Downtown Key West vacation rentals

Why visit Downtown Key West

• Rich History: Explore the Key West Historic District, filled with iconic landmarks and charming streets that tell the story of the island.
• Breathtaking Mallory Square: Experience the vibrant atmosphere at Mallory Square, renowned for its sunset celebrations and lively street performances.
• Tropical Charm: Enjoy the picturesque architecture and tropical ambiance that make Downtown Key West a unique destination.
• Diverse Accommodations: Choose from a variety of vacation rentals, from cozy cottages to luxurious condos, tailored to fit any budget.
• Family-Friendly Activities: Engage in a range of activities suitable for all ages, ensuring fun for the entire family.

Popular types of accommodation around Downtown Key West

Planning a getaway to Downtown Key West? You're in for a treat. Discover the charm of this vibrant area with our top-notch vacation rentals. From cozy houses to stylish condos and charming cottages, we have the perfect accommodation to suit your needs. Enjoy the convenience of downtown living while being just minutes from beautiful beach rentals. Your ideal Key West vacation starts here.

• Houses: These spacious rentals are the top choice in Downtown Key West, perfect for families or groups seeking comfort and privacy.
• Condos: A popular option for travelers, condos offer modern amenities and often feature stunning views of the ocean.
• Cottages: Quaint and charming, cottages provide a cozy atmosphere for a relaxing getaway.
• Apartments: Ideal for couples or solo travelers, apartments offer convenience and easy access to local attractions.
• Villas: Luxurious and spacious, villas cater to those looking for an upscale vacation experience in Key West.**

Top attractions near Downtown Key West

Downtown Key West is perfect for family, business, and city-themed vacations, offering a blend of culture and history. Explore the Key West Historic District, iconic landmarks, and charming streets. With various vacation rentals available, you can find options that fit your budget. Whether you’re seeking family-friendly activities or unique vacation ideas, Downtown Key West provides a delightful experience for every traveler.

• Duval Street: Experience the lively atmosphere of Duval Street, lined with vibrant shops, bars, and restaurants. This iconic street is perfect for strolling, people-watching, and enjoying the local nightlife, all while soaking in the unique island vibe.
• Southernmost Point: Visit the famous Southernmost Point buoy, a must-see landmark marking the southernmost tip of the continental United States. Capture photos with this iconic symbol while enjoying the rich cultural history of Key West.
• Ernest Hemingway Home and Museum: Explore the historic residence of renowned author Ernest Hemingway. This beautifully preserved house offers a glimpse into his life, showcasing unique architecture, lush gardens, and a fascinating collection of artifacts.

Things to do recommended for couples

Ready for a romantic getaway in Downtown Key West? Stroll hand-in-hand along the picturesque streets, savor a sunset sail on a catamaran, or indulge in a candlelit dinner at a waterfront restaurant. Don’t miss the lively atmosphere of Mallory Square as the sun sets over the horizon.

Things to do recommended for families

Families exploring Downtown Key West can take a refreshing dip at the MLK Community Pool & Community Center, located 0.3 miles away. This welcoming spot offers a fun atmosphere with sports and outdoor activities, perfect for enjoying quality time together.

Things to do recommended for groups

Groups visiting Downtown Key West can enjoy a round of golf at the Key West Golf Club, catch a performance at the Waterfront Playhouse, or shop for unique items at The Kite House, all while soaking in the vibrant local culture and outdoor atmosphere.

What do I need to keep in mind when booking a vacation around Downtown Key West

When traveling with a group, family, pets, or planning for an extended stay, it's important to use the appropriate filters to match your priorities. Here are some helpful Vrbo booking tips for you.

