The Meadows holiday rentals
We found 848 holiday rentals — enter your dates for availability
Discover a selection of 28 homes and other holiday rentals in The Meadows that are perfect for your trip. Whether you’re staying in a holiday home with friends, family or just with your pet, you'll find the best amenities for hanging out with the people that matter most, which might include Wi-Fi and a fireplace. At the end of the day, you're sure to find a property to rent that has what everyone needs, including accessible or non-smoking choices.
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Find the best place to stay - The Meadows

Luxury Waterfront Home with Private Pool and Dock!
Sleeps 10 · 4 bedrooms · 4+ bathrooms

3-bedroom house boat in tranquil Key West with AC
Sleeps 10 · 3 bedrooms · 2+ bathrooms

Waterfront Dock Pool Key West Near Duval
Sleeps 8 · 2 bedrooms · 2 bathrooms

Oversized home for the whole family w/private pool & dock
Sleeps 12 · 5 bedrooms · 4 bathrooms

3-Story spacious conch style home w/ private pool & dock!
Sleeps 10 · 4 bedrooms · 3+ bathrooms

Flamingo Retreat-waterfront 2BR 2BA condo w/ pool & boat slip
Sleeps 8 · 2 bedrooms · 2 bathrooms
- Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
- More quality timeFrom booking to staying, the whole process is simple and enjoyable
- All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
- More for lessMore space, more privacy, more amenities — more value
Frequently asked questions
When is the best time to visit The Meadows for a holiday rental?
The best time to visit The Meadows for a holiday rental is during the peak season from January to March, with March being particularly popular. This period attracts families and sun-seekers eager to escape colder climates and enjoy the pleasant warmth of Florida. Visitors can expect mild temperatures ranging from 15 to 25 degrees Celsius, great for outdoor activities like golfing, hiking, and exploring the area's beautiful parks.March brings a vibrant setting, as many festivals and events take place during this time, offering a wonderful opportunity to immerse yourself in the local culture. The Meadows is also known for its scenic landscapes, making it an ideal backdrop for leisurely strolls or cycling along picturesque trails.For those looking for more economical options, October may be a great choice. The weather is still warm, with temperatures often hovering around 20 degrees Celsius, and the crowds are significantly thinner, allowing for a more relaxed experience. This month offers a chance to enjoy the area's natural beauty without the hustle and bustle of peak season.Ultimately, your ideal time to visit The Meadows will depend on whether you prefer the lively energy of peak season or the quieter charm of autumn.
What are the top attractions in The Meadows, Florida, United States of America?
In The Meadows, Florida, visitors can enjoy a variety of attractions centred around the beauty of the outdoors. The Meadows Community Park is a lovely spot for leisurely walks, picnics, and sports facilities, providing a great space for relaxation and recreation. Just a short drive away, the nearby Nathan Benderson Park offers a scenic lake, trails for walking and jogging, and opportunities for kayaking and paddleboarding, making it a popular destination for outdoor enthusiasts.For those interested in local wildlife, the Myakka River State Park is not far and features a vast expanse of natural beauty with opportunities for hiking, birdwatching, and even airboat tours.
Are all fees included in the The Meadows holiday homes prices shown on Stayz?
Stayz provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any The Meadows holiday homes with parking?
Stayz offers a wide selection of holiday homes in The Meadows with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for The Meadows holiday homes?
You can find great discounts on holiday homes in The Meadows on Stayz, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my The Meadows holiday home booking on Stayz?
To find The Meadows holiday rentals with free cancellation, just use Stayz's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in The Meadows?
A long-stay holiday home in The Meadows is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a The Meadows holiday home?
Book your The Meadows holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in The Meadows?
Prices for holiday homes in The Meadows vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in The Meadows to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
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