Vacation rentals in Sumterville

Romantic Escape on Peaceful Mini Farm

Escape to a peaceful private farm cottage just minutes from Villages. Enjoy a romantic, cozy retreat with a private fenced courtyard, mini farm charm, and thoughtful comforts throughout. Pets are welcome with no surprise fees. Easy self check-in and simple checkout make your stay stress-free. Close to Brownwood, dining, shopping, and I-75. Extra parking may be available for boats, trailers, or larger vehicles with advance notice. Traveling with family or friends? Ask about nearby sister rentals.

Family · Location · Outdoor spaces

Peaceful Oasis in Fenney

Entire home with an Office Two (of the 3) bedrooms are furnished for Guest comfort 1) Master bedroom with king bed 2) Office with printer 5 night minimum @ listed price Sleeps up to 3 people. Modern, luxurious furnishings make you feel right at home. Golf, pickle ball, live music, free activities Fast Internet & YouTubeTV Fully equipped kitchen Complimentary Coffee & Tea Filtered water system Please NON-smokers ONLY welcome NO pets Not suited for children Reduced fee for 28+ nights

Family · Location · TV

Bay Breeze Villa Free Golf Cart Close to Eastport

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.

Value · Location · Getting around

Get to the Choppa! One-of-a-kind 2/1 Helicopter!

Experience a truly UNIQUE Stay! “Chinook” is situated on a serene 5-acre compound inside the breathtaking Withlacoochee State Forest and the thrilling Croom Motorcycle Area, outside of Brooksville, FL. This unforgettable vacation experience is sure to take your adventure to new heights! Our one-of-a-kind accommodation, a REAL repurposed Chinook CH-47D helicopter, promises a stay like no other. This iconic “choppa” with the modern amenities of home, can not be found anywhere else in the world!

Location · Value · TV

Splish Splash -3/2 w/ Private Pool in The Villages

Breathtaking 3BR, 2BA POOL HOUSE in the Village of Shady Brook, is perfectly positioned just 2 miles from EASTPORT Town Square and minutes from the new downtown Middleton for shopping, dining, and daily provisions. Enjoy a spacious birdcage with lounge seating, outdoor dining, and a resort-style pool featuring a shallow sun shelf with a gentle fountain—perfect for in-water lounging. Inside, the home offers a bright, fully equipped kitchen with island and all the essentials for a relaxing stay.

Hospitality · Cleanliness · Pool

Private Waterfront Cabin Retreat with Kayaking

Your private retreat on an acre nestled on a canal to the Withlacoochee River, wrapping around 2 sides of the property. Relax on your porch overlooking the water as you watch the birds and deer play. Kids will love the tire swing, toys such as Lego, Lincoln logs, pool table and ski ball. Kayaks available to our guests awaiting adventure. Bond around the fire pit, walk the trails, lounge in the hammocks, and fish on the dock. Setup the big screen to watch a movie. Welcome to your get-a-way!

Location · Family · Wifi

Eco-Luxurious Lakefront haven (Fire pit & Hot Tub)

Experience the perfect blend of an eco-friendly retreat and modern luxury of our lakefront container home. Nestled in the heart of nature, this stylish oasis promises an unforgettable experience where you can immerse yourself amidst the beauty of the countryside without sacrificing comfort. Plus, enjoy the opportunity to interact with our farm animals, adding a touch of rural charm to your agritourism escape. Also, feel free to check out my other listing, Casa de Elvira on my host profile.

Location · Value · Kitchen

Casa Santin Luxury in The Villages w/Private Pool

A refined Florida Luxury home designed for effortless indoor-outdoor living, Casa Santin blends modern coastal style with relaxed comfort—creating the perfect escape for your next getaway. Your Private Oasis. The highlight of Casa Santin is the stunning screened lanai and private pool—your own resort-style sanctuary. Start your mornings with coffee in the sunshine, spend afternoons poolside, and unwind in the evenings with a western sunset, a glass of wine under the soft glow of the lanai.

Family · Location · Layout

The Eastport Escape · New 3BR · Golf Cart

Saluki Recreation with a family pool is just 5 mins golfcart ride from this property, you're also just a few minutes to Eastport Town Sq , where you can find the newly launched Olympia with plenty of activities. You will also be close to Southern Oaks and top golf courses. Brand-new 3BR home, king bed, ensuite master bath, fully stocked kitchen with a backyard & high-speed WiFi. We arrange your Lifestyle IDs ($50) before arrival so they’re ready for you. $20 golf cart insurance required.

Family · Location · Comfort

The Owl A-Frame Retreat/ with hot tub

Escape to The Owl A-Frame a private cabin designed for special occasions. Here you won’t have any neighbors around just the peaceful sounds of birds and the magical sight of owls. Surrounded by impressively trees far away from city noise and distractions. This is the perfect place to relax and reconnect. Soak in the hot tub while listening to nature. If you’re looking for a peaceful family getaway, a nature escape, or a place to create unforgettable memories The Owl A-Frame offers it all.

Value · Family · Amenities

Log Cabin - Authentic & Private

Tucked away in the heart of Central Florida, this two-story log cabin offers a rare blend of rustic charm and unbeatable location. The warmth of natural wood and a stone fireplace invites slow mornings and relaxed evenings. What truly makes this cabin special is its setting. You get the peaceful, lodge-style feel of a country retreat while being just a short drive from Florida’s famous beaches and world-class attractions. Experience a side of Florida most people never expect.

Family · Location · Check-in

King Bed, Golf Cart, Small Dogs & Water Filter!

Your NEW home includes a very comfortable KING BED and GOLF CART!! With its SUPER CLEAN coastal decor, fully equipped kitchen for meal prep, and a whole house NOVA WATER filtration system, you’ll have everything you need for a relaxing and enjoyable stay in The Villages. Find out why The Villages is the fastest growing and largest 55+ community in the WORLD, where visitors of all ages are welcome to play. The fun and sun is only the beginning!! 2 SMALL DOGS OK.

Location · Family · Getting around