Discover Your Perfect Key West Harbour Rentals by Owner

Key West Harbour Rentals by Owner

|
10.0 (1 Review)
House
Mastway House -Pool & Dock!
  • Air Conditioner
  • Parking
  • Pet Friendly
View Availability
More Top-Rated Rentals by Owner in Key West Harbour Area

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

What makes our Rentals by Owner special?

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

Popular Areas for Key West Harbour Rentals by Owner

Where are the best neighborhoods to stay in Key West Harbour?

Choosing where to stay in Key West Harbour offers you a prime opportunity to experience the vibrant yet relaxed atmosphere of this charming neighborhood. Located in the heart of Key West, Florida, it provides convenient access to local attractions and the picturesque waterfront scenery that defines the area. As you explore rental options by owner through Rent By Owner, you'll find a variety of comfortable accommodations that allow you to enjoy an authentic and seamless Key West Harbour experience. Whether you're seeking a peaceful retreat or an active base for exploring the city's unique culture, this neighborhood combines convenience and comfort perfectly suited for your vacation needs.

Key West Historic District

This area offers a rich historical ambiance within the region, making it ideal for travelers seeking to experience Key West’s storied past while enjoying comfortable vacation rentals.

View 2923+ Rentals in Key West Historic District

Old Town

Here, you can immerse yourself in the charming streets and vibrant atmosphere that define this iconic part of Key West, perfect for exploring local culture from a cozy rental property.

View 2836+ Rentals in Old Town

Sunset Key

Situated just off the coast, Sunset Key provides an exclusive retreat with stunning views and luxurious accommodations, ideal for those wanting tranquility near Key West.

View 3214+ Rentals in Sunset Key

Downtown

The bustling heart of this destination features lively entertainment and diverse dining options, all within easy reach of key vacation rentals.

View 1279+ Rentals in Downtown

Uptown - Upper Duval

Uptown offers a more relaxed vibe with unique shops and local eateries, providing a comfortable stay for visitors seeking an authentic Key West experience.

View 875+ Rentals in Uptown - Upper Duval

Bahama Village

Known for its colorful culture and community spirit, this neighborhood invites you to enjoy an inviting atmosphere close to charming rental accommodations.

View 107+ Rentals in Bahama Village

New Town

This residential area combines convenience with local flavor, making it a practical choice for travelers who prefer a quieter stay near key points of interest.

View 126+ Rentals in New Town

Historic Seaport

Offering picturesque waterfront views and maritime history, this district is perfect for those looking to stay close to scenic waterside rentals and activities.

View 467+ Rentals in Historic Seaport

Best Times to Visit Key West Harbour

When should you plan your Rentals by Owner stay?

Choosing the optimal time to visit here can enhance your experience and ensure you enjoy the region’s vibrant atmosphere, making it ideal for booking a rental by owner in Key West Harbour with Rent By Owner.

Peak Season Highlights

spring
Spring (March to May)

During spring, you'll experience ideal weather conditions with warm temperatures and minimal rainfall, making it perfect for exploring the scenic harbor and enjoying outdoor activities.

Average Temperature Daytime: 75°F to 80°F - Nighttime: 65°F to 70°F
winter
Winter (December to February)

The winter months bring cooler, milder weather with pleasant daytime temperatures, attracting visitors seeking a comfortable escape in this sunny destination.

Average Temperature Daytime: 70°F to 75°F - Nighttime: 60°F to 65°F

Off-Season Highlights

image
Summer (June to August)

In summer, you can expect higher humidity and occasional rain showers, but it's also when the area is less crowded, offering a relaxed experience while exploring the region.

Average Temperature Daytime: 85°F to 90°F - Nighttime: 75°F to 80°F
image
Fall (September to November)

Autumn sees a gradual decrease in tourist numbers with slightly cooler temperatures, providing a peaceful atmosphere for your stay by the harbor.

Average Temperature Daytime: 78°F to 83°F - Nighttime: 68°F to 73°F

Weekly Weather Forecast for Key West Harbour

How to Book Your Key West Harbour vacation rental

What's our booking process?

Our platform allows you to browse a curated selection of rentals by owner. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.

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.

Explore and book the perfect rental in Key West Harbour

More Top-Rated Rentals by Owner in Key West Harbour Area

Common Rentals by Owner Amenities

What amenities can you expect?

Our Rentals by Owner are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:

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 access to a private outdoor pool, perfect for relaxation after exploring the area.
  • Take advantage of shaded patios or verandas to unwind outdoors in comfort.
  • Benefit from well-maintained barbecue grills for outdoor dining with friends and family.
  • Stroll through beautifully landscaped gardens that enhance the tropical ambiance.
  • Make use of outdoor seating areas designed for enjoying the warm Florida sunshine.
  • Explore nearby walking paths or waterfront spots that offer scenic views of the harbor.
  • Access shared or private docks for boat rentals or fishing excursions in this coastal region.

Top Attractions Around Key West Harbour

What attractions are nearby?

