Key West Villas with Pool


If You Are in a Hurry

Here’s a quick list of the best hotels in Key West

Lavender Jungle by AvantStay Great Location w Patio Shared Pool Week Long Stays Only
Lavender Jungle by AvantStay Great Location w Patio Shared Pool Week Long Stays Only
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New Listing Palm Escape- Luxury Home w Pool
New Listing Palm Escape- Luxury Home w Pool
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Key West Villas (Key West)
Key West Villas (Key West)
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Leaward Isle Island Retreat
Leaward Isle Island Retreat
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Modern Keys
Modern Keys
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Escape to the enchanting paradise of Key West, where sun-soaked shores meet vibrant culture, and luxurious villas with private pools await your arrival. Whether you're seeking a romantic getaway or a family retreat, these exquisite accommodations offer the perfect blend of relaxation and indulgence, allowing you to unwind in style while enjoying breathtaking ocean views. Discover the ideal spot for your next vacation by exploring our top recommendations for villas that provide not just comfort but also an unforgettable experience under the Florida sun.

Best Villas with Pool in Key West

Lavender Jungle by AvantStay Great Location w Patio Shared Pool Week Long Stays Only

Lavender Jungle by AvantStay Great Location w Patio Shared Pool Week Long Stays Only

Lavender Jungle by AvantStay is situated in the heart of Key West, just 600 metres from Fort Zachary Taylor State Park Beach and 1.2 km from Simonton Street Beach. The holiday home features free WiFi and air conditioning, along with a patio for guests to enjoy. This non-smoking property is also conveniently located 1.5 km from South Beach, making it an ideal choice for week-long stays. - Prime central location - Access to shared pool - Comfortable accommodation with patio - Close proximity to beaches - Free WiFi available

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New Listing Palm Escape- Luxury Home w Pool

New Listing Palm Escape- Luxury Home w Pool

Located in the heart of Key West, New Listing Palm Escape- Luxury Home w Pool offers a serene getaway with a private pool and complimentary WiFi. This spacious air-conditioned holiday home features four bedrooms, a cable TV, and a fully equipped kitchen complete with a fridge and oven. Guests can enjoy relaxing on the patio or by the outdoor pool. This property is conveniently situated near popular attractions such as South Beach, Fort Zachary Taylor State Park Beach, and Simonton Street Beach, with Key West International Airport just 4 km away. - Private pool for exclusive relaxation - Close proximity to popular beaches - Spacious accommodation with four bedrooms - Fully equipped kitchen for convenient dining - Central location in Key West

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Key West Villas (Key West)

Key West Villas (Key West)

Key West Villas offers comfortable accommodations in Key West, featuring rooms equipped with private baths, small refrigerators, and microwaves. The apartments include fully-equipped kitchens and cozy seating areas for a home-like experience. Guests have the option to rent bicycles to explore the vibrant surroundings of Key West, and a guest launderette is also available on-site. - Conveniently equipped kitchens in apartments - Bicycle rentals for exploring the area - On-site guest launderette - Comfortable rooms with essential amenities

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Leaward Isle Island Retreat

Leaward Isle Island Retreat

Leaward Isle Island Retreat is a spacious holiday home offering 2 bedrooms and modern amenities, including a flat-screen TV with cable channels, a fully equipped kitchen complete with a dishwasher and an oven, as well as a washing machine. The property features 2 bathrooms equipped with baths, and for added privacy, it includes a private entrance. Towels and bed linen are provided for guests. - Spacious living area - Fully equipped kitchen - Private entrance for enhanced privacy - Convenient in-home laundry facilities - Multiple bathrooms for guest comfort

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Modern Keys

Modern Keys

Modern Keys in Key West offers luxurious accommodation featuring a private pool, free WiFi, and an outdoor pool. This spacious holiday home includes four bedrooms, air conditioning, a cable TV, and a fully equipped kitchen with a fridge and oven. Guests can enjoy the convenience of included towels and bed linen during their stay. The property is conveniently located 8.2 km from the Ernest Hemingway Home and Museum, 8.3 km from Duval Street, and just 4 km from Key West International Airport. **Pros:** - Private pool for relaxation - Free WiFi throughout the property - Spacious layout with four bedrooms - Fully equipped kitchen for dining in - Close proximity to local attractions

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Passover Cottage

Passover Cottage

Passover Cottage is a charming holiday home located in Key West, just 600 meters from the Ernest Hemingway Home and Museum and 800 meters from Duval Street. Guests can enjoy proximity to popular attractions such as Southernmost Point and Mallory Dock, both within walking distance. The accommodation features air conditioning, a well-equipped kitchen, and satellite TV for guest convenience. Key West Aquarium, Mallory Square, and San Carlos Institute Casa Cuba are also nearby, while Key West International Airport is only 4 km away. - Close to major attractions like Duval Street and Southernmost Point - Fully equipped kitchen for home-style dining - Air-conditioned comfort for warm weather - Satellite TV for entertainment options - Convenient access to Key West International Airport

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Pilar Cottage

Pilar Cottage

Pilar Cottage is a centrally located villa in Key West that features a patio, air conditioning, free WiFi, and TV. It includes access to a fully equipped kitchenette along with provided towels and bed linen. Guests can enjoy the outdoor swimming pool during their stay. The villa is within close proximity to popular attractions such as Simonton Street Beach, South Beach, and Fort Zachary Taylor State Park Beach. Key West International Airport is just 4 km away. - Prime central location - Fully equipped kitchenette - Access to outdoor swimming pool - Close to popular beaches - Free WiFi available

