Key West Accommodations - Hotels & Rentals
About Key West Vacation Rentals
Discover More than 4857 Incredible Getaway Rentals Available in Key West. Choose from a Wide Selection of Villas, Hotels, and Other Rental Options. Explore Luxury Amenities at Affordable Prices, Creating the Ideal Base for Your Next Vacation. Plan Your Perfect Escape with Online Reservations and Uncover Fantastic Stays in Key West.
Online Reservations Offers Numerous Last-Minute Deals on Villas, Hotels, and Rentals, Both Near You and Across the Globe. Whether You Need Accommodation for a Group or an Event, Be it a Hotel or Vacation Rental (Including Cabins and Private Luxury Villas), We're Here to Assist. With Online Reservations in Key West, You Can Easily Compare Options from Multiple Suppliers with a Single Click to Find the Perfect Price Point, Amenities, and Style of Stay That Suit Your Needs. Looking for Group Deals, Properties with Private Pools, Hot Tubs, Pet-Friendly Options, or Spacious Master Suite Bedrooms with Open-Air Showers? You Can Find It All in the Online Reservations Vacation Rentals, Resorts, and Airbnb-Style Properties in Key West. The Average Size of Places to Stay Near Key West is 770.53 ft², with Prices Averaging US $799 per Night.
Let Online Reservations Help You Discover the Ideal Holiday Rental to Create Lifelong Travel Memories in Key West. Our Listed Prices Are Often Discounted Compared to Rack Rates. Simply Search for Your Destination and Secure the Perfect Place to Stay Today.
Things to Know Before You Visit Key West
Getting to Key West is easy. From Miami, you simply hop on Highway 1 and take it all the way to the southern most point in the U.S., the iconic Key West buoy. The drive will be about four hours long but could take much longer if you make stops along the way to the incredible island towns throughout the Florida Keys. If you are flying in, the Key West International Airport is small but efficient and well-suited for travel to this island city.
Key West is known as a great spot for those who love the outdoors, and there are plenty of things to do that will appeal to this type of traveler. Rent a boat and go diving with fish. Snorkel along the many reefs in the area where youll find tropical fish as well as unique coral species. Exploring by boat can also give you an opportunity to see rare birds and mangrove islets, as well as the sites used by the Conch Republic in their famous protest against the government.
If youd rather spend your time shopping, dining, and enjoying the local bar scene, you wont be disappointed in Key West. A stroll down Duval Street in the historic downtown will give you a plethora of food and entertainment options to choose from.
Top Hotels & Vacation Rentals in Key West
| Type | Count |
|---|---|
| Vacation Homes | 2463 |
| Holiday Apartments | 569 |
| Cottages | 115 |
| Villas | 45 |
Use these Quick Filters to Find a Vacation Rental in Key West
★ Pro Tip: Online Reservations is a vacation rental website specializing in cottages, lake houses, and exclusive summer home rentals. We curate a vast selection of incredible properties from trusted suppliers, allowing you to compare prices and locations to find the perfect fit for your getaway. Create lasting memories in Key West with Online Reservations.
Weather in Key West, FL
View the weather forecast for Key West before booking your Key West Vacation Rentals to confirm your best time to go.
Activities Key WestGuest Reviews Local Attractions
A Large Selection of Hotels and Vacation Rentals from Around the World Key WestGuest Reviews Discover Exciting Activities and Must-Visit Destinations for Your Upcoming Journey
Find Hotels & Vacation Rentals in these Cities and Neighborhoods
Frequently Asked Questions About Key West?
What are the top hotels, lake houses & vacation rentals in Key West?
We provide an array of great vacation destinations in Key West. If you are looking to stay in or around the Key West area, make sure to browse our options to find a premium rental location in a top vacation destination. Whether it is a few nights, a week, or more, we've got the luxury stays that rank among the Top Vacation Rentals in Key West:
- Almond Tree Inn Hotel - Adults Only
- Casa Cay West Beautiful Tropical 3 bedrooms 2 KING suites - 2 miles to beach
- Condo in Old Town Key West's Truman Annex - Pool, Bicycle, Free Parking and WiFi
- Casa Capri Beautiful Tropical with 3 King Suites - 2 miles to beach
- PINEAPPLE COTTAGE, 2BR/2BA-Pvt Pool, 1/2 block to Duval
- Bright & Modern Condo—7 MinWalk to the Beach! Pool, Bikes & 2 Furnished Porches!
- ~ Chick-A-Pea Cottage ~ Enjoy Key West’s charisma, with a pool, and parking!
- LOST SHAKER OF SALT ~ 3 Bed, 2 Bath Pet Friendly with 40' Private Heated Pool
- Old Town 2 Bicycles, Grill, WiFi, 1st Floor, Pool! Rent 30 days get 20% discount
- Casa Calypso- Beautiful Tropical 3 KING Beds, 3 baths - 2 miles to beach
How many Hotels & Vacation Rentals have private pools in Key West?
We have 852 Hotels & Vacation Rentals featuring a private pool in and near Key West. Some of the best destinations to stay that feature or have access to a swimming pool are:
- Perfect Pineapple by AvantStay Pet Friendly w Pool Month Long Stays Only
- Parking, Pool & Dock - Evershore House
- Parking, Pool & Dock - Waterlane House
- Parking, Pet Friendly, Pool, Dock - Suncoast House
Which hotel, lake house, or vacation rental in Key West is best for families?
Searching for a family-friendly getaway in Key West? We've got you covered. Check out one of these luxurious getaways that are highly-rated and perfect fits for families of all sizes.
- Duval Street Suite w kitchen and shared heated pool
- Tranquility by Avantstay Close to Duval St w/BBQ & Shared Pool
- Ambrosia Key West
How many hotels, resorts, or rentals are available in Key West?
Online Reservations™ offers a consistent supply of new options, combined with established great stays in top areas. Currently, the number of properties listed by Online Reservations™ in 2026 is over 4857 in the Key West area, and that number rises every day. By combining listings from multiple websites and travel providers, Online Reservations™ can provide you with a diverse amount of choices of the best luxury stays in Key West.
Nearby Neighborhood (15)
| Neighborhood | Property Count |
|---|---|
| Key West Historic District Vacation Rentals in Key West, Florida | 2409 |
| Old Town Vacation Rentals in Key West, Florida | 2371 |
| Downtown Vacation Rentals in Key West, Florida | 992 |
| Uptown - Upper Duval Vacation Rentals in Key West, Florida | 761 |
| Historic Seaport Vacation Rentals in Key West, Florida | 387 |
| Truman Annex Vacation Rentals in Key West, Florida | 349 |
| New Town Vacation Rentals in Key West, Florida | 107 |
| Meadows Vacation Rentals in Key West, Florida | 100 |
| The Meadows Vacation Rentals in Key West, Florida | 100 |
| Bahama Village Vacation Rentals in Key West, Florida | 92 |
| Midtown Vacation Rentals in Key West, Florida | 49 |
| White St. Gallery Vacation Rentals in Key West, Florida | 24 |
| White Street Gallery District Vacation Rentals in Key West, Florida | 24 |
| Geiger Key Vacation Rentals in Key West, Florida | 51 |
| Sunset Key Vacation Rentals in Key West, Florida | 3595 |
