Villas and Holiday Homes in Florida Keys

Barnacle Resort offers a unique waterfront villa experience in Big Pine Key, Florida, with direct access to nature and ocean views, and opportunities for spotting native Key deer.
This spacious holiday home accommodates up to 16 guests across 5 bedrooms and 6 bathrooms, boasting amenities such as air conditioning, internet, and a kitchen, with complimentary kayaks and bicycles provided for exploring the surrounding 3.2 kilometers of coastline.

Located on Summerland Key, this welcoming cottage is approximately 32 kilometres from Key West, offering a tranquil Keys experience distinct from the bustle of the city.
This 73 square metre holiday home accommodates up to four guests and features air conditioning, a swimming pool, and a kitchen with a fridge and microwave oven, plus convenient access to fishing waters and the Florida Keys Overseas Heritage Trail.

Directly on the Atlantic coast in Tavernier, this oceanfront condo at Ocean Pointe offers exceptional views and proximity to the Island Grill Restaurant & Bar.
This welcoming holiday home, accommodating up to five guests, features a king master bedroom, a second bedroom with a full bed and twin bunk, two bathrooms, air conditioning, a swimming pool, and direct beach access, making it a perfect beach house for exploring the Florida Keys.

Half a kilometre offshore from Islamorada, Village of Islands, this unique solar and wind-powered houseboat offers an exclusive retreat with access to a private garden and parking.
This villa rental provides a welcoming space for two guests, featuring a full kitchen, a rooftop deck for sunset views, and complimentary use of a kayak, paddleboard, and snorkelling gear, alongside a 12-foot skiff for trips to shore.

Situated in Summerland Key, this waterfront cottage is approximately 32 kilometers from Key West and offers convenient access to a dock and seawall, positioning it perfectly for exploring the Florida Keys.
This villa rental boasts two bedrooms accommodating up to four guests, featuring air conditioning, a full kitchen, a screened patio, and access to two shared swimming pools within the compound, alongside opportunities for wildlife observation and proximity to natural attractions.

This beachfront villa rental in Key Largo offers direct access to a patio with an outdoor fireplace, a marina, and a saltwater lagoon, situated just 7.2 kilometres from John Pennekamp State Park and 7.4 kilometres from Dolphin Cove.
Featuring 85 square metres of living space, this welcoming holiday home accommodates up to 11 guests with 2 bedrooms and 2 bathrooms, boasting an outdoor swimming pool, a kids pool, a sun terrace, a tennis court, a squash court, and a balcony with lake views.

Directly on Florida Bay at Mile Marker 82.2, this Islamorada cottage offers panoramic bay views and is within 1 kilometre of John Pennekamp Coral Reef State Park and Robbie's Marina.
This family-friendly villa rental boasts a private ground-floor layout with a central living area, separate sleeping quarters, an enclosed sunroom that functions as a second bedroom, and exclusive access to a sunning area with hammocks and a tiki hut, perfect for a relaxing holiday home experience.

Directly on the beachfront in Key Largo, this welcoming cottage offers direct access to Jimmy Johnson's Big Chill and is just 1.5 kilometers from John Pennekamp Coral Reef State Park, providing an ideal holiday home base for exploring the Florida Keys.
This 20 square meter villa rental features a kitchenette, air conditioning, and parking, with a unique sleeping arrangement for two adults and four children, complemented by an outdoor tiki shower and an indoor shower with a jacuzzi tub for a comfortable stay.

Just a few steps from a community heated pool, this Islamorada apartment offers a private backyard and patio, with on-site bicycles available for exploring the Village of Islands, located near world-class fishing.
This 4-guest capacity villa rental features a fully equipped kitchen, an in-unit washer and dryer, and a security camera at the entrance for your convenience, making it a perfect holiday home.

Located within the exclusive gated community of Lunara Bay in the Florida Keys, this luxury new build offers direct waterfront access and private boat docking for vessels up to 40 feet, just a short drive from Key West's attractions. This expansive villa rental, accommodating up to 16 guests across eight bedrooms with ensuite bathrooms, boasts a private pool, an open-concept indoor/outdoor living space, and complimentary access to the FYT gym, alongside optional chauffeur services and customized aquatic adventures for a truly bespoke holiday home experience.