• Traveling to Downtown Key West with a group: Think about how many bedrooms you’ll require, as well as features like a complete kitchen or outdoor area for group gatherings. Luckily, you can easily filter for these options and much more on Vrbo.
• Traveling to Downtown Key West with young kids: Traveling with young kids can present some challenges. It's important to prioritize their comfort and safety, along with amenities that are suitable for their age, like a private swimming pool. Additionally, it’s wise to think about how close you are to family-friendly attractions.
• Taking your pets with you to Downtown Key West: For many families, a vacation isn't truly fulfilling without their furry friend by their side. If you can relate, take a look at Vrbo listings that welcome pets. Most of these pet-friendly homes come equipped with feeding bowls and pet beds, ensuring that everyone feels comfortable and at ease.
• Planning for a long term stay visiting Downtown Key West: If you're in search of vacation rentals offering discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay near Downtown Key West

Downtown Key West offers a vibrant mix of history, adventure, and tropical charm. Explore the historic downtown area with its colorful architecture and lively atmosphere, perfect for family vacations or solo adventures. Discover key attractions like the famous Mallory Square and indulge in a luxury Key West experience. Whether you're seeking relaxation or exciting excursions, Downtown Key West promises a perfect getaway filled with unforgettable memories.

• Key West: Key West is a vibrant island city renowned for its laid-back atmosphere and stunning coastal views. Located at the southernmost point of the continental United States, it is a prime destination for family vacations, business trips, and city-themed experiences. In Downtown Key West, visitors can explore a variety of shopping areas and resort options, all within walking distance. Local landmarks include beautiful beaches and lively streets that offer a unique blend of culture and relaxation. Enjoy the family-friendly beaches or take a leisurely stroll through the bustling downtown, where you'll find an array of restaurants and bars that showcase the island's famous nightlife.
• Old Town Key West: Situated a mere 0.2 miles from Downtown Key West, Old Town Key West is a charming neighborhood that captures the essence of island life. Visitors flock here for its rich history and vibrant atmosphere, perfect for family outings and business gatherings alike. Old Town is home to a variety of shopping areas and resorts, making it an ideal spot for leisurely exploration. Visitors can enjoy scenic streets lined with local shops and cafes, as well as proximity to picturesque beaches, perfect for a family day out or a relaxing afternoon by the water.
• Key West Historic District: Located 0.3 miles from Downtown Key West, the Key West Historic District is a treasure trove of architectural beauty and culture. This neighborhood invites travelers interested in city-themed experiences and family-friendly adventures. Here, you can find an array of shopping areas and quaint resorts nestled among the historic buildings. The district is dotted with charming streets, inviting beaches, and family-friendly beach spots, making it an excellent destination for history buffs and casual explorers alike. Take a leisurely walk and soak in the rich heritage that this area has to offer.

Best time to go to Downtown Key West

If you're planning a trip to Downtown Key West, it's a good idea to check both the weather and property rates. The warmest month is August. Peak season runs from January to March, while off-peak times, like August to October tend to have fewer bookings and better deals.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	71.1°F (21.7°C)	No Rain (Dry)	Mostly Sunny	Slightly High	Average
February	72.1°F (22.3°C)	No Rain (Dry)	Mostly Sunny	Slightly High	Average
March	73.4°F (23.0°C)	No Rain (Dry)	Mostly Sunny	Slightly High	Slightly High
April	76.8°F (24.9°C)	No Rain (Dry)	Mostly Sunny	Average	Slightly High
May	79.3°F (26.3°C)	Light Rain	Mostly Sunny	Average	Average
June	82.6°F (28.1°C)	Light Rain	Mostly Sunny	Average	Slightly Low
July	84.0°F (28.9°C)	Light Rain	Mostly Sunny	Average	Average
August	84.4°F (29.1°C)	Light Rain	Mostly Sunny	Slightly Low	Slightly Low
September	83.7°F (28.7°C)	Light Rain	Mostly Sunny	Slightly Low	Slightly Low
October	80.8°F (27.1°C)	Light Rain	Mostly Sunny	Slightly Low	Average
November	76.6°F (24.8°C)	Light Rain	Mostly Sunny	Average	Average
December	73.9°F (23.3°C)	No Rain (Dry)	Mostly Sunny	Average	Slightly High

Booking with Vrbo is a breeze

Looking to save on your next trip? Consider being flexible with your travel dates, as prices can fluctuate. Plus, extending your stay can often lead to significant savings. To discover the ideal Vrbo property that fits your budget, take advantage of our filters to search by price, location, and rental type.

Vrbo Trips: Effortless planning

Vrbo’s Trip Board is designed to help you plan your travels with ease. You can create new trips, continue with your existing plans, and manage your bookings all in one place. Your saved or booked properties are conveniently organized into categories: Potential, Upcoming, or Current Trips. To check out the Trip Boards, simply go to: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.