The Meadows holiday lettings
We found 885 holiday rentals — enter your dates for availability
Select from 32 houses, 10 flats and other holiday rentals to find the perfect place for your stay in The Meadows. 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.
Find spaces that suit your style
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Find the best place to stay - The Meadows
WASTIN' A WAYLAND ~ Renovated 2 BR/2 Ba Home in Old Town!
Sleeps 6 · 2 bedrooms · 2 bathrooms
Upper Bayview North: Waterfront 4 Bedroom Condo at Bayfront Suites & Marina
Sleeps 8 · 4 bedrooms · 4 bathrooms
9.89.8 out of 10
Exceptionalexceptional
68 reviews(68 reviews)
Palm Isle: Tropical 2nd-Floor Unit, Shared Heated Pool, Near Duval St, Historic Seaport & Beaches
Sleeps 4 · 1 bedroom · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
7 reviews(7 reviews)
Paradise Place by AvantStay | Key West Old Town Condo w/ Shared Pool
Sleeps 4 · 1 bedroom · 1 bathroom
9.29.2 out of 10
Wonderfulwonderful
70 reviews(70 reviews)
ATLANTIC BREEZE ~ 2B/2BA Renovated Retreat w/ Pool, Fitness Area & Beach!
Sleeps 6 · 2 bedrooms · 2 bathrooms
9.89.8 out of 10
Exceptionalexceptional
200 reviews(200 reviews)
The Elizabeth Suite | 1 bed, 1 bath w/shared pool
Sleeps 4 · 1 bedroom · 1 bathroom
8.68.6 out of 10
Excellentexcellent
4 reviews(4 reviews)
Top rated rentals - The Meadows
Perfect place to ride out the storm
1010 out of 10
Exceptionalexceptional
105 reviews(105 reviews)
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, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value
Frequently asked questions
What is the most popular type of holiday rental accommodation in The Meadows?
The most popular types of holiday rentals in The Meadows are houses. After something a little different? Vrbo has many options to match our guests’ unique needs, so you’ll see holiday homes in loads of shapes and sizes. The ideal home away from home is waiting for you — get yours today.
How much does it cost to rent a holiday rental in The Meadows?
Several factors determine what you’ll pay for a holiday rental in The Meadows, such as the season, length of stay and type of property. Still, all our holiday homes have one thing in common — amazing value. Just add your travel dates to find your home away from home.
How much does it cost to rent a beach house in The Meadows?
The average price for a holiday rental near the beach in The Meadows depends on when you’re travelling and the size and style of property you’re looking for. You can easily and quickly find prices on Vrbo by entering the dates you’ll be travelling. Then use our handy filter tool to pick the number of bedrooms and amenities important to you, like WiFi, air conditioning and a hot tub.
Are there pet-friendly holiday rentals in The Meadows?
With 41 holiday rentals that allow pets, your furry little friend can join in the fun on your The Meadows break. Use the filter tool to browse our pet-friendly holiday rentals and find your pawfect digs on Vrbo.
Can I rent a house with a pool in The Meadows?
Add a new level of fun to your adventure by booking your group into one of the 34 houses with a private pool in The Meadows. Use our handy search filter to find the kind of property you want on Vrbo, and then spend lazy days playing and splashing in a swimming pool that’s all your own.
What are popular rental amenities in The Meadows?
When it comes to rental amenities that people search for in The Meadows, a nearby waterfront, nearby museums and tennis rank the highest. With Vrbo holiday homes, you’ll enjoy options to fit your taste and style, whether you’re planning to get away with family members, friends or even pets.
Are there large group holiday rentals in The Meadows?
You can pick from two holiday rentals in The Meadows that can accommodate a group of 10 or more people. Whether you’re planning a family holiday or a celebration like a birthday, there’s enough space to get your loved ones together under one roof.
Are there holiday rentals in The Meadows that welcome kids?
The Meadows has 41 family-friendly holiday homes to choose from. And booking a stay that welcomes little ones is easy with our “Properties good for families” filter. On top of having the whole place to yourselves, you’ll enjoy access to perks and conveniences like multiple bedrooms, kitchens and private pools.
What are the top attractions for families in The Meadows?
Keep the kids entertained at these fun family-friendly attractions in The Meadows:
- Smathers Beach
- South Beach
- Higgs Beach
Are there one-bedroom holiday rentals in The Meadows?
Yes, The Meadows has 12 one-bedroom rentals available. Often located in sought-after areas because of their smaller size, a one-bedroom rental is great if you’re travelling with a buddy or your partner. And with comforts such as kitchens and more privacy than a standard hotel, you’ll be able to relax while enjoying this incredible destination.
Can I find two-bedroom holiday rentals in The Meadows?
Gather your family and relax in total privacy and comfort in one of the seven two-bedroom holiday rentals The Meadows has to offer.
Are there holiday rentals with WiFi in The Meadows?
The Meadows has 21 holiday rentals with WiFi, so you’ll be able to stay connected while on holiday. Simply check the “WiFi” box in our handy search filter to find the perfect property. From streaming TV shows with the family to catching up on social media, these Vrbo homes make it a breeze to go online.
How can I find holiday rentals with air conditioning in The Meadows?
There are 41 Vrbo holiday homes with air conditioning in The Meadows offering that cooling breeze and extra level of comfort. Enter your chosen travel dates and then use our handy filter tool to locate stays with air conditioning.
How old do you have to be to rent a holiday rental in The Meadows?
You’ll have to check with the Meadows holiday home you’re looking at on Vrbo as the minimum age varies. However, it’s typically 16, 18 or 21.
How long can I rent a holiday rental in The Meadows for?
The length of time you can book a holiday rental in The Meadows depends on the property. Just enter your desired dates to see a list of options offering extended stays. With tons of amenities such as full kitchens and air conditioning, as well as some offering weekly or monthly discounted prices, you’re sure to discover a terrific place to call your home away from home in The Meadows.