Key West Hotels & Vacation Rentals for Christmas - HomeToGo base64Hash Key West Hotels & Vacation Rentals for Christmas - HomeToGo

Key West Hotels & Vacation Rentals for Christmas

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Go Tropical this Season with Key West Hotels for Christmas

Located on the southern tip of Florida, Key West experiences fabulous weather even in December and is a unique place to spend the holidays with all the family. The archipelago is packed full of attractions like the former house of author Ernest Hemingway and some of the best diving and snorkeling in the world. Add to this Christmas lights, decadent food, and festive shows and Key West vacation rentals for Christmas become simply one of the best ways to spend the holidays.

Christmas in Key West: Top Accommodations

House Key West
Dec 27 - Jan 3
-15%
$931
$792 per night
House ∙ 4 guests ∙ 2 bedrooms

Vacation Home in Key West with Patio, Pool & Yard, Near Mallory Square

4.9
Outstanding (36 ratings)
Key West, Monroe County, Florida, United States
Very popular
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House Key West
Dec 21 - Dec 28
-17%
$2,231
$1,857 per night
House ∙ 10 guests ∙ 4 bedrooms

Vacation Home in Key West with Private Parking, Next to Southernmost Point

4.5
Excellent (106 ratings)
Key West, Monroe County, Florida, United States
Very popular
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House Key West
Dec 19 - Dec 26
$987 per night
House ∙ 6 guests ∙ 3 bedrooms

House in Key West with Grill, Patio & Pool, Next to Mallory Square

4.6
Excellent (83 ratings)
Key West, Monroe County, Florida, United States
Very popular
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Where to Dine for Christmas in Key West

Where to Dine for Christmas in Key West

If you want to escape to Key West for some festive sun, you won't have to compromise on a traditional Christmas lunch. Tuck into hearty classics such as roast beer with potatoes or enjoy a seafood twist on firm favorites at the charming Matt's Stock Island.

  • 1. The Saint Hotel

    This charming boutique hotel serves up a traditional meal with all the trimmings in a relaxed, family-friendly environment. You can opt for a table just for you and your family or join a large table and celebrate the festivities with others. Reservations are strongly recommended.

  • 2. Mary Ellen's

    Mary Ellen's is famed for its classic comfort food of turkey with Guinness gravy, roast potatoes, and stuffing. Desserts are included and the casual atmosphere is great for those who prefer a laid back approach to Christmas rather than a refined affair.

  • 3. Matt's Stock Island

    The head chef at Stock Island, Kalen Fortuna, has created a truly exquisite festive menu which takes Christmas classics and gives them a coastal twist. Indoor and outdoor seating is available and the chic decoration is rustic but still smart. Along with stunning food and fabulous views, Matt's Stock Island makes for a magnificent place for an indulgent Christmas lunch.

Best Places to Stay for Christmas in Key West

House Key West
Dec 21 - Dec 28
$1,982 per night
House ∙ 10 guests ∙ 4 bedrooms

Vacation Home in Key West with Lagoon-Style Pool

4.8
Outstanding (199 ratings)
Key West, Monroe County, Florida, United States
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House Key West
Dec 21 - Dec 28
$2,050 per night
House ∙ 10 guests ∙ 4 bedrooms

Vacation Home in Key West with Private Parking, Near Southernmost Point + Next to Beach

4.5
Excellent (106 ratings)
Key West, Monroe County, Florida, United States
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House Key West
Dec 21 - Dec 28
$2,941 per night
House ∙ 12 guests ∙ 5 bedrooms

Family Friendly Vacation Home in Key West with Private Pool

4.9
Outstanding (136 ratings)
Key West, Monroe County, Florida, United States
Very popular
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Best Holiday Attractions in Key West

Best Holiday Attractions in Key West

Key West Hotels for Christmas are the perfect choice for those who want to spend the holidays in the sunshine and make the most of the great outdoors. Enjoy wonderful outdoor attractions like the Conch Train which tours the festive lights of Key West and soak up the festive atmosphere at the opulently decorated Little White House.

  • 1. Lighted Boat Parade

    Weeks of preparation go into this fabulous light parade with locals decorating their vessels in a myriad of lights which culminates in a dazzling spectacle at Christmas. The procession starts at Schooner Wharf and then traverses the entire Key West Bight where you can enjoy the wonderful spectacle.

