Vacation rentals near Mallory Square

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Discover a selection of private vacation rentals within easy reach of Mallory Square that provide the perfect home base for your trip. Whether you’re traveling with friends, family, or even pets, vacation rentals have the best amenities for hanging out with the people that matter most, such as air conditioning and WiFi. No matter what you're looking for, you'll be sure to find a rental that has what everyone needs, including a place that is accessible or non-smoking.

Holiday rentals with weekly discounts - Mallory Square

Showing deals for:Sep 18 - Sep 25

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Living area
9.0 out of 10, Wonderful, (7 reviews)
Wonderful
(7 reviews)

Docked in Paradise

Key West

8% off
Price is $351
$2,457 for 7 nights
All fees included
Docked in Paradise

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Find out more about Mallory Square

Why visit Mallory Square

  • Lively atmosphere: Mallory Square is known for its vibrant street performances and lively events, creating an exciting environment for visitors.
  • Scenic waterfront: Enjoy stunning views of the sunset and the beautiful waters of Key West, perfect for romantic strolls or family outings.
  • Cultural experiences: Explore local museums and historic sites, immersing yourself in the rich history of the area.
  • Family-friendly activities: With a range of attractions, Mallory Square offers fun experiences for visitors of all ages.
  • Variety of accommodations: Choose from charming cottages, condos, and vacation homes, all conveniently located near major attractions.

Popular types of accommodation around Mallory Square

You've chosen Mallory Square for your next getaway, and now it’s time to find the perfect place to stay. The area boasts a variety of popular accommodations, including houses, condos, and charming cottages. Enjoy the convenience of hotel-like amenities such as laundry facilities, while experiencing the comfort of spacious apartments. With limited parking and a fantastic location, you’ll be ideally situated to explore all that Mallory Square has to offer.

  • Houses: The top choice for travelers seeking spacious and comfortable lodging, ideal for families or groups in Mallory Square.
  • Condos: A popular option offering modern amenities and great locations, perfect for couples or small families visiting Mallory Square.
  • Cottages: Charming and cozy, these rentals provide a quaint retreat for those looking to immerse themselves in the local vibe.
  • Apartments: Convenient and versatile, apartments are a favorite for solo travelers or couples wanting easy access to the area.
  • Villas: Luxurious and spacious, villas are perfect for those seeking a lavish getaway in the heart of Mallory Square.**

Top attractions near Mallory Square

Mallory Square in Key West, Florida, is a vibrant hub for tourists, offering a mix of street activities, museums, and historic sites. Ideal for families and culture enthusiasts, visitors can enjoy the lively atmosphere and explore various attractions that showcase the city's unique charm. Don't miss the iconic Mallory Square itself, which serves as a perfect starting point for your adventures in this picturesque locale.

  • Duval Street: This vibrant thoroughfare, only 0.6 miles from Mallory Square, is the heart of Key West's nightlife, featuring lively bars, unique shops, and delightful eateries, perfect for soaking in the local atmosphere.
  • Harry S. Truman Little White House: Located 0.3 miles away, this historic site offers a glimpse into presidential history and the cultural significance of Key West, where Truman spent his winters.
  • Florida Keys National Marine Sanctuary: A marine paradise 0.7 miles from Mallory Square, this sanctuary is ideal for adventure seekers and families, offering snorkeling, diving, and stunning underwater ecosystems.

Things to do recommended for couples

For a romantic getaway in Key West, savor sunset views at Mallory Square, explore charming local shops, and indulge in a sunset sail. Don't miss a cozy dinner at a waterfront restaurant, where you can enjoy fresh seafood and a tropical breeze, creating unforgettable memories together.

Things to do recommended for families

Families visiting Mallory Square in Key West can enjoy the lively sunset celebration, explore the nearby Key West Aquarium, and take a fun, educational tour of the Ernest Hemingway Home and Museum. Don't miss the local street performers adding excitement to your evening.