Located in the exclusive gated community of Lunara Bay, Larkshine House offers a prime position less than 1 mile from Key West's attractions and a short walk to a local park.
This expansive 8-bedroom villa rental, boasting 351 square meters of floor area and accommodating up to 18 guests, features a private marina dock slip for boats up to 40 feet, a spacious fenced garden, and a swimming pool, providing an ideal holiday home for exploring the Florida Keys.

This Duck Key villa offers prime waterfront living with 40 feet of private dockage on a turquoise canal, providing direct access to the Gulf and Atlantic Oceans, and is conveniently located just minutes from Marathon, Isla Morada, Bahia Honda Recreational Beach, and Sombrero Beach, with Key West approximately 1 hour away.
This welcoming holiday home, spanning 93 square meters, comfortably accommodates up to six guests with two bedrooms and two bathrooms, featuring a fully equipped kitchen, air conditioning, a Jacuzzi, and on-site access to jet ski and kayak rentals, making it an ideal beach house for exploring the Florida Keys.

Located 4 kilometres from Key West International Airport, this villa is 8.4 kilometres from the Ernest Hemingway Home and Museum and Duval Street, offering a prime holiday home base.
This expansive property boasts 299 square metres of living space with 6 bedrooms and 7 bathrooms, featuring a private outdoor pool, a well-equipped kitchen with a dishwasher, oven, and microwave, and complimentary WiFi, alongside fitness centre access.

Luxurious waterfront property in Marathon offering a 32-foot private dock and stunning sea views, this villa is conveniently located just a 6-minute walk from Florida Keys Aquarium Encounters.
This spacious 129 square meter holiday home, accommodating up to 15 guests, boasts 3 bedrooms, 2 bathrooms, a private swimming pool, spa, fitness centre, and on-site parking, ensuring a comfortable and entertaining stay.

Directly fronting a fresh saltwater lagoon with balcony and living room views, this Key Largo townhome is situated in the Kawama Yacht Club district, mere minutes from John Pennekamp Coral Reef State Park and within walking distance of restaurants.
This welcoming villa rental, offering 71 square meters of floor area and sleeping up to 8 guests, boasts a spacious balcony overlooking the lagoon, immediate access to a heated swimming pool and small sand beach, and provides access to the Kawama Yacht Club's extensive amenities including tennis courts, a kids' playground, and oceanfront access.

Directly on an ocean access canal in Marathon, this impressive villa rental is just 300 meters from Crane Point Museum and Nature Center and the Marathon Air Museum, offering excellent user ratings and a 204 square meter floor area.
This holiday home provides a private pool, screened patio with a Tiki Hut, a dock for up to a 50-foot boat, and complimentary kayaks and paddleboards, accommodating up to 8 guests with 4 bedrooms and 2 bathrooms.

Situated on a secluded 60-acre property in Tavernier, this apartment offers exclusive mangrove and ocean views between Key Largo and Islamorada.
This two-bedroom, two-bathroom villa rental, accommodating up to six guests, boasts a fully equipped kitchen, air conditioning, and direct access to water sports, a heated swimming pool, a 14-person jacuzzi, and a private beach with a pier, making it a superb holiday home.

This waterfront villa in Duck Key, Marathon, offers mesmerising water views and is conveniently located 8.8 kilometres from both the Marathon Air Museum and Crane Point Museum and Nature Center, with Key West and Key Largo within an hour's drive.
This 84 square metre holiday home sleeps up to six guests in two bedrooms and features a private dip pool, a well-equipped kitchen, and outdoor seating, with lot parking for two vehicles provided.

Exclusive gated community of luxury homes in Lunara Bay, Key West, this villa offers a private marina dock slip accommodating boats up to 40 feet, just steps from the residence.
This luxurious holiday home, suitable for 14 guests, features a private pool, fire pit, and a pet-friendly gated yard, with complimentary access to FYT gym and personalised itineraries for local exploration.

KAWAMA L1 is a beachfront villa in Key Largo, offering direct access to a private beach and situated 7.2 kilometres from John Pennekamp State Park and 7.4 kilometres from Dolphin Cove.
This spacious holiday home boasts air conditioning, 3 bedrooms, 3 bathrooms, and a fully equipped kitchen, alongside on-site amenities like a swimming pool, tennis court, and free bikes, with opportunities for fishing and snorkelling nearby.