Villas and Vaction Homes in Florida Keys, FL

Exclusive waterfront living awaits at Sunray House, a luxurious villa nestled within the gated community of Lunara Bay in the Florida Keys, offering private dock slip access for boats up to 40 feet and convenient proximity to private boat excursions.
This expansive holiday home comfortably accommodates 16 guests with eight king bedrooms, each featuring an ensuite bathroom, and boasts a fully equipped kitchen, open-concept indoor/outdoor living areas, a swimming pool, a fenced yard suitable for pets, and high-speed internet.

Located in Miami, this farm stay offers proximity to attractions like the Miami Paper Museum, Coral Castle Museum, Deering Estate, and Zoo Miami.
This expansive 3990 sq ft farm, perfect for up to 12 guests, boasts 5 bedrooms, 6 bathrooms, a swimming pool, tennis and soccer courts, and nearly 5 acres of natural surroundings for a unique country lifestyle.

Located in the Marathon Shores neighborhood, this Gulf-side apartment offers direct canal frontage with a 40 ft deep water dock and is less than 1 mile from Sombrero Beach, providing convenient access to Curry Hammock State Park, Marathon Air Museum, and Crane Point Museum and Nature Center.
This exclusive holiday home boasts a private, heat-optional pool, hot tub, and generous outdoor living space including a patio and balcony, perfect for enjoying the Florida Keys lifestyle with amenities like a BBQ grill, bait freezer, and fish cleaning table, accommodating up to 6 guests with 3 bedrooms and 3 bathrooms.

Directly on the waterfront of Key Colony Beach, this canal-front duplex on Sixth Street (The Causeway) offers exclusive use of a private fenced yard with a heat-optional pool and a 47.5 ft deep water dock, just 0.25 miles from the beach.
This well-appointed holiday home accommodates up to 6 guests with 3 bedrooms and 2 bathrooms, featuring a fully equipped kitchen, air conditioning, on-site laundry, complimentary internet, a BBQ grill, and 2-car garage parking, plus membership to the Cabana Club for beach and public pool access.

This luxury waterfront villa in Marathon offers exclusive living with a private 50-foot dock, located just 1.1 miles from Sombrero Beach and within 4.4 miles of Florida Keys Aquarium Encounters, Captain Hook S Marina Dive Center, and Seven Mile Bridge.
Boasting 3630 square feet of floor area, this holiday home comfortably accommodates up to 23 guests with 5 bedrooms and 3 bathrooms, featuring a fully equipped kitchen, air conditioning, a swimming pool, a terrace, a garden, a spa, concierge service, and on-site parking.

Directly on the water in Cudjoe Key, this villa offers waterfront access for a 17ft boat and is less than 20 miles from Key West, the Key Deer Refuge, and Bahia Honda State Park.
This welcoming, reimagined vintage Florida-style mobile home features 930 sq ft of living space, sleeps up to 6 guests with a queen sofa bed and futon, and includes a spacious screened porch, complimentary kayaks, and bikes.

This Venture Out villa sits canal-front on Cudjoe Key in the lower Florida Keys, offering 44 feet of concrete dockage ideal for boaters.
Enjoy a welcoming 2-bedroom, 2-bathroom holiday home with an open concept, canal views, a gas grill, and access to Venture Out's pool and hot tub, perfect for a Florida Keys escape.

Directly on a tropical waterfront acre in Key Largo, this welcoming beach house offers stunning sunset views and sandy beach access, located just a short distance from John Pennekamp Coral Reef State Park.
This comfortable villa accommodates up to 6 guests with 2 bedrooms and 2 bathrooms, providing complimentary kayaks, fishing gear, and a 100ft dock for an ideal holiday home experience.

Located in Kendale Lakes, this villa is 10 miles from Dolphin Mall and Miami International Mall, and conveniently situated 12 miles from the University of Miami and 14 miles from Cocowalk Shopping Center.
This spacious 2500 square foot holiday home offers four bedrooms, three bathrooms, a private outdoor swimming pool, a garden, and a fitness center, with a guest capacity of 15.

This Duck Key villa offers a tropical oasis setting, conveniently located 8.6 miles from Florida Keys Aquarium Encounters and 21 miles from Upper Matecumbe Key.
Enjoy this 930 square foot holiday home with two bedrooms, two bathrooms, a fully equipped kitchen, and a private balcony, accommodating up to 11 guests with central air conditioning and an in-unit washing machine.

