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Florida holiday lettings

We found 114 holiday rentals — enter your dates for availability

your current months are April, 2024 and May, 2024.
April 2024
May 2024
Discover a selection of holiday rentals in Florida that are perfect for your trip. Whether you’re staying in a holiday home with family or friends, you'll find the best amenities for hanging out with the people that matter most, which might include Wi-Fi and a pool. At the end of the day, you'll be able to choose a property to rent to meet everyone's needs, including accessible or non-smoking choices.

Find spaces that suit your style

  • Peace of mind
    Our Book with Confidence Guarantee gives you 24/7 support
  • More quality time
    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home
    Enjoy full kitchens, pools, gardens and more
  • More for less
    More space, more privacy, more amenities — more value

Why people love visiting friendly Florida

The forests, mountains and gardens display a scene truly unique to Florida. Well known for its camping, hiking and parks, this welcoming city won't disappoint. A holiday rental can help make your stay complete—many rentals come with a full kitchen and laundry facilities.

Sightseeing in and around Florida

Are you looking for things to do while you're in town? Venture out of your cosy holiday rental and experience everything that makes Florida a fun spot to go on holiday. These are some of the top attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Berkshire East Ski Resort (7.8 mi / 12.5 km)
  • Jiminy Peak Mountain Resort (16.2 mi / 26.1 km)
  • The Hermitage Golf Club (17.2 mi / 27.7 km)
  • The Hermitage Club (18.5 mi / 29.8 km)
  • Mount Snow (20.8 mi / 33.5 km)
  • Clarksburg State Park (6 mi / 9.7 km)

Exploring the natural features in Florida

Whether you're looking for fun outdoor activities or just want to appreciate the scenery, Florida is a great place to get out in nature. Here are some of the area’s most enchanting features, all within 30 miles (48.2 km) of the city centre:

  • Savoy Mountain State Forest (3 mi / 4.8 km)
  • Mohawk Trail State Forest (3.7 mi / 6 km)
  • Campers Beach (4.3 mi / 7 km)
  • Natural Bridge State Park (4.9 mi / 7.8 km)
  • Mount Greylock (8.2 mi / 13.1 km)
  • Mount Greylock State Reservation (8.9 mi / 14.2 km)

Transport options to and around Florida

The nearest airport is in Pittsfield, MA (PSF-Pittsfield Municipal), located 22 mi (35.3 km) from the city centre. If you can't find a flight that's convenient for your trip, you could also fly into Albany, NY (ALB-Albany Intl.), which is 40.9 mi (65.8 km) away.

Frequently asked questions

What is the most popular type of holiday rental accommodation in Florida?

The most desirable types of holiday rentals in Florida are cottages. Searching for something different? Vrbo has a variety of options to match our guests' unique needs, so you'll see holiday homes in all sizes and shapes. The perfect home away from home is waiting for you — grab yours today.

How much does it cost to rent a holiday rental in Florida?

A range of factors can affect what you'll pay for a holiday rental in Florida, like the season, length of stay and type of property. However, all our holiday homes have one thing in common — amazing value. Simply enter your travel dates to find your ideal match.

How much does it cost to rent a beach house in Florida?

Prices for beach houses in Florida can differ depending on the type and size of the property and when you plan to travel. Just enter your travel dates into Vrbo and the number of guests to view your options and prices. From there you can use the filters to refine your search by ratings, nearby activities and more.

Are there pet-friendly holiday rentals in Florida?

You're in luck! There are. You'll have a choice of two holiday rentals that allow pets in Florida. Many of our pet-friendly holiday rentals come with an outdoor space for your fur baby to have fun in, dog beds, complimentary treats and proximity to parks or green space. Apply the "Pets allowed" filter to find a pad that'll set tails wagging on Vrbo.

What are popular rental amenities in Florida?

A firepit, a nearby river and a barbecue grill are rated the most popular rental amenities in Florida. Whether you plan to go on your own, with a partner or a group of family members, Vrbo will help you find a holiday home that fits your tastes with all the features you need.

Are there holiday rentals in Florida that welcome kids?

Florida has two family-friendly holiday homes. And finding a stay that welcomes little ones is a cinch with our "Properties good for families" filter. As well as having the whole place to yourselves, you can also look forward to conveniences and perks like living rooms, kitchens and pools.

What are the top attractions for families in Florida?

Keep the kids busy at these fun family-friendly attractions in Florida:

  • Massachusetts Museum of Contemporary Art
  • Natural Bridge State Park
  • Western Gateway Heritage State Park

Can I find two-bedroom holiday rentals in Florida?

Florida has two two-bedroom holiday properties that you can choose from. Experience a holiday home with all the space and comfort you're looking for at a price that won't break the bank on Vrbo.

Are there holiday rentals with WiFi in Florida?

Florida has two holiday rentals with WiFi, so you'll be able to stay connected while you're away. Simply check the "WiFi" box in our search filter for a list of properties with this feature. From streaming movies with the family to catching up on social media, these Vrbo homes make it a breeze to go online.

How old do you have to be to rent a holiday rental in Florida?

The minimum age permitted can vary across properties on Vrbo, so be sure to look at the rules of the holiday home in Florida you're considering. But usually, it's 16, 18 or 21.

How long can I rent a holiday rental in Florida for?

It all depends on the Florida property. To see a list of options offering extended stays, just enter your dates and guest number into Vrbo. Enjoy having the place to yourself, along with amenities such as a full kitchen, air conditioning and an outdoor space where the kids can play. Keep your eyes open for long-term stays that offer weekly or monthly discounts.

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