Within this area, you can enjoy a variety of activities such as exploring vibrant local shops, indulging in waterfront dining, or taking a leisurely boat tour to fully experience the scenic beauty and lively atmosphere that make here a popular destination for visitors seeking an authentic Key West experience.

image
image

Family Activities

  • Visit the Key West Harbour Marina: Enjoy exploring the bustling marina, where families can watch boats come and go or take part in guided boat tours that showcase the scenic beauty of the surrounding waters.
  • Explore local aquatic activities: Engage in family-friendly water adventures such as kayaking, paddleboarding, or snorkeling right from the shoreline, offering an immersive experience in this vibrant coastal region.
  • Take a boat charter adventure: Embark on a family-friendly cruise or fishing trip through the area's protected waters, creating memorable moments while discovering the region’s marine wildlife.
  • Stroll along the waterfront promenade: Enjoy leisurely walks along the scenic harbor, ideal for picnics and enjoying stunning sunset views that highlight the natural charm of this popular destination.
image

Adult Activities

  • Sunset Sailing Tours: Experience breathtaking sunsets over the harbor on a private sailing adventure that offers stunning views and a relaxing atmosphere.
  • Kayaking and Paddleboarding: Explore the calm waters of the area by renting kayaks or paddleboards, ideal for discovering nearby coves and marine life at your own pace.
  • Fishing Charters: Embark on a fishing excursion tailored for adults looking to enjoy sportfishing amidst the scenic backdrops of this destination’s waters.
  • Dining Cruises: Indulge in gourmet dining aboard a cruise that showcases the region’s culinary delights as you take in spectacular harbor vistas.

Key West Harbour Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Your Activities in Advance: Take advantage of the area’s relaxed pace by booking popular rentals early to ensure you secure your preferred accommodations in this desirable destination.
  • Explore Local Dining Options: Discover the region’s vibrant culinary scene by sampling eateries nearby, making your experience here truly memorable.
  • Utilize Water Transportation: Enhance your stay by using the area’s water-based transit options to easily reach local attractions and enjoy scenic views.
  • Respect the Neighborhood Etiquette: Be mindful of the community's peaceful vibe by observing local rules and maintaining a considerate attitude during your visit.

Transportation Options

  • Water Taxis: These boats provide a scenic and efficient way to travel around the harbor and explore nearby attractions in this coastal region.
  • Rental Cars: Accessible for day trips and exploring beyond the harbor area, rental cars offer flexibility and convenience for visitors here.
  • Private Boat Charters: Perfect for customized sightseeing excursions, these charters allow you to enjoy the waters of the region at your own pace.
  • Bicycle Rentals: A popular eco-friendly option for exploring along the waterfront and discovering local sights in this charming destination.

Local Customs Options

  • Respect for Local Art and Culture: You’ll find that honoring the vibrant artistic expressions here is a cherished custom, reflecting the area’s rich creative spirit.
  • Attire During Festivals and Events: When attending local celebrations, dressing appropriately and modestly shows appreciation for the region’s traditions.
  • Environmental Conservation Practices: Embracing eco-friendly habits, such as proper waste disposal and conservation efforts, aligns with the community’s commitment to preserving this scenic destination.
  • Greeting Etiquette in Local Establishments: Friendly and courteous greetings are customary, emphasizing the welcoming nature of the area’s residents.

Frequently Asked Questions About Key West Harbour Rentals by Owner

1. What are the top vacation rentals in Key West Harbour?

There are a lot of options in Key West Harbour. If you plan on staying in the Key West Harbour area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Key West Harbour:

2. How many Rentbyowner vacation rentals are available in Key West Harbour?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 702 in the Key West Harbour 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 Key West Harbour. 

3. What is the cancellation policy for a rental by owner in Key West Harbour?

Cancellation policies vary depending on the individual listing. You should review the specific policy outlined on the rental's page or contact the property owner directly to understand the terms and any applicable fees.

4. How do I ensure the rental has the amenities I need in Key West Harbour?

Each listing provides detailed information about its amenities. It’s recommended to read through the property description carefully or reach out to the owner for clarification to confirm it meets your needs.

5. Are there any additional fees when booking a property through Rent By Owner in this area?

Additional fees such as cleaning charges, service fees, or taxes may apply. These are typically disclosed during the booking process or on the listing page, so be sure to review all details before confirming your reservation.

6. What is the check-in and check-out process for rentals in Key West Harbour?

Check-in and check-out procedures are specified within each listing. Typically, you will receive instructions from the owner prior to your arrival, and it’s advisable to communicate directly with them for any special arrangements or questions.

7. How can I contact the property owner if I have questions about my stay?

You can contact the owner through the messaging platform provided by Rent By Owner. For urgent matters, look for the contact details listed on the rental page or in your booking confirmation.

More Rentals You May Like Near Key West Harbour

10.0 (15 Reviews)
House
Beautiful Key West Townhome
  • Air Conditioner
  • Parking
  • Pet Friendly
View Availability
10.0 (9 Reviews)
House
Home away from home!
  • Air Conditioner
  • Parking
  • Pet Friendly
View Availability
More Top-Rated Rentals by Owner in Key West Harbour Area