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Florida vacation rentals

We found 156 vacation rentals — enter your dates for availability

Discover a selection of vacation rentals in Florida that are perfect for your trip. Whether you’re staying in a vacation home with family, friends, or just your furry companion, you'll have the amenities you expect and more, which might include WiFi and a hot tub. Whatever you're looking for, you'll find a rental for everyone's needs, including a place that's non-smoking or offers accessibility.

Holiday rentals with weekly discounts - Florida

Showing deals for:Aug 21 - Aug 28

Image gallery for Cozy Condo Near MASS MoCA

Interior
10 out of 10, Exceptional, (18 reviews)
Exceptional
(18 reviews)

Cozy Condo Near MASS MoCA

North Adams

13% off
Price is $365
$2,558 for 7 nights
All fees included
Cozy Condo Near MASS MoCA

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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 vacation rental can help make your stay complete. Many rentals come with a full kitchen and laundry facilities.

Sightseeing in and around Florida

Do you want to discover things to do during your stay? Venture out of your cozy vacation rental and experience everything that makes Florida a one-of-a-kind vacation spot. These are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city center:

  • Berkshire East Ski Resort (7.8 mi / 12.5 km)
  • Waubeeka Golf Links (11.6 mi / 18.7 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)
  • The Hermitage Club (18.5 mi / 29.8 km)

Exploring the natural features in Florida

Whether you're an adventurous traveler or just want to appreciate the scenery, Florida is a great place to get outside. Here are some of the area’s most eye-catching sights, all within 30 miles (48.2 km) of the city center:

  • 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)
  • Broad Brook Trailhead (10.4 mi / 16.8 km)
  • Brodie Mountain (12 mi / 19.4 km)

Transportation options to and around Florida

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

Frequently asked questions

What is the best area to stay in Florida, Massachusetts, United States of America when booking a vacation rental?
When looking for a great area to stay in Florida, Massachusetts, you might consider the vibrant neighborhood near the local parks and recreational areas. This part of town offers a charming atmosphere with a friendly community feel, making it an ideal spot for vacation rentals. You'll find a variety of properties available, ranging from cozy cottages to spacious homes, giving you plenty of options to choose from.

One of the top attractions in the area is the beautiful state park, which provides opportunities for hiking, picnicking, and enjoying nature. Additionally, nearby cultural sites and local shops add to the appeal, offering visitors a taste of the local art scene and unique shopping experiences.
How much does it cost to rent a vacation home in Florida?
Prices for vacation rentals in Florida 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 traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Florida to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Florida vacation house rentals?
You can find great discounts on house rentals in Florida on Vrbo, 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 find long-stay vacation rentals in Florida?
A long-stay vacation rental in Florida is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* 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.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Are there any Florida vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Florida with parking available—perfect for families or travelers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo 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.
When is the best time to visit Florida for a vacation rental?
March is the most popular time to visit Florida, especially for those looking to enjoy a vacation rental in this charming town. The peak season runs from March to May, drawing a mix of families, couples, and adventure seekers eager to explore the beautiful landscapes, outdoor activities, and local attractions. During these months, travelers can revel in comfortable weather, with temperatures typically ranging from the mid-40s to the low 70s Fahrenheit, ideal for sightseeing and leisurely walks.

As visitors flock to Florida in the spring, they can take advantage of the vibrant community events and access to outdoor recreation, such as hiking trails and state parks. The blooming season enhances the area's natural beauty, making it superb for photography and exploration.

For those considering a visit at a more budget-friendly time, December offers a quieter experience. While temperatures can be cooler, ranging from the low 30s to mid-40s Fahrenheit, the holiday charm and lower rental rates provide a unique opportunity to enjoy the serene beauty of the area without the crowds.
How early should I book a Florida vacation rental?
Book your Florida vacation rental 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 Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Florida, Massachusetts, United States of America?
In Florida, Massachusetts, visitors can enjoy a range of attractions that highlight the area's natural beauty and historical significance. The town is known for its picturesque landscapes, including the scenic views along the Deerfield River. Outdoor enthusiasts can explore the nearby Mohawk Trail, which offers stunning vistas, hiking opportunities, and access to various recreational activities.

For history buffs, the Florida Historic District features charming architecture and local landmarks that reflect the town's rich heritage. Additionally, the area is close to the Berkshire Mountains, which provide opportunities for seasonal activities such as skiing in the winter and hiking in the warmer months.
Can I change or cancel my Florida home rental booking on Vrbo?
To find Florida vacation rentals with free cancellation, just use Vrbo'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". Vrbo rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travelers 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, Vrbo makes it easy to list, manage, and succeed. Whether it's a cozy cabin or a beach condo, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Florida vacation rental prices shown on Vrbo?
Vrbo 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.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, 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.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.

Vrbo also offers support via live chat through our Help Center, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organizing 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 favorites, and build the perfect itinerary together.

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