Compare Cottages, Resorts, & Rentals in Florida Keys, Florida, USA
About Florida Keys Vacation Rentals
There are over 14044 amazing vacation rentals available in Florida Keys. 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 Florida Keys.
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 Florida Keys, 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 Florida Keys. The average size of places to stay near Florida Keys is approximately 829.38 ft², with prices averaging US $664 per night.
Vacation Cottage helps you discover the perfect holiday rental to create lasting travel memories in Florida Keys. 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 Florida Keys, FL
Frequently Asked Questions About Florida Keys?
What are the top cottages, summer homes, and lake houses in Florida Keys?
- 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
- Summer Fun Awaits! Clean and Cozy w TOP FLOOR VIEWS.Your Home Away From Home!
- Oceanfront Key Largo Paradise~Private Beach~Pool~Tennis~Marina~Restaurant
- Ocean front 1/1,AMAZING OCEAN/MARINA VIEWS,Tavernier/Key Largo Fl. Florida Keys
- Heated Pool, Views, Vaca Cut , Gulf & Atlantic Access. Availability Nov + Dec
- Key Lime Kottage- Waterfront Home on Gulf of Mexico w/Private Pool, Dock & More
- 🌴 Coco Plum Paradise 🌴 Private Bayfront Home Pool Hot Tub Dock View
- Casa Capri Beautiful Tropical with 3 King Suites - 2 miles to beach
How many rentals, hotels, or resorts are available in Florida Keys?
Vacation Cottage consistently updates its selection, offering a blend of new options alongside well-established accommodations in prime locations. Currently, there are over 14044 properties listed by Vacation Cottage in the Florida Keys area for the year 2026, 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 Florida Keys.
Nearby Neighborhood (16)
| Neighborhood | Property Count |
|---|---|
| Key West Historic District Rental Cottages and Private Getaways in Florida | 2427 |
| Old Town Rental Cottages and Private Getaways in Florida | 2380 |
| Downtown Rental Cottages and Private Getaways in Florida | 996 |
| Uptown - Upper Duval Rental Cottages and Private Getaways in Florida | 768 |
| Historic Seaport Rental Cottages and Private Getaways in Florida | 393 |
| Truman Annex Rental Cottages and Private Getaways in Florida | 346 |
| New Town Rental Cottages and Private Getaways in Florida | 106 |
| Bahama Village Rental Cottages and Private Getaways in Florida | 93 |
| Little Venice Rental Cottages and Private Getaways in Florida | 56 |
| Venetian Shores Rental Cottages and Private Getaways in Florida | 47 |
| Key Largo Village Rental Cottages and Private Getaways in Florida | 33 |
| Indigo Reef Marina Homes Rental Cottages and Private Getaways in Florida | 29 |
| Lower Matecumbe Beach Rental Cottages and Private Getaways in Florida | 26 |
| Pirates Cove Rental Cottages and Private Getaways in Florida | 1351 |
| Coral Lagoon Rental Cottages and Private Getaways in Florida | 1807 |
| Sunset Cove Rental Cottages and Private Getaways in Florida | 1403 |
