Almost Southernmost Key West Room photoAlmost Southernmost Key West Exterior photoAlmost Southernmost Key West Beds photo
Book directly with us
up to 10% cheaper
than with Booking.com
Check rooms and rates
Check-in
26May2026Select date
Check-out
27May2026Select date
Rooms and Guests2 Guests, 1 Room
Key details

Property overview

1100 Whitehead Street, Key West, Florida, United States, 33040
-
Close to Duval Street

Rooms: Home Comforts

The air-conditioned holiday home offers a private entrance, a washing machine, and barbecue facilities. Each unit includes ironing facilities. The well-fitted kitchen features a stovetop, refrigerator, dishwasher, and cookware.

Dining: Onsite Restaurants

The property features onsite restaurants for guests.

Location: Nearby Landmarks

Almost Southernmost is 5 km from Key West International Airport. Landmarks near the property include Curry Mansion (1 km), Southernmost Point of the Continental US (0.5 km), USCGC Ingham Maritime Museum (1 km), Nancy Forrester's Secret Garden (1 km), San Carlos Institute (0.5 km), Truman Little White House (1 km), Duval Street (0.5 km), Key West Aquarium (1 km), and The Ernest Hemingway Home and Museum (0.3 km).

Key West Airport

Key West International is located 5 km away.

Essential Services

The holiday home offers air conditioning.

View all

Choose your preferred room

The property features double rooms, family rooms, and suites, often including breakfast, free cancellation, and special offers
Four-Bedroom Holiday Home
2 persons
3090 sq. feet 
Coffee machine
Air conditioning

Calendar of room availability and rates

See current availability and pricing for your dates

Facilities

Amenities are designed to ensure comfort and memorable stays

General

  • No smoking on site
  • Wi-Fi
  • No pets allowed
  • Smoke detectors
  • Fire extinguishers

