Meadows Accommodations

BOTTOMS UP BUNGALOW - PERFECT 2 Bed/2 Bath PRIVATE POOL

Highly Rated

House

BOTTOMS UP BUNGALOW - PERFECT 2 Bed/2 Bath PRIVATE POOL

10.0

Exceptional

(124 Reviews)

2 Bedrooms 2 Baths 6 Guests 1224 ft²

US $1,451/Night 7 Nights - US $10,158

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Aruba - Downtown Waterfront 2x2 Dock & Pool Pet-Friendly

House

Aruba - Downtown Waterfront 2x2 Dock & Pool Pet-Friendly

9.8

Exceptional

(15 Reviews)

2 Bedrooms 2 Baths 8 Guests 1194.79 ft²

US $919/Night 7 Nights - US $6,433

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Price Dropped

Bed & Breakfast

Authors of Key West Guest House

9.2

Exceptional

(1007 Reviews)

1 Bedroom 1 Bath

US $280/Night 7 Nights - US $1,961

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~ CASABLANCA GRANDE ~ Old Town quiet duplex with pool, hot tub, and parking!

Price Dropped

House

~ CASABLANCA GRANDE ~ Old Town quiet duplex with pool, hot tub, and parking!

10.0

Exceptional

(14 Reviews)

2 Bedrooms 2 Baths 6 Guests 1224 ft²

US $656/Night 7 Nights - US $4,590

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House

Upper Bayview South

9.7

Exceptional

(3 Reviews)

4 Bedrooms 3 Baths 8 Guests 1237.85 ft²

US $1,259/Night 7 Nights - US $8,814

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House

Eliza Street Retreat, 2 bedroom, 2 bathrm, + loft, private pool, great location

10.0

Exceptional

(7 Reviews)

2 Bedrooms 2 Baths 6 Guests 1020 ft²

US $283/Night 7 Nights - US $1,984

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Tropical Heron Hideaway with Hot Tub, Pool

Apartment

Tropical Heron Hideaway with Hot Tub, Pool

9.6

Exceptional

(12 Reviews)

1 Bedroom 1 Bath 4 Guests 624.31 ft²

US $384/Night 7 Nights - US $2,688

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House

Shady Palms - Stay In Comfort- May - Aug 10% OFF - 2BD/2.5Bath - Private Pool

10.0

Exceptional

(6 Reviews)

2 Bedrooms 2 Baths 4 Guests 1283 ft²

US $266/Night 7 Nights - US $1,862

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Curacao - Large 2x2 Waterfront Condo Great View Pool & Dock

House

Curacao - Large 2x2 Waterfront Condo Great View Pool & Dock

9.4

Exceptional

(10 Reviews)

2 Bedrooms 2 Baths 8 Guests 1194.79 ft²

US $919/Night 7 Nights - US $6,433

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Boat Rental

The Crystalmarine Suite – Rustic Luxury on the Sea

10.0

Exceptional

(3 Reviews)

1 Bedroom 1 Bath 2 Guests

US $506/Night 7 Nights - US $3,544

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House

St Croix - Downtown 4x4 Waterfront Penthouse Pool Dock Pet

9.3

Exceptional

(9 Reviews)

4 Bedrooms 4 Baths 15 Guests 2400.35 ft²

US $1,672/Night 7 Nights - US $11,704

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Apartment

Tropical Heron Hideaway w/Hot Tub + Pool

10.0

Exceptional

(3 Reviews)

1 Bedroom 1 Bath 4 Guests

US $370/Night 7 Nights - US $2,592

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More Top-Rated Accommodations in Meadows Area

Why Choose Rent By Owner for your Meadows Accommodations?

What makes our Accommodations special?

Verified Listings

Book with confidence knowing every property meets our quality and safety standards.

Unbeatable Value

Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.

Diverse Options

From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Popular Areas for Meadows Accommodations

Where are the best neighborhoods to stay in Meadows?

