Vacation Rentals in Key West, United States from 186$/Night

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.

1-20 out of 170

Sort by:

Price: low to high
Price: high to low
Guest rating: high to low
Popularity: high to low

The Island Suite At Kw Vacation Key West

4 adults

1 bedroom

2 beds

Map1.1 mi from City Centre600 yd from Key West Cemetery

FromUS$ 528 /nightSelect

7.4

Very good

The Bartlum-Luxurious Studio Key West

4 adults

1 bedroom

2 beds

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

Mesa House, Dos -Unreal Location

6 adults

2 bedrooms

3 beds

Map1.3 mi from City Centre200 yd from Red Barn Theatre

FromUS$ 565 /nightSelect

Duval Street Suite W Parking And Pool

Map1.1 mi from City Centre200 yd from Ernest Hemingway House

FromUS$ 636 /nightSelect

Duval Street Suite With Pool

Map1.1 mi from City Centre200 yd from Ernest Hemingway House

FromUS$ 1 091 /nightSelect

Poolside Breeze Retreat

Map800 yd from City Centre1000 yd from Smathers Beach

FromUS$ 1 026 /nightSelect

High Tide In Key West

Map800 yd from City Centre1000 yd from Smathers Beach

FromUS$ 522 /nightSelect

Prime Downtown Key West Spot - The Cozy Little Cottage

Map1.0 mi from City Centre300 yd from Ernest Hemingway House

FromUS$ 619 /nightSelect

Tropical Paradise Key West

Map800 yd from City Centre1000 yd from Smathers Beach

FromUS$ 506 /nightSelect

Chicken Run At Custom House Inn

Map1.5 mi from City Centre300 yd from Mallory Square

FromUS$ 781 /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$ 648 /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

Paradise Found Cayo Hueso

Map800 yd from City Centre1000 yd from Smathers Beach

FromUS$ 597 /nightSelect

Rum Cay Sunrise Suites

Map1.9 mi from City Centre1300 yd from Kayak Kings Key West

FromUS$ 405 /nightSelect

The Perch On Duval

Map1.2 mi from City Centre200 yd from San Carlos Institute Casa Cuba

FromUS$ 792 /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

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$ 2 145

⬇️ The lowest price

US$ 186

💸 Average price for

Apartments

US$ 736

Top vacation homes in Key West

Based on guest reviews from the past 12 months

Oceanfront Paradise:

A Caribbean Alternative

Charming Coastal Retreat:

Prime Downtown Key West Spot - The Cozy Little Cottage

Luxurious Getaway:

The Bartlum-Luxurious Studio

Vibrant Duval Experience:

Duval Dream Loft On Duval

Modern Elegance:

Latitude Penthouse Key West

Tropical Hideaway:

Artistic Escape:

Matisse Studio The Galleria

Family Friendly Fun:

Intimate Romantic Retreat:

How to get to 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

Which vacation rentals in Key West are best for families?

Properties like Sunrise Suites Cozumel Suite #112 and Sunrise Suites Barbados Suite #204 are family-friendly with spacious layouts and amenities suitable for children, including easy access to local attractions.

What vacation rentals offer unique views in Key West?

For spectacular views, consider the Latitude Penthouse Key West, which provides stunning ocean views. Another option is the Duval Dream Loft On Duval, located on a vibrant street with panoramic city sights.

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.