Holiday rentals in The Villages

Charming Villages Retreat

Charming 2B/2B Cottage Villa near Sumter Landing and Spanish Springs Escape to this beautifully updated villa in The Villages. Enjoy a designer kitchen, cozy living room with sectional and 75” TV, and French doors leading to a screened lanai. The private, fenced courtyard is perfect for relaxing under party lights. The master suite includes a walk-in closet and blackout shades. Explore with the included golf cart, access 50 golf courses, 100+ pickleball courts, pools, and nightly entertainment.

Charming Patio Villa

This fully furnished home features an open floor plan with everything you need! Located in the Village of Marsh Bend just walking distance from Magnolia Shopping Center and the walking trail. This spacious villa is FULLY FURNISHED, has a GLASS ENCLOSED LANAI and a PRIVATE BACKYARD!Indoor Washer/Dryer, Nest thermostat, gas range, microwave, vinyl floors in open concept floor-plan. Primary Suite has a King size bed and a Queen in the Guest Room. Entire villa has cable tv, internet and much more.

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.

Luxe 2BR in The Villages | Mins to Eastport Square

Enjoy the best of The Villages from this luxurious, centrally located gem. You’ll be just minutes from top shopping, dining & local attractions. ■7 mins to Eastport Town Sq. ■5 mins to Sawgrass Grove ■10 mins to Middleton ■8 mins to Saluki Rec Center This home features high-end designs throughout. The fully equipped kitchen has everything you need for a comfortable stay, while each bedroom offers its own TV & private ensuite bathroom Please note: a $50 fee applies to obtain the lifestyle ID

Bay Breeze Villa

Welcome to Bay Breeze Villa, where modern comfort meets coastal charm. This brand-new 2-bedroom, 2-bath patio villa seamlessly blends style and functionality with sleek finishes and an inviting atmosphere perfect for relaxing or entertaining. Located in a vibrant community, close to top-rated restaurants, beautiful golf courses, and nightly entertainment. Embrace the relaxed yet active lifestyle you’ve been dreaming of – Bay Breeze Villa is the perfect place to call your home away from home.

Bahama Breeze

Welcome to your dream getaway in The Villages. A charming, stylish haven perfect for those seeking relaxation and adventure in America’s premier active adult community. This beautifully maintained 2 bedroom, 2 bathroom villa boasts an open layout, flooding the space with natural light and creating an inviting atmosphere. The spacious living area features plush, comfortable seating ideal for unwinding after a day of golfing on nearby championship courses or exploring the vibrant town squares.

Latitude Adjustment

Change your latitude in this beautiful two bedroom, two bathroom Patio Villa in The Villages. Located in the Village of Newell, this spacious and modern home has everything you need to make your stay relaxing and fun, including a golf cart! Enjoy a cup of coffee from the Keureg after your morning stroll on one of the nearby nature trails. Pools, pickleball and golf are all five minutes by golf cart, along with dining and entertainment at Sawgrass Grove and twelve minutes to the new Eastport!

Heated Pool Golf Cart Dog Friendly in The Villages

Nestled amidst lush greenery ,Vida Rosa’s private pool provides a serene outdoor oasis, complete with a dining area, loungers, and a gas BBQ. The luxurious accommodations are thoughtfully designed to evoke a sense of calm and elegance. Conveniently located, just a short golf cart ride away from the squares of Spanish Springs & Lake Sumter offering a variety of entertainment etc. Note: The pool has a jet tub attached to it. The water temperature is the same temperature as the pool, 86 .

Luxury Villages Stay • Golf Cart • Near Brownwood

Welcome to your Villages retreat! Step into comfort and style in this beautifully decorated, designer home fully furnished with everything you need for a relaxing stay. From cozy bedding to modern furniture. Located in the sought-after Village of Osceola Hills, end of Moyer Blvd just south of Route 44, this spacious 3-bedroom, 3-bathroom home (2021 sq. ft.) features a 2-car garage and comes with a golf cart. You're just minutes away from Brownwood (3 miles) and Sawgrass Grove (2 miles).

Pirates & Parrots - The Villages - w/Golf Car !

GREAT LOCATION!! A beautiful 2 bedroom 2 bath home with a saltwater pool and a hot tub. 77 inch TV with sound system, and 2 car garage/golf cart . Outdoor bar with big screen TV with seating area and a second seating area outside the bird cage. TV’s in both bedrooms. Great out door living! Minutes to everything via golf car: Brownwood 12 Sumter 16 Sawgrass 19. 4 champ golf and 7 exec golf courses 5-10. Publix, Walmart 5 minutes Golf Car 2022 Yamaha included! No smoking!!

Fabulous Courtyard Villa close to Sumter Landing

This home is the perfect vacation. When we saw this beautifully decorated villa, we felt like we were home. The exquisite landscaping was exactly what we have been looking for! The location is a mile from Sumter Landing and a stone's throw from the two pools, billiards, shuffleboard, pickleball, bocce ball. The best way to see it all is by the golf cart!!! The Villages has its own GPS for the Cart Paths. Schedule your stay and start packing your bags for an amazing experience.

Serene Retreat~Modern Peaceful Villa w/Golf Cart

Escape to Serene Retreat—your modern oasis in The Villages. This sleek 2BR/2BA villa with a private den includes a premium Yamaha Quiet Tech golf cart for quiet, effortless exploring. Relax to the soothing sounds of the waterfall feature, unwind by the glowing fire pit, and enjoy a fully enclosed courtyard perfect for peaceful outdoor dining. With luxurious finishes, and a calming atmosphere throughout, this guest-favorite books fast—reserve your serene getaway today.