Vacation Rentals in Key West, United States from 122$/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.

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High Tide In Key West Apartment

MapProximity to Smathers Beach400m

Heated outdoor swimming pool
On-site massage services available
Fully equipped kitchen in rooms

Outdoor pool
Fitness centre
Sauna

Resort featuring modern amenities near popular beaches

FromUS$ 522 /nightSelect

Nautical Adventures In Paradise Key West

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$ 651 /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$ 569 /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

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

The Collins On Duval

8 adults

2 bedrooms

3 beds

Map1.3 mi from City Centre100 yd from San Carlos Institute Casa Cuba

FromUS$ 882 /nightSelect

The Pirates Penthouse By Last Key Realty

Map1.3 mi from City Centre300 yd from Ernest Hemingway House

FromUS$ 545 /nightSelect

The Perch On Duval

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

FromUS$ 828 /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

Latitude Penthouse Key West

MapProximity to Smathers Beach400m

Outdoor swimming pool with sea views
On-site hot tub and sauna available
Fully equipped kitchen and dining area

Hot tub
Outdoor pool
Fitness centre

Luxury penthouse resort with exceptional amenities and views

FromUS$ 558 /nightSelect

Sunrise Suites Saint Lucia Suite #201

6 adults

2 bedrooms

3 beds

Map1.9 mi from City Centre1200 yd from Kayak Kings Key West

FromUS$ 445 /nightSelect

Poolside Retreat

MapErnest Hemingway Home and Museum300m

Outdoor swimming pool for relaxation
Private entrance for added privacy
Fully equipped kitchen for convenience

Outdoor pool
Air conditioning
Free parking

Charming hotel with garden and city views

FromUS$ 545 /nightSelect

Banana Split

MapClose to Duval Street700m

Outdoor swimming pool available
Private entrance to rooms
City views from patio

Outdoor pool
Air conditioning
Pet friendly

Hotel featuring comfortable rooms and outdoor pools

FromUS$ 372 /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

Moonlight Paradise

MapSmathers Beach400m

Sauna and fitness centre on-site
Two bedrooms with sea views
Private balcony and entrance

Fitness Centre
Private Balcony
Sauna

Hotel offering seaside relaxation and luxury amenities

FromUS$ 709 /nightSelect

Atlantic Paradise Found

MapClose to Smathers Beach400m

Heated outdoor swimming pool
Two bedrooms with sea views
On-site fitness centre and sauna

Fitness Centre
Outdoor Pool
Sauna

Hotel with luxurious amenities and beach access

FromUS$ 690 /nightSelect

Hemingways Atlantic Retreat

MapProximity to Smathers Beach400m

Heated outdoor swimming pool
Sauna and hot tub available
Private rooms with sea views

Outdoor pool
Hot tub
Sauna

Resort offering elegant beachside living with amenities

FromUS$ 404 /nightSelect

Key West On My Mind

MapSouthernmost Point landmark2.6km

Hot tub and sauna amenities available
Steps from Smathers Beach access
Spacious rooms with sea views

Hot tub
Fitness centre
Sauna

Apartment-style resort with excellent recreational facilities

FromUS$ 616 /nightSelect

Heron Hideaway

Map1000 yd from City Centre700 yd from Key West Cemetery

Select

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$ 122

💸 Average price for

4-star hotels

US$ 538

3-star hotels

US$ 384

Apartments

US$ 663

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.

Vacation rentals in Key West, United States

Flexible Price Range for Vacation Homes in Key West

How to get to Key West

FAQs about Key West rentals

Essential Facts on Key West Vacation Rentals