A forested area with a waterfall cascading over rocks.

Florida Vacation Rentals

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Check prices for these dates

In two weeks
Oct 2 - Oct 4
In two months
Nov 13 - Nov 15
In three months
Dec 11 - Dec 13
In four months
Jan 8 - Jan 10

Our top choices for Florida vacation rentals

Exterior

1. The Greylock Cabin

The Greylock Cabin
Florida
10.0 out of 10, Exceptional, (7 reviews)
"This is a beautiful cabin on an amazing property with a great view of Mt Greylock! Clean, comfortable, great location, communication with the owner was outstanding and questions were answered quickly. It all went smoothly and we highly recommend this property!"
United States
Margaret M.
The price is ￥48,594
￥78,040 total
includes taxes & fees
Sep 23 - Sep 24
The Greylock Cabin
Exterior

2. Getaway Near Mass MoCA, Great Hiking, Scenic Views

Getaway Near Mass MoCA, Great Hiking, Scenic Views
Stamford
10.0 out of 10, Exceptional, (35 reviews)
"Perfect for our weekend getaway. Close to the activities we wanted in North Adams, Mass, but just across the state line in a lovely rural setting. A very nice apartment... just as described. So happy to have chosen this for our stay!"
United States
Bill
The price is ￥10,589
￥22,404 total
includes taxes & fees
Sep 21 - Sep 22
Getaway Near Mass MoCA, Great Hiking, Scenic Views
Interior

3. Cozy 2-bedroom Apartment within Walking Distance to Mass MoCA and Downtown

Cozy 2-bedroom Apartment within Walking Distance to Mass MoCA and Downtown
North Adams
8.0 out of 10, Very good, (2 reviews)
"Excellent accommodations. Outside patio with grill was very nice. Private parking is a plus. Would definitely rent this apartment again."
United States
Ruthie K.
The price is ￥12,001
￥28,477 total
includes taxes & fees
Sep 21 - Sep 22
Cozy 2-bedroom Apartment within Walking Distance to Mass MoCA and Downtown
Living area

4. Penthouse Apartment on Park Street

Penthouse Apartment on Park Street
Adams
9.6 out of 10, Exceptional, (15 reviews)
"Our stay was beautiful! The check in process was super easy and the building was easy to access. The apartment was very clean and it was a lovely stay."
United States
Margaret C.
The price is ￥22,748
￥44,159 total
includes taxes & fees
Sep 21 - Sep 22
Penthouse Apartment on Park Street
Outdoor dining

5. Downtown | Waterfront | Walk to Shops

Downtown | Waterfront | Walk to Shops
Williamstown
9.8 out of 10, Exceptional, (12 reviews)
"We had a great stay here. Clean, well-equipped, great location. Hope to come back again!"
United States
Tricia
The price is ￥21,179
￥44,317 total
includes taxes & fees
Sep 27 - Sep 28
Downtown | Waterfront | Walk to Shops
Lobby

6. Vacation Village in the Berkshires

Vacation Village in the Berkshires
3.0 star property
Williamstown
8.8 out of 10, Excellent, (2,662 reviews)
"Great all around stay and lots for the kids to do"
United States
Sarah
The price is ￥14,927
￥18,394 total
includes taxes & fees
Sep 22 - Sep 23
Vacation Village in the Berkshires
Exterior

7. Bear Creek Cabin

Bear Creek Cabin
Charlemont
10.0 out of 10, Exceptional, (53 reviews)
"We enjoyed our stay!!"
United States
Hillary S.
The price is ￥62,752
￥93,927 total
includes taxes & fees
Sep 25 - Sep 26
Bear Creek Cabin
Dining

8. A roomy remodeled retreat close to MassMoCA

A roomy remodeled retreat close to MassMoCA
North Adams
10.0 out of 10, Exceptional, (60 reviews)
"Lovely home with everything we needed. The beds were very comfortable!"
United States
Jennifer O.
The price is ￥35,926
￥75,352 total
includes taxes & fees
Sep 21 - Sep 22
A roomy remodeled retreat close to MassMoCA
Outdoor dining

