Villas and Vaction Homes in Florida Keys, FL

The Sea Shell Cottage UNIT #2 is located on Summerland Key, 25 miles from Key West's dining and nightlife, and a 2-minute walk to Tonio's Seafood Shack & Tiki Bar, offering convenient access to boat ramps and nearby marinas.
This welcoming 1-bedroom, 1-bathroom cottage accommodates 2 guests and features an efficiency kitchen, air conditioning, WiFi, and complimentary use of resort amenities including a communal outdoor pool and gas grill, making it an ideal holiday home for exploring Bahia Honda State Park, just a 15-minute drive away.

This Homestead villa is conveniently located 1.8 miles from Florida Keys Factory Shops and 3.6 miles from Homestead Miami Speedway, offering direct access to a terrace for outdoor enjoyment.
This welcoming holiday home features a fully equipped kitchen, air conditioning, free WiFi, and private parking, accommodating up to 3 guests for a comfortable stay near the Everglades Alligator Farm and Fruit Spice Park.

This Florida City villa offers convenient access to Everglades National Park and Biscayne National Park, with the beaches and nightlife of the Florida Keys just a short drive away.
Enjoy a stylish, modern country-decorated 1-bedroom, 1-bathroom house with a fully equipped kitchen, private patio with barbecue, and in-unit laundry, accommodating up to 4 guests and allowing pets (excluding cats).

Directly on the water in Cudjoe Key, this cottage offers a private 35-foot boat slip and is located just a 25-mile drive from Key West and Marathon, placing you close to Bahia Honda Beach and Looe Key for snorkeling.
This recently remodeled 850 sq ft holiday home accommodates up to 6 guests with 2 bedrooms and 2 bathrooms, featuring a fully-equipped kitchen, Smart TVs, and access to Venture Out community amenities including a heated pool, jacuzzi, and tennis courts, making it an excellent villa choice.

Located within the secure, gated Kawama Yacht Club community in Key Largo, this townhouse offers direct access to a three-acre saltwater lagoon for snorkeling and a private oceanfront beach and jetty, positioning it as an ideal holiday home.
This family-friendly, 1000 sq ft apartment sleeps 5 guests and features 2 bedrooms and 2 bathrooms, with amenities including a fully stocked kitchen, air conditioning, two balconies, a BBQ, and complimentary use of the on-site marina boat ramp, making it a perfect beach house for exploring nearby John Pennekamp Coral Reef State Park.

Located in a private community in Marathon, this luxury vacation home is 6.9 miles from Florida Keys Aquarium Encounters and 57 miles from Key West International Airport.
This exclusive 4950 sq ft villa offers beachfront property with private beach access, accommodating up to 19 guests with 5 bedrooms, 2 living rooms, 5 bathrooms, a swimming pool, garden, spa, and free WiFi.

Located in Tavernier, this vacation home is just 4.5 miles from Windley Key and 5.1 miles from Islamorada's Theater of the Sea.
This expansive 2520 sq ft villa offers 5 bedrooms, accommodating up to 11 guests with amenities including a private dock, on-site sauna, hot tub, and fully equipped kitchen.

Centrally located in Marathon, this villa offers convenient access to local attractions and is a short drive to Key West and Key Largo, with Coco Plum Beach 3.6 miles away and Sombrero Beach 3.9 miles away.
This welcoming holiday home provides 1160 square feet of living space accommodating up to 8 guests, featuring a private above-ground pool, a tiki bar, a well-equipped kitchen, and parking for up to 4 vehicles, including boat trailers.

Located in Port Pine Heights, Big Pine Key, this waterfront vacation home offers direct access to the Atlantic and Gulf, ideal for fishing enthusiasts, and is just minutes from prime fishing and a short drive to Bahia Honda State Park.
This exclusive holiday home features 3 bedrooms, 3 bathrooms, and accommodates up to 8 guests, boasting a private tiki bar, an on-site dock with a fish cleaning station, and a Jacuzzi for ultimate relaxation.

Directly accessible to a casino and an indoor pool, this Marathon vacation home is located 1.9 miles from Florida Keys Aquarium Encounters and a 15-minute walk from Coco Plum Beach.
This exclusive 3000 square foot villa offers 5 bedrooms, 6 bathrooms, a heated swimming pool with Jacuzzi, a private dock, an elevator, and an on-site water park, providing a luxury holiday home experience for up to 20 guests.

