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The Villages Luxury rentals

Discover The Villages, where nightly live music at the vibrant town squares creates unforgettable evenings for every visitor.

Town Squares & Polo Matches in The Villages

Picture Renting Your Own Luxury Villa on the Exclusive Windsor Island Resort, close to Disney, Orlando Villa 6358
Davenport, Iowa, United States of America
$1,199 night
Imagine You and Your Family Renting this 5 Star Villa on Windsor Island Resort, Orlando Villa 6380
Davenport, Florida, United States of America
$1,120 night
You and Your Family will Love this Luxury Villa on Windsor Cay Resort
Davenport, Iowa, United States of America
$1,199 night
You have Found the Perfect Luxury Villa with a beautiful Private Pool, Orlando Villa 6356
Davenport, Iowa, United States of America
$1,375 night
Picture Renting Your Own Luxury Villa on the Exclusive Windsor Island Resort, close to Disney, Orlando Villa 6382
Davenport, Iowa, United States of America
$1,498 night
Your Family will love the 1st Class Amenities at Your Private Mansion on Windsor at Westside Resort, Orlando Mansion 3183
Kissimmee, Florida, United States of America
$1,120 night
Beautiful Mansion with Private Pool, Close to Disney, Orlando Mansion 3113
Kissimmee, Florida, United States of America
$1,120 night
Orlando Villa 6401 - Dream Stay at Paradiso Resort
Orlando, Florida, United States of America
$2,879 night
Imagine Your Family Renting This Amazing Mansion on Solara Resort with the Best 5 Star Amenities, Orlando Mansion 6274
Kissimmee, Florida, United States of America
$1,120 night
Mansion on Champions Gate, Orlando Mansion 1563
Davenport, Iowa, United States of America
$1,230 night
Luxury Mansion on Reunion Resort, Orlando 5616
Kissimmee, Florida, United States of America
$7,132 night
Luxury 5 Star Villa on Storey Lake Resort,Minutes from Disney World, Orlando Mansion 3598
Kissimmee, Florida, United States of America
$1,120 night
Your Beautiful Mansion on the Prestigious Storey Lake Resort, Orlando Mansion 3658
Kissimmee, Florida, United States of America
$1,120 night
The Secret to Enjoying Your Luxury Mansion Holiday on Storey Lake Resort, Orlando Mansion 5033
Kissimmee, Florida, United States of America
$1,120 night
Luxury Villa on Reunion Resort and Spa, Orlando Villa 2501
Kissimmee, Florida, United States of America
$1,120 night
Imagine You and Your Family Renting this 5 Star Villa on Storey Lake Resort, Orlando Villa 6317
Kissimmee, Florida, United States of America
$1,120 night
You and Your Family will Love this Luxury Villa on torey Lake Resort, Orlando Villa 6381
Kissimmee, Florida, United States of America
$1,199 night
Beautiful Mansion with Private Pool, Close to Disney, Orlando Mansion 2659
Kissimmee, Florida, United States of America
$1,365 night
5 Star Mansion on Sonoma Resort,Orlando 2658
Kissimmee, Florida, United States of America
$1,230 night
Orlando 5-Star Villa 3688 - Solterra Resort
Davenport, Florida, United States of America
$2,879 night

Tips on renting in The Villages

Getting Around

Nestled along Lake Sumter, the charming neighborhood of Lake Sumter Landing boasts vibrant shops and gourmet dining. Stroll past elegant waterfront views while savoring artisanal gelato, and immerse yourself in the rich social tapestry of this idyllic enclave.

What to Pack

In the balmy embrace of late spring, The Villages offers warm, sun-drenched days perfect for outdoor pursuits, with temperatures soaring to 85°F. Layer light, breathable clothing for sun-soaked afternoons and a stylish wrap for cooler evenings. Don’t forget your sunblock, a wide-brimmed hat, and swimwear for refreshing dips in the community pools. Consider packing a picnic blanket and gourmet snacks to savor in the lush gardens, harmonizing with nature’s vibrant palette this season.

Must-Try Activities

Experience the thrill of kayaking on Lake Sumter, where shimmering waters reflect the cerulean sky. Glide past lush cypress groves, while graceful egrets soar overhead. Rent your kayak from the charming Sumter Landing Marina and savor a tranquil afternoon amid pristine natural beauty.

