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Holiday homes in Florida (Page 2)

Enjoy your stay and find the best Holiday homes in Florida at affordable prices

Searching for a holiday home in Florida (Massachusetts)? Explore a great selection of vacation homes in Florida to find the one that best fits to your needs, starting from $101 per night. Holiday homes offer a relaxing escape, providing a cozy retreat for vacationers seeking a home away from home.

Holiday-homes in Florida and region (30 miles)
Gorgeous New Zen Suite Sleeps 4-Ski On Off Jiminy in Hancock, USA

Gorgeous New Zen Suite Sleeps 4-Ski On O...

Holiday home in Hancock near Florida, Massachusetts , Corey Road 37
Within 33 km of Tanglewood and 33 km of Cranwell Spa & Golf Club, Gorgeous New Zen Suite Sleeps 4-Ski On Off Jiminy provides free WiFi and a fitness c...
  • Parking
  • Fitness centre
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Superb 6 Reviews 9.0

from $162.77 Show details »

WOW-New Ski OnOff Suite By Pool Sleeps 4 Jiminy Pk in Hancock, USA

WOW-New Ski OnOff Suite By Pool Sleeps 4...

Holiday home in Hancock near Florida, Massachusetts , Corey Road 37
Within 33 km of Tanglewood and 33 km of Cranwell Spa & Golf Club, WOW-New Ski OnOff Suite By Pool Sleeps 4 Jiminy Pk features free WiFi and a fitness ...
  • Parking
  • Fitness centre
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Superb 11 Reviews 9.1

from $171.33 Show details »

Sleek Cabin with Deck, 8 Miles to Mount Snow and Hikes in Wilmington, USA

Sleek Cabin with Deck, 8 Miles to Mount...

Holiday home in Wilmington near Florida, Massachusetts
Sleek Cabin with Deck, 8 Miles to Mount Snow and Hikes is located in Wilmington, 43 km from Stratton Mountain, 34 km from Bennington Museum, and 36 km...
  • Parking
  • Swimming pool
  • Swimming Pool

no reviews

from $315.00 Show details »

Wilmington Chalet with Hot Tub Less Than 8 Mi to Mount Snow! in Wilmington, USA

Wilmington Chalet with Hot Tub Less Than...

Holiday home in Wilmington near Florida, Massachusetts
Featuring a hot tub, Wilmington Chalet with Hot Tub Less Than 8 Mi to Mount Snow! is set in Wilmington.
  • Parking
  • Fitness centre
  • Indoor pool
  • Outdoor pool
  • Swimming pool

no reviews

from $448.67 Show details »

Stylish Rustic Retreat with Breathtaking Mtn Views! in Bennington, USA

Stylish Rustic Retreat with Breathtaking...

Holiday home in Bennington near Florida, Massachusetts
Situated in Bennington, 12 km from Bennington Battle Monument and 49 km from Rensselaer Polytechnic Institute, Bennington Cabin with Deck and Views of...
  • Parking
  • Pets allowed

no reviews

from $353.00 Show details »

Cozy Wilmington Home with Community Amenities! in Wilmington, USA

Cozy Wilmington Home with Community Amen...

Holiday home in Wilmington near Florida, Massachusetts
Situated in Wilmington in the Vermont region, Cozy Wilmington Home with Community Amenities! has a balcony and river views.
  • Parking
  • Fitness centre
  • Indoor pool
  • Outdoor pool
  • Swimming pool

no reviews

from $330.00 Show details »

Mountain Retreat in Wilmington, USA

Mountain Retreat

Holiday home in Wilmington near Florida, Massachusetts , 6 Shincracker Way
Situated 12 km from Molly Stark State Park and 12 km from Harriman Reservoir, Mountain Retreat is in Wilmington and has a tennis court.
  • Parking
  • Family rooms
  • Kids' outdoor play equipment

Fabulous 8 Reviews 8.9

from $251.67 Show details »

Snow Country Home in Wilmington, USA

Snow Country Home

Holiday home in Wilmington near Florida, Massachusetts
Situated in Wilmington, 37 km from Stratton Mountain, Snow Country Home features accommodation with a garden, free WiFi, a shared lounge, and an ATM.
  • Parking
  • Pets allowed
  • Fitness centre
  • Indoor pool
  • Outdoor pool

no reviews

from $222.08 Show details »

Cozy A-Frame Cabin with Pool Table 8 Mi to Mt Snow! in Wilmington, USA

Cozy A-Frame Cabin with Pool Table 8 Mi...

