Vacation rentals in The Villages

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Top-rated vacation rentals in The Villages

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

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Guest favourite

Villa in The Villages

4.98 out of 5 average rating, 54 reviews

Perfect location Lake Sumpter Villa w/ Golf Cart

Location, Location, beautiful 2 bedroom villa with 2-seater golf cart, is located in the desirable neighborhood of Creekside Landing. This villa is within walking distance of Lake Sumter Landing town square where you will find shopping, restaurants, a movie theater and FREE nightly live entertainment. Edgewater neighborhood Recreation Center with a pool, as well as Canal Street Recreation Center with activities such as shuffleboard courts, bocce courts, card rooms and so much more. This villa is beautifully decorated in a warm and inviting style. The kitchen is fully equipped with everything you’ll need to prepare meals and entertain friends. The living room offers plenty of comfortable seating with a flat screen TV. The master bedroom has a king size bed, flat screen TV, large walk-in closet and a private master bath with a walk-in shower, complete with towels and linens. The guest bedroom and guest bath comes completed with lines and towels for your guest’s comfort. There is a screened lanai with comfortable seating and a privacy wall . This villa comes complete with WiFi. With the purchase of resident ID cards you can use any of the 29 executive golf courses with no greens fees. You pay resident rates in greens fees at the 11 championship courses. You are also entitled to use any of the family- friendly and adult (30 and older) swimming pools, and organized activity swimming pools, There are over 1,000 organized activities each week through the recreation centers. Rates are based on double occupancy. Rates shown do not include taxes and additional fees

Nov. 8 – 15

$215 CAD per night

Guest favourite

Home in Lady Lake

4.97 out of 5 average rating, 269 reviews

Cozy Lady Lake Guest House

Private guesthouse in a quiet, rural area of Lady Lake. 1 bedroom, 1 bath, furnished with pool privileges. Kitchen, dining bar, living room and sunroom. Sunroom opens to the pool deck and sparkling blue pool, which is completely privacy-fenced in a common area shared with the owners. Suitable for 1 or 2 adults. Central heat and air, 40” Smart Television , WiFi, washer and dryer. Bed linens and bath towels provided. Kitchen with full sized refrigerator/freezer ice maker and electric stove.

Sep. 14 – 21

$148 CAD per night

Guest favourite

Home in The Villages

4.91 out of 5 average rating, 23 reviews

Beautiful Designer Home in The Villages Fl

The Home is in the Villages a gated golf cart retirement community. Golf, Music, Entertainment, Activities, Pools , its the Villages!! the home is a 2280 Sq ft living space 3 bdr each with a king size bed and Tv. 2 bath large lanai on the 2nd hole of the Tierra Del Sol golf course. A golf cart is available for a small extra fee. Washer and Dryer , Kitchen is stocked for all your cooking needs. Visit the Villages your Happy Place. I will send special offers for longer stays 2 weeks or longer!

May 18 – 25

$189 CAD per night

Guest favourite

Home in The Villages

4.97 out of 5 average rating, 126 reviews

Home away from home entire house

Located in an excellent area in the Chatham neighborhood, of the Bromley villas. This home offers easy access to restaurants, shopping and recreation. For nightly entertainment you're a short distance away from Lake Sumter land and Spanish Spring town Square where you will find many restaurants, grocery stores and free nightly live entertainment. This home is fully equipped with everything you need. Pets are allowed. Recreational guest passes included. Golf cart not included with reservation.

May 7 – 14

$172 CAD per night

Guest favourite

Home in The Villages

5.0 out of 5 average rating, 31 reviews

Pool and fun right out back

Bring the family to this beautiful place with lots of room for fun. With the Waterlily Rec Center right out back you can walk to the family pool in just a few steps. Pickle ball, exercise equipment, corn hole, bocce ball, shuffleboard and a walking/biking path is all right out the back door. A golf cart is included for golfing and access to the rest of The Villages. 1 minute to the Waterlily golf cart bridge and 8 minutes to Brownwood Square. Or Edna’s on the Green is just a few minutes away

Aug. 25 – Sep. 1

$252 CAD per night

Guest favourite

Home in The Villages

4.97 out of 5 average rating, 35 reviews

Austin style 2/2 by Lake Sumter; free resident IDs

Cute and cozy 2 BR, 2 BR home located just minutes from Sumter Landing in the village of Sable Chase. This home comes fully furnished with pots, pans, coffee maker, blow dryer, and other necessities to make your stay convenient. Newer yamaha gas golf cart included. This home has newer plank flooring, stylish decor, and an enclosed outdoor lanai. King bed in the master and Queen size bed in guestroom. Master bedroom also has a TV. Furry friends welcome. Resident ID's are included! ($50 value)

Jun. 29 – Jul. 6

$197 CAD per night

Guest favourite

Home in The Villages

5.0 out of 5 average rating, 18 reviews

Beautiful home in the heart of The Villages.

