Key West Vacation Rentals & House Rentals


If You Are in a Hurry

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

Key West Harbor Inn - Adults Only
Key West Harbor Inn - Adults Only
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Key West Villas (Key West)
Key West Villas (Key West)
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Andrews Inn & Garden Cottages
Andrews Inn & Garden Cottages
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Old Town Manor
Old Town Manor
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Seagrass Suite
Seagrass Suite
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Nestled at the southernmost tip of the continental United States, Key West offers a vibrant blend of sun-soaked beaches, rich history, and laid-back island charm that beckons travelers from around the globe. With an array of vacation rentals and house rentals available, you can find the perfect home base—whether it’s a cozy cottage near lively Duval Street or a luxurious waterfront villa with stunning sunset views. Dive into this tropical paradise by choosing accommodations that not only enhance your experience but also allow you to immerse yourself in the local culture while enjoying all that this enchanting destination has to offer.

Best Vacation Rentals & House Rentals in Key West

Key West Harbor Inn - Adults Only

Key West Harbor Inn - Adults Only

Key West Harbor Inn - Adults Only is a charming bed and breakfast located in the heart of Key West, just 600 meters from Simonton Street Beach. The historic inn offers free WiFi and an indoor pool, with stunning views of the pool and gardens. It is also conveniently situated 1.8 km from South Beach and provides facilities for disabled guests. - Central location near Simonton Street Beach - Free WiFi access throughout the property - Indoor pool with garden views - Historic charm and character - Facilities available for disabled guests

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Key West Villas (Key West)

Key West Villas (Key West)

Key West Villas offers comfortable accommodations in Key West, with all rooms featuring a private bath, small refrigerator, and microwave. The apartments provide the convenience of a fully-equipped kitchen and a cozy seating area. Guests can enjoy exploring the vibrant surroundings by hiring bicycles, and there is also a guest launderette available on-site for added convenience. - Fully-equipped kitchens in apartments - Private baths in all rooms - Bicycle rentals for exploration - On-site guest launderette - Cozy seating areas in accommodations

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Andrews Inn & Garden Cottages

Andrews Inn & Garden Cottages

Andrews Inn and Garden Cottages, situated just off Duval Street in Key West, offers a prime location within a five-minute walk to numerous dining and entertainment venues. This charming bed and breakfast features free WiFi and an inviting outdoor pool. Each classic room includes modern amenities such as a flat-screen TV, iPod docking station, refrigerator, and clock radio with auxiliary cables for added convenience. - Prime location near dining and entertainment - Outdoor pool for relaxation - Free WiFi throughout the property - Classic rooms with modern amenities - Cozy atmosphere perfect for a getaway

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Old Town Manor

Old Town Manor

Old Town Manor is an adult-only, pet-friendly, and smoke-free hotel situated in the vibrant center of Key West, just under 1.6 km from the famous Southernmost Point. Guests are treated to a complimentary daily breakfast featuring a selection of pastries, organic fruit, and dessert cakes to start their day on a delightful note. - Adult-only environment for tranquility - Pet-friendly accommodations - Smoke-free property promoting a healthier stay - Central location near attractions - Complimentary gourmet breakfast included

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Seagrass Suite

Seagrass Suite

Seagrass Suite, situated in the heart of Key West, provides guests with convenient access to nearby attractions like Fort Zachary Taylor State Park Beach and South Beach. The suite features complimentary WiFi, air conditioning, and essential household amenities including a toaster and coffee machine. Guests can enjoy the added benefit of a balcony and children's playground while staying in this non-smoking property, located just 1.6 km from Higgs Beach. - Prime location near popular beaches - Free WiFi for all guests - Family-friendly amenities including a children's playground - Air-conditioned comfort throughout the suite - Balcony for outdoor relaxation

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The Grand Guesthouse

The Grand Guesthouse

The Grand Guesthouse is an all-adult bed and breakfast located just a short 10-minute stroll from Duval Street and the Atlantic Ocean. Known for its environmentally-friendly practices, the inn features in-room refrigerators, offers bicycle rentals for exploring the area, and includes a complimentary continental breakfast for guests. - Conveniently close to Duval Street and the beach - Environmentally-friendly accommodations - In-room refrigerators for added convenience - Bicycle rentals available for local exploration - Complimentary continental breakfast included

