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  2. Florida
  3. Key West
  4. Meadows
  5. Rentals by Owner

Discover Your Perfect Meadows Rentals by Owner

Meadows Rentals by Owner

More Top-Rated Rentals by Owner in Meadows Area

Why Choose Rent By Owner for your Meadows 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.

Popular Areas for Meadows Rentals by Owner

Where are the best neighborhoods to stay in Meadows?

When exploring options for your stay in Meadows, Key West, Florida, choosing the right neighborhood can enhance your vacation experience. This charming area offers a tranquil environment, perfect for relaxing after days spent enjoying the vibrant local culture and scenic views. With a variety of rental by owner options available through Rent By Owner, you can find the ideal home away from home that suits your preferences. Whether you're seeking a peaceful retreat or a convenient base to explore the best of Key West, Meadows provides an inviting setting with easy access to all the highlights of this unique destination.

Old Town

Staying in Old Town offers a charming experience with easy access to the area's historic streets and vibrant local culture, making it an ideal choice for exploring Key West's rich heritage from your rental. This neighborhood provides a central location that allows you to enjoy the best of this destination with comfort and convenience.

View 2435+ Rentals in Old Town

The Meadows

Choosing to stay in The Meadows places you in a peaceful residential area where tranquility meets accessibility, perfect for relaxing after a day of discovering all the region has to offer. Here, you can enjoy authentic local living while still being close to key attractions and amenities.

View 88+ Rentals in The Meadows

White Street Gallery District

The White Street Gallery District is known for its artistic flair and unique local charm, providing an inspiring backdrop for your stay while offering convenient proximity to cultural attractions. From your rental here, you'll have a seamless connection to the creative heartbeat of this area.

View 3796+ Rentals in White Street Gallery District

Best Times to Visit Meadows

When should you plan your Rentals by Owner stay?

Choosing the optimal time to vacation here can enhance your experience, as the best seasons in this destination often balance favorable weather with fewer crowds, making it ideal for those seeking a relaxing stay through Rent By Owner.

Peak Season Highlights

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Winter (December to February)

During the winter months, this destination experiences its peak season with visitors flocking to enjoy the warm climate and lively events. Booking your rental by owner early ensures you secure the best accommodations in the area.

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

Spring break attracts a vibrant crowd seeking sun and relaxation, making it a busy period for vacation rentals here. Planning ahead helps you find ideal properties during this popular time of year.

Average Temperature Daytime: 78°F - Nighttime: 68°F

Off-Season Highlights

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Summer (June to August)

While summer brings warmer weather, the region tends to be less crowded, offering quieter rental options. This is an excellent opportunity to enjoy more private accommodations at better rates.

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

In the fall, fewer visitors visit here, making it an ideal time to explore the region’s rental options without the crowds. You can benefit from lower prices and availability when booking your stay.

Average Temperature Daytime: 82°F - Nighttime: 72°F

Weekly Weather Forecast for Meadows

How to Book Your Meadows 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 Meadows

More Top-Rated Rentals by Owner in Meadows 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 a private outdoor swimming pool to relax in the warm Florida sun.
  • Take advantage of a spacious patio or deck perfect for outdoor dining and entertaining.
  • Benefit from lush landscaped gardens that enhance your outdoor living experience.
  • Make use of a fully equipped barbecue area for grilling your favorite meals.
  • Relax on comfortable outdoor lounge furniture while soaking up the sunshine.
  • Access outdoor parking facilities conveniently located near your rental.
  • Utilize nearby walking paths or bike trails that allow you to explore the scenic surroundings.

Top Attractions Around Meadows

What attractions are nearby?

Here, you can enjoy a variety of nearby activities that showcase the natural beauty and vibrant culture of the region, making your stay memorable and enriching.

