Villas and Vaction Homes in Florida Keys, FL

Directly on a private oceanfront beach with lounge chairs and tiki huts, this studio condo in Key Colony Beach, Florida Keys, is located just feet from Sunset Park, offering prime viewing for Florida Keys sunsets.
This welcoming beach house, accommodating up to four guests, features a newly renovated bathroom with a walk-in shower, a fully equipped kitchen with full-size appliances, and access to a heated swimming pool and on-site laundry facilities, making it an ideal holiday home.

Mermaid Cottage is centrally located in Key Largo, nestled between the Jungle and Manatee cottages, offering proximity to the Caribbean Club Bar and Christ of the Abyss statue, just 500 feet from the coastline making it an ideal beach house.
This 220 square foot villa accommodates up to 4 guests with a queen-size bed and bunk beds, featuring a fully equipped kitchenette, a private bathroom with a tiled shower, and access to a shared common area with a gas grill and picnic table, perfect for exploring nearby John Pennekamp Coral Reef State Park.

Directly on the Islamorada bayside, this resort is located just miles from the History of Diving Museum and Theater of the Sea, offering a tranquil bayside getaway with direct access to a private beach.
This welcoming villa boasts 6 bedrooms, 4 bathrooms, and accommodates up to 16 guests with a gourmet kitchen, air conditioning, a swimming pool, and pet-friendly features, with nearby water sports and golf available.

Located at Mile Marker 50.3 on the Atlantic side in Marathon, this waterfront cottage offers direct canal access to the Great Atlantic and is minutes from Sombrero Beach and Curry Hammock State Park, facilitating exploration of the Florida Keys.
This 1400 sq ft holiday home accommodates up to 4 guests with 3 bedrooms and 2 bathrooms, featuring a furnished dock with a six-person spa tub, gas grill, and hurricane gambler discounts available September through November.

Located at Mile Marker 91.7 on the Bayside in Tavernier's Community Harbor, this unique waterfront houseboat offers tranquil oasis cove living with convenient access to John Pennekamp Coral Reef State Park and Windley Key Fossil Reef Geological State Park.
This 600 square foot houseboat, accommodating up to 5 guests, features a well-equipped kitchen, air conditioning, WiFi, and a back patio with an upper deck for sunset views, providing a perfect holiday home experience with opportunities for jet skiing and scuba diving.

Conveniently located just 500 feet from the beach, this Key Largo cottage offers easy access to Jimmy Johnson's Big Chill and Bluefin Rock Harbor Marina.
This dog-friendly holiday home boasts 220 square feet with one bedroom and one bathroom, accommodating up to 5 guests, and features a kitchenette, private shower, and outdoor dining with a shared gas grill, perfect for enjoying water adventures like snorkeling and kayaking near John Pennekamp Coral Reef State Park.

This beachfront villa in Key Largo offers direct access to a private beach and is located 4.5 miles from John Pennekamp State Park and 4.6 miles from Dolphin Cove.
This spacious 3-bedroom holiday home, accommodating up to 15 guests, features two living rooms, a well-equipped kitchen, three bathrooms with walk-in showers, a fenced swimming pool, a garden with outdoor play equipment, and barbecue facilities, plus complimentary WiFi and private parking.

Located in the gated Lunara Bay community, this luxury vacation home is less than a mile from Key West's central attractions and a short walk to a local park, offering a private marina slip for boats up to 40 feet.
This expansive 3220 sq ft holiday home accommodates up to 16 guests with 6 bedrooms, each featuring en-suite bathrooms, and includes amenities like a swimming pool, terrace, garden, and complimentary gym access.

This welcoming three-bedroom villa in Marathon is located an easy 8-minute walk from Florida Keys Aquarium Encounters and a 17-minute walk from Captain Hook S Marina Dive Center, offering direct access to the vibrant marine life of the Florida Keys.
Enjoy sea views and the convenience of on-site parking and complimentary WiFi at this family-friendly holiday home, complete with a swimming pool, garden, and nearby cycling opportunities.

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.