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Key West Bed and Breakfast

Key West Bed and Breakfast

Key West Bed and Breakfast offers charming accommodations with lovely garden views, conveniently situated near popular attractions such as Fort Zachary Taylor State Park Beach, Duval Street, and Mallory Square. The air-conditioned rooms provide a comfortable retreat just 1.7 km from South Beach and only 700 meters from the vibrant city center, with Simonton Street Beach located 1.1 km away. - Close proximity to major attractions - Beautiful garden setting - Air-conditioned rooms for comfort - Short distance to beaches - Centrally located near the city center

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Southernmost Point Guest House

Southernmost Point Guest House

Southernmost Point Guest House in Key West, Florida, is situated just 110 meters from the iconic Southernmost Point and a mere 73 meters from the beach. This charming establishment offers guests a complimentary hot American breakfast and features a relaxing hot tub. The property spans across four buildings, providing a unique atmosphere for visitors. - Prime location near key attractions - Complimentary hot American breakfast - Relaxing hot tub available - Multiple buildings for diverse accommodations - Close proximity to the beach

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The Artist House

The Artist House

The Artist House is a charming historical bed and breakfast located in Key West, just 1 mile from the Southernmost Point and a short 3-minute walk to the vibrant Duval Street. Guests can delight in a complimentary continental breakfast each morning, as well as unwind in the relaxing spa hot tub available on-site. - Proximity to Duval Street and local attractions - Complimentary daily continental breakfast - Relaxing spa hot tub for guests - Historical charm and unique decor - Friendly and attentive staff

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Marreros Guest Mansion - Adult Only

Marreros Guest Mansion - Adult Only

Marreros Guest Mansion - Adult Only is an inviting bed and breakfast located in the vibrant Duval district of Key West, just a minute's walk from Duval Street. This adult-only establishment features a year-round outdoor pool and terrace, providing a relaxing atmosphere for guests aged 21 and over. Each air-conditioned room is equipped with a flat-screen TV, and select units offer cozy seating areas for unwinding. - Prime location near Duval Street - Year-round outdoor pool - Adult-only environment for added tranquility - Comfortable, air-conditioned rooms - Inviting terrace space for relaxation

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FAQ

"What types of vacation rentals are available in Key West?"

"In Key West, travelers can choose from a diverse range of vacation rentals including charming cottages, beachfront condos, luxurious villas, and spacious houses. Many properties offer enticing amenities like private pools, outdoor kitchens, and easy access to the beach or local attractions. Whether you’re looking for a romantic getaway or a family-friendly space, you're sure to find something that fits your needs."

"Are there minimum stay requirements for house rentals in Key West?"

"Most vacation rental properties in Key West typically have minimum stay requirements that can vary based on the season and property type. During peak seasons or holidays, many homeowners may require stays of at least one week to accommodate demand. It's advisable to check individual listings for specific policies and availability before making a reservation."

"What is the average cost of renting a vacation home in Key West?"

"The average cost of renting a vacation home in Key West varies significantly depending on location, size, and amenities offered. On average, you might expect to pay anywhere from $200 to over $600 per night during peak season. Budget-friendly options do exist as well

"How do I book a vacation rental in Key West?"

"Booking a vacation rental in Key West is straightforward through various online platforms such as Airbnb, Vrbo, or local property management websites. After selecting your desired property based on your dates and preferences, you can secure your booking by following the site's instructions—including providing necessary information and payment details—while also reviewing cancellation policies."

"What should I consider when choosing a rental location in Key West?"

"When selecting a rental location in Key West, it's essential to consider proximity to attractions you'd like to visit such as beaches, nightlife spots like Duval Street, dining options where you want to eat out frequently or any planned activities like water sports or fishing charters. Additionally think about parking availability if driving and whether you prefer being away from crowded tourist areas for more tranquility."

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