In Meadows, Key West, Florida, you can enjoy staying in neighborhoods that offer easy access to the island's vibrant culture and stunning coastal views. The area provides a peaceful setting with close proximity to local attractions, making it an ideal choice for your stay. Whether you prefer a quiet retreat or a lively atmosphere, the neighborhoods here cater to diverse preferences, ensuring a comfortable experience during your visit.

Old Town

Nestled in the heart of the region, Old Town offers a vibrant atmosphere with charming streets and historic architecture, making it an ideal spot for exploring local culture while enjoying comfortable accommodations nearby.

View 2222+ Rentals in Old Town

The Meadows

Here, you can experience a tranquil neighborhood that provides easy access to natural beauty and peaceful surroundings, perfect for relaxing stays within close reach of key attractions.

View 104+ Rentals in The Meadows

White Street Gallery District

This arts-focused district features creative energy and visually stimulating surroundings, offering unique opportunities for cultural immersion alongside conveniently located accommodations.

View 4527+ Rentals in White Street Gallery District

Best Times to Visit Meadows

When should you plan your Accommodations stay?

To make the most of your stay in this charming area, consider planning your vacation during the region’s most favorable seasons when the weather is perfect for exploring and relaxing at your chosen accommodations.

Peak Season Highlights

Winter (December to February)

During the winter months, you can expect warm temperatures perfect for enjoying this tropical destination without the summer crowds. This is an ideal time to experience sunny days and pleasant evenings.

Average Temperature Daytime: 75°F to 80°F - Nighttime: 65°F to 70°F

Spring Break (March to April)

Spring break attracts visitors seeking sunshine and vibrant weather, making it a lively time here. Expect busy beaches and plenty of outdoor activities during these months.

Average Temperature Daytime: 78°F to 82°F - Nighttime: 68°F to 72°F

Off-Season Highlights

Summer (June to August)

While summer offers hot and humid weather, it remains less crowded, providing a more relaxed environment to explore and enjoy your stay here. It’s also a good time for those seeking lower prices.

Average Temperature Daytime: 85°F to 90°F - Nighttime: 75°F to 78°F

Fall (September to November)

Autumn brings cooler temperatures and fewer visitors, making it a peaceful time to visit. The region’s natural beauty shines during this season, with fewer crowds at popular spots.

Average Temperature Daytime: 80°F to 85°F - Nighttime: 70°F to 75°F

Weekly Weather Forecast for Meadows

How to Book Your Meadows Accommodations

What's our booking process?

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

Booking Steps

Search Properties

Use our filters to find the right property that fits your needs.

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.

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 Accommodations in Meadows Area

Common Accommodations Amenities

What amenities can you expect?

Our Accommodations 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 pool to relax after exploring the vibrant surroundings.
Take advantage of spacious patios or decks perfect for outdoor dining and entertaining.
Benefit from lush, landscaped gardens that add beauty and privacy to your stay.
Make the most of outdoor grills or barbecue areas for family cookouts in the warm Florida sun.
Experience outdoor showers or hot tubs to unwind in the fresh air.
Access nearby walking trails or bike paths ideal for discovering the scenic region on foot or by bike.
Relax in shaded lounge areas designed for enjoying the pleasant climate outdoors.

Top Attractions Around Meadows

What attractions are nearby?

Within this vibrant destination, you can enjoy a variety of activities such as relaxing on beautiful beaches, exploring charming local shops, and experiencing lively waterfront dining-all just minutes from your choice of accommodations in Meadows, Key West.

Family Activities

Beach Day at Smathers Beach: Spend a fun-filled day with the family relaxing and playing at one of the most popular beaches in Key West, Florida.
Visit the Key West Butterfly & Nature Conservatory: Explore this enchanting conservatory that offers children an up-close experience with hundreds of colorful butterflies and exotic birds.
Eco Tour on a Family-Friendly Boat: Discover the region's vibrant marine life and scenic coastlines through an easy and educational boat tour suitable for all ages.
Explore Fort Zachary Taylor Historic State Park: Enjoy a blend of history and outdoor recreation with picnic areas, tranquil beaches, and guided tours in a beautiful park setting here.

