Vacation rentals in Key West, United States

Carefully selected & verified rentals in Key West, United States
Check-in
26Jun2025Select date
Check-out
27Jun2025Select date
Rooms and Guests2 Guests, 1 Room
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81-100 out of 144
Sort by: high popularity
  • Price: low to high
  • Price: high to low
  • Guest rating: high to low
  • Popularity: high to low
Promenade To Paradise By Last Key Realty Key West
Map1.5 mi from City Centre400 yd from Jackson Square
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Atocha Cottage - Harbor Walk Hideaways Key West
Map1.3 mi from City Centre500 yd from Key West Shipwreck Treasure Museum
FromUS$ 668 /nightSelect
Pilar Cottage - Harbor Walk Hideaways
Map1.3 mi from City Centre500 yd from Key West Shipwreck Treasure Museum
FromUS$ 400 /nightSelect
African Queen - Harbor Walk Hideaways
Map1.3 mi from City Centre500 yd from Key West Shipwreck Treasure Museum
FromUS$ 424 /nightSelect
Natures Edge By Last Key Realty
Map800 yd from City Centre1100 yd from Smathers Beach
FromUS$ 1 091 /nightSelect
Old Town Oasis By Last Key Realty
Map1.6 mi from City Centre400 yd from Jackson Square
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Neptunes Penthouse By Last Key Realty
Map900 yd from City Centre1000 yd from Smathers Beach
FromUS$ 1 007 /nightSelect
Mayas Secret Treasure By Last Key Realty
Map1.2 mi from City Centre100 yd from Fury Water Adventures Key West
FromUS$ 2 099 /nightSelect
La Petite Penthouse By Last Key Realty
Map1.4 mi from City Centre400 yd from Jackson Square
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Follow The Sun By Last Key Realty
Map800 yd from City Centre1000 yd from Smathers Beach
FromUS$ 786 /nightSelect
Harborside Harmony By Last Key Realty
Map1.6 mi from City Centre400 yd from Key West Shipwreck Treasure Museum
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Gulfside Vistas By Last Key Realty
Map1.6 mi from City Centre400 yd from Jackson Square
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Atlantic Reflections By Last Key Realty
Map800 yd from City Centre1000 yd from Smathers Beach
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Windswept Palms By Last Key Realty
Map900 yd from City Centre1000 yd from Smathers Beach
FromUS$ 1 381 /nightSelect
Walking On Sunshine By Last Key Realty
Map800 yd from City Centre1000 yd from Smathers Beach
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Suzys Parrot Perch By Last Key Realty
Map1.1 mi from City Centre300 yd from Ernest Hemingway House
FromUS$ 860 /nightSelect
The Pirates Penthouse By Last Key Realty
Map1.3 mi from City Centre300 yd from Ernest Hemingway House
FromUS$ 545 /nightSelect
Sailfish Suite On Duval
Map1.4 mi from City Centre400 yd from Key West Shipwreck Treasure Museum
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The Penthouse At Custom House Inn
Map1.5 mi from City Centre200 yd from Key West Shipwreck Treasure Museum
FromUS$ 692 /nightSelect
Periwinkle Place
Map1800 yd from City Centre400 yd from Ernest Hemingway House
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Flexible Price Range for Vacation Homes in Key West

From cozy retreats to luxury villas – Find the ideal stay for every budget

⬆️ The highest price
US$ 3 317
⬇️ The lowest price
US$ 97
đź’¸ Average price for
Apartments
US$ 603

How to get to Key West

Explore local transportation options with ease

Airports
Key West International (EYW)
Train
Flagler Station Oversea Railway
Naval Air Station

Essential Facts on Key West Vacation Rentals

This guide provides essential insights on vacation rentals in Key West, evaluating 100+ properties to assist travelers in making informed accommodation decisions.

Nightly rates typically range from $200 to $600.

There are over 1,000 vacation rentals available.

Peak seasons include December to April.

Local taxes and fees average around 12.5%.

Many rentals are within 1 mile of Duval Street attractions.

Check-in
26Jun2025Select date
Check-out
27Jun2025Select date
Rooms and Guests2 Guests, 1 Room