Holiday home in Wilmington near Florida, Massachusetts
Cozy A-Frame Cabin with Pool Table 8 Mi to Mt Snow! is located in Wilmington, 38 km from Bennington Battle Monument, 36 km from Bennington Museum, and...
  • Parking
  • Pets allowed

Fabulous 2 Reviews 9.0

from $357.33 Show details »

Green Mountain Escape in Wilmington, USA

Green Mountain Escape

Holiday home in Wilmington near Florida, Massachusetts
Featuring a hot tub, Green Mountain Escape is set in Wilmington.
  • Parking
  • Indoor pool
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

no reviews

from $293.43 Show details »

Charming Wilmington Cabin, 8 Mi to Mt Snow! in Wilmington, USA

Charming Wilmington Cabin, 8 Mi to Mt Sn...

Holiday home in Wilmington near Florida, Massachusetts
Situated 42 km from Bennington Battle Monument, 40 km from Bennington Museum and 42 km from Southern Vermont College, Charming Wilmington Cabin, 8 Mi ...
  • Parking
  • Hairdryer
  • Iron
  • Refrigerator
  • Toilet

Very good 1 Reviews 8.0

from $147.67 Show details »

Vermont Chalet in Wilmington, USA

Vermont Chalet

Chalet in Wilmington near Florida, Massachusetts
Vermont Chalet is located in Wilmington, 33 km from Stratton Mountain, 40 km from Bennington Battle Monument, and 38 km from Bennington Museum.
  • Parking
  • Pets allowed
  • Fitness centre

Good 4 Reviews 7.5

from $195.67 Show details »

Vermont Getaway with Deck - 6 Miles to Mt Snow! in Wilmington, USA

Vermont Getaway with Deck - 6 Miles to M...

Holiday home in Wilmington near Florida, Massachusetts
Vermont Getaway with Deck - 6 Miles to Mt Snow! is situated in Wilmington, 36 km from Stratton Mountain, 42 km from Bennington Battle Monument, as wel...
  • Parking
  • Pets allowed
  • Shower
  • Bath
  • TV

no reviews

from $383.00 Show details »

Javick House in Wilmington, USA

Javick House

Holiday home in Wilmington near Florida, Massachusetts
Set in Wilmington, 32 km from Stratton Mountain, 42 km from Bennington Battle Monument and 40 km from Bennington Museum, Javick House offers accommoda...
  • Parking

no reviews

from $226.14 Show details »

Mountain Magic in Wilmington, USA

Mountain Magic

Holiday home in Wilmington near Florida, Massachusetts
Set 42 km from Bennington Battle Monument, 40 km from Bennington Museum and 42 km from Southern Vermont College, Mountain Magic offers accommodation l...
  • Parking

Pleasant 1 Reviews 6.0

from $330.71 Show details »

Wilmington Home on 18 Acres about 9 Mi to Skiing! in Wilmington, USA

Wilmington Home on 18 Acres about 9 Mi t...

Holiday home in Wilmington near Florida, Massachusetts
Wilmington Home on 18 Acres about 9 Mi to Skiing! is situated in Wilmington, 46 km from Bennington Battle Monument, 44 km from Bennington Museum, and ...
  • Parking
  • Pets allowed

no reviews

from $347.67 Show details »

Dover Delight in West Dover, USA

Dover Delight

Holiday home in West Dover near Florida, Massachusetts , 8 Pheasant Lane
Located in West Dover, 32 km from Stratton Mountain and 48 km from Bennington Battle Monument, Dover Delight provides accommodation with amenities suc...
  • Parking
  • Tea/Coffee maker
  • Internet facilities
  • TV
  • Refrigerator

no reviews

from $204.00 Show details »

Austrian Haus Lodge in West Dover, USA

Austrian Haus Lodge

Lodge in West Dover near Florida, Massachusetts , 6 Abroad Road
Located 4 miles from skiing on Mount Snow, this Vermont lodge features an indoor pool and a sauna.
  • Parking
  • Sauna
  • Indoor pool
  • Swimming pool
  • Swimming Pool

Pleasant 53 Reviews 7.0

from $127.50 Show details »

MT SNOW SKI-BACK TRAIL FREE SHUTTLE - Green Mountain House in Dover, USA

MT SNOW SKI-BACK TRAIL FREE SHUTTLE - Gr...

Holiday home in Dover near Florida, Massachusetts , 31 Bears Den Road
Featuring mountain views, MT SNOW SKI-BACK TRAIL FREE SHUTTLE - Green Mountain House features accommodation with a seasonal outdoor swimming pool, a f...
  • Parking
  • Fitness centre
  • Family rooms
  • Outdoor pool
  • Swimming pool

Superb 3 Reviews 9.0

from $299.00 Show details »

Bears Crossing Townhouse in Dover, USA

Bears Crossing Townhouse

Holiday home in Dover near Florida, Massachusetts
Set in Dover, 29 km from Stratton Mountain, 48 km from Bennington Museum and 7.4 km from Mount Snow Resort, Bears Crossing Townhouse offers accommodat...
  • Parking
  • Fitness centre
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

no reviews

from $264.33 Show details »

West Dover Townhouse with Deck, Grill and Amenities! in West Dover, USA

West Dover Townhouse with Deck, Grill an...

