Holiday rentals near Mallory Square

We found 2,345 holiday rentals — enter your dates for availability

Take a look at private holiday rentals close to Mallory Square that are perfect for your trip. Whether you're travelling with family, friends or just your furry companion, holiday rentals have the amenities that you need and want for your stay, which might include Wi-Fi and a washer and dryer. Whatever you're looking for, you'll find a property to rent to meet everyone's needs, including a place that is accessible or non-smoking.

Holiday rentals with weekly discounts - Mallory Square

Showing deals for:12 June - 19 June

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Frequently asked questions

What are the best holiday rentals near Mallory Square?
The best holiday rentals near Mallory Square are primarily located in the Key West Historic District, offering easy access to the waterfront and local attractions. You will find a great selection of properties, including charming private holiday houses and stylish condos, many within walking distance of the square. If you are willing to drive a bit further, renting in nearby areas can be an affordable option for finding larger properties. You will find that the best holiday rentals near Mallory Square provide a genuine Key West experience.

Many top-rated rentals feature amenities so you can have a comfortable stay, such as private patios or balconies where you can enjoy the tropical air, and often a swimming pool, which is ideal for cooling off after a day of exploring. These homes are great for couples or small families looking to experience the heart of Key West.
Are there any cheap holiday rentals near Mallory Square?
There are several affordable holiday rentals near Mallory Square, especially if you are flexible with location and travel dates. Budget-friendly stays are typically around AU$325 per night. Some properties even offer good deals in September and October during the off-season. These rentals often include free amenities such as WiFi, toiletries, and self-parking, so you can have a comfortable stay. They can range from cosy private homes to efficient condos, providing a great value base for your visit.

To get the best value, consider staying slightly outside the main hubs. 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.

*Pricing data are based on past 12 months data.
What are the best pet-friendly holiday rentals near Mallory Square?
There are hundreds of top pet-friendly holiday rentals near Mallory Square, with over 550 properties available in the Key West Historic District and surrounding areas. These range from private holiday houses to apartments, offering a variety of choices for guests. Many rentals come equipped with features such as private decks and easy outdoor access, alongside essential comforts like fully equipped kitchens and Wi-Fi, ensuring a comfortable stay for both guests and their pets.

When searching for the best pet-friendly holiday rentals near Mallory Square, always review specific house rules, potential size restrictions, and any additional fees. Mallory Square itself is known for being pet-friendly in its outdoor areas, providing ample space for pets to roam.
What are the top holiday rentals with pools near Mallory Square?
There are over 1200 holiday rentals near Mallory Square that include access to swimming pools, with both private and shared options available. Properties in the Key West Historic District, where Mallory Square is located, offer a variety of pool types including outdoor, heated, and rooftop pools. Many of these homes, including private holiday houses and condos, come fully equipped with amenities such as full kitchens, Wi-Fi, and sun loungers, making them ideal for families or groups looking for a comfortable stay.

To make the most of your stay, consider the type of pool that best fits your needs. Private pools offer seclusion and are great for families, while shared pools often come with access to additional perks. Many pools are heated, so checking availability based on your travel dates ensures you get the experience you seek.
What are the best family holiday rentals near Mallory Square?
There are over 1000 family-friendly holiday homes in the Key West Historic District near Mallory Square, offering an excellent selection for groups of all sizes. These properties, predominantly private holiday houses and condos, often feature multiple bedrooms and bathrooms, full kitchens for preparing meals, and washer/dryers for convenience. Many also boast outdoor spaces such as yards, gardens, or patios, providing areas for children to play, alongside amenities like WiFi and games for entertainment.

When selecting a home for your family stay, prioritise properties that offer distinct sleeping areas for adults and children, and ensure practical amenities like a fully equipped kitchen are available. Staying close to Mallory Square means less time spent travelling and more time enjoying the local attractions.
Are there any luxury holiday rentals near Mallory Square?
Near Mallory Square, guests can find several luxury holiday rentals that combine the scenic surroundings with modern comfort. These properties often feature amenities such as private heated pools, private chefs, premium bedding, designer toiletries, and private beach access. Many homes also offer air conditioning for a comfortable stay.

These homes are ideal for families or larger groups, providing conveniences like spacious living areas. Many of these top-tier stays are managed by highly rated Stayz hosts, ensuring a professional and premium experience.
How much is a holiday rental near Mallory Square?
Holiday 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 AU$325 per night, providing an affordable way to experience the area. Mid-range rentals, including private homes, are generally around AU$770 per night, offering more comfort and privacy. For those seeking a more luxurious experience, upscale options can cost AU$1140 or more per night, especially during peak seasons.

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.

*Pricing data are based on past 12 months data.
Where should I stay when visiting Mallory Square?
When visiting Mallory Square, several areas offer excellent holiday rental options. The Key West Historic District places you right in the heart of the action, with many properties just a short stroll from Mallory Square itself. This area is great for guests who wish to be close to the evening Sunset Celebration and the array of shops and eateries.

For a slightly more residential feel while remaining very close to Mallory Square, consider properties in the Bahama Village area. This charming neighbourhood offers a unique character and is a pleasant walk from the square, providing convenient access to local attractions and dining experiences.

Properties in the Truman Annex area offer a more secluded and upscale experience, yet are still within easy reach of Mallory Square. This area features beautiful homes and is a short walk or cycle ride from the square, providing a tranquil base with proximity to the lively waterfront.
What is the cheapest month to stay near Mallory Square?
The cheapest time to find holiday rentals near Mallory Square is typically during the late Summer to Autumn (September to October). September is frequently the cheapest month, often providing lower rates on properties compared to the peak season. Guests can often find better deals during these months, with rates sometimes 10-20% less.
Are there any top beachfront holiday rentals near Mallory Square
Beachfront holiday rentals near Mallory Square are predominantly found along the waterfront areas of Key West, offering direct access to the water. While Mallory Square itself is known for sunsets, nearby areas such as Old Town and properties closer to Smathers Beach or Higgs Beach provide options with ocean views or direct access to sandy shores. Guests can enjoy being within walking distance of lively dining, nightlife, and shopping in the Key West Historic District, with quieter spots a short drive away for relaxation.

Many properties offer amenities such as beach chairs, umbrellas, and oceanfront pools, ensuring a comfortable stay. Accommodation types range from ocean-facing rooms and suites to multi-bedroom units with private terraces, suiting various group sizes.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, 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 Stayz customer service and Stayz™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare customer service is available 24/7 to support you every step of the way.

Stayz also offers support via live chat through our Help Centre, 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 Stayz?
Stayz's Trip Planner makes organising 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 favourites, and build the perfect itinerary together.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.