This Duck Key B&B offers an island retreat just over an hour from Key West and Key Largo, situated outside Marathon and 12.7 miles from Sombrero Beach.
Enjoy 900 square feet of comfortable living space with a private plunge pool and a well-equipped kitchen, accommodating up to 6 guests in two bedrooms, perfect for a family holiday home.

Go Fish Inn in Big Pine Key is located 22 miles from Florida Keys Aquarium Encounters and 16 miles from Seven Mile Bridge, offering a prime location for exploring the area.
This 1040 sq ft villa features 2 bedrooms and 2 bathrooms, accommodating up to 11 guests with air conditioning, complimentary WiFi, and an outdoor dining area, making it an ideal holiday home.

This luxury apartment in Key West's exclusive Lunara Bay gated community offers direct marina access with dock slips for boats up to 40 feet, placing you just steps from the water and a short distance to the island's renowned attractions and dining.
Accommodating up to 14 guests, this spacious holiday home features an open-concept indoor/outdoor living design, a private pool, a pet-friendly gated yard, a fully equipped kitchen, and complimentary access to FYT gym facilities, with options for private boat excursions and chauffeur services to enhance your Key West experience.

Located on Duck Key at MM61, this 3-bedroom townhome offers convenient access to Marathon's attractions, just a 15-minute drive from Key Colony Beach and steps from the oceanfront Cabana Club with its Olympic-size pool and sandy beach.
This expansive 1320 sq ft villa comfortably accommodates up to 8 guests, boasting a fully stocked kitchen, air conditioning, a swimming pool, a terrace, and a bait freezer, making it an ideal holiday home for fishing and water sports enthusiasts.

Located 5.1-5.5 miles from the Ernest Hemingway Home and Museum and Duval Street, this Key West villa offers convenient access to local attractions and is just 2.5 miles from Key West International Airport.
This expansive 2900 sq ft holiday home comfortably accommodates 14 guests with 6 bedrooms and 7 bathrooms, featuring a private patio, outdoor seating, a swimming pool, and a fitness center for a complete Key West experience.

Located in the city center of Key Colony Beach on the waterfront, this cottage is a half-mile from Cabana Club amenities and beach access, and within walking distance of Key Colony Beach Golf.
This welcoming 840 sq ft holiday home accommodates 4 guests with 2 bedrooms and 2 bathrooms, featuring a full kitchen, air conditioning, a swimming pool, and a private boat dock, offering easy access to jet skiing, kayaking, and nearby attractions like the Dolphin Research Center.

Directly on a saltwater lagoon with marina access and kayaks provided, this villa is conveniently located 4.4 miles from John Pennekamp State Park and 4.5 miles from Dolphin Cove in Key Largo.
This welcoming holiday home offers 910 square feet of living space, accommodating up to 11 guests with 2 bedrooms and 2 bathrooms, and features a year-round outdoor pool, patio, terrace, and garden for enjoying outdoor activities like snorkeling, diving, and fishing.

Directly across from the pool and tennis courts, this apartment is situated in Tavernier, at the southern tip of Key Largo, 60 miles from Miami International Airport and 90 miles from Fort Lauderdale International Airport.
This 2-bedroom, 2-bathroom villa accommodates up to 4 guests and offers access to an Olympic-size pool, jacuzzi, sandy beach with a pier, and marina, complemented by a fully equipped kitchen, Smart TVs, and complimentary parking for two vehicles.

Located in Kendall, this multi-family home is conveniently situated near Zoo Miami and just off the expressway, providing easy access to South Florida attractions within miles.
This expansive villa accommodates up to 19 guests with 11 beds across three independent units, featuring three full kitchens, a SwimSpa, a huge courtyard, and multiple washer/dryer units for ultimate comfort and convenience.

Located in Key Largo's G12 district, this house is conveniently situated 4.6 miles from John Pennekamp State Park and 4.7 miles from Dolphin Cove.
This welcoming villa offers 2 bedrooms, 2 bathrooms, air conditioning, a fully equipped kitchen, and access to on-site pools and tennis facilities, making it an ideal holiday home for up to 15 guests.