Things to do recommended for groups

Groups visiting Mallory Square can enjoy a vibrant sunset celebration with street performers and local artisans, indulge in fresh seafood at nearby restaurants, and take a group snorkeling tour to explore the beautiful reefs, all while soaking in the unique atmosphere of Key West.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation around Mallory Square

If you're traveling with a group, family, bringing pets, or planning an extended stay, be sure to apply the appropriate filters to meet your needs. Here are some helpful booking tips for using Vrbo.

  • Traveling to Mallory Square with a group: Think about how many bedrooms you require, along with features like a full kitchen or outdoor areas for group gatherings. Luckily, you can easily filter for these options and more on Vrbo.
  • Traveling to Mallory Square with young kids: Traveling with young children can present its own set of challenges. It's essential to prioritize their comfort and safety, along with ensuring access to age-appropriate amenities like a private swimming pool. Additionally, being close to family-friendly attractions is a wise consideration.
  • Taking your pets with you to Mallory Square: For many families, a vacation wouldn’t be the same without their furry companions. If that resonates with you, explore Vrbo listings that welcome pets. Most of these pet-friendly properties come equipped with feeding bowls and beds, ensuring that your whole family feels at home.
  • Planning for a long term stay visiting Mallory Square: If you're in search of vacation rentals with 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 criteria as well.

Where to stay near Mallory Square

Exploring Mallory Square in Key West offers a delightful blend of tropical vibes and rich history. This waterfront oasis is the perfect base for family-friendly excursions, romantic strolls, and cultural experiences. Discover the charm of Old Town Key West, with its unique condo buildings and affordable housing options. Whether you're seeking adventure or relaxation, the vibrant atmosphere around Mallory Square promises unforgettable memories for every type of traveler.

  • Key West: Key West is a vibrant island city known for its laid-back atmosphere and stunning sunsets. Situated directly at Mallory Square, it serves as a hub for visitors seeking both relaxation and adventure. Key West features a variety of attractions, from picturesque beaches to bustling shopping areas and resorts. The local culture is rich with history, offering numerous opportunities for family-friendly activities, such as exploring the local art scene or indulging in fresh seafood at waterfront restaurants. Key West is perfect for those looking to immerse themselves in a unique blend of city life and island charm.
  • Old Town Key West: Located just 0.9 miles from Mallory Square, Old Town Key West is a quaint neighborhood that captures the essence of island living. This area is filled with charming streets lined with historic architecture, local boutiques, and delightful cafes. Visitors can enjoy leisurely strolls along the waterfront and discover vibrant nightlife options. Old Town is ideal for families and travelers interested in both culture and recreation, with easy access to beaches and parks, making it a great spot for relaxation and exploration.
  • Key West Historic District: The Key West Historic District is where history comes alive, located within walking distance of Mallory Square. This neighborhood showcases the rich heritage of the island through its preserved buildings and landmarks. It’s a great destination for tourists interested in the local culture, with attractions that include museums, galleries, and beautiful gardens. The area offers a family-friendly environment with plenty of shopping areas and eateries, providing a perfect blend of historical exploration and modern conveniences.

Best time to go to Mallory Square

If you're planning a trip to Mallory Square, 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.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January71.1°F (21.7°C)No Rain (Dry)Mostly SunnySlightly HighAverage
February72.1°F (22.3°C)No Rain (Dry)Mostly SunnySlightly HighAverage
March73.4°F (23.0°C)No Rain (Dry)Mostly SunnySlightly HighSlightly High
April76.8°F (24.9°C)No Rain (Dry)Mostly SunnyAverageSlightly High
May79.3°F (26.3°C)Light RainMostly SunnyAverageAverage
June82.6°F (28.1°C)Light RainMostly SunnyAverageSlightly Low
July84.0°F (28.9°C)Light RainMostly SunnyAverageAverage
August84.4°F (29.1°C)Light RainMostly SunnySlightly LowSlightly Low
September83.7°F (28.7°C)Light RainMostly SunnySlightly LowSlightly Low
October80.8°F (27.1°C)Light RainMostly SunnySlightly LowAverage
November76.6°F (24.8°C)Light RainMostly SunnyAverageAverage
December73.9°F (23.3°C)No Rain (Dry)Mostly SunnyAverageSlightly High

Booking with Vrbo is simple

Are you hoping to save on your upcoming trip? Flexibility with your travel dates can really help, as prices often vary. Additionally, booking a longer stay typically leads to significant savings. To discover the perfect Vrbo property that fits your budget, take advantage of our filters to sort by price, location, and type of vacation rental.

