Holiday rentals in The Villages

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Top-rated holiday 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

8–15 Nov

$185 SGD per night

Guest favourite

Villa in The Villages

5.0 out of 5 average rating, 7 reviews

2/2 Courtyard Villa in INCREDIBLE Location

Tasteful 2 bed/2 bath courtyard Villa, minutes to Lake Sumter Landing. Villa boasts modern comfortable furniture, with an enclosed lanai that overlooks a private fenced in backyard. Gas cart included with stay. Location within the community is ideal, being only a five minute golf cart ride to all the shops restaurants, and entertainment provided at Lake Sumter Landing, as well as multiple golf courses. Quiet and peaceful, yet ideal for those who wish to partake in all The Villages has to offer.

17–24 Jun

$138 SGD per night

Guest favourite

Home in Lady Lake

4.97 out of 5 average rating, 270 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.

22–29 May

$141 SGD 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

12–19 Aug

$177 SGD 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!

28 Sep – 5 Oct

$167 SGD per night

Superhost

Cottage in Wildwood

4.85 out of 5 average rating, 194 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.

31 Jul – 7 Aug

$128 SGD 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.

7–14 Aug

$145 SGD 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!

16–23 Aug

$106 SGD per night

Guest favourite

Villa in The Villages

4.95 out of 5 average rating, 63 reviews

Melody Lane's Crafting Getaway - Cricut Included

Relax & watch TV on a 55” LG OLED. Complete with linens, kitchen equipment, high speed wifi, plenty of relaxing patio furniture outside and closed in lanai. Craft with the supplies and machines in the Dreambox. This Crafting Getaway is located in the gated Village of Alhambra just a short golf cart ride away from the popular Spanish Springs Town Square & Lake Sumter Landing which hosts shopping, restaurants, movie theaters, and free live entertainment nightly!

23–30 Jun

$160 SGD 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.

6–13 Sep

$174 SGD per night

Guest favourite

Home in The Villages

4.89 out of 5 average rating, 37 reviews

Quiet retreat in The Villages!

Relax with the whole family at this peaceful place to stay. This home boasts a bright open floor plan. The kitchen is complete with everything you need to prepare a meal for the whole family. Relax and have your morning coffee while watching the golf carts go by! This listing includes use of a golf cart! 5 minute golf cart ride to the rec center and the adult and family pools. 30 min golf cart ride to Lake Sumter Landing or Spanish Springs.

9–16 Jun

$185 SGD per night

Guest favourite

Home in The Villages

5.0 out of 5 average rating, 16 reviews

Beautiful Designer Home -Golf Cart- Walk to Sumter

This stunning designer home comes with a golf cart and is within walking distance to Lake Sumter Market Square. It sleeps 4 adults in 2 bedrooms. 5G Wi-Fi. Kitchen is loaded with amenities & spices, lots of comfy lounging spaces, an inside laundry room, 2-car garage, landscaped yard and easy access to Hwy 466. 3-day min. May-Sep, 7-night min. Oct, Monthly stays only Nov-Apr. You will love staying in this stylish home away from home.

31 Jul – 7 Aug

$170 SGD per night