Discover Your Perfect Meadows Vacation Homes

Best Vacation Homes in Meadows

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Meadows Pet Friendly Vacation Rentals

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Meadows Large Vacation Homes

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Why Choose Rent By Owner for your Meadows 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.

Popular Areas for Meadows Vacation Rentals

Where are the best neighborhoods to stay in Meadows?

When choosing a neighborhood to stay in Meadows, Key West, Florida, you’ll find a vibrant and welcoming atmosphere that captures the true essence of island life. This area offers convenient access to local attractions while providing a peaceful retreat from busier parts of the island. Whether you're seeking a quiet spot to relax or a central location to explore everything Key West has to offer, Meadows provides an ideal setting for your vacation. Book your preferred vacation rentals here to experience the charm and laid-back vibe of this distinctive neighborhood in Key West, Florida.

Old Town

In the heart of this vibrant area, you’ll find a charming blend of historic architecture and lively streets that perfectly showcase the region’s unique character. Staying here offers easy access to local attractions, making it an ideal spot for exploring the best of the destination.

View 2435+ Rentals in Old Town

The Meadows

This peaceful neighborhood provides a tranquil retreat just moments from the central buzz, offering a relaxing atmosphere ideal for unwinding during your stay in the region. It’s a great choice for travelers seeking comfort combined with convenient proximity to key points of interest.

View 88+ Rentals in The Meadows

White Street Gallery District

Known for its vibrant arts scene, this district attracts visitors looking to immerse themselves in local creativity while enjoying nearby amenities. Choosing accommodations here ensures you’re close to cultural highlights and the eclectic charm of the area.

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Best Times to Visit Meadows

When should you plan your Vacation Rentals stay?

Choosing the right time to visit here can make all the difference in your experience, so consider the seasonal climate and local events to ensure your stay in this charming destination is truly memorable.

Peak Season Highlights

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Winter (December to April)

During this peak season, you can enjoy warm weather and sunny skies, making it ideal for exploring the area’s outdoor scenery and relaxing at your vacation rental.

Average Temperature Daytime: 75°F to 80°F - Nighttime: 65°F to 70°F
summer
Summer (June to August)

This time of year attracts visitors seeking hot, vibrant days perfect for beach activities and water sports near the region's charming coastal spots.

Average Temperature Daytime: 85°F to 90°F - Nighttime: 75°F to 80°F

Off-Season Highlights

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Late Spring (May)

As the crowds thin out just before summer, this is a great period for finding more affordable accommodations while enjoying pleasant weather here.

Average Temperature Daytime: 78°F to 83°F - Nighttime: 70°F to 75°F
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Fall (September to November)

In the fall, you’ll experience cooler temperatures and fewer tourists, creating an ideal setting for peaceful escapes and exploring local attractions at a relaxed pace.

Average Temperature Daytime: 78°F to 85°F - Nighttime: 65°F to 70°F

Weekly Weather Forecast for Meadows

How to Book Your Meadows Vacation Rental Home

What's our booking process?

Our platform allows you to browse a curated selection of vacation rentals. 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 Vacation Rentals in Meadows Area

Common Vacation Rentals Amenities

What amenities can you expect?

Our Vacation Rentals 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 after exploring the region’s scenic spots.
  • Take advantage of a spacious patio area for outdoor dining and entertaining guests under the sun.
  • Relax in a comfortable outdoor lounge area designed for unwinding with friends or family.
  • Benefit from lush, well-maintained gardens that add to the tranquil atmosphere of your stay.
  • Make use of a barbecue grill for preparing delicious meals during warm evenings outside.
  • Stay active with outdoor sports facilities such as tennis courts or volleyball areas, if available.
  • Capitalize on shaded cabanas or pergolas that offer a cool retreat from the Florida sun.

Top Attractions Around Meadows

What attractions are nearby?

In this charming area, you can enjoy a variety of outdoor activities and explore local attractions that showcase the vibrant culture and natural beauty of Key West, Florida.