Unlock savings with One Key

Reserve a qualifying Vrbo for your group getaway and earn OneKeyCash on your booking. Being the planner definitely has its perks. When you join our travel rewards program, One Key, you’ll immediately gain access to exclusive member savings and the ability to earn and redeem OneKeyCash on eligible reservations. Sign up today and begin enjoying your savings.

Vrbo Trips: Planning as easy as it gets

Vrbo’s Trip Board provides a convenient platform for you to plan new trips, manage your travel arrangements, or review your bookings. Your saved and reserved properties are neatly organized into Potential, Upcoming, and Current Trips. To check out your Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

What are the best vacation rentals near Mallory Square?
The best vacation rentals near Mallory Square are typically located in the Key West Historic District, offering convenient access to the area's attractions. You will find a wide array of private vacation homes and condos, many within walking distance to the square. If you are willing to drive a bit further, renting in nearby areas can be an affordable option for finding larger properties. The best vacation rentals near Mallory Square provide a genuine Key West experience.

Many properties offer amenities like a private deck or patio, great for enjoying the warm Florida evenings, or access to a refreshing pool. These properties are ideal for guests looking for a relaxed Key West experience, whether it's a romantic getaway or a small family trip.
Are there any cheap vacation rentals near Mallory Square?
There are several affordable vacation rentals near Mallory Square, especially if you are flexible with location and travel dates. Budget-friendly stays typically start around $230 per night in the Key West Historic District. You might find great deals in September and October during the off-season, making it a good option for guests looking to experience the area without overspending. These properties often include free amenities such as WiFi, toiletries, and self-parking, and can range from cozy studios to modest family homes, providing a clean, comfortable base for your stay.

To get the best value, consider staying slightly outside the immediate vicinity of Mallory Square. If you're willing to drive a bit further, renting around nearby areas can be an affordable option. With a little planning, it is absolutely possible to find a comfortable stay near Mallory Square while keeping costs down.
What are the best pet-friendly vacation rentals near Mallory Square?
There are over 500 pet-friendly vacation rentals available near Mallory Square, primarily private homes and apartments. These properties are located throughout the Key West Historic District and offer a variety of amenities to ensure a comfortable stay for both guests and their pets. You can expect features such as kitchens for meal preparation and Wi-Fi, alongside pet-specific comforts like private decks and easy outdoor access.

When searching for the best pet-friendly vacation rentals near Mallory Square, remember to review the individual property's pet policies regarding size restrictions or additional fees. Mallory Square itself is known for being pet-friendly, with ample space for pets to roam outdoors.
What are the top vacation rentals with pools near Mallory Square?
There are over 1200 vacation rentals near Mallory Square that offer access to swimming pools. These properties include a mix of private vacation homes and condos, many of which feature private backyard pools, shared community pools, or rooftop pools. You'll find a concentration of these homes in the Key West Historic District, providing convenient access to Mallory Square. Many rentals come equipped with full kitchens, Wi-Fi, and comfortable living spaces, making them suitable for families, groups, or couples seeking a comfortable stay.

When selecting your rental, consider whether a private pool for seclusion or a shared pool with potential additional amenities like sun loungers best suits your preferences. For cooler periods, look for properties that offer heated pools to ensure year-round enjoyment.
What are the best family vacation rentals near Mallory Square?
There are over 1000 family-friendly vacation rentals near Mallory Square, primarily concentrated in the Key West Historic District, offering ample space and comfort for groups. These homes often boast multiple bedrooms and bathrooms, full kitchens, and private outdoor areas like yards or patios. Many also provide entertainment options such as video games and books, making them ideal for families.

When selecting a property for your family, consider homes that offer separate living spaces for adults and children, and prioritize those with practical amenities like kitchens for meal preparation and outdoor play areas. Staying close to Mallory Square means less travel time and more opportunities to enjoy local attractions.
Are there any luxury vacation rentals near Mallory Square?
Near Mallory Square, guests can find several luxury vacation rentals that combine the local scenery with modern comfort. These properties often feature amenities such as private heated pools, private chefs, designer toiletries, premium bedding, and lake views. Many homes also include fireplaces, tennis courts, and golf courses for an elevated stay.

