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
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
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
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
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
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
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
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 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
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
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
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
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
You can't help but live a life of adventure in such an unforgettable setting! Let local character charm your heart with the unique personalities of... more
- Beach
- Nature
- Romantic
- Luxury
- Honeymoon
- Villas and Condos
The guest rooms and suites at The Reach Resort offer either stunning ocean, tropical pool or lush courtyard views. To ensure a comfortable and... more
- Beach
- Family
- Meetings
- Wedding
- Fishing
- Romantic
- Luxury
- Honeymoon
- Holiday
- Spa
- Villas and Condos
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
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
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
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