Holiday rentals near The Villages Market Square

We found 1,868 holiday rentals — enter your dates for availability

Choose the right holiday rental within close proximity to The Villages Market Square. Holiday rentals provide the best amenities for you and your friends, family or even pets, such as a fireplace and garden. You're sure to find a property to rent for everyone's needs, including options that are accessible or non-smoking.

Holiday rentals with weekly discounts - The Villages Market Square

Showing deals for:26 June - 3 July

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Frequently asked questions

What are the best holiday rentals near The Villages Market Square?
The best holiday rentals near The Villages Market Square are primarily located right in Lake Sumter Landing and other convenient areas of The Villages, Florida. You will find a wide array of private holiday houses, many with their own unique character, and elegant villas available. These properties offer comfortable stays within easy reach of local attractions. If you are willing to drive a bit further, renting in nearby areas can be an affordable option for finding larger properties.

Many of these holiday rentals come with desirable amenities, such as access to a shared pool for a refreshing dip, a private deck or patio for outdoor relaxation, and a garage for convenient parking. These homes are ideal for couples or small groups looking for a relaxing stay.
What are the best pet-friendly holiday rentals near The Villages Market Square?
There are over 200 pet-friendly holiday rentals near The Villages Market Square, primarily consisting of private holiday houses and villas. These properties are found throughout The Villages and surrounding areas, offering guests a comfortable stay with their pets. Many rentals feature amenities such as private outdoor spaces, fully equipped kitchens, and reliable Wi-Fi, ensuring both guests and their furry companions have a pleasant experience.

When searching for the best pet-friendly holiday rentals near The Villages Market Square, always review the specific house rules, as some properties may have size restrictions or charge additional pet fees.
What are the top holiday rentals with pools near The Villages Market Square?
There are over 395 holiday rentals near The Villages Market Square that include access to swimming pools, with both private and shared options available. Properties are concentrated in Lake Sumter Landing and surrounding areas, offering a mix of private backyard pools and shared community pools. Many of these homes come fully equipped with amenities such as full kitchens, Wi-Fi, and outdoor spaces, making them ideal for families or groups seeking a comfortable stay.

When selecting a property, consider the benefits of each pool type. Private pools offer seclusion for families and solo travellers, while shared pools often include access to additional perks like sun loungers or other recreational facilities. For cooler months, many properties offer heated pools, so checking for this amenity ensures a pleasant experience regardless of the season.
What are the best family holiday rentals near The Villages Market Square?
There are over 240 family-friendly holiday homes near The Villages Market Square, primarily private holiday houses and villas, offering ample space and comfort for groups. These properties are often found in areas like Lake Sumter Landing and typically feature multiple bedrooms and bathrooms, full kitchens, and essential amenities such as washer/dryers. Many also boast outdoor play areas like patios, gardens, or secured yards, ideal for children, alongside entertainment options like WiFi and games.

When selecting a home for your family, look for rentals that provide separate spaces for adults and children to relax, and practical features like fully equipped kitchens to simplify meal preparation. Staying close to The Villages Market Square means less travel time and more opportunities to enjoy the local offerings.
Are there any luxury holiday rentals near The Villages Market Square?
Near The Villages Market Square, there are several luxury holiday rentals that combine the scenic surroundings with modern comfort. These properties often feature amenities such as private heated pools, premium bedding, designer toiletries, and lake views. Guests can also find properties with air conditioning and fireplaces, great for a comfortable stay.

These homes are ideal for families or larger groups, offering features like evening entertainment and often access to onsite golf and tennis. Many of these top-tier stays are managed by highly rated Stayz hosts, ensuring a professional and premium experience.
Where should I stay when visiting The Villages Market Square?
When visiting The Villages Market Square, there are several appealing areas for your holiday rental. Lake Sumter Landing is an excellent choice, as it is home to The Villages Market Square itself. Staying here places you right amidst the daily entertainment, dining, and shopping options available.

Another fantastic option is Spanish Springs Town Square, located a short golf cart ride from The Villages Market Square. This area offers a distinct character with its own array of live entertainment, shops, and restaurants, providing a lively alternative.

For those seeking a slightly quieter setting but still with easy access, properties around Brownwood Paddock Square are also recommended. This area offers its own unique events and amenities, while still being a convenient golf cart journey from The Villages Market Square.
What is the cheapest month to stay near The Villages Market Square?
The cheapest time to find holiday rentals near The Villages Market Square is typically during the summer (July to August). August is frequently the cheapest month, often providing the best deals on homes and properties, with rates often 15-25% lower compared to the peak winter season. Guests can often find various savings during these months, along with greater availability.
Are there any lakefront holiday rentals near The Villages Market Square
Lakefront holiday rentals near The Villages Market Square offer an excellent mix of comfort and outdoor activities. Many are found along the various lakes within and surrounding The Villages, such as Lake Sumter. These properties are a short drive from The Villages Market Square, offering convenient access to water activities like kayaking, fishing, paddleboating, or simply relaxing by the shore.

These homes often feature spacious decks, fire pits, hot tubs, and full kitchens, making them ideal for families and larger groups. Guests can enjoy lake views and unwind in peaceful surroundings.
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.