  • 2. Little White House

    This wonderful Key West museum is a must-visit during the holiday season. It was formerly a retreat for President Harry S. Truman and throughout the Christmas period it's wonderfully adorned with decorations and lights. It's also located in the picturesque Old Town which is superbly decorated throughout the season and a lovely place to spend some time.

  • 3. Conch Train Holiday Lights Tour

    This characterful train rides through the neighborhoods of Key West and is a wonderful way to see the town's decorations, both professional and amateur. Cooking and cider are also served prior to the tour's departure to add to the festive feel.

Recommended Accommodations for Christmas in Key West

House Key West
Dec 21 - Dec 28
-20%
$1,317
$1,055 per night
House ∙ 8 guests ∙ 3 bedrooms

House in Key West with Patio, Jacuzzi & Grill, Near Southernmost Point

4.5
Excellent (211 ratings)
Key West, Monroe County, Florida, United States
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Condo Key West
Dec 21 - Dec 28
-14%
$535
$457 per night
Condo ∙ 6 guests ∙ 2 bedrooms

Condo in Key West with Grill, Hot Tub & Pool

4.5
Excellent (33 ratings)
Key West, Monroe County, Florida, United States
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Accommodation Key West
Dec 21 - Dec 28
-22%
$474
$369 per night
Accommodation ∙ 3 guests ∙ 1 bedroom

Rental in Key West with Patio, Pool & Grill, Near Duval Street

4.0
Very good (224 ratings)
Key West, Monroe County, Florida, United States
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Things to Do With Your Family During Christmas Vacation in Key West

Things to Do With Your Family During Christmas Vacation in Key West

Key West is a fantastic destination to spend the festive period with all the family. Enjoy charming seasonal performances like the magical Nutcracker or take a bike ride through the quaint streets of the Old Town and soak up the Christmas cheer.

  • 1. The Nutcracker

    Each year the Tennessee Williams Fine Arts Center produces a wonderful interpretation of The Nutcracker. They add a tropical twist on the classic and the show is bound to be a hit with the whole family. The center also stages a number of additional festive tributes including old-school Hollywood Christmas specials.

  • 2. Old Town Bike Ride

    The balmy temperatures mean taking a bike ride to see the festive displays in the Old Town is a pleasure even in December. The traditional sites are decked in gingerbread millwork and twinkling lights and some rental firms will even bring the bikes to your accommodation or hotel.

  • 3. Christmas Ultimate Adventure

    Add a little adventure to your festive trip with a visit to the beach for a fun-filled day of watersports and ride on a catamaran – the giant inflatable slides are a firm favorite with the kids.

Top Offers for Christmas in Key West

Cottage Key West
Dec 21 - Dec 28
-20%
$608
$486 per night
Cottage ∙ 2 guests ∙ 1 bedroom

Cottage in Key West with Patio & Grill, Next to Southernmost Point

4.7
Excellent (231 ratings)
Key West, Monroe County, Florida, United States
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Condo Key West
Dec 21 - Dec 28
-16%
$551
$461 per night
Condo ∙ 6 guests ∙ 2 bedrooms

Wonderful Condo in Key West with Private Balcony

4.5
Excellent (125 ratings)
Key West, Monroe County, Florida, United States
Very popular
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House Key West
Dec 21 - Dec 28
-20%
$1,258
$1,004 per night
House ∙ 8 guests ∙ 3 bedrooms

Vacation Home in Key West with Hot Tub & Patio, Near Southernmost Point + Beach Nearby

4.4
Very good (185 ratings)
Key West, Monroe County, Florida, United States
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Information about Key West Hotels & Vacation Rentals for Christmas

😎 Least busy month July
🥳 Busiest month March
🛏️ Popular home types Condo and House rental
🌡️ Hottest months August and July
❄️ Coldest months January and February
🌧️ Rainiest months 12 rainy days in September and August

Frequently Asked Questions

Key West Hotels & Vacation Rentals for Christmas: What is the cost per night of stay?

The average rate for a vacation rental in Key West is usually around $502 and $1,059 per night.

Key West Hotels & Vacation Rentals for Christmas: is there a good selection of vacation homes for large groups?

The size of a House rental is 148 m² and may fit 7 people on average which is ideal for large groups.

Key West Hotels & Vacation Rentals for Christmas: what types of vacation homes are available in Key West?

You can find 691 Condos and 1,024 House rentals in Key West right here on HomeToGo.

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Average Nightly Rental Prices in Key West

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Vacation Rental Price Information in Key West

Vacation Rental Availability in Key West

Rental availability information in Key West

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