Vacation rentals in Downtown Key West, Key West

Carefully selected & verified rentals in Key West, United States

Check-in
18Aug
Check-out
19Aug
Rooms and Guests2 Guests, 1 Room
All filters
Star rating
Guest rating
Accommodation type
Price per night
Popular landmarks
Districts
Airports
Amenities
Services
Brands
1-20 out of 113
Sort by:high popularity
  • Price: low to high
  • Price: high to low
  • Guest rating: high to low
  • Popularity: high to low
9.0
Perfect
Mesa House, Uno-Perfect Location
Map1.3 mi from City Centre200 yd from Red Barn Theatre
FromUS$ 474 /nightSelect
7.4
Very good
The Bartlum-Luxurious Studio
Map1.3 mi from City Centre200 yd from Red Barn Theatre
FromUS$ 186 /nightSelect
Cloud Suite On Duval
Map1.2 mi from City Centre100 yd from Fury Water Adventures Key West
FromUS$ 1 044 /nightSelect
Kw353A The Coral Cove
Map1.2 mi from City Centre200 yd from Ernest Hemingway House
FromUS$ 159 /nightSelect
Mesa House, Dos -Unreal Location
Map1.3 mi from City Centre200 yd from Red Barn Theatre
FromUS$ 565 /nightSelect
Duval Street Suite W Parking And Heated Pool
Map1.1 mi from City Centre200 yd from Ernest Hemingway House
FromUS$ 636 /nightSelect
Chicken Run At Custom House Inn
Map1.5 mi from City Centre300 yd from Mallory Square
FromUS$ 781 /nightSelect
Shipyard Treasure By Avantstay
Map1.4 mi from City Centre300 yd from Jackson Square
FromUS$ 438 /nightSelect
Sailors Cabin - Prime Downtown Key West Spot - Walk To Duval
Map1.0 mi from City Centre300 yd from Ernest Hemingway House
FromUS$ 228 /nightSelect
Atocha Cottage - Harbor Walk Hideaways
Map1.3 mi from City Centre400 yd from Red Barn Theatre
FromUS$ 668 /nightSelect
African Queen - Harbor Walk Hideaways
Map1.3 mi from City Centre400 yd from Red Barn Theatre
FromUS$ 1 001 /nightSelect
The Pirates Penthouse By Last Key Realty
Map1.3 mi from City Centre300 yd from Ernest Hemingway House
FromUS$ 819 /nightSelect
New Coastal Rose - Bright Loft With High Ceilings
Map1.3 mi from City Centre200 yd from Red Barn Theatre
FromUS$ 858 /nightSelect
Duval Street Suite Overlooking Duval W Parking And Pool
Map1.1 mi from City Centre200 yd from Ernest Hemingway House
FromUS$ 421 /nightSelect
Poolside Retreat
Map1.1 mi from City Centre200 yd from Ernest Hemingway House
FromUS$ 545 /nightSelect
Eyebrow Suite Eyebrow House
Map1.1 mi from City Centre200 yd from Ernest Hemingway House
Select
Duval Square Courtyard Condo 31
Map1.1 mi from City Centre300 yd from Ernest Hemingway House
FromUS$ 952 /nightSelect
The Perch On Duval
Map1.2 mi from City Centre200 yd from San Carlos Institute Casa Cuba
FromUS$ 828 /nightSelect
Key West Casa By Avantstay
Map1.4 mi from City Centre300 yd from Jackson Square
FromUS$ 576 /nightSelect
8.4
Great
Colors On White
Map1100 yd from City Centre600 yd from Key West Cemetery
FromUS$ 245 /nightSelect

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
USD 4 582
⬇️ The lowest price
USD 145
💸 Average price for
Apartments
USD 800

Top vacation homes in Key West

Based on guest reviews from the past 12 months

Artistic Retreats:
Historic Charm:
Luxury Getaways:

How to get to Downtown Key West, Key West

Explore local transportation options with ease

Airports
Key West International (EYW)

FAQs about Key West rentals

Get answers to common questions and plan your adventure smoothly

Where can I find the most budget-friendly hotel options in Downtown Key West?
For budget-friendly stays, consider options like A Slice Of Paradise - Shipyard Palms, where rates can start around $150 USD per night, especially during the off-peak season.
Are there any hotels near popular landmarks such as Duval Street?
Yes, hotels like Cloud Suite On Duval and Casa Havana @ Duval Square R22 are located within walking distance of Duval Street, just 500 meters away, making them ideal for exploring nearby shops and restaurants.

Vacation Rentals Overview in Downtown Key West

This guide evaluates 100 vacation rentals in the Downtown Key West district, providing essential information on pricing, peak seasons, and other key aspects to facilitate your travel planning.

Typical nightly prices range from $150 to $500.

Local lodging tax is 12.5%, plus a cleaning fee averaging $100.

Peak travel seasons are December to April.

Most rentals are within 0.5 miles from Mallory Square.

Book at least three months in advance for best availability.

Other cities in United States