Waterfront on Summerland Key, this cottage is located 20 miles from Key West, offering direct water access and proximity to Florida Keys Beaches and Coupon Bight Aquatic Preserve.
This 790 sq ft villa comfortably accommodates 4 guests with 2 bedrooms, 1 bathroom, a full kitchen, air conditioning, and a screened patio, perfect for enjoying boating, fishing, and jet skiing opportunities.

Located in Marathon, this oceanside waterfront villa boasts a prime 55ft dock with river views, just a 3-minute walk from Florida Keys Aquarium Encounters and 0.7 miles from Captain Hook's Marina Dive Center.
This 1070 sq ft holiday home offers 2 bedrooms and 2 bathrooms, featuring a fully equipped kitchen with a dishwasher and oven, air conditioning, free WiFi, and a sun terrace with paddle equipment and water sports facilities.

Located in Key Largo's Rock Harbor neighborhood, this waterfront vacation home is just 2-5 miles from John Pennekamp Coral Reef State Park and offers proximity to the Caribbean Club Bar and Christ of the Abyss.
This luxurious townhouse features two living areas, two kitchens, a private rooftop terrace with ocean views, and resort access to pools, spas, and a marina, making it an ideal villa for up to 8 guests seeking a premier holiday home experience.

Exclusive Flamingo Island waterfront location in Marathon offers privacy and direct water access, just a short drive from Florida Keys Country Club and Captain Hooks Marina and Dive Center, with Sombrero Beach and Curry Hammock State Park nearby.
This luxurious 2500 sq ft villa accommodates up to 12 guests with 5 bedrooms and 4 bathrooms, featuring two fully equipped kitchens, a private heated pool with a tiki bar, a large projector screen, and handicapped accessibility, perfect for enjoying watersports and nearby attractions.

Adventure Awaits II - Mariner's Club 806-Key Largo Resort Stil Vacation Hem is located in Key Largo's Rock Harbor neighborhood, within the private Mariner's Club Resort, just steps from Bluefin Rock Harbor Marina and Jimmy Johnson's Big Chill.
This spacious 4-bedroom, 3-bath villa accommodates up to 10 guests and features access to two resort pools, jacuzzis, tennis and pickleball courts, and a newly remodeled 'speakeasy' themed recreation room with pool and ping pong tables.

Located in Key Colony Beach, this canal-front vacation home offers direct access to the Gulf and Atlantic, just minutes from Sombrero Beach, The Turtle Hospital, and Dolphin Research Center.
This exclusive villa boasts 4 bedrooms and 3 bathrooms to accommodate 10 guests, featuring a modern kitchen, a heated pool, two kayaks for canal exploration, and included Cabana Club passes for private beach access and poolside dining.

This Miami getaway is located approximately 10 miles from Fruit Spice Park and 13 miles from Homestead Miami Speedway, with Miami International Airport 16 miles away.
Enjoy this spacious 2540 sq ft country walk villa, a welcoming holiday home featuring 4 bedrooms, 4 bathrooms, a private swimming pool, spa, bar, and on-site parking for up to 23 guests.

Waterfront accommodation at Key Colony Marina offers direct access to the water, placing this Aqualodge just 500 feet from Sombrero Beach and within 2 miles of Curry Hammock State Park.
This 3-bedroom, 4-guest villa features a fully equipped kitchen, air conditioning, and a swimming pool, with on-site rentals for boats, kayaks, and paddleboards perfect for exploring the surrounding Florida Keys.

Centrally located in Marathon, Florida, this oceanfront villa offers unparalleled access, situated 45 miles south of Key West and 30 miles north of Islamorada, with Marathon Air Museum and Crane Point Museum just minutes away.
This luxury holiday home boasts 1400 square feet of living space, featuring 3 bedrooms and 3 bathrooms, a private elevator, a 600 sq ft rooftop terrace with sunset views and a concrete bar, two balconies, and a private boat dock with a fish cleaning station, all complemented by a shared heated community pool.

Hideaway #23 is a welcoming villa located in Key Largo, offering convenient access to Pigeon Key (3.2 miles) and John Pennekamp State Park (5.3 miles).
This family-friendly holiday home features three bedrooms and three bathrooms, air-conditioned accommodations with a balcony, free Wifi, a fully equipped kitchen with a dishwasher and oven, and an in-home fireplace, with a swimming pool and spa available.