Vacation rentals in Key West, United States - page 2

Carefully selected & verified rentals in Key West, United States
Check-in
19Oct2025Select date
Check-out
20Oct2025Select date
Rooms and Guests2 Guests, 1 Room
Key West features the lively Mallory Square, famous for sunset celebrations, and the tranquil beaches of Fort Zachary Taylor State Park. You can explore the Hemingway Home and Museum or relax at Smathers Beach. The city offers various accommodations, including beachfront hotels like Hyatt and Hilton, family friendly hotels near Duval Street, and dog friendly hotels that welcome your furry friends. Check out our exclusive selection for the best-reviewed options. Book early, especially during peak tourist seasons, and consider renting a bike for easy travel around the island.
View map
21-40 out of 193
Sort by: high popularity
  • Price: low to high
  • Price: high to low
  • Guest rating: high to low
  • Popularity: high to low
Sunrise Suites Bonaire Suite #210 Key West
6 adults
2 bedrooms
3 beds
Map3.0 km from City Centre1.1 km from Kayak Kings Key West
FromUS$ 197 /nightSelect
Mesa House, Dos -Unreal Location Apartment Key West
6 adults
2 bedrooms
3 beds
MapNear Simonton Street Beach500m
  • Modern kitchen and patio with city views
  • Ideal location near popular attractions
  • Private entrance for extra privacy
  • Air conditioning
  • Fully equipped kitchen
  • Cable TV
Hotel offering modern rooms in vibrant Key West
FromUS$ 565 /nightSelect
Sunrise Suites Paradise Escape #407
6 adults
2 bedrooms
3 beds
Map3.0 km from City Centre1.1 km from Kayak Kings Key West
FromUS$ 250 /nightSelect
Mermaid'S Retreat
Map1.9 km from City Centre200 m from Ernest Hemingway House
FromUS$ 365 /nightSelect
Sunrise Suites Tierra Bomba Suite #403
6 adults
2 bedrooms
3 beds
Map3.0 km from City Centre1.1 km from Kayak Kings Key West
FromUS$ 159 /nightSelect
Duval Street Suite With Pool
MapErnest Hemingway Home and Museum200m
  • Outdoor swimming pool
  • Fully equipped kitchen
  • Close to Duval Street
  • Outdoor pool
  • Air conditioning
  • Dishwasher
Hotel with exclusive outdoor pool and kitchen amenities
FromUS$ 1 091 /nightSelect
Sky Suite On Duval
MapNear Ernest Hemingway Home400m
  • Close to Duval Street attractions
  • Equipped kitchen for family dining
  • Private entrance for added seclusion
  • Equipped kitchen
  • Private entrance
  • City views
Modern hotel featuring private rooms in Key West
FromUS$ 2 535 /nightSelect
The Coral Cove
Map1.9 km from City Centre200 m from Ernest Hemingway House
FromUS$ 159 /nightSelect
Sunrise Suites Saint Barts Suite #303
6 adults
2 bedrooms
3 beds
Map3.0 km from City Centre1.1 km from Kayak Kings Key West
FromUS$ 596 /nightSelect
Casa Havana @ Duval Square R22
6 adults
2 bedrooms
3 beds
Map1.7 km from City Centre300 m from Ernest Hemingway House
FromUS$ 390 /nightSelect
Duval Street Suite W Parking And Pool
MapNear Duval Street attractions300m
  • Outdoor swimming pool available for guests
  • On-site parking with electric vehicle charging
  • Fully equipped kitchen for home-cooked meals
  • Outdoor pool
  • On-site parking
  • Fully equipped kitchen
Hotel offering unique combination of parking and pool amenities
FromUS$ 636 /nightSelect
Sunrise Suites - Martinique Suite 108
Map3.0 km from City Centre1.1 km from Kayak Kings Key West
FromUS$ 381 /nightSelect
Nautical Adventures In Paradise
MapNearby Smathers Beach400m
  • Heated outdoor swimming pool
  • Private entrance to rooms
  • On-site fitness center and sauna
  • Outdoor pool
  • Fitness center
  • Sauna
Hotel with spacious rooms and stunning sea views
FromUS$ 545 /nightSelect
Frost Free In Cayo Hueso
MapNear Smathers Beach250m
  • Rooms with sea views and private entrance
  • On-site fitness centre and massage services
  • Proximity to Smathers Beach and attractions
  • Fitness Centre
  • Massage Services
  • Sauna
Hotel offering spacious rooms and wellness amenities
FromUS$ 696 /nightSelect
Duval Street Suite W Parking And Heated Pool
MapProximity to Duval Street300m
  • Outdoor swimming pool available for guests
  • Fully equipped kitchen with modern appliances
  • Free parking for added convenience
  • Heated Pool
  • Free Parking
  • Air Conditioning
Hotel with pool near Key West attractions and dining
FromUS$ 636 /nightSelect
Curry House Room 6
Map1.7 km from City Centre400 m from Key West Cemetery
FromUS$ 340 /nightSelect
Duval Street Suite Overlooking Duval W Parking And Pool
MapNear Ernest Hemingway Home200m
  • Air-conditioned rooms with city views
  • Outdoor swimming pool for relaxation
  • Free parking available on-site
  • Swimming pool
  • Air conditioning
  • Free parking
Modern hotel with pool near Key West attractions
FromUS$ 421 /nightSelect
The Collins On Duval
8 adults
2 bedrooms
3 beds
Map2.0 km from City Centre100 m from San Carlos Institute Casa Cuba
FromUS$ 882 /nightSelect
Key West Casa By Avantstay Communal Pool Bbq Patio Near Duval Street Week Long Stays Only
Map2.3 km from City Centre300 m from Jackson Square
FromUS$ 896 /nightSelect
Poolside Suite
Map1.7 km from City Centre200 m from Ernest Hemingway House
FromUS$ 995 /nightSelect
Check-in
19Oct2025Select date
Check-out
20Oct2025Select date
Rooms and Guests2 Guests, 1 Room