Holiday rentals in The Villages

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Top-rated holiday rentals in The Villages

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

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Guest favourite

Home in Lady Lake

4.96 out of 5 average rating, 285 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.

Guest favourite

Home in The Villages

4.93 out of 5 average rating, 14 reviews

2 Golf Carts offered at this 3/2 sandcastle model

This 3/2 sandcastle home comes fully furnished with all essentials needed to enjoy your stay. Nestled in the village of buttonwood, home is next to redfish golf course and fish hawk rec center. To also enjoy your stay, this home offers 2 gas golf carts; which can accommodate 6 people! Home is just a 15 minute golf cart ride to Sumter landing or Brownwood town squares. Master bedroom and 2nd bedroom have king size beds with TV's. You just need to bring your toothbrush! What are you waiting for?

Guest favourite

Home in The Villages

4.96 out of 5 average rating, 148 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.

Guest favourite

Home in The Villages

4.85 out of 5 average rating, 34 reviews

Stunning Villa 2B/2B With Golf Cart

Make this stunning home your retirement Villager get away! Located in the Village of Newell home is minutes away from Sawgrass, swimming pools, pickleball, golf, and so much more. This home comes with a 2 seater 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!

Guest favourite

Home in The Villages

5 out of 5 average rating, 46 reviews

Enjoy The Villages and relax in our cozy home!

Enjoy your stay in our home while experiencing The Villages Lifestyle! The Villages is an active 55+ community where you can enjoy doing as much or as little as you desire. Spanning over 32sq miles, you can enjoy golf (we have over 50 courses), swimming, pickleball and many other activities. There is shopping, dining, and Live Entertainment 365 days a year at 3 different town squares + Sawgrass Market. Explore all that the Villages has to offer while using our complimentary golf cart.

Guest favourite

Villa in The Villages

4.97 out of 5 average rating, 62 reviews

2/2 Home in Citrus Grove W/Golf Cart

Welcome to Opal Villa; A beautiful 2 bed / 2 bath located in The Village of Citrus Grove. King bed in the primary with en suite bathroom and walk in closet. The second bedroom has a queen & desk. Explore The Villages with the gas golf cart. Less than a mile away to Sawgrass Grove Market and Ezell Recreation Center. You can also enjoy some of the other activities in The Villages, such as neighborhood & family pools, Brownwood square, Edna's on the green, golf, pickle ball, and much more

Guest favourite

Home in The Villages

4.93 out of 5 average rating, 122 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.

Guest favourite

Home in The Villages

5 out of 5 average rating, 7 reviews

Fairway Haven with Golf Cart

Enjoy panoramic views of the Hacienda Hills Golf & Country Club from our charming 2-bedroom property nestled within the Village of Palo Alto. Enjoy the convenience of cruising to nearby town centers, including Spanish Springs Town Square and Lake Sumter Landing, both just a short ride away via our complimentary golf cart. Whether you're teeing off on the greens or exploring the bustling town centers, our retreat offers the perfect blend of relaxation and adventure for your getaway.

Guest favourite

Home in The Villages

4.92 out of 5 average rating, 136 reviews

Briar Meadow Villa

Dogs are welcome in this nicely furnished Courtyard Villa, with a fenced in backyard. Near Nancy Lopez Legacy Golf & Country Club, Mulberry Grove Rec Center, dog park, Publix, Walgreens, & The Club Health & Rehab Clinic. Easy access to pools, golf courses, dining, shopping & the squares at Spanish Springs & Sumter Landing. Access to The Villages amenities available for a $50 fee payable to The Villages. Golf Cart, Comcast cable TV, high speed WIFI, & Villages Daily Sun included.

Guest favourite

Home in The Villages

4.85 out of 5 average rating, 26 reviews

Comfort and Relaxation Awaits!

Welcome to our beautiful home in the Village of Palo Alto! Our house is the perfect getaway for families, friends, or couples looking to escape the hustle and bustle of everyday life. The house is located in the most desirable locations in The Villages, on an oversized lot and minutes from both Spanish Springs and Lake Sumter Landing. The location is unbeatable, with easy access to all the amenities of The Villages, including golf courses, shopping, dining, and entertainment.

Guest favourite

Villa in The Villages

4.96 out of 5 average rating, 69 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!

Guest favourite

Home in The Villages

4.91 out of 5 average rating, 113 reviews

Patio Villa, Great Location, FREE Gas Golf Cart!

Located in the heart of The Villages, in the village of Fernandina, come stay at our cozy vacation home. Between the lively town squares of Brownwood Paddock Square & Lake Sumter Landing, there are tons of options for golf, recreation, & entertainment just a short golf cart ride away. FREE GAS GOLF CART! 24/7 roadside cart service included. This isn’t your average ‘bare bones’ investment rental. It's where our family stays when they come visit.