Located in the village of Buttonwood, this cozy, fully furnished home is about 5 mins away from Lake Sumter Landing,which is perfect for great food and happy hour. This home is spacious, sunny, and comes full equipped with a TV with cable, Wi-Fi, and a golf cart. The master bedroom has a private bathroom walk in closet, as well as a king -sized bed. Washer & dryer included! The house boasts tall ceilings, and a large furnished patio, perfect for lounging and grilling. Includes a BBQ grill!

May 6 – 13

$148 CAD per night

Superhost

Cottage in Wildwood

4.84 out of 5 average rating, 193 reviews

Peaceful Cottage in the Heart of Wildwood

Peaceful home... -Full kitchen for cooking any meal. A waffle iron and waffle/pancake mix provided for breakfast. -Pet friendly with $25 pet cleaning fee per pet. Notify me if bringing pet. No cats please. -Keurig coffee maker for that morning cup of joe. -WiFi and smart tv. -Washer and dryer available for use. -Large lanai with a fenced in backyard for privacy. -Extra cleaning protocols, everything is disinfected between guest. -Close to all amenities. -One mile from The Villages.

Dec. 6 – 13

$177 CAD per night

Guest favourite

Home in The Villages

4.84 out of 5 average rating, 37 reviews

Villa la Bella

Stay in one of the most desirable locations in The Villages in the village of Sable Chase. Our beautifully remodeled and newly updated villa is just minutes from Sumter Landing in the heart of The Villages. Bright and airy feeling, tastefully designed and decorated, it features hardwood floors throughout. The 2BD, 2BA house with cozy lanai and new stainless gas grill also includes a Yamaha gas golf cart for your use. Your Villages vacation is ready for you at Villa la Bella!

Aug. 26 – Sep. 2

$138 CAD per night

Guest favourite

Home in Lady Lake

4.94 out of 5 average rating, 35 reviews

The Villages Golf view. 3BR, 2Bath Whole house.

The Villages with a Golf and water view. Pet and children friendly. King Bed suite. Single family 3BR, 2 bath, two car garage, 4 seater golf cart available on request (conditions apply). Pickleball, tennis, swimming pool, recreation center a one minute walk. 2 miles radius to access most big box stores or chain restaurants. Grocery, drug stores walking distance. The Spanish Springs town square is 2 miles, Lake Sumter landing square is 3.5 miles. Self check in lock box.

Jul. 24 – 31

$156 CAD per night

Guest favourite

Villa in The Villages

5.0 out of 5 average rating, 23 reviews

Palm Oasis Retreat - Pet friendly w/golf cart

Looking for a beautiful courtyard villa in a great location? Look no more! Conveniently located between Brownwood and Lake Sumter Landing, and close to Colony Plaza which includes grocery, gas, restaurants and more. This newly renovated villa is in the sought after Village of Charlotte. Located right in the middle of all the fun, this property is a short golf cart ride to the Charlotte Neighborhood pool, Captiva Recreation Center, shopping, and restaurants.

May 29 – Jun. 5

$213 CAD per night

Guest favourite

Home in The Villages

4.94 out of 5 average rating, 35 reviews

Beautiful Villages 2/2 Home. Perfect Location

Cozy 1,121 Square Feet single family home with everything you will need for a great stay at The Villages. Incredible location, only a 6 minute golf cart ride to Lake Sumter Landing and a 8 minute golf cart ride to Spanish Springs. All Villages amenities and 2 person gas golf cart included. Golfers Dream. Recreation centers, entertainment, pools and tons of activities all minutes away by drive or golf cart. One small dog under 20 pounds allowed, no cats.

Jul. 3 – 10

$164 CAD per night