Key West Private Villas
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Here’s a quick list of the best hotels in Key West
Private villas in Key West offer secluded, sun-drenched retreats where private pools, waterfront decks and lush tropical gardens let travelers savor sunset views and island living with hotel-level comforts. For the best experience, book early for high season, choose Old Town properties for quiet proximity to dining and galleries or waterfront rentals for direct water access, prioritize villas with concierge services, fully equipped kitchens and outdoor dining, and check cancellation and hurricane policies while arranging a golf-cart rental to explore the island.
Best Private Villas in Key West
The Barbados by Brightwild-Bright Condo w Pool

Bahama House

Bahama House in Key West is a holiday home with a private pool, located just 200 meters from Duval Street and 300 meters from the Ernest Hemingway Home and Museum; the property includes a kitchen with a dishwasher, oven and coffee machine, and a TV with satellite channels. - Private pool - Steps from Duval Street - Close to Hemingway Home and Museum - Fully equipped kitchen (dishwasher, oven, coffee machine) - Satellite TV
Rose Lane Villas

Rose Lane Villas in Key West, Florida, offers villas with fully equipped kitchens, flat-screen TVs and DVD players, and private bathrooms stocked with hairdryers and complimentary toiletries; select units also feature a balcony or porch. The property includes a heated outdoor swimming pool, sits adjacent to Duval Street’s dining and shopping, and is approximately 1.8 km from the Southernmost Point. - Heated outdoor swimming pool - Adjacent to Duval Street dining and shopping - Fully equipped kitchen in every villa - Flat-screen TV and DVD player in each unit - About 1.8 km from the Southernmost Point
Paradise Place by AvantStay Key West Old Town Condo w Shared Pool

Paradise Place by AvantStay Key West Old Town Condo w Shared Pool is located in Key West, 1.3 km from Rest Beach and 1.5 km from Higgs Beach and South Beach, offering air-conditioned accommodation with a patio, free WiFi and access to a shared pool; popular nearby attractions include San Carlos Institute Casa Cuba, Jackson Square and the Curry Mansion Museum, and the property is non-smoking. - Prime Old Town location near multiple beaches - Air-conditioned unit with a private patio - Free WiFi included - Access to a shared pool - Non-smoking property
Leaward Isle Island Retreat

Leaward Isle Island Retreat is a spacious holiday home featuring two bedrooms, two bathrooms with baths, a private entrance for added privacy, and provided towels and bed linen; the property also includes a flat-screen TV with cable, a fully equipped kitchen with a dishwasher and oven, and a washing machine. - 2 bedrooms and 2 bathrooms with baths - Fully equipped kitchen (dishwasher & oven) - Flat-screen TV with cable - On-site washing machine - Private entrance; towels and bed linen included
The Andros by Brightwild-4th Floor Sunset View

The Andros by Brightwild—4th Floor Sunset View is a non-smoking, air-conditioned holiday home in Key West offering a private patio; guests benefit from complimentary WiFi and free on-site parking, and the property is located 6.5 km from the Southernmost Point. - Air-conditioned accommodation - Private patio - Free WiFi - Free on-site parking - Non-smoking property
Baya House

Baya House is a spacious holiday home offering balcony views of the pool and featuring two bedrooms, a living room with TV, an equipped kitchen with dishwasher and oven, and two bathrooms each with a walk-in shower; guests can dine outdoors on the patio and enjoy the added privacy of a private entrance. - Spacious 2-bedroom layout - Balcony with pool views - Fully equipped kitchen (dishwasher, oven) - Patio for outdoor dining - Private entrance and two walk-in-shower bathrooms
Lavender Jungle by AvantStay Great Location w Patio Shared Pool Week Long Stays Only

Sky Loft in Key West by Brightwild

Sky Loft in Key West by Brightwild is a 1-bedroom holiday home featuring a living room with a cable TV, a fully equipped kitchen with a dishwasher and oven, and one bathroom with a hair dryer; towels and bed linen are provided, and the entire accommodation is non-smoking. - Fully equipped kitchen (dishwasher and oven) - Cable TV in the living room - Hair dryer in bathroom - Towels and bed linen provided - Non-smoking accommodation
Key West Villas (Key West)

Key West Villas in Key West offers rooms with private bathrooms, small refrigerators and microwaves, while apartments provide fully equipped kitchens and separate seating areas; guests can hire bicycles to explore Key West and use the on-site launderette for added convenience. - Private bath in every room - In-room small refrigerator and microwave - Apartments with full kitchen and seating area - Bicycle hire for exploring Key West - On-site launderette