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Hotels in Key West during late December to early January typically offer warm, tropical accommodations with easy access to beaches, vibrant nightlife, and historic sites like the Ernest Hemingway Home and Museum. Many hotels provide festive holiday events and amenities such as pools, ocean views, and proximity to Duval Street.

Key West

This Key West, Florida Southernmost Point Guest House & Garden Bar is located on Duval Street 110 metres from the Southernmost Point and 73 metres from the beach. Features include a free hot American breakfast and a hot tub.The property is located across 4 buildings.

Guests can enjoy happy hour at the on-site bar and receive one complimentary drink ticket each day. There is also free on-site parking, barbecue facilities and a tour desk for added convenience.

A balcony or patio are featured in certain rooms. Rooms include a private bathroom equipped with free toiletries, a hairdryer, and a bath or shower. A flat-screen TV is also available in each room.

Guests can explore the Key West Butterfly & Nature Conservatory, which is adjacent to the property, or go to the Ernest Hemingway Home and Museum, which is 750 metres from Southernmost Point Guest House & Garden Bar. Sunset Pier is 1.8 km away.

Southernmost Point Guest House & Garden Bar

Facing the beachfront, The Capitana Key West offers 4-star accommodation in Key West and has an outdoor swimming pool, fitness centre and private beach area. Boasting a 24-hour front desk, this property also has a restaurant and a terrace. Guests can make use of a bar.

The rooms are fitted with air conditioning, a fridge, a microwave, a coffee machine, a shower, free toiletries and a desk. Rooms include a private bathroom with a hairdryer, while certain rooms have a patio and others also boast sea views.

A continental breakfast is available at the hotel.

At The Capitana Key West guests are welcome to take advantage of a hot tub.

Smathers Beach is 2.1 km from the accommodation, while Ernest Hemingway Home and Museum is 2.9 km from the property. Key West International Airport is 1 km away.

The Capitana Key West

Located in Key West, 600 metres from Key West Aquarium and 600 metres from Mallory Dock, L'Habitation Guesthouse- Adult Exclusive provides accommodation with free WiFi, air conditioning, a garden and a terrace.

Each unit features a seating area with a sofa, a flat-screen TV and a private bathroom with shower and free toiletries.

A continental breakfast can be enjoyed at the property. Guests can also partake in a daily cocktail hour.

Mallory Square is 600 metres from the bed and breakfast. The nearest airport is Key West International Airport, 5 km from the property.

L'Habitation Guesthouse- Adult Exclusive

Located at the Stock Island Marina, The Perry Hotel & Marina Key West is just one bridge from Key West and features luxury accommodations, waterfront pool, two dockside sea-to-table restaurants and a boutique.

Guest accommodations include an oversized private balcony, artisanal bath products and a flat-screen TV.

Enjoy on-site amenities including two waterfront pools, direct marina access to water activities, complimentary shuttle service to Old Town, on-site parking and WiFi.


The property's three dockside restaurants, Matt's Stock Island Kitchen & Bar and Salty Oyster Dockside Bar & Grill and Sloppy Joe's Dockside, feature happy hour, Sunday Brunch and award-winning cuisine.

Lively Duval Street is 8 km drive from The Perry Hotel & Marina Key West. Key West International Airport is 4.8 km drive away.

The Perry Hotel & Marina Key West

Featuring free WiFi throughout this adult-only property, Caribbean House offers accommodation in Key West. Caribbean House is 4 minutes' walk from Duval Street and 12 minutes' walk from Fort Zachary Taylor Beach.

Each room at this guest house is air conditioned and comes with a flat-screen TV. A terrace or balcony are featured in certain rooms. All rooms include a private bathroom and a small refrigerator.

The guest house also offers bike hire. Ernest Hemingway Home and Museum is 300 metres from Caribbean House, while Duval Street is 700 metres away. The nearest airport is Key West International Airport, 4 km from Caribbean House.

Caribbean House

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Parking

Restaurant

Pets allowed

Room service

Meeting/banquet facilities

24-hour front desk

Tennis court

Sauna

Fitness centre

Golf course (within 3 km)

Garden

Terrace

Non-smoking rooms

Airport shuttle

Fishing

Business centre

Babysitting/child services

Laundry

Dry cleaning

Continental breakfast

Facilities for disabled guests

Skiing

Barber/beauty shop

Family rooms

Games room

Casino

Breakfast in the room

Ironing service

Free parking

Internet services

Lift

Express check-in/check-out

Solarium

Safety deposit box

Valet parking

Currency exchange

Spa and wellness centre

Massage

Children's playground

Billiards

Table tennis

Karaoke

Windsurfing

Darts

Hot tub/Jacuzzi

Soundproof rooms

Canoeing

Hiking

Chapel/shrine

BBQ facilities

Packed lunches

Car hire

Cycling

Bowling

Tour desk

Hammam

Heating

Fax/photocopying

Diving

Horse riding

Squash

Snorkelling

Luggage storage

WiFi

Mini golf

Ski storage

Ski school

Allergy-free room

Indoor pool

Outdoor pool

Free WiFi

Non-smoking throughout

Air conditioning

Designated smoking area

ATM/cash machine on site

Private beach area

Restaurant (à la carte)

Restaurant (buffet)

Snack bar

Sun terrace

Outdoor pool (all year)

Outdoor pool (seasonal)

Indoor pool (all year)

Indoor pool (seasonal)

Concierge service

Entertainment staff

Nightclub/DJ

Private check-in/check-out

Shuttle service (free)

Shuttle service (additional charge)

Ski equipment hire on site

Ski pass vendor

Ski-to-door access

Special diet menus (on request)

Trouser press

Vending machine (drinks)

Vending machine (snacks)

Water sport facilities on site

Hot spring bath

General

Activities

Services

Room Amenities

Bathroom

Media & Technology

Food & Drink

Services & Extras

Outdoor & View

Internet

Kitchen

Outdoors

View

Living Area

Bedroom

Layout

Accessibility

Building characteristics

Pool and wellness

Transport

Reception services

Common areas

Entertainment and family services

Cleaning services

Business facilities

Shops

Miscellaneous

Bath/Hot spring

Hostel facilities

Safety & security

Your sustainability practices

Safety features

Hygiene

Physical distancing

Cleanliness & disinfecting

Food & drink safety

Self check-in

Exclusive services