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Vacation rentals in The Villages

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Top-rated vacation rentals in The Villages

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

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  2. The Villages
Beachic Comfort in The Villages

Your private room is decorated in a beach getaway theme. The space is separated from the rest of the household with private bedroom, bathroom, and office space. We are centrally located between two town squares where you will find nightly entertainment. We will get pool passes for anyone staying more than 5 days.

$41 per night
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  1. Entire villa
  2. The Villages
Villa in The Villages FL next to Sumter Landing

Villages Courtyard Villa, in the Village of Creekside Landing, within 5 min walk to center of the Lake Sumter Landing Town Square. Golf Cart. 2 bedrooms, 1 King , 1 Queen, 2 baths, one with shower, other with tub/shower. Outside open patio and screened porch with table and chairs. Kitchen has glass top electric stove and oven, Microwave, Dishwasher, Coffee makers, Toaster and Toaster Oven, plates, utensils, pots, and pans, glasses for 6 people. 28 night minimum, 70 night maximum.

$95 per night
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  1. Entire home
  2. The Villages
Private, remodeled 3/2, Golf Cart - 4, Pizza Oven!

Enjoy newly remodeled 3-bed(sleeps 6), 2-bath vacation home located in The Villages! Large screened lanai includes BBQ grill, pizza oven, hammock, and privacy - rare in the Villages! Rental includes access to community amenities - pools, tennis, pickleball, 54 golf courses, walking trails, gyms & more. Use our Yamaha 4 seat gas golf cart to get to it all! Newly furnished home includes 75 & 65" Smart TVs, fully equipped kitchen. Spanish Springs & Sumter Landing Town Squares 10 minutes away

$123 per night

Vacation rentals for every style

Get the amount of space that is right for you

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Stay near The Villages's top sights

Photo of Lake Sumter Landing
Lake Sumter Landing20 locals recommend
Photo of Spanish Springs Town Square
Spanish Springs Town Square23 locals recommend
Photo of Brownwood Paddock Square
Brownwood Paddock Square12 locals recommend
Photo of Cody's Original Roadhouse - Brownwood
Cody's Original Roadhouse - Brownwood5 locals recommend
Photo of Lighthouse Point Bar & Grille
Lighthouse Point Bar & Grille8 locals recommend
Photo of The Fresh Market
The Fresh Market5 locals recommend

The Villages winter vacation rentals

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  2. The Villages
Melody Lane's Crafting Getaway - Cricut Included
$104 per night
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  1. Entire home
  2. The Villages
2BR All Tile 4-Seater Cart right near Lake Sumter
$87 per night
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  1. Private room
  2. The Villages
Casa Bella in The Villages
$45 per night
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  1. Entire villa
  2. The Villages
Villa 2 Master Suites/2 Golf Carts Great Location
$90 per night
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  1. Entire home
  2. The Villages
Fabulous Courtyard Villa close to Sumter Landing
$112 per night
  1. Entire villa
  2. The Villages
Courtyard Villa On Golf Course w/Cart & Hot Tub
$85 per night
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  1. Entire home
  2. The Villages
Fabulous Location + Classy Decor + FREE Golf Cart!
$68 per night
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  1. Entire villa
  2. The Villages
AMAZING Location! Villa Near Lake Sumter Landing
$77 per night
  1. Entire villa
  2. The Villages
Lake Sumter Landing Patio Villa w/ Golf Cart
$59 per night
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  1. Entire home
  2. The Villages
“The Villages” GetAway-Privacy-Heated Pool-Central
$84 per night
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  1. Private room
  2. The Villages
Villages Get Away With a Pool!
$50 per night
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  1. Entire home
  2. Lady Lake
Magnolia Cottage under the Paradise sun.
$54 per night

Your guide to The Villages

Introduction

Comprising more than a dozen planned retirement communities and neighborhoods and three unique downtown squares, The Villages is designed to cater to every whim of recreation and entertainment, all within a short drive of Florida’s dual coastlines. The Villages’ history goes back to the 1960s, when the area’s land tracts were sold via mail order. Officially named The Villages in 1992, the community has grown in leaps and bounds. It now spans 32 square miles and is one of the fastest-growing metropolitan areas in the state. Featuring bungalows, patio villas, and custom homes, The Villages’ offerings have grown with the development. The area is home to 50 golf courses and boasts more than 2,700 social clubs; its world-famous polo club draws 30,000 spectators each year.


When is the best time to stay in a vacation rental in The Villages?

Typical for central Florida weather, The Villages experiences long, oppressively hot summers and short, cool winters. Due to the humidity, it’s wet pretty much year-round, and cloud cover can come and go quickly depending on the winds. Temperatures average in the high 80s and low 90s Fahrenheit in the summertime, waver between the 70s and 80s during the shoulder seasons, and very seldom drop below 40 degrees in winter. While sunshine is abundant year-round, the best time to book one of the area’s vacation rentals is for late spring or early summer, before things get too sticky. Alternatively, early fall is pleasant.


What are the top things to do in The Villages?

Lake Sumter Landing

One of The Villages’ three main squares, Lake Sumter Landing has the feel of a small waterfront town. Featuring a long, old-fashioned boardwalk that circles the lake; a picturesque lighthouse; and a movie theater, it’s one of The Villages’ entertainment hubs. If you’re visiting over the holidays, don’t miss the golf cart Christmas parade.

Sharon Rose Wiechens Preserve

Located at the southern edge of The Villages, this natural preserve is home to gopher tortoises, alligators, herons, cranes, and other regional wildlife, as well as an impressive variety of native marshland plants. Enjoy the short nature walk, and bring binoculars to check out the fauna from the observation deck.

Lake Griffin State Park

Home to one of the state’s largest live oak trees, this 620-acre park connects Lake Griffin to the Harris Chain of Lakes. It’s the perfect spot to see wildlife like osprey and river otters while canoeing, kayaking, or hiking along the scenic nature trail.

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  2. United States
  3. Florida
  4. Lake County
  5. The Villages