Adult Activities

Sailing and Boating Tours: Experience the scenic waterways by participating in sailing or boating excursions that showcase the area's stunning marine environment.
Deep-Sea Fishing: Engage in world-class deep-sea fishing adventures, targeting a variety of game fish in the surrounding waters of this popular destination.
Luxury Spa Treatments: Relax and rejuvenate at upscale spas offering massages, facials, and wellness therapies tailored for adults seeking ultimate relaxation.
Fine Dining and Nightlife: Indulge in gourmet dining experiences and explore vibrant nightlife venues that capture the lively spirit of the area.

Other Places to Stay in Meadows, FL

The Unitarian Universalist Fellowship of Key West

Explore 4,261 Properties

The Meadows

Explore 104 Properties

More Places to Stay Near Meadows

Meadows Travel Tips

How Can You Make the Most of Your Stay?

Explore Local Dining Experiences: Take advantage of the area's vibrant culinary scene by trying local restaurants and fresh seafood, which can enrich your stay in this popular Florida destination.
Plan Water Activities Early: Make the most of the region's renowned coastal and water-based activities by booking excursions or rentals ahead of time to ensure availability during your visit.
Visit Nearby Natural Attractions: Discover the natural beauty surrounding here by exploring nearby parks and beaches, perfect for relaxing or engaging in outdoor recreation.
Choose Prime Locations for Your Stay: Select accommodations near key points of interest to maximize your convenience and immerse yourself fully in the regional atmosphere.

Transportation Options

Rental Car Services: Renting a vehicle provides the flexibility to explore the area at your own pace and comfortably access various points of interest in this destination.
Public Transit: The local bus system offers an affordable and convenient way to navigate around here without the need for a private vehicle.
Taxis and Rideshare Options: Taxis and rideshare services like Uber and Lyft are readily available to provide quick and direct transportation throughout the region.
Bicycle Rentals: Biking is a popular, eco-friendly choice for exploring nearby beaches and scenic routes within this island community.

Local Customs Options

Respect for the Conch Republic: Residents and visitors often honor the area's unique history by participating in local events that celebrate the independence spirit of this region.
Seafood Etiquette: Enjoying the fresh seafood here involves appreciating the local fishing traditions, with a focus on sustainable practices and supporting small businesses.
Harbor and Maritime Customs: Maritime traditions are deeply rooted in the community, where it's customary to observe boating safety and environmental responsibility.
Relaxed Dress Code: Casual clothing is typically preferred, reflecting the laid-back island lifestyle that characterizes this destination’s welcoming atmosphere.

Frequently Asked Questions about Meadows Accommodations

1. What are the top Accommodations 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 Accommodations in Meadows:

2. How many Accommodations are available in Meadows?

Currently, the total number of properties listed by RBO in 2026 is over 102 in the Meadows area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Accommodations in Meadows. 

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

Cancellation policies vary depending on the specific property you choose. It’s recommended to review the cancellation terms listed with each property before completing your booking, or contact the property owner directly for detailed information.

4. How do I find accommodations that suit my budget in this region?

You can filter your search on the booking platform based on your budget range and preferred amenities. Many properties offer flexible pricing options, so reviewing the details of each listing will help you find the best fit for your financial plan.

5. Are there specific check-in and check-out times I should be aware of?

Check-in and check-out times are set by individual property owners. These details are typically listed in the property description or confirmed during your booking process. If you have special requests, reaching out to the host ahead of time is advisable.

6. What safety measures are implemented at accommodations here?

Safety measures are determined by each property owner and can include standards such as contactless check-in, enhanced cleaning protocols, and safety equipment. For specific safety features, review the property listing or contact the owner directly.

7. Is it possible to get assistance if I need changes after booking?

Yes, most hosts are available to assist with modifications to your reservation, subject to their policies. Contacting the property owner directly through the platform ensures you receive support for any adjustments or special requests.