Top Rated Activities & Tours in Key West
Key West Vacation Rentals, Hotels, & Places to Stay
About Key West Vacation Rentals
There are more than 4931 places to stay that are available in Key West. These choices include hotels as well as other short-term private accommodations (including vacation rentals, cabins, condos, RVs, and more), have a wide selection of amenities at great prices, providing you with all the comforts of home or a touch of luxury. We like to help you find more room with Varoom when booking your property in Key West.
Varoom features many last-minute deals on hotels, resorts and places to stay including many that are nearby. If you need a place for a group or event, be it a hotel or vacation rental (as well as cabins and private luxury villas), let us help. With Varoom's places in Key West, you have the flexibility of comparing different options from multiple suppliers with a single click. Group deals, private pools, hot tubs, allows pets, or even those with huge master suite bedrooms with open-air showers? You can find vacation rentals and resorts as well as Airbnb-style properties in Key West. Places to stay near Key West are 752.54 ft² on average, with prices averaging US $742 a night.
Varoom helps you discover places to stay and suggests things to do to create great travel memories in Key West. Prices listed are often found to be at a 30-40% discount versus the rack rates. Just search for your destination and secure your 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 Rental Accommodation Types in Key West
| Type | Count |
|---|---|
| Vacation Homes | 2478 |
| Holiday Apartments | 604 |
| Cottages | 110 |
| Villas | 40 |
Use these Quick Filters to Find a Vacation Rental in Key West
★ Pro Tip: Varoom is a meta travel and activities site, and as such we combine results from many of the leading travel websites, helping you compare the best places to stay and things to do in each market. Use the filter option to narrow down your selection and let us help you find more room to stay, play, and discover. Create new memories in Key West today.
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.
Top Attractions Around Key West, FL
Varoom offers a large selection of top attractions around Key West . Research things to do on your vacation before you visit Key West.
Other Places to Stay in Key West, FL
Complexes around Key West, FL
Frequently Asked Questions About Key West?
What are the top vacation rentals in Key West?
We have scoured the web to find you options in Key West. If you plan on staying near or in the Key West area, consider one of the following places to stay for a week or more. Weekly stays are a great way to unwind and unplug. These places to stay have all been rated as one of the Top Places to Stay in Key West:
- Almond Tree Inn Hotel - Adults Only
- Casa Capri Beautiful Tropical with 3 King Suites - 2 miles to beach
- 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
- Walkable Cottage w/Pool Access in Key West!
- Hidden away near the Southernmost Point, Louisa's Hideaway is it!
- ~ CLOUD 9 ~ It's heaven on earth in this 3B/3BA lavish home with pool/parking
- Boli Townhouse - Luxury WEEKLY Rental in gated Truman Annex-Saturday to Saturday
- MAJESTIC PARADISE @ Truman Annex - Heart of Old Town, Key West
- Everything Key West has to offer @ Mango Cottage
How many vacation rentals have private pools in Key West?
We have found 821 places to stay that feature a private swimming pool in or near Key West. Some of the best places to stay that feature or have access to a swimming pool are:
- Tropical Oasis in the Truman Annex with a private pool
- Key West Harbor Inn - Adults Only
- Parking, Heated Pool, Pet Friendly - Seagate House
- Furnished 2BR Condo – Gated Old Town Key West – Monthly/Seasonal – Walk to Duval
Which vacation homes in Key West are best for families?
If you are looking for a place to stay that is family-friendly in Key West, check out one of the following places as all are highly-rated options and have received excellent reviews for families or groups staying in Key West:
- FLEMING-O (Flamingo) Cottage is the perfect getaway
- Somewhere on the beach
- Capmar House by Brightwild Huge Home Pool
How many Varoom vacation rentals are available in Key West?
Varoom updates its properties nightly to bring you a great selection of places to stay. Currently, the total number of properties listed by Varoom in 2026 is over 4931 in the Key West area, and still growing every day. When we combine listings from multiple websites and travel providers, Varoom can provide you with a diverse amount of choice of the best places to stay in Key West.
Nearby Neighborhood (15)
| Neighborhood | Property Count |
|---|---|
| Key West Historic District Vacation Rentals in Key West, Florida | 2101 |
| Old Town Vacation Rentals in Key West, Florida | 2017 |
| Downtown Vacation Rentals in Key West, Florida | 880 |
| Uptown - Upper Duval Vacation Rentals in Key West, Florida | 666 |
| Historic Seaport Vacation Rentals in Key West, Florida | 332 |
| Truman Annex Vacation Rentals in Key West, Florida | 248 |
| Meadows Vacation Rentals in Key West, Florida | 103 |
| The Meadows Vacation Rentals in Key West, Florida | 103 |
| New Town Vacation Rentals in Key West, Florida | 97 |
| Bahama Village Vacation Rentals in Key West, Florida | 64 |
| Midtown Vacation Rentals in Key West, Florida | 41 |
| White St. Gallery Vacation Rentals in Key West, Florida | 4477 |
| White Street Gallery District Vacation Rentals in Key West, Florida | 4473 |
| Sunset Key Vacation Rentals in Key West, Florida | 3800 |
| Geiger Key Vacation Rentals in Key West, Florida | 54 |