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Florida holiday lettings

We found 134 holiday rentals — enter your dates for availability

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.

Holiday rentals with weekly discounts - Florida

Showing deals for:14 Nov - 21 Nov
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    Enjoy full kitchens, pools, gardens and more
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Find out more about Florida

Find out more about Florida

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)
  • Waubeeka Golf Links (11.6 mi / 18.7 km)
  • Prospect Mountain Cross-Country Ski Center (14.7 mi / 23.7 km)
  • Prospect Mountain Nordic Ski Center (15.2 mi / 24.4 km)
  • Jiminy Peak Mountain Resort (16.2 mi / 26.1 km)
  • The Hermitage Golf Club (17.2 mi / 27.7 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:

  • Campers Beach (4.3 mi / 7 km)
  • Windsor Lake Park (4.5 mi / 7.2 km)
  • Mount Greylock (8.2 mi / 13.1 km)
  • Mount Greylock State Reservation (8.9 mi / 14.2 km)
  • Brodie Mountain (12 mi / 19.4 km)
  • Harriman Reservoir (12.6 mi / 20.2 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.

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