Smart Spending Tips

In The Villages, savor a sunset dinner at the upscale The Waterfront Inn, around $40 per person. For an unforgettable splurge, consider a private boat charter for four at $500. Balance indulgence with free canoeing on Lake Sumter or hiking at nearby trails—promises adventure without cost.

Welcome to The Villages, Florida, a vibrant destination where families can create lasting memories together. With more than 50 championship golf courses, including the prestigious Nancy Lopez Legacy Golf & Country Club, golfers of all skill levels will find their perfect match. The area also features an array of parks and recreation centers, such as the Eisenhower Regional Recreation Center, complete with pools, fitness facilities, and tennis courts.

For families who love the outdoors, The Villages offers an enticing selection of activities. Glide across the tranquil waters of Lake Sumter and Lake Okahumpka on guided kayaking tours, where you may spot native wildlife like alligators and turtles. Scenic cruises and pontoon rides invite you to take in sweeping views while discovering the area’s fascinating history.

Be sure to visit the Sharon Rose Wiechens Preserve, a 600-acre nature sanctuary ideal for family hikes. Its boardwalk meanders through lush landscapes, providing a haven for birdwatching and encounters with native flora. Whether you’re seeking a peaceful stroll or a delightful picnic, The Villages offers the perfect setting for families to relax and reconnect with nature.

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Frequently Asked Questions

Ready to see what The Villages has to offer? Let’s tackle some of the burning questions you might have as you plan your visit!

  • To visit Lake Sumter Landing in The Villages, immerse yourself in its quaint seaside setting and lakefront views by exploring the charming brick-lined streets and beautiful water features. Enjoy free nightly entertainment, live bands, and dining at various restaurants, or take a $2 boat ride on the adjoining lake. For a more immersive experience, rent a kayak or join a guided pontoon boat or fishing tour on Lake Sumter, available from September to May, to appreciate the local wildlife and scenery.

  • For a seamless and scenic boat launch experience on Lake Okahumpka in The Villages, Florida, head to the Lake Okahumpka Recreation center. Here, you’ll find a convenient boat launch where small boats and kayaks can easily access the lake, surrounded by natural Florida beauty and a picturesque boardwalk. This spot is perfect for enjoying the lively lakeview habitat and is open year-round, making it an ideal choice for any time of the year.

  • Near The Villages, kayaking enthusiasts can explore the serene waters of Lake Sumter and Lake Okahumpka. At Lake Okahumpka, you can participate in an Introduction to Kayaking class or a Guided Kayak Experience, each offering a unique paddle around the lake’s perimeter, lasting about 30 minutes to an hour and a half. Registration is required, and these programs are available on specific weekdays, making it easy to plan your kayaking adventure amidst the beautiful natural surroundings of these lakes.

  • Dogs are warmly welcomed on several hiking trails in The Villages, Florida. You can explore the scenic trails at Lake Griffin State Park, the Green Mountain Scenic Overlook & Trailhead, or the picturesque Venetian Gardens Park, among others. These dog-friendly trails offer a range of experiences, from short strolls to longer hikes, and are perfect for enjoying the outdoors with your furry companion year-round.

  • In The Villages, the most scenic pathways for walking or biking are found along the extensive network of multi-modal trails that crisscross the community. These trails, which include bridges and tunnels to ensure safe passage over and under roadways, offer picturesque routes through neighborhoods and amenities, such as local recreation centers and parks. For a leisurely stroll or bike ride, explore the pathways around Lake Sumter Landing, or take a longer route like the 11.4 km cycling path from Lake Sumter Landing to Empire Ave, enjoying the fresh air and sunshine that make these trails perfect for outdoor enthusiasts, especially during the mild months of October and November.

Go West


Head west for wide-open water, mountain views, and stays that feel worth the drive. Explore destinations where families can find comfortable vacation homes, clear pricing, and room to make the most of the journey.

Go West

Go East


Follow the shoreline east to peaceful stays in places where quiet water mornings to mountain air and family-friendly homes, these destinations make it easier to slow down, reconnect, and enjoy time together by the water.

Go East