Vacation rentals in Sumterville

Brand New Designer Home!- 5 minutes from East Port

Welcome to Well Point Cottage, a charming 3-bedroom, 2-bath home perfect for families and couples seeking a relaxing getaway in Well Point Village. This centrally located property offers easy access to a variety of amenities, including schools, sports facilities, shopping, and dining, all within a 5-minute golf cart ride. Enjoy comfortable bedrooms, a well-equipped kitchen, and a convenient office space. Explore nearby attractions such as the Tracy Performing Arts Center, Eastport Town Square, a

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.

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.

Cozy 2BR With Golfcart | 5 Mins to Eastport Square

Includes a 4-seater electric golf cart, this home is just 3 mins to Water Edge Recreation, 5 mins to Eastport Town Sq. & 15 mins to Brownwood Paddock Sq. Enjoy easy access to top dining, shopping and night life. Designed for comfort & convenience, this cozy haven features an open layout, cozy bedrooms with thoughtful finishes, perfect for relaxing after a full day exploring The Villages. Please note that there's a $50 charge to get the lifestyle ID. There's also a $20 golfcart insurance fee

Newest Hotspot in The Villages Eastport/Middleton”

Welcome to Eastport! The Villages’ most exciting new lifestyle destination — Eastport! Whether you're visiting for a weekend getaway or an extended stay, this beautifully furnished 2-bedroom, 2-bath Patio Villa w/golf cart puts you in the heart of everything The Villages has to offer — golf, pickleball, shopping, dining, entertainment, recreation, and serene nature. From the moment you arrive, you’ll see why Eastport is the new standard for luxury, leisure, and active adult living.

Marvelous Moonstone

Right in the middle of everything awesome and new in The Villages. Two bedroom, two bathroom patio villa. Come escape the cold and snow and enjoy over 3,000 clubs and activities in the sunny, warm Florida winter! Clubs, pools, activities, golf, dining, sports and entertainment are just steps away. The home is equipped with everything you need to enjoy your time here! * We do not guarantee the golf cart availability. It is there for convenience only and is not part of the rental.

Peaceful Farm Cottage Near Villages | Garden, Pets

Escape to this cozy tiny cottage with king-size bed, full bath, kitchenette, and pet-friendly comfort. Relax under starry skies, enjoy farm views, and pick fresh vegetables or fruit from the garden and trees when in season. Just 15 min to The Villages, 20 min to Wildwood, 35 min to Ocala, 1 hr to Orlando, minutes from Brownwood live music, and quick access to the Turnpike & I-75. Perfect for a romantic, stylish getaway close to springs, trails, and local attractions.

Captain's Cottage - 3/2 w/ a POOL in The Villages

This open-concept, 3 Bed, 2 Bath in The Village of Shady Brook, has a private, screened-in pool! It is located 4 miles from SAWGRASS GROVE SQUARE where you will have shopping, dining and nightly entertainment. Executive/championship GOLF COURSES and REC CENTERS at your fingertips. No need to go far while staying in this newly built home! Please be sure to make arrangements to have a rental golf cart delivered for your arrival!

Fenney Waterview Retreat w/Pool in The Villages

If you are looking for a Tranquil escape, then this is the right home for you. Sit by the pool and overlook the sun dance upon the sparkling water as you sip on your drink or read a great book. This Ultra Clean 3 bed/3 bath home has all of the comforts you'll be looking for. There's plenty of space for you and friends or family as everyone has their own space in the home.

Serenity - In The Villages

Escape to this stunning Moonstone Home near Eastport Square, Publix, and Fenney Rec Center. Enjoy nature trails, pools, Fenney Grill, and executive golf, all easily reached by golf cart. Relax on the private lanai, cook in the chef’s kitchen, and enjoy stylish comfort in a peaceful setting. Catch SpaceX launches from the patio. Golf cart available for $25/day or $350/month.

Luxury Modern Home-Central FL

Welcome to Middleton, the newest family part of the Villages. Take a break and unwind at this peaceful oasis. The home has 3 bedrooms (2 queens and 1 full) 2 full bath's, spacious kitchen, fenced in backyard, Grill, Firepit, pool, basketball court, dog park and more! Enjoy a virtual walk through on Youtube! The title of the walk through is: Luxury Modern Home-Central FL

Brand New! Modern Guesthouse!

New Morden gateway! This guesthouse is located in the peaceful community of Lake Panasoffkee and located just one hour from Walt Disney World and Orlando. One hour to Tampa/Busch Gardens/Clearwater/Sarasota. The suite is a beautiful queen size bedroom, 1 bath, kitchen and a living room with a fold-out couch. This suite includes 2 smart TV's and Wi-Fi.