Sports & Fitness

  • Fitness centre
  • Wind surfing
  • Snorkelling
  • Canoeing
  • Tennis court

Guest Parking

  • Dryer
  • Cookware/ Kitchen utensils

Services

  • Laundry
  • Tours/Ticket assistance
  • Grocery shopping service

Dining

  • Outdoor dining area

Spa & Leisure

  • Beach access
  • BBQ facilities
  • Spa & wellness centre

Room features

  • Air conditioning
  • Ironing facilities

Bathroom

  • Washing machine

Self-catering

  • Dryer
  • Cookware/ Kitchen utensils
Show more

Almost Southernmost Location

1100 Whitehead Street, Key West, Florida, United States, 33040
Map view
1100 Whitehead Street, Key West, Florida, United States, 33040
Nearby
Museum
The Ernest Hemingway Home and Museum
600 ft
Duval Street
Duval Street
1900 ft
cnr South & Whitehead Sts
Southernmost Point
1700 ft
Nature reserve
Key West Butterfly and Nature Conservatory
1800 ft
Monument
Southernmost Point of the Continental US
1700 ft
938 Whitehead St
Key West Lighthouse and Keeper's Quarters Museum
600 ft
Gallery
Frangipani Gallery
500 ft
Gallery
Alan S Maltz Gallery
800 ft
Gallery
Island Arts Co-op
600 ft
Gallery
Key West Pottery
700 ft
Gallery
Wild Side Gallery
700 ft
Museum
Tennessee Williams Key West Exhibit
900 ft
1100 Simonton St
Historic E. H. Gato Building
1000 ft
Restaurants
Blue Heaven
1500 ft
729 Thomas St
Orchid Bar
600 ft
1004 Duval St
The Restaurant at La Te Da
1000 ft
1125 Duval St
Fresco
800 ft
1075 Duval St
Ocean Grill & Bar
800 ft
1075 Duval St Duval Square
Blackfin Bistro
800 ft
918 Duval St
Nine One Five
800 ft
915 Duval St
La Grignote
1300 ft
1211 Duval St
Explore Key West
Explore Key West
Top Attractions
Activities
Dining
Entertainment
The Ernest Hemingway Home and Museum
The Ernest Hemingway Home and Museum
2 minutes' walk
Hemingway's former residence features guided tours showcasing his life, work, and the cats that roam the grounds.
Southernmost Point
Southernmost Point
6 minutes' walk
Iconic buoy marks the southernmost tip of the continental U.S., perfect for photo opportunities against the ocean backdrop.
Duval Street
Duval Street
7 minutes' walk
Vibrant street famous for its nightlife, shops, and dining spots; a hub of activity in Key West filled with local culture.
Key West Butterfly and Nature Conservatory
Key West Butterfly and Nature Conservatory
7 minutes' walk
A serene oasis filled with butterflies and exotic birds; an engaging experience for all ages in a beautifully designed setting.
Water Sports Adventure
2 minutes' drive
Thrilling activities like jet skiing or parasailing are available. Rental services nearby offer gear for exciting experiences.
Yoga on the Beach
6 minutes' drive
Relaxing yoga sessions held at the beach for calm and rejuvenation. Classes cater to all skill levels and require no prior booking.
Key West Sunset Celebration
18 minutes' walk
A vibrant evening event at Mallory Square featuring local artisans, street performers, and breathtaking views of the sunset.
Blue Heaven
Blue Heaven
6 minutes' walk
Casual spot known for breakfast and lunch. Famous for its Key lime pie and outdoor dining amidst roaming chickens.
Ocean Grill & Bar
Ocean Grill & Bar
3 minutes' walk
Beachfront dining with fresh seafood and craft cocktails. Notable for its casual vibe and sunset views.
The Restaurant at La Te Da
The Restaurant at La Te Da
4 minutes' walk
Upscale dining with a romantic atmosphere, known for its diverse menu featuring seafood and vegetarian options.
Sloppy Joe's Bar
10 minutes' walk
Historic bar offering live music and a fun atmosphere. Known for its vibrant nightlife and local drink specials.
Key West Theater
5 minutes' drive
Local venue showcasing live performances from theater productions to concerts. Family-friendly events occur regularly.
Local transportation
City Centre
Key West23 min  ·  1.2 mi
Airports
Key West International (EYW)9 min  ·  3.7 mi
Looking for early booking discounts?
Access special offers today
Check Rates
Property information and rules
Check-in
from 16:00-23:59
Check-out
until 10 am
Internet
Wireless internet is available in for free.
Pets
Pets are not allowed.

Guest ratings and reviews

Guest feedback from past stays
Guest reviews
No reviews yet on our siteUnfortunately, our guests have not yet left any reviews for this hotel, but you can read reviews from Booking.com.
Open reviews
FAQs
About Almost Southernmost
What is the check-in and check-out policy at Almost Southernmost?
Check-in is from 16:00 and check-out is by 10:00.
How far is Almost Southernmost from Key West International Airport?
The hotel is 5 km from Key West International Airport.
What attractions are located near Almost Southernmost?
Nearby attractions include the Ernest Hemingway Home and Museum (300 m), South Beach (600 m), and Mallory Square (1 km).
Are there popular restaurants close to Almost Southernmost?
Popular restaurants within 1 km include Flamingo Crossing (0.5 km), Ocean Grill & Bar (0.5 km), and Nine One Five (0.5 km).
What amenities are available in the rooms at Almost Southernmost?
Rooms feature free Wi-Fi, air conditioning, a refrigerator, and a fully equipped kitchen.
Does Almost Southernmost provide any recreational activities?
Guests can enjoy activities such as cycling, windsurfing, snorkeling, and canoeing.
What kind of wellness services are available at Almost Southernmost?
The hotel features a spa and wellness center for guest relaxation.
What is the nearest bus station to Almost Southernmost?
The nearest bus station is Whitehead Street & Julia Street, located 30 m from the property.
What type of accommodation does Almost Southernmost offer?
The property offers spacious holiday homes with multiple bedrooms and fully equipped kitchens.

Next best alternative

Consider them for your next trip.
Check-in
26May2026Select date
Check-out
27May2026Select date
Rooms and Guests2 Guests, 1 Room