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Family Activities

  • Key West Butterfly & Nature Conservatory: You can immerse your family in a magical world of colorful butterflies and exotic birds, perfect for nature-loving kids.
  • Fort Zachary Taylor Historic State Park: Spend a relaxing day swimming and picnicking on the pristine beaches while exploring the historic fort that offers educational tours for the whole family.
  • Old Town Trolley Tour: Discover the area's rich history and vibrant culture through a family-friendly trolley tour that makes sightseeing both fun and informative.
  • South Beach: Enjoy sunbathing, sandcastle building, and gentle swimming at this popular family beach destination known for its calm waters and beautiful scenery.
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Adult Activities

  • Relaxing on the Beaches: Enjoy sunbathing and swimming along some of the most beautiful sandy shores here, perfect for unwinding and soaking up the Florida sunshine.
  • Scenic Sunset Cruises: Embark on a boat tour at dusk to experience breathtaking sunsets over the region's tranquil waters, offering a memorable evening activity.
  • Exploring Local Art Galleries: Discover vibrant art scenes at nearby galleries showcasing regional artists, ideal for a cultural escape in this destination.
  • Dining at Fresh Seafood Restaurants: Savor fresh catch prepared by local chefs at acclaimed eateries, providing an authentic taste of the area's culinary delights.

Other Places to Stay in Meadows, FL

The Unitarian Universalist Fellowship of Key West
The Unitarian Universalist Fellowship of Key West Vacation Rentals
The Meadows
The Meadows Vacation Rentals
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Meadows Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Dining Options: Take advantage of the area's vibrant culinary scene to enjoy fresh seafood and authentic local flavors during your stay.
  • Plan Water Activities: Make the most of your visit by engaging in water-based experiences like snorkeling or kayaking, which highlight this destination's beautiful coastal environment.
  • Visit Nearby Attractions: Discover the region’s charming spots and scenic viewpoints that showcase the unique charm and natural beauty of here.
  • Choose a Prime Location: Select accommodations close to key amenities and beaches to maximize leisure time and reduce travel stress during your trip.

Transportation Options

  • Rental Cars: You can easily explore the area at your own pace by renting a car, with numerous local agencies offering convenient pickup options nearby.
  • Public Transportation: Buses serve the region regularly, providing an affordable way to navigate between key points of interest in this destination.
  • Bicycle Rentals: For a more eco-friendly and leisurely experience, bicycle rentals are available, allowing you to enjoy the scenic surroundings up close.
  • Taxi and Ride-Sharing Services: Taxis and ride-sharing options like Uber or Lyft operate here, offering quick and reliable transportation directly from your accommodations.

Local Customs Options

  • Gulf Coast Hospitality: Embrace the warm and friendly greeting customs that reflect the welcoming spirit of this coastal region.
  • Seafood Cuisine Etiquette: Experience the local appreciation for fresh seafood, often enjoyed shared among family and friends in a relaxed, convivial setting.
  • Decorative Flag Display: Observe the tradition of displaying colorful flags outdoors, symbolizing local pride and community spirit.
  • Fishing Traditions: Participate in or observe the age-old customs surrounding fishing, which is an integral part of here’s cultural heritage and daily life.

Frequently Asked Questions About Meadows?

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 vacation rentals have private pools in Meadows?

There are 30 vacation rentals with private pools near Meadows. Top-rated RBO homes that have access to a swimming pool include:

3. Which vacation homes in Meadows are best for families?

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

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

Currently, the total number of properties listed by Rent By Owner in 2025 is over 136 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. 

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

The cancellation policy varies by listing, so it’s important to review the specific terms on each property’s listing. You can find detailed information or contact the owner directly for clarification.

6. Are there any house rules I should be aware of before booking?

Yes, each property may have its own set of house rules regarding noise, pets, and other guidelines. Be sure to read these carefully in the listing description or reach out to the host for additional details.

7. How do I check the availability of vacation rentals in this destination?

Availability depends on the selected dates and the specific property. You can view real-time availability by entering your dates on the listing page and contacting the owner if needed.

8. What amenities are typically included in vacation rentals here?

Most properties offer amenities such as Wi-Fi, air conditioning, and kitchen facilities. For a comprehensive list of what’s included, please review the individual listing or contact the owner directly.

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

Minimum stay requirements vary depending on the property and season. Check the listing details for any restrictions or contact the owner for more information.

Meadows Top Rated Vacation Rentals

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