Vacation rentals in The Villages

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Top-rated vacation rentals in The Villages

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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

$214 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. 7 – 14

$148 CAD per night

Guest favourite

Home in The Villages

4.89 out of 5 average rating, 18 reviews

Stunning Villa 2B/2B With Golf Cart

Make this stunning home your retirement Villager get away! Located in the Village of Newell this BRAND NEW home is minutes away from Sawgrass, swimming pools, pickleball, golf, and so much more. This home comes with a golf cart and an outdoor grill perfect for any season. Live music is a nightly occurrence and only a 5 minute golf cart ride away. Enjoy the sunshine with biking and walking paths only seconds away from the front door! We would love to host your next Villages, FL vacation!

Sep. 7 – 14

$201 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.

Oct. 2 – 9

$188 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

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

Guest favourite

Home in The Villages

5.0 out of 5 average rating, 18 reviews

Haven Escape at the Village of Richmond

Keep it simple at this brand new, peaceful and centrally-located villa in the new Village of Richmond. We are located less than 5 mintues from Brownwood Paddock Square, which offers nightly entertainment, restaurants and shopping. Our home is close to Clarendon Recreation, which offers a family pool, pickleball, tennis, shuffleboard, bocce, corn toss, outdoor exercise equiment and platform tennis. Lake Okahumpka and Richmond Pitch & Putt are minutes away. Come see what TV has to offer.

Jul. 7 – 14

$217 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.

Aug. 25 – Sep. 1

$152 CAD per night

Guest favourite

Home in The Villages

4.93 out of 5 average rating, 103 reviews

Remodeled 2/2 Baja style villa w/4 person cart

4 person, yamaha gas golf cart, offered at this baja style 2 BR, 2BA courtyard villa! The villa comes fully furnished with pots, pans, linens, and it even has a blow dryer and keurig! located in the De La Vista South area just off Morse, this villa is just a short cart ride to Spanish Springs or Sumter Landing. The villa has new stainless steel appliances, beautiful plank flooring, new carpet, and paint. King bed in the master, queen bed in the guest bedroom. Both bedrooms have TV.

Aug. 12 – 19

$180 CAD per night

Guest favourite

Home in Wildwood

4.96 out of 5 average rating, 27 reviews

*May Rates Reduced 2/2 in Village of Citrus Grove

*Newly Redone* - Brand new furniture throughout - Freshly painted - Screened in Lanai 2 Bedroom, 2 Bath located in Citrus Grove in The Villages, FL Great Location! - Very close to Citrus Grove adult pool - Homestead recreation center with family pool 0.7mi - Ezell Recreation Center 1.1mi - Sawgrass Complex 1.3mi There are several amenities for you to enjoy in The Villages - restaurants, bars, nightly live entertainment, shopping, golf, pickleball, shuffleboard, and so much more!

Oct. 3 – 10

$173 CAD per night

Guest favourite

Villa in The Villages

4.97 out of 5 average rating, 31 reviews

3/2 Courtyard Villa w/Golf Cart Walk to Brownwood!

Fully furnished, 3/2 Courtyard Villa walking distance to Brownwood Square. 2 seater gas golf cart included ! Brownwood square is full of restaurants and entertainment. Villa has a fully equipped kitchen. Enjoy breakfast in the screened lanai overlooking private yard. Open dining room and living room with a tv as well as plenty of seating. The master bedroom has a king size bed with private attached bathroom. Two other bedrooms, one with a queen and the other with two twin beds.

Aug. 17 – 24

$203 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. 15 – 22

$138 CAD per night