Vacation rentals in Key West, United States - page 2

Carefully selected & verified rentals in Key West, United States
Check-in
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Check-out
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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.
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21-40 out of 195
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The Pirates Penthouse By Last Key Realty Key West
Map1.3 mi from City Centre300 yd from Ernest Hemingway House
FromUS$ 1 098 /nightSelect
Duval Street Suite Overlooking Duval W Parking And Pool Key West
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
Sunrise Suites Tierra Bomba Suite #403
6 adults
2 bedrooms
3 beds
Map1.9 mi from City Centre1200 yd from Kayak Kings Key West
FromUS$ 159 /nightSelect
Paradise Found Cayo Hueso
MapClose to Smathers Beach400m
  • Heated outdoor swimming pool
  • On-site massage and sauna
  • Close to Smathers Beach
  • Outdoor pool
  • Fitness centre
  • Hot tub
Resort featuring private beach access and luxurious amenities
FromUS$ 526 /nightSelect
Key West Casa By Avantstay Communal Pool Bbq Patio Near Duval Street Month Long Stays Only
Map1.4 mi from City Centre300 yd from Jackson Square
FromUS$ 576 /nightSelect
Tropical Paradise Key West
MapNear Smathers Beach400m
  • Private rooms with a balcony
  • On-site massage services available
  • Access to a sauna and fitness center
  • On-site Spa
  • Tennis Court
  • Golf Course
Resort with comprehensive amenities for leisure travelers
FromUS$ 506 /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
Sandpiper On The Ocean
MapClose to Smathers Beach400m
  • Private entrance for added privacy
  • Access to hot tub and sauna amenities
  • Fully equipped kitchen and dining area
  • Hot tub
  • Private parking
  • Fitness centre
Hotel with exclusive amenities and beachfront access
FromUS$ 374 /nightSelect
Sunrise Suites Saint Barts Suite #303
6 adults
2 bedrooms
3 beds
Map1.9 mi from City Centre1200 yd from Kayak Kings Key West
FromUS$ 596 /nightSelect
Shipyard Perch
4 adults
2 bedrooms
2 beds
Map1.4 mi from City Centre300 yd from Jackson Square
FromUS$ 443 /nightSelect
Colors On White
The largest option:
4 adults
1 bedroom
2 beds
MapNearby popular dining area300m
  • Outdoor swimming pool with waterfall
  • Tropical decor in bright colored rooms
  • Proximity to popular dining area
  • Outdoor pool
  • Barbecue facilities
  • Bicycle rentals
Hotel with vibrant decor and relaxing outdoor spaces
FromUS$ 245 /nightSelect
Sunrise Suites Barbados Suite #204
6 adults
2 bedrooms
3 beds
Map1.9 mi from City Centre1300 yd from Kayak Kings Key West
FromUS$ 208 /nightSelect
Traveler'S Palm
4 adults
1 bedroom
2 beds
MapDowntown Key West100m
  • Private entrance to the rooms
  • Fully equipped kitchen available
  • Air-conditioned rooms with city views
  • Air Conditioning
  • City Views
  • Fully Equipped Kitchen
Hotel with well-appointed rooms near local attractions
FromUS$ 470 /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$ 856 /nightSelect
The Island Suite At Kw Vacation
4 adults
1 bedroom
2 beds
MapHistoric Duval Street area200m
  • Year-round outdoor swimming pool
  • Close to Simonton Street Beach
  • Private entrance with security
  • Outdoor pool
  • Sun terrace
  • Garden area
Unique hotel offering private suites near local attractions
FromUS$ 218 /nightSelect
Atlantic Ocean View
The largest option:
6 adults
2 bedrooms
4 beds
Map800 yd from City Centre1000 yd from Smathers Beach
FromUS$ 408 /nightSelect
Old Town Garden Villas - Andros Suite
MapClose to Duval Street400m
  • Outdoor swimming pool available
  • Easy access to cycling activities
  • Pet-friendly rooms offered
  • Outdoor pool
  • Private entrance
  • Fully equipped kitchen
Hotel featuring private entrance and outdoor pool amenities
FromUS$ 372 /nightSelect
Sunrise Suites Bonaire Suite #210
6 adults
2 bedrooms
3 beds
Map1.9 mi from City Centre1300 yd from Kayak Kings Key West
FromUS$ 197 /nightSelect
Sunrise Suites Big Kahuna Suite #202
6 adults
2 bedrooms
2 beds
Map1.9 mi from City Centre1300 yd from Kayak Kings Key West
FromUS$ 339 /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

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Check-in
30Jan2026Select date
Check-out
31Jan2026Select date
Rooms and Guests2 Guests, 1 Room