9. 2-Bdr Apt In Town, By the Water

2-Bdr Apt In Town, By the Water
Williamstown
9.0 out of 10, Wonderful, (19 reviews)
"Great place with easy access to town and even better access to a nice spot to hangout by the creek. I will definitely stay here again."
United States
Thomas
The price is ￥18,826
￥44,463 total
includes taxes & fees
Sep 21 - Sep 22
2-Bdr Apt In Town, By the Water
TV, fireplace, books

10. Joia Verde: Mtn Chalet -120 Acres -Adventure Ski Hike MTB Rafting

Joia Verde: Mtn Chalet -120 Acres -Adventure Ski Hike MTB Rafting
Charlemont
10.0 out of 10, Exceptional, (2 reviews)
"Our stay at the chalet was exactly what we hoped it would be! The space is in a beautiful location that is perfect for dogs. The host was very helpful and responsive and check in was a breeze. We'll be back for sure!"
United States
Georgia P.
The price is ￥54,437
￥209,230 total
includes taxes & fees
Sep 21 - Sep 22
Joia Verde: Mtn Chalet -120 Acres -Adventure Ski Hike MTB Rafting
Dining

11. Cozy Home in Pownal VT

Cozy Home in Pownal VT
Pownal
10.0 out of 10, Exceptional, (9 reviews)
"This home is super cozy and had all the amenities I needed after a long drive. I will be staying here again."
United States
Jess M.
The price is ￥16,802
￥29,185 total
includes taxes & fees
Sep 27 - Sep 28
Cozy Home in Pownal VT
Smart TV, fireplace, books

12. 5BR Berkshire Home Mins To The Mountain

5BR Berkshire Home Mins To The Mountain
Charlemont
10.0 out of 10, Exceptional, (7 reviews)
"What an amazing house to stay at! Tons of room, well equipped kitchen and a great location! "
United States
Jason F.
The price is ￥43,142
￥104,266 total
includes taxes & fees
Sep 21 - Sep 22
5BR Berkshire Home Mins To The Mountain
Outdoor pool, a heated pool

13. 2BR 1BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den

2BR 1BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den
Dover
9.4 out of 10, Exceptional, (23 reviews)
"Location was excellent, hosts were responsive, cozy little place with the fireplace, great stay!"
United States
Tania J.
The price is ￥7,624
￥46,729 total
includes taxes & fees
Sep 21 - Sep 22
2BR 1BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den
Outdoor dining

14. New Studio In Town, By the Water

New Studio In Town, By the Water
Williamstown
10.0 out of 10, Exceptional, (19 reviews)
"Great location, we really enjoyed our stay! "
United States
Lydia J.
The price is ￥28,238
￥52,140 total
includes taxes & fees
Oct 11 - Oct 12
New Studio In Town, By the Water
Exterior

15. Cozy Vermont Lodge Hot Tub Stream Private SatTV, Beautiful Waterfront VT Retreat

Cozy Vermont Lodge Hot Tub Stream Private SatTV, Beautiful Waterfront VT Retreat
Bennington
8.6 out of 10, Excellent, (36 reviews)
"The location was quite and peaceful. We enjoyed our stay and were suprised how great the wifi was for the location."
United States
Malika R.
The price is ￥20,708
￥50,873 total
includes taxes & fees
Sep 21 - Sep 22
Cozy Vermont Lodge Hot Tub Stream Private SatTV, Beautiful Waterfront VT Retreat
Property grounds

16. Deluxe Mountain View Nautical Suite Jiminy Ski On/Off- Fully Redone Decor

Deluxe Mountain View Nautical Suite Jiminy Ski On/Off- Fully Redone Decor
Hancock
10.0 out of 10, Exceptional, (6 reviews)
"Loved this spot. Beautiful view of the mountain. Beyond easy checkin and check out process. Everything you need is on the mountain - we didnt have to leave all weekend. Highly recommend! "
United States
Maura D.
The price is ￥15,108
￥35,101 total
includes taxes & fees
Sep 21 - Sep 22
Deluxe Mountain View Nautical Suite Jiminy Ski On/Off- Fully Redone Decor
Exterior

17. 2 Twin beds on 1st floor with En-suite bathroom.

