A forested area with a waterfall cascading over rocks.

Florida Vacation Rentals

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Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
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In four months
Mar 5 - Mar 7

Our top choices for Florida vacation rentals

A wooden swing set with two cushioned swings in a natural setting with trees and a cabin in the background.

1. Greylock Cabin

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 CA $410
CA $643 total
includes taxes & fees
Nov 20 - Nov 21
Greylock Cabin
Indoor pool

2. Vacation Village in the Berkshires

Vacation Village in the Berkshires
3.0 star property
Williamstown
8.8 out of 10, Excellent, (2,855 reviews)
"Gorgeous setting, comfortable beds and luxurious accommodations."
United States
Carol
The price is CA $115
CA $144 total
includes taxes & fees
Nov 16 - Nov 17
Vacation Village in the Berkshires
A log cabin with a balcony, surrounded by trees.

3. Bear Creek Cabin

Bear Creek Cabin
Charlemont
9.8 out of 10, Exceptional, (55 reviews)
"We enjoyed our stay!!"
United States
Hillary S.
The price is CA $606
CA $866 total
includes taxes & fees
Nov 20 - Nov 21
Bear Creek Cabin
A view of a forested area with a bench in the foreground.

4. 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 CA $481
CA $1,712 total
includes taxes & fees
Nov 16 - Nov 17
Joia Verde: Mtn Chalet -120 Acres -Adventure Ski Hike MTB Rafting
A kitchen with white cabinets, a wooden dining table, and pendant lights.

5. A roomy remodeled retreat close to MassMoCA

A roomy remodeled retreat close to MassMoCA
North Adams
10.0 out of 10, Exceptional, (61 reviews)
"Cute and comfy home. We enjoyed the unique decor and lack of TVs everywhere. It was a great break from all the crazy. Lots of conversation and togetherness."
United States
Diane
The price is CA $353
CA $689 total
includes taxes & fees
Dec 4 - Dec 5
A roomy remodeled retreat close to MassMoCA
A garden with various plants, a brick wall, and a cactus in pots.

6. 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 CA $215
CA $392 total
includes taxes & fees
Nov 16 - Nov 17
Cozy 2-bedroom Apartment within Walking Distance to Mass MoCA and Downtown
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.

7. Penthouse Apartment on Park Street

Penthouse Apartment on Park Street
Adams
9.6 out of 10, Exceptional, (19 reviews)
"Great penthouse apartment with interesting artwork throughout. Location convenient to local attractions; a five minutes easy drive to Mass MOCA. The apartment was impeccably clean and the host was very responsive to questions we had during our stay. Would love to stay again."
United States
Lisa M.
The price is CA $207
CA $381 total
includes taxes & fees
Nov 16 - Nov 17
Penthouse Apartment on Park Street
A wooden deck with Adirondack chairs, a fire pit, and a view of a forested area with a stream.

8. New Studio In Town, By the Water

New Studio In Town, By the Water
Williamstown
10.0 out of 10, Exceptional, (21 reviews)
"Great location, we really enjoyed our stay! "
United States
Lydia J.
New Studio In Town, By the Water
A wooden deck with Adirondack chairs, a fire pit, and a view of a forested area with a stream.

9. Downtown | Waterfront | Walk to Shops

Downtown | Waterfront | Walk to Shops
Williamstown
9.8 out of 10, Exceptional, (13 reviews)
"Great location, very clean, included washer dryer, picnic area by river, large parking space."
United States
Douglas
The price is CA $202
CA $414 total
includes taxes & fees
Nov 16 - Nov 17
Downtown | Waterfront | Walk to Shops
A residential house with a blue exterior, a black fence, and a large tree in the background.

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

Walk to Williams * Steam Sauna * Ritz-Carlton Bed
Williamstown
10.0 out of 10, Exceptional, (2 reviews)
"Easy breezy, short walk to walk into town/Williams Campus. Down to Earth, yet sophisticated vibe, great art scene. "
United States
Michelle B.
The price is CA $385
CA $742 total
includes taxes & fees
Dec 1 - Dec 2
Walk to Williams * Steam Sauna * Ritz-Carlton Bed
A bedroom with a bed, nightstands, and a ceiling fan.

11. Relaxing 1-bedroom apartment in North Adams

Relaxing 1-bedroom apartment in North Adams
North Adams
The price is CA $180
CA $220 total
includes taxes & fees
Nov 16 - Nov 17
Relaxing 1-bedroom apartment in North Adams
A wooden deck with Adirondack chairs, a fire pit, and a view of a forested area with a stream.

12. 2-Bdr Apt In Town, By the Water

2-Bdr Apt In Town, By the Water
Williamstown
9.2 out of 10, Wonderful, (23 reviews)
"Perfect check in process, spotlessly clean, gorgeous property, and I wish I had had enough time to relax by the water. Best experience I've had, and I will definitely stay there again."
United States
Andrea
The price is CA $197
CA $416 total
includes taxes & fees
Nov 22 - Nov 23
2-Bdr Apt In Town, By the Water
A lakeside picnic area with a bench and umbrella, surrounded by autumn-colored trees.

13. Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere

Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere
Hinsdale
9.8 out of 10, Exceptional, (41 reviews)
"The house was very clean! The hot tub was great! From checking in and checking out the host made everything so easy. We will definitely stay again!"
United States
Kyle R.
The price is CA $290
CA $645 total
includes taxes & fees
Nov 16 - Nov 17
Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere
A rustic cabin with a dirt path leading to it, surrounded by trees.

14. Bright Modern Secluded Vermont Home: Fish Pond + Trails, 5 Mins to Williamstown

Bright Modern Secluded Vermont Home: Fish Pond + Trails, 5 Mins to Williamstown
Pownal
10.0 out of 10, Exceptional, (41 reviews)
"We enjoyed our stay! The home was clean, well-stocked, and very comfortable. I loved the serenity of the location. We took walks on trails through the forest and enjoyed the peace and quiet."
United States
Claudette R.
The price is CA $450
CA $845 total
includes taxes & fees
Nov 19 - Nov 20
Bright Modern Secluded Vermont Home: Fish Pond + Trails, 5 Mins to Williamstown
A cozy living room with a large window, wooden walls, and a television.

15. 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 CA $137
CA $303 total
includes taxes & fees
Nov 16 - Nov 17
Deluxe Mountain View Nautical Suite Jiminy Ski On/Off- Fully Redone Decor
An aerial view of a house surrounded by a forest with autumn foliage.

16. Mt Snow Ski Escape • Fire Pit • Arcade • Sleeps 11

Mt Snow Ski Escape • Fire Pit • Arcade • Sleeps 11
Whitingham
10.0 out of 10, Exceptional, (16 reviews)
"Very peaceful backyard!! Great back deck!!"
United States
Jacqueline M.
The price is CA $340
CA $756 total
includes taxes & fees
Dec 1 - Dec 2
Mt Snow Ski Escape • Fire Pit • Arcade • Sleeps 11
A modern kitchen with white cabinetry, a stainless steel dishwasher, and a window with a view.

17. Bright, relaxing 2-story built in 1843, with WiFi & smart TVs in charming Dalton

Bright, relaxing 2-story built in 1843, with WiFi & smart TVs in charming Dalton
Dalton
9.8 out of 10, Exceptional, (35 reviews)
"Very smooth process for check in and directions. Well provisioned, super clean rooms. Really enjoyed learning about Dalton. And so many sights nearby we love!"
United States
Marcia O.
The price is CA $161
CA $430 total
includes taxes & fees
Nov 17 - Nov 18
Bright, relaxing 2-story built in 1843, with WiFi & smart TVs in charming Dalton
A wooden bear statue with a 'WELCOME' sign in front of a garden with various plants and a stone pathway.

18. Cozy Summer retreat with great Pet 🦮 Yard and upgrades! Close to hiking areas!

Cozy Summer retreat with great Pet 🦮 Yard and upgrades! Close to hiking areas!
Hoosick Falls
9.8 out of 10, Exceptional, (120 reviews)
"enjoyed our week at this property"
United States
cory p.
The price is CA $268
CA $513 total
includes taxes & fees
Nov 20 - Nov 21
Cozy Summer retreat with great Pet 🦮 Yard and upgrades! Close to hiking areas!
A wooden kitchen with a central island, bar stools, and a dining table with chairs.

19. Cozy Home in Pownal VT

Cozy Home in Pownal VT
Pownal
10.0 out of 10, Exceptional, (15 reviews)
"Absolutely wonderful place to stay. Quiet, clean, comfortable and close to a lot of things while feeling secluded. Owner communicated quickly and entry was easy. Loved every minute of our stay."
United States
Jeri R.
The price is CA $166
CA $280 total
includes taxes & fees
Nov 23 - Nov 24
Cozy Home in Pownal VT
A room with a green floor, a white door, and a window with blinds.

20. Spacious & Cozy Ground Floor 2/3 Bed private suite

Spacious & Cozy Ground Floor 2/3 Bed private suite
Shelburne Falls
9.6 out of 10, Exceptional, (5 reviews)
"Wonderful property with an exceptional host!"
United States
Russ D.
The price is CA $230
CA $496 total
includes taxes & fees
Nov 16 - Nov 17
Spacious & Cozy Ground Floor 2/3 Bed private suite
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

Willows Motel Williamstown

Willows Motel Williamstown

8/10 Good
"Staff was very friendly. The room was clean and well maintained. Great location for being close to Williams College."
James 2-night trip
Posted 2 hours ago
Willows Motel Williamstown

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 $144 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. 

Explore a world of travel with Expedia

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.