Holiday home in West Dover near Florida, Massachusetts
Boasting a spa bath, West Dover Townhouse with Deck, Grill and Amenities! is situated in West Dover.
  • Parking
  • Swimming pool
  • Swimming Pool

no reviews

from $271.00 Show details »

Mount Snow Escape in Dover, USA

Mount Snow Escape

Holiday home in Dover near Florida, Massachusetts
Mount Snow Escape is set in Dover, 48 km from Bennington Museum and 7.3 km from Mount Snow Resort, in an area where skiing can be enjoyed.
  • Parking
  • Pets allowed
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Fabulous 1 Reviews 9.0

from $395.67 Show details »

Luna Stella - West Dover Home 1 Mi to Mt Snow! in West Dover, USA

Luna Stella - West Dover Home 1 Mi to Mt...

Holiday home in West Dover near Florida, Massachusetts
Set in West Dover, 28 km from Stratton Mountain and 49 km from Bennington Battle Monument, Luna Stella - West Dover Home 1 Mi to Mt Snow! provides acc...
  • Parking
  • Internet facilities
  • Refrigerator
  • DVD player
  • Fan

no reviews

from $384.29 Show details »

Mill Magic in Dover, USA

Mill Magic

Holiday home in Dover near Florida, Massachusetts
Mill Magic is located in Dover, 29 km from Stratton Mountain, and provides a patio, garden, and free WiFi.
  • Parking

Passable 1 Reviews 5.0

from $202.00 Show details »

West Dover Vacation Rental with Hot Tub Near Mt Snow in West Dover, USA

West Dover Vacation Rental with Hot Tub...

Holiday home in West Dover near Florida, Massachusetts
Situated in West Dover, 29 km from Stratton Mountain, 48 km from Bennington Battle Monument and 46 km from Bennington Museum, West Dover Home with Hot...
  • Parking
  • Internet facilities
  • Hairdryer
  • Hot tub
  • Refrigerator

Superb 2 Reviews 9.5

from $328.67 Show details »

Number of Holiday homes in Florida 75
Number of guest ratings 4
Average price per night $317.24
Lowest price per night $101.00
Highest price per night $701.33

Most popular Holiday-homes in Florida

The most popular Holiday-homes in Florida based on average guest rating (Top 10).

Cheapest Holiday-homes in Florida

The cheapest Holiday-homes in Florida based on room rate per night (Top 10).

Most booked Holiday-homes in Florida

The most booked Holiday-homes in Florida based on popularity with guests (Top 10).

Holiday homes in Florida (Massachusetts), comfortable and familiar

Staying in a holiday or vacation home in Florida can be a great alternative to a hotel or resort. They can range from small cottages to luxurious villas, and are often located in popular tourist destinations such as beaches or mountains. One of the main benefits is the privacy and flexibility that comes with having your own space. Unlike a hotel room, a holiday home provides you with a living area, kitchen, and sometimes even outdoor space, allowing you to cook your own meals, relax in comfort, and enjoy the company of your friends or family without the interruptions of other guests.

Holiday homes often offer more space than a hotel room. This can be particularly useful for families or groups of friends traveling together, who may need more than one room or want to avoid the cramped feeling of a single hotel room. They can also provide a more authentic travel experience, allowing guests to immerse themselves in the local culture and lifestyle. This can be particularly appealing for those who prefer to stay in quieter, residential areas away from the hustle and bustle of tourist hotspots.

Find the best Holiday home in Florida for your needs

Holiday homes should offer a comfortable and enjoyable stay, providing all the necessary amenities and conveniences to make your vacation experience memorable. At a minimum, your holiday home in Florida should offer a clean and well-maintained living space with comfortable furnishings, adequate lighting, and climate control.

In addition to basic amenities such as a fully equipped kitchen, comfortable bedding, and clean linens and towels, holiday homes should also offer modern conveniences such as Wi-Fi, cable or streaming TV, and laundry facilities. A private outdoor space, such as a balcony or terrace, can also add to the overall enjoyment. They can also offer additional features such as a swimming pool, hot tub, or outdoor grill. Location is also important, for example, close to popular tourist attractions, restaurants and shopping areas.

Accommodation data and pictures provided by Booking.com