These homes are ideal for families or larger groups, offering conveniences like air conditioning and spacious living areas. Many of these exceptional properties are managed by highly rated Vrbo hosts, ensuring a professional and premium experience.
How much is a vacation rental near Mallory Square?
Vacation rentals near Mallory Square offer a wide range of options to suit different budgets, making it easy for guests to enjoy a memorable stay. Budget-friendly properties typically start around $230 per night, providing an affordable option close to the action. Mid-range rentals, including private homes with amenities like a pool or deck, are generally around $540 per night, offering more comfort and space. For those seeking a more luxurious experience, upscale options can cost $800 or more per night, especially for properties with premium features and prime locations.

Enter your destination, travel dates, and number of guests on search to see the best options. You can use filters to set a minimum and maximum nightly price range along with other preferences. Rates may vary based on the season and specific amenities, but with a little planning, guests can find a rental that perfectly balances convenience and value.
Where should I stay when visiting Mallory Square?
When planning your stay near Mallory Square, consider a few distinct areas, each offering a great experience. Staying directly within the Key West Historic District places you right in the heart of the action, with many properties just a short walk to Mallory Square, vibrant Duval Street, and numerous dining options. This area is superb for guests who wish to be immersed in the historical charm and lively entertainment.

For those seeking a slightly quieter setting while remaining close to Mallory Square, properties in the Bahama Village area offer a charming and authentic Key West experience. This historic neighborhood is known for its colorful homes and local eateries, and it's an easy stroll or bike ride to Mallory Square.

Alternatively, properties located near the Truman Annex provide a more secluded and upscale feel. These homes are still very close to Mallory Square, often just a pleasant walk away, and offer a tranquil escape while maintaining convenient access to all the key attractions.
What is the cheapest month to stay near Mallory Square?
The cheapest time to find vacation rentals near Mallory Square is typically during the late Summer to early Autumn (September to October). September is often the single cheapest month, frequently offering the best deals on homes and condos, with rates often lower than the peak season. Guests can often find various savings and greater availability during these months.
Are there any top beachfront vacation rentals near Mallory Square
Beachfront vacation rentals near Mallory Square provide guests with direct access to the sand, often featuring ocean-view balconies where they can enjoy the coastal scenery. Properties are found along Key West's shores, offering easy walks to lively dining, shopping, and entertainment while also providing quieter spots for relaxation.

Guests can take advantage of amenities such as beach chairs, beach towels, and oceanfront pools. Accommodation types include ocean-facing rooms, suites, and multi-bedroom units with private terraces, suitable for various group sizes.
Are there any monthly vacation rentals near Mallory Square?
Vrbo offers excellent options for monthly vacation rentals near Mallory Square, making it a great choice for those who want to combine work and adventure. Monthly rentals often feel like a true home away from home, with fully furnished properties equipped with essential amenities like high-speed Wi-Fi, full kitchens, and comfortable workspaces, perfect for remote work or a summer vacation with the family. With flexible monthly rental options, Vrbo is a convenient and comfortable choice for extended stays near Mallory Square.
Are there any last-minute vacation rentals near Mallory Square?
Vrbo makes it simple to find last-minute vacation rentals near Mallory Square that blend comfort, style, and great value. Vrbo offers plenty of options for guests ready to pack up and go. Families and groups will find these deals especially appealing. Many spacious homes, complete with full kitchens, private pools, and multiple bedrooms, often become available when hosts want to fill open dates on their calendars.

Finding these stays is easy. Just enter your destination and travel dates, then use Vrbo's "Last Minute" or "Discounts" filter to uncover the best offers. You'll see reduced rates in the listings. Vrbo's last-minute rentals are a smart way to save while you explore. Whether you're planning a quick trip or a weekend getaway with friends, your last-minute escape is waiting, you just have to decide where to go next.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.

Vrbo also offers support via live chat through our Help Center, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organizing group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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