Directly on the beach in Key Largo, this villa offers unparalleled access to the ocean and is conveniently located 4.5 miles from John Pennekamp State Park and 4.6 miles from Dolphin Cove.
This welcoming holiday home features 910 square feet of living space, accommodates up to 11 guests, and boasts amenities like a private swimming pool, tennis court, and barbecue facilities for enjoying the tropical climate.

Directly on the oceanfront in Buccaneer Point, Key Largo, this luxury villa offers exclusive access to the turquoise waters of the Florida Keys, just miles from John Pennekamp Coral Reef State Park and the Christ of the Abyss statue.
This five-bedroom, five-bathroom holiday home accommodates fifteen guests and features a unique guitar-shaped swimming pool, private dock with boat and jet ski included, and an exterior kitchen with a professional BBQ grill, making it an ideal beach house for unforgettable stays.

Directly on the water in Summerland Key's Venture Out community, this waterfront cottage offers expansive open water views and private dockage for your boat, just a 25-minute drive from Key West and Marathon.
This 850 sq ft villa comfortably accommodates up to 6 guests with 2 bedrooms and 2 bathrooms, featuring a recently renovated interior with Smart TVs, a full kitchen, complimentary kayaks and paddleboards, and access to community amenities including a heated pool and tennis courts.

Located in Cudjoe Key within the secure Venture Out gated community on Kemp Channel, this villa offers convenient access to boating channels and the Atlantic, with Key West and Marathon just a short drive away, and Bahia Honda State Park only 20 miles north.
This welcoming 2-bedroom, 2-bathroom holiday home accommodates up to 5 guests and features a full kitchen, living area with a sleeper sofa, Smart TVs, free WiFi, and access to community amenities including a saltwater pool, spa, and tennis courts.

Directly on the water in Summerland Key, this apartment offers open water access to the Gulf of Mexico or Atlantic Ocean, located 25 miles from Key West or Marathon attractions.
This family-friendly, 830 sq ft villa comfortably accommodates up to 6 guests and features a fully-equipped kitchen, central air conditioning, a private 35-foot seawall, and access to community amenities including a heated pool, jacuzzi, tennis courts, and provided kayaks and bicycles for exploring the area, making it an ideal holiday home.

Located in Summerland Key, this cottage is just a short walk to Tonio's Seafood Shack & Tiki Bar and 25 miles from Key West, offering convenient boat trailer parking and access to multiple boat ramps for fishing and water sports.
This welcoming villa accommodates up to 4 guests with 1 bedroom and 1 bathroom, featuring air conditioning, a full kitchen, an outdoor pool, a gas grill, and beach essentials for your enjoyment.

Located on a tranquil canal in Key Colony Beach, this villa offers exclusive access to Glunz Beach Club, just a short walk away, and features 37 feet of deep-water private dockage ideal for boaters.
This modern, family-friendly holiday home boasts 1320 square feet with 3 bedrooms and 2 bathrooms, accommodating up to 6 guests, and includes amenities like a swimming pool, spa, fitness center, and high-speed WiFi, along with kayaks, a paddleboard, and bikes for island exploration.

Located in Summerland Key, this waterfront cottage is approximately 20 miles from Key West and offers a prime spot for enjoying the natural beauty and water access of the Florida Keys.
This 390 sq ft holiday home features a full kitchen, air conditioning, a swimming pool, and a screened patio, perfect for up to 2 guests seeking a comfortable beach house experience with convenient access to boating, nearby attractions like Coupon Bight Aquatic Preserve, and coin laundry facilities.

Located on Summerland Key, this cottage is situated approximately 20 miles from Key West and offers convenient access to Florida Keys Beaches, Coupon Bight Aquatic Preserve, and Big Munson Island.
This 750 square foot villa comfortably accommodates up to 4 guests with 2 queen bedrooms, a full kitchen, a screened patio, and direct access to a pool, dock, and seawall, making it an ideal holiday home.

Located in Miami-Dade County's Redland area, this farmhouse is 20 miles from Miami International Airport and provides convenient access to the Florida Keys, with the Coral Castle Museum and Deering Estate as nearby landmarks.
This welcoming villa offers 3 bedrooms, 2 bathrooms, and can host up to 10 guests, featuring a swimming pool, basketball court, barbecue area, campfire space, and hammocks for outdoor enjoyment.