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The Mesa House

The Mesa House

The Mesa House is ideally located in the heart of Key West, just 400 meters from Simonton Street Beach, making it a perfect getaway for beach lovers. This air-conditioned holiday home features three bedrooms, a comfortable living room, and a fully equipped kitchen with a refrigerator. Guests can enjoy the convenience of two bathrooms complete with a bath and hairdryer, alongside complimentary towels and bed linen. Within close proximity to popular attractions such as Fort Zachary Taylor State Park Beach, South Beach, and Mallory Square, The Mesa House offers an excellent base for exploring the vibrant island. Key West International Airport is only 4 km away. - Central location near beaches and attractions - Spacious accommodation with three bedrooms - Fully equipped kitchen for convenient dining - Free WiFi throughout the property - Air-conditioning for comfort during your stay

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Casa Tranquility

Casa Tranquility

Casa Tranquility is a charming holiday home located in Key West, just 8.3 km from the Ernest Hemingway Home and Museum and close to popular attractions such as Duval Street and the Southernmost Point. This well-appointed accommodation features two bedrooms, a cable TV, and a fully-equipped kitchen with modern amenities like a fridge and oven. Guests can enjoy complimentary WiFi, along with cozy towels and bed linen provided for their convenience. The property is situated 4 km from Key West International Airport, making it easily accessible for travelers. - Conveniently located near major attractions - Fully equipped kitchen for home-cooked meals - Free WiFi available throughout the property - Comfortable accommodations with air conditioning - Close proximity to Key West International Airport

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Tropical Dreaming by AvantStay 4 BLKS to Beach Private Pool

Tropical Dreaming by AvantStay 4 BLKS to Beach Private Pool

Tropical Dreaming by AvantStay is ideally situated in the heart of Key West, just four blocks from the beach. This charming holiday home features a private pool, complimentary WiFi, and free parking. It comprises two separate bedrooms, a cozy living room, and a fully equipped kitchen with modern appliances including a fridge and oven, along with two bathrooms for added convenience. Entertainment options include a television. The property is conveniently located near popular attractions such as South Beach, Fort Zachary Taylor State Park Beach, and Higgs Beach, while Key West International Airport is just 4 km away. - Prime location close to the beach - Private pool for relaxation - Free WiFi and parking available - Fully equipped kitchen for dining-in - Air-conditioned comfort throughout

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Bahama Gardens - Turtle House

Bahama Gardens - Turtle House

Bahama Gardens - Turtle House is situated in the heart of Key West, offering guests charming accommodations with stunning pool views and access to an outdoor swimming pool surrounded by a lush garden. The holiday home features air conditioning, two bedrooms, a living room, and a fully equipped kitchen complete with a fridge and coffee machine. Guests can enjoy the convenience of one bathroom that includes both a shower and hot tub. Additional amenities include free Wi-Fi, barbecue facilities, tennis court access, and complimentary bikes for exploring the area. Nearby attractions such as Fort Zachary Taylor State Park Beach, South Beach, and Simonton Street Beach are easily accessible. - Prime central location in Key West - Private hot tub for relaxation - Outdoor swimming pool and sun terrace - Free bikes available for cycling adventures - Close proximity to popular beaches

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FAQ

"What are the benefits of staying in a villa with a pool in Key West?"

"Staying in a villa with a pool in Key West offers several advantages, including privacy, convenience, and relaxation. Villas provide a spacious environment ideal for families or groups, allowing guests to unwind by having their own private pool. This feature is perfect for cooling off after exploring the island's attractions or enjoying warm evenings under the stars. Additionally, many villas are equipped with outdoor lounging areas and kitchens that enhance the experience of outdoor living."

"How can I find villas with pools available for rent in Key West?"

"Finding villas with pools available for rent in Key West can be done easily through various online rental platforms such as Airbnb, Vrbo, and Booking.com. These websites allow users to filter search results based on their preferences, including amenities like private pools. It’s also beneficial to check local real estate agencies or property management companies that specialize in vacation rentals, as they often have exclusive listings not found on larger sites."

"What should I consider when renting a villa with a pool in Key West?"

"When renting a villa with a pool in Key West, it's important to consider factors like location, size of the property, amenities included (such as heated pools), and proximity to attractions. Guests should also verify if there are additional fees involved—such as cleaning fees or security deposits—and check cancellation policies before booking. Assessing reviews from previous guests can provide insights into the quality of the accommodation and its surroundings."

"Are there any safety concerns regarding private pools at villas?"

"Safety is an essential consideration when renting villas with private pools. It's vital to ensure that pools are adequately fenced or gated if children will be present, minimizing risks related to accidents. Additionally, checking whether safety equipment such as life rings and first aid kits are provided is advisable. Guests should familiarize themselves with basic water safety rules and guidelines offered by property owners upon arrival."

"What activities can I enjoy while staying at a villa with a pool in Key West?"

"Staying at a villa with a pool opens up both relaxation opportunities along with various activities unique to Key West. Visitors can enjoy sunbathing by their own poolside retreat while sipping cocktails or hosting barbecues during sunset hours. Beyond leisure time at the villa itself, guests have easy access to world-class snorkeling and diving spots nearby

Popular Villas With Private Pool destinations

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