of a vacation rental in the region?

Availability is updated regularly on the rental listing. You can check real-time availability through Rent By Owner and reach out to the owner if you have specific dates in mind.

3. Are there any additional fees I should be aware of when booking a rental by owner here?

Additional fees such as cleaning, service charges, or security deposits are typically listed in the rental details. It’s recommended to review these thoroughly or consult with the owner before finalizing your booking.

4. What amenities are commonly included in rentals by owner in this destination?

Most rentals offer essential amenities like Wi-Fi, kitchen facilities, and parking. Specific amenities are detailed in each listing, so review them carefully or contact the owner for more information.

5. How can I ensure a smooth check-in process at a rental by owner in the area?

Check-in instructions are usually provided after booking confirmation. If you have questions, reaching out to the owner beforehand can help ensure a seamless arrival experience.

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