Compare Cottages, Resorts, & Rentals in Key West, Florida, USA
About Key West Vacation Rentals
There are over 4743 amazing vacation rentals available in Key West. Choose from a variety of options including villas, hotels, and other rental properties. Explore a vast selection of luxury amenities at unbeatable prices, providing you with the ideal spot for your next getaway. Life is Better at the Cottage with Vacation Cottage, where you can discover fantastic stays in Key West.
Vacation Cottage offers numerous last-minute deals on villas, hotels, and rentals, both near you and across the globe. Whether you need accommodations for a group or event, such as a hotel or vacation rental (including cabins and private luxury villas), let us assist you. With Vacation Cottage in Key West, you can easily compare options from multiple suppliers with just a click to find the perfect price point, amenities, and style of stay for you. Whether you're seeking group discounts, private pools, hot tubs, pet-friendly options, or spacious master suite bedrooms with open-air showers, you can find it all with Vacation Cottage vacation rentals, resorts, and Airbnb-style properties in Key West. The average size of places to stay near Key West is approximately 766.47 ft², with prices averaging US $790 per night.
Vacation Cottage helps you discover the perfect holiday rental to create lasting travel memories in Key West. Prices listed often feature discounts compared to rack rates. Simply search for your destination and secure your ideal place to stay today.
Find Vacation Cottage Rentals in these Cities and Neighborhoods Key West, FL
Frequently Asked Questions About Key West?
What are the top cottages, summer homes, and lake houses 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
- Bright & Modern Condo—7 MinWalk to the Beach! Pool, Bikes & 2 Furnished Porches!
- PINEAPPLE COTTAGE: 2BR/2BA-Pvt Pool -1/2 block to Duval- RealKeyWest
- ~ Chick-A-Pea Cottage ~ Enjoy Key West’s charisma, with a pool, and parking!
- Old Town 2 Bicycles, Grill, WiFi, 1st Floor, Pool! Rent 30 days get 20% discount
- Casa Cove Beautiful Tropical 3 KING SUITES Sleeps 8- 2 miles to beach
- LOST SHAKER OF SALT ~ 3 Bed, 2 Bath Pet Friendly with 40' Private Heated Pool
How many rentals, hotels, or resorts are available in Key West?
Vacation Cottage consistently updates its selection, offering a blend of new options alongside well-established accommodations in prime locations. Currently, there are over 4743 properties listed by Vacation Cottage in the Key West area for the year 2025, with this number increasing daily. By aggregating listings from various websites and travel providers, Vacation Cottage ensures a diverse array of choices for the best luxury stays in Key West.
Nearby Neighborhood (15)
| Neighborhood | Property Count |
|---|---|
| Key West Historic District Rental Cottages and Private Getaways in Key West, Florida | 2411 |
| Old Town Rental Cottages and Private Getaways in Key West, Florida | 2349 |
| Downtown Rental Cottages and Private Getaways in Key West, Florida | 1019 |
| Uptown - Upper Duval Rental Cottages and Private Getaways in Key West, Florida | 725 |
| Historic Seaport Rental Cottages and Private Getaways in Key West, Florida | 395 |
| Truman Annex Rental Cottages and Private Getaways in Key West, Florida | 333 |
| New Town Rental Cottages and Private Getaways in Key West, Florida | 107 |
| Meadows Rental Cottages and Private Getaways in Key West, Florida | 99 |
| The Meadows Rental Cottages and Private Getaways in Key West, Florida | 99 |
| Bahama Village Rental Cottages and Private Getaways in Key West, Florida | 94 |
| Midtown Rental Cottages and Private Getaways in Key West, Florida | 56 |
| White St. Gallery Rental Cottages and Private Getaways in Key West, Florida | 29 |
| White Street Gallery District Rental Cottages and Private Getaways in Key West, Florida | 29 |
| Sunset Key Rental Cottages and Private Getaways in Key West, Florida | 3595 |
| Geiger Key Rental Cottages and Private Getaways in Key West, Florida | 51 |