2 Twin beds on 1st floor with En-suite bathroom.
Shelburne Falls
The price is ￥14,433
￥28,212 total
includes taxes & fees
Sep 21 - Sep 22
2 Twin beds on 1st floor with En-suite bathroom.
Gift shop

18. Jiminy Peak Relaxation Suite - Sleeps 4 Ski On/Off Mountain - New and Updated

Jiminy Peak Relaxation Suite - Sleeps 4 Ski On/Off Mountain - New and Updated
Hancock
10.0 out of 10, Exceptional, (6 reviews)
"The apartment itself is very clean and perfect for what we needed - a quick 2 night stay. The pool, hot tub and Jiminy Peak right there was great. Howie, the owner, was excellent with communication. Not his fault, the Country Inn itself is a bit outdated yet front desk assistants were so nice and friendly."
United States
Ann
Jiminy Peak Relaxation Suite - Sleeps 4 Ski On/Off Mountain - New and Updated
Exterior

19. Vermont Summer Getaway • Fire Pit, Yard Games, Near Lake • Sleeps 11

Vermont Summer Getaway • Fire Pit, Yard Games, Near Lake • Sleeps 11
Whitingham
10.0 out of 10, Exceptional, (15 reviews)
"Great 2 family group vacation spot. Very clean and right in between great ski mountains"
United States
Jonathan
The price is ￥31,219
￥79,946 total
includes taxes & fees
Sep 21 - Sep 22
Vermont Summer Getaway • Fire Pit, Yard Games, Near Lake • Sleeps 11
Gift shop

20. Gorgeous Mountain View Suite Ski On/Off At Jiminy - Fully Redone Decor

Gorgeous Mountain View Suite Ski On/Off At Jiminy - Fully Redone Decor
Hancock
10.0 out of 10, Exceptional, (3 reviews)
"Stayed one night at one of my favorite ski spots. Will be back again!"
United States
Neil J.
Gorgeous Mountain View Suite Ski On/Off At Jiminy - Fully Redone Decor
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Florida Hotel Reviews

Vacation Village in the Berkshires

Vacation Village in the Berkshires

10/10 Excellent
"Love this place for a weekend getaway."
Jacob 2-night trip
Posted 8 hours ago
Vacation Village in the Berkshires

Find out more about Florida

Search for holiday rentals in Florida on Expedia! You can easily find your home rentals, villas, holiday apartments in Florida using one of the methods below:

  • View our selection of featured holiday rentals in Florida
  • Use the map to find apartments and other holiday homes in the Florida neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Florida while they last

Look no further and take a look at our great range of rental properties in Florida!

Frequently asked questions

Can I find vacation rentals in Florida?

Yes, we give you a choice of vacation rentals close to popular local attractions in Florida, or you can select a secluded option if you're looking for relaxation. Florida is known for its forests.

What are some of the best vacation rentals in Florida?

Experience Three Sisters Sanctuary in Goshen, MA: Visitors like this Florida vacation home rental. It is equipped with a garden, air-conditioning, and a Smart TV to help you feel comfortable during your stay.

How many vacation rentals are there in Florida?

Expedia has 3 vacation rentals for your stay in Florida.

What can I see and do in Florida?

Deerfield River and Green Mountain National Forest are a couple of lovely local spots to get outside and enjoy nature. While here, Hoosac Range and Florida Town Hall are other places worth a visit.

What are vacation rentals like in Florida?

Vacation rentals are privately owned properties you can book for a short or long stay in Florida. Vacation rentals provide amenities like kitchens and laundry facilities so you'll have all the conveniences of home. If you're concerned about a sanitized environment, a vacation rental can offer a sense of seclusion away from shared hotel elevators and busy front desks while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental a popular choice for family trips.