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Family Activities

  • Key West Aquarium: Dive into an interactive experience where your family can discover marine life through engaging exhibits and touch tanks right in the heart of this destination.
  • Fort Zachary Taylor State Park: Enjoy a day outdoors with picnicking, swimming, and exploring historic fortifications alongside the beautiful beaches along the region's coast.
  • Historical Tours at Old Town: Walk through charming streets filled with colorful houses and learn about local history on guided family-friendly tours that highlight the area's unique heritage.
  • Smathers Beach: Relax with your loved ones on one of the area's most popular beaches, perfect for sunbathing, building sandcastles, or enjoying water sports together.
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Adult Activities

  • Sunset Sailing Tours: Experience the breathtaking sunsets over the waters surrounding the area with a leisurely sailing tour tailored for adults.
  • Conch Republic Seafood Company Tasting: Savor fresh local seafood and enjoy vibrant flavors at this popular destination in the region known for its culinary delights.
  • Fort Zachary Taylor Historic State Park Beach: Relax on the sandy shores of this historic park, perfect for unwinding and soaking up the sun in a scenic setting.
  • Key West Art & Historical Society Museum Visits: Explore fascinating exhibits showcasing the area's rich history and vibrant arts scene, ideal for cultural enthusiasts seeking authentic experiences.

Other Places to Stay in Meadows, FL

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Meadows Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Dining: Savor the regional flavors by trying the local eateries and fresh seafood offerings that highlight the area's culinary scene.
  • Plan Outdoor Activities: Take advantage of the mild climate by engaging in outdoor pursuits such as beach visits, water sports, or scenic walks along nearby trails.
  • Visit Unique Attractions: Discover hidden gems and local points of interest that provide authentic experiences without the crowds.
  • Utilize Local Tips: Connect with hosts or neighbors for insider recommendations to enhance your stay and uncover the best-kept secrets of this destination.

Transportation Options

  • Rental Car Services: You can easily rent a vehicle here, providing flexible transportation options to explore the local area at your own pace.
  • Public Bus Transit: Local bus services offer an economical and convenient way to get around this destination without the hassle of parking or driving.
  • Taxi and Ride-Sharing: Taxis and ride-sharing apps like Uber or Lyft are readily available, offering quick and reliable door-to-door transportation within the region.
  • Bicycle Rentals: For a more active approach, bike rentals provide an eco-friendly and enjoyable way to experience the scenery and attractions nearby.

Local Customs Options

  • Respect for Local Art and Heritage: Here, you’ll find a deep appreciation for preserving the area's vibrant art scene and historical landmarks, reflecting the community's pride in its cultural roots.
  • Supporting Sustainable Practices: Visitors are encouraged to engage in eco-friendly activities and respect conservation efforts that protect the region’s natural beauty and marine environment.
  • Celebrating Casual Coastal Hospitality: The relaxed and friendly atmosphere invites you to embrace laid-back customs, including casual dress code and warm, welcoming interactions with residents.
  • Participating in Community Events: Engaging in local festivals and traditions fosters a genuine connection with the area’s lively spirit and cultural identity.

Frequently Asked Questions About Meadows Rentals by Owner

1. What are the top vacation rentals in Meadows?

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

2. How many Rentbyowner vacation rentals are available in Meadows?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 89 in the Meadows 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 Meadows. 

3. What is the cancellation policy for a rental by owner in this area?

The cancellation policy varies by listing, so it is important to review the specific rental details and contact the owner directly through the platform for clarification.

4. How do I confirm my reservation for a property in this destination?

Reservations are confirmed once you complete the booking process on Rent By Owner and receive a confirmation email from the owner. Be sure to read all instructions provided to ensure your reservation is secured.

5. What amenities are typically included in rentals by owner here?

Amenities differ between properties but often include essentials such as Wi-Fi, kitchen facilities, and parking. Check the specific listing for a detailed list of what is offered at your chosen property.

6. Are there any age restrictions or requirements when booking a rental by owner in this region?

Age restrictions or requirements vary depending on the owner’s policies. It is recommended to contact the host directly to confirm any age-related policies before completing your booking.

7. What should I know about check-in and check-out procedures for rentals in the area?

Check-in and check-out times are specified in each listing. Some owners offer flexible arrangements, but it’s best to confirm these details directly with the owner to ensure a smooth arrival and departure.

More Rentals You May Like Near Meadows

More Top-Rated Rentals by Owner in Meadows Area