Owner Direct Vacation
Rentals in The Meadows
The Best Owner Direct Vacation Rentals in The Meadows. Explore thousands of vacation home rentals, large cabins, and villas near The Meadows
GUESTS
Explore the Best The Meadows Vacation Homes
Looking for the perfect place to stay in The Meadows? Discover a curated collection of vacation rentals offering comfort, convenience, and authentic The Meadows character. Whether you want a beachfront condo, a cozy family home, or a pet-friendly stay close to downtown, Owner Direct makes it easy to compare verified options for your next trip.
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Why Travelers Love Using
Owner Direct to
Find The Meadows Vacation Rentals
What makes our vacation homes stand out?
Verified Properties
Every vacation home shown on Owner Direct comes from trusted travel sources and verified hosts, so you can browse with confidence.
Value You Can Trust
Compare a range of properties and find fair, transparent pricing—no hidden fees.
Endless Variety
From oceanfront condos and coastal cottages to luxury villas and family homes, there's a rental to fit every traveler and budget.
More Places to Stay Near The Meadows
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Popular Neighborhoods for The Meadows Vacation Rentals
What are the best areas to stay in The Meadows
Discover the top neighborhoods in The Meadows and choose a place that suits your stay.
Saturday Feb 7
The Meadows, Key West
Common Vacation Rental Amenities Typical Vacation Rental Amenities
What sort of amenities will be available at your stay?
Our The Meadows vacation rentals are designed for comfort and convenience, with everything you need for a relaxing stay.
Indoor Amenities
Fully equipped kitchens
Spacious living areas with streaming TVs
Complimentary Wi-Fi
Air conditioning and heating
In-unit washer and dryer
Plush bedding and comfortable furniture
Outdoor Amenities
Balconies or patios with coastal views
Private or shared pools
BBQ grills and outdoor dining areas
On-site parking
Easy access to beaches and attractions
More Vacation Rentals You May Like Near The Meadows
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How to Reserve Your The Meadows Vacation Rental
Booking Made Simple
Owner Direct helps travelers find verified vacation rentals from trusted sources. Once you select a property you love, you’ll be guided to our partner’s secure booking platform to complete your reservation.
SEARCH PROPERTIES
Use filters for location, amenities, and budget.
VIEW DETAILS
Check photos, reviews, and features for your top picks.
BOOK SECURELY
Confirm your stay safely through our trusted travel partners.
The Meadows Vacation Rental FAQs
1. What are the top vacation rentals in The Meadows?
There are a lot of options in The Meadows. If you plan on staying in the 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 The Meadows:
- BOTTOMS UP BUNGALOW - PERFECT 2 Bed/2 Bath PRIVATE POOL
- Old Town "Eleuthera" 2BR Waterfront Corner Condo
- The Palms -3 bedroom 2 bath home in The Meadows w/pool oasis & guest cottage
- Eliza Street Retreat, 2 bedroom, 2 bathrm, + loft, private pool, great location
- Welcome to the Shady Palms - Private Pool - 2 Bdrm, 2.5 baths
- Fabulous Home with Private Saltwater Pool, Central AC, & High-Speed WiFi
- PINEAPPLE BREEZE ~ JUST RENOVATED Home in The Meadows with Pool!
- The Crystalmarine Suite – Rustic Luxury on the Sea
- SEVENTH HEAVEN~Waterfront 5 BR, 4 Ba Townhome with Pool, Elevator & Dockage!
- "Dominica" Key West 2BR Dock, Pool, Pet-Friendly
2. How many vacation rentals have private pools in The Meadows?
There are 26 vacation rentals with private pools near The Meadows. Top-rated homes that have access to a swimming pool include:
3. Which vacation homes in The Meadows are best for families?
If you are looking for a family-friendly vacation home in The 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 The Meadows:
4. How many vacation rentals are available in The Meadows?
Currently, the total number of properties listed in 2026 is over 136 in the The Meadows area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in The Meadows.