Florida Vacation Rentals from CA $141: Short-Term Rentals for 2026

Q: 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.

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Our top choices for Florida vacation rentals

A log cabin with a balcony, surrounded by snow-covered trees and a wind turbine in the background.

1. Greylock Cabin

Florida

Margaret M.

CA $638 total

includes taxes & fees

Dec 8 - Dec 9

A wicker sofa with a floral cushion, a wicker table with magazines, and a standing fan in a room with large windows and wooden floors.

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

North Adams

Ruthie K.

CA $273 total

includes taxes & fees

Nov 9 - Nov 10

A spacious living room with a wooden floor, a sofa, a coffee table, and a lamp. There is a dining area in the background with a table and chairs.

3. Penthouse Apartment on Park Street

Adams

Margaret C.

CA $374 total

includes taxes & fees

Nov 8 - Nov 9

A log cabin with a balcony, surrounded by trees.

4. Bear Creek Cabin

Charlemont

Hillary S.

CA $808 total

includes taxes & fees

Nov 15 - Nov 16

A spacious living area with a stone fireplace, wooden flooring, and a cozy seating area.

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

Charlemont

Georgia P.

CA $1,757 total

includes taxes & fees

Nov 16 - Nov 17

6. Vacation Village in the Berkshires

Williamstown

Marcos

CA $141 total

includes taxes & fees

Nov 11 - Nov 12

A kitchen with white cabinets, a wooden dining table, and pendant lights.

7. A roomy remodeled retreat close to MassMoCA

North Adams

Diane

CA $658 total

includes taxes & fees

Nov 10 - Nov 11

"The property comes equipped with everything one can need for a relaxing getaway, not to mention a fire pit in the backyard nested on top of a river. It’s truly relaxing and peaceful while still being close to restaurants and a super market." ...Anna

8. New Studio In Town, By the Water

Williamstown

Lydia J.

CA $391 total

includes taxes & fees

Nov 15 - Nov 16

9. Downtown | Waterfront | Walk to Shops

Williamstown

Douglas

CA $417 total

includes taxes & fees

Nov 8 - Nov 9

"We had a lovely week-long stay at this cozy spot by the river. We cook a lot when we visit Airbnbs and we were so thrilled to find a huge variety of cooking pots, pans, utensils, etc. " ...Patrick

10. 2-Bdr Apt In Town, By the Water

Williamstown

Thomas

CA $412 total

includes taxes & fees

Nov 8 - Nov 9

A wooden kitchen with a central island, bar stools, and a dining table with chairs.

11. Cozy Home in Pownal VT

Pownal

Jeri R.

CA $272 total

includes taxes & fees

Nov 8 - Nov 9

A cozy living room with a fireplace, a large TV, a Christmas tree, and a leather sofa.

12. 5BR Berkshire Home Mins To The Mountain

Charlemont

Jason F.

CA $1,394 total

includes taxes & fees

Nov 20 - Nov 21

A two-story house with a front porch, a staircase leading to the entrance, and a well-maintained garden.

13. 2 Twin beds on 1st floor with En-suite bathroom.

Shelburne Falls

CA $241 total

includes taxes & fees

Nov 8 - Nov 9

A cozy living room with a large window, wooden walls, and a television.

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

Hancock

Maura D.

CA $298 total

includes taxes & fees

Nov 9 - Nov 10

A cozy living room with a fireplace, leather sofa, and a television.

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

Hancock

Ann

CA $298 total

includes taxes & fees

Nov 9 - Nov 10

A bedroom with a wooden bed frame, a large window, and a painting of mountains on the wall.

16. Must See Cabin Suite Jiminy Sleeps 4- Mountainview-Ski On/Off Country Inn Redone

Hancock

patricia f.

CA $299 total

includes taxes & fees

Nov 8 - Nov 9

A wooden deck with a railing, a house with windows, and a forested area with a stream.

17. The Cottage on Mill Brook is walking distance to Berkshire East and the River.

Charlemont

CA $864 total

includes taxes & fees

Nov 8 - Nov 9

A two-story house with a front porch, a staircase leading to the entrance, and a large tree in the foreground.

18. Private room with En-suite bathroom Marigold Room

Shelburne Falls

CA $277 total

includes taxes & fees

Nov 8 - Nov 9

A wicker basket with a plant on a table, a green bottle, and a cushion on a chair.

19. Walk to Williams * Steam Sauna * Ritz-Carlton Bed

Williamstown

Michelle B.

CA $743 total

includes taxes & fees

Nov 22 - Nov 23

A two-story house with a red roof, a front porch with a railing, and a gravel driveway.

20. The Ravens Nest - your next retreat tucked into the woods of Woodford, Vermont

Woodford

Dana W.

CA $721 total

includes taxes & fees

Nov 9 - Nov 10

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Top Florida Hotel Reviews

The Williams Inn

10/10 Excellent

"Beautiful"

Hideaway Inn Mt. Snow

10/10 Excellent

"The room was small and simple, but nicely decorated, including a record player with a vinyl album (cover, at least; didn't check for actual vinyl). The room was warm and the place was quiet when I stayed, which was off-season. I've been pulling into the parking lot of this place for five years now (MOOver), so staying there was interesting for me. I stayed there during a HAZMAT spill that closed Woodford Mtn for a couple days. Of special note, this is the ONLY hotel I've ever stayed at that had a sleep/sound machine in the room. I ALWAYS take one with me when traveling, but this was a last minute decision, so I would've had to pull up something on my phone, but there was a nice sound machine on the nightstand and I used it. Those are so helpful when staying in hotels/inns."

Find out more about Florida

Everything you need to know about Florida vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Florida vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Florida vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Florida vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Florida. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Florida vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Florida vacation rentals we have selected for you start as low as CA $141 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Florida rentals

At Expedia, we put the best Florida vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Florida rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Florida vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Florida. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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Things to do in Franklin County

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.

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Check prices for these dates

Our top choices for Florida vacation rentals

1. Greylock Cabin

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

3. Penthouse Apartment on Park Street

4. Bear Creek Cabin

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

6. Vacation Village in the Berkshires

7. A roomy remodeled retreat close to MassMoCA

8. New Studio In Town, By the Water

9. Downtown | Waterfront | Walk to Shops

10. 2-Bdr Apt In Town, By the Water

11. Cozy Home in Pownal VT

12. 5BR Berkshire Home Mins To The Mountain

13. 2 Twin beds on 1st floor with En-suite bathroom.

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

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

16. Must See Cabin Suite Jiminy Sleeps 4- Mountainview-Ski On/Off Country Inn Redone

17. The Cottage on Mill Brook is walking distance to Berkshire East and the River.

18. Private room with En-suite bathroom Marigold Room

19. Walk to Williams * Steam Sauna * Ritz-Carlton Bed

20. The Ravens Nest - your next retreat tucked into the woods of Woodford, Vermont

Find vacation rentals that suit your style

Top Florida Hotel Reviews

The Williams Inn

Find out more about Florida

Explore a world of travel with Expedia

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