A private tropical getaway awaits you on the Florida Keys, with some of the most splendid villas and condo rentals available on the sandy shores. For those looking for a decadent getaway, Luxury Rentals by At Home in Key West has a variety of accommodations all impeccably maintained. The properties at Rent Key West Vacations feature a blend of privately owned accommodations between Old Town Key West and the beach itself. For a locally owned and operated business, Vacation Homes of Key West offers a grand variety of condos and villas with shared amenities like golf and swimming pools, as well as gorgeous beachfront locations. A private getaway to a tropical paradise is awaiting you in the Florida Keys, so book your vacation today!
Showing 1-20 of 26 Villas and Condos
1800 Atlantic, All Florida Keys Property Management
1800 Atlantic features a collection of spacious two and three-bedroom vacation rentals that are perfect for your Florida Keys getaway. Ideally... more
- Beach
- Family
- Nature
- Fishing
- Romantic
- Honeymoon
- Diving
- Holiday
- Island
- Villas and Condos
In addition to an impressive selection of single family vacation homes available, Barefeet Rentals also offers a great assortment of condo and... more
- Beach
- Family
- Nature
- Fishing
- Romantic
- Ecotourism
- Luxury
- Honeymoon
- Diving
- Holiday
- Island
- Villas and Condos
Overnight accommodations at Parrot Key Resort consists of 148 of some of the most spacious guest room options in all of Key West! The varieties of... more
- Beach
- Family
- Reunions
- Nature
- Fishing
- Romantic
- Ecotourism
- Luxury
- Honeymoon
- Holiday
- Island
- Villas and Condos
Keys Holiday Rentals features an impressive selection of luxurious condominiums to choose from on your Florida vacation. These units are all... more
- Beach
- Family
- Nature
- Fishing
- Romantic
- Pet Friendly
- Luxury
- Honeymoon
- Holiday
- Island
- Villas and Condos
Florida Keys Vacation Rentals offers a premier group of modern accommodations to choose from on your island getaway. Their rentals are located... more
- Beach
- Family
- Nature
- Fishing
- Romantic
- Ecotourism
- Luxury
- Honeymoon
- Holiday
- Island
- Villas and Condos
Tranquility Bay Beachhouse Resort offers a range of two and three bedroom beach houses. These spacious accommodations are located right along the... more
- Beach
- Family
- Reunions
- Nature
- Fishing
- Romantic
- Luxury
- Historical
- Honeymoon
- Diving
- Holiday
- Island
- Villas and Condos
Inspire your next adventure tale with the richly decorated decadence of La Concha's rooms and suites filled with classic charm and modern luxuries.... more
- Family
- Nature
- Romantic
- Luxury
- Historical
- Honeymoon
- Island
- Spa
- Villas and Condos
At Home in Key West offers an impressive selection of luxurious vacation homes throughout the Key West area. Their rentals range in style and size so... more
- Beach
- Family
- Nature
- Romantic
- Pet Friendly
- Luxury
- Honeymoon
- Holiday
- Island
- Villas and Condos
Not sure what to expect? The condos and homes of Rent Key West Vacation offer exceptional value for your next getaway. Enjoy all the space and... more
- Beach
- Family
- Golf
- Nature
- Fishing
- Romantic
- Ecotourism
- Luxury
- Historical
- Honeymoon
- Holiday
- Island
- Villas and Condos
You'll find a wide selection of villa and condo vacation rentals available through Vacation Homes of Key West, all perfect for your next Florida Keys... more
- Beach
- Family
- Nature
- Fishing
- Romantic
- Ecotourism
- Luxury
- Honeymoon
- Cabins, Cottages, and Chalets
- Holiday
- Island
- Villas and Condos
At Chesapeake Beach Resort, 13 private villas offer all the amenities of home in a spectacular Florida Keys setting. Enjoy fully-equipped kitchens,... more
- Beach
- Family
- Meetings
- Reunions
- Wedding
- Nature
- Fishing
- Romantic
- Luxury
- Historical
- Honeymoon
- Diving
- Holiday
- Island
- Villas and Condos
You'll find a unique selection of luxury accommodation options to choose from during your next Florida vacation at Key West Vacation Rentals. These... more
- Beach
- Family
- Golf
- Nature
- Fishing
- Romantic
- Luxury
- Honeymoon
- Diving
- Holiday
- Island
- Villas and Condos
If you enjoy spending your vacation in a condominium community, Preferred Properties Key West features luxurious condo options around Old and New... more
- Beach
- Family
- Romantic
- Pet Friendly
- Luxury
- Honeymoon
- Holiday
- Island
- Villas and Condos
Whether you're looking for a sprawling five-bedroom vacation home, or a cozy one-bedroom condo, Florida Keys Vacations Inc has a vacation rental to... more
- Beach
- Family
- Reunions
- Romantic
- Luxury
- Honeymoon
- Island
- Villas and Condos
Coconut Bay Resort Key Largo
Overnight accommodations at Coconut Bay Resort Key Largo consist of six guest rooms and cottages. These cozy retreats boast all the modern amenities... more
- Beach
- Wedding
- Nature
- Villas and Condos
KeysCaribbean
KeysCaribbean features a wide range of incredible beachfront condos and villas. With the air and feel of a luxury resort, these units are ideal for... more
- Beach
- Family
- Romantic
- Luxury
- Holiday
- Villas and Condos
Hawks Cay Resort features a range of luxury beachfront villas that are perfect for extra privacy or larger groups. These villas offer two, three, or... more
- Beach
- Family
- Golf
- Meetings
- Reunions
- Wedding
- Nature
- Fishing
- Romantic
- Ecotourism
- Luxury
- Honeymoon
- Health
- Diving
- Holiday
- Island
- Spa
- Villas and Condos
- Waterpark
With 178 guest rooms and suites, the Westin Key West Resort and Marina has a unit that fits all of your needs. All rooms include Westin bathrobes,... more
- Beach
- Family
- Meetings
- Reunions
- Wedding
- Fishing
- Romantic
- Luxury
- Spa
- Villas and Condos
Sheraton Suites Key West is the only suite-only hotel in the Keys, and features 184 comfortably-styled rooms. Every room includes a wet bar,... more
- Beach
- Family
- Golf
- Meetings
- Wedding
- Nature
- Pet Friendly
- Villas and Condos
From economy and efficiency rooms to the Coral Cove vacation house option, Coconut Cay has the right room for you. Most rooms come equipped with a... more
- Beach
- Family
- Wedding
- Fishing
- Pet Friendly
- Diving
- Villas and Condos