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Villa vacation rentals in Sumter County

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Top-rated villa rentals in Sumter County

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The private pool area is enclosed by a screened lanai, illuminated by string lights. A relaxing area features loungers beside the pool, with a raised spa and gentle water feature. Lush greenery surrounds the space, creating a serene atmosphere.

Villa in Lady Lake

5 out of 5 average rating, 22 reviews

Heated Pool Golf Cart Dog Friendly in The Villages

Nestled amidst lush greenery and shrubs ,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. The flow between indoor and outdoor spaces offers an ideal retreat. Conveniently located, Vida Rosa is just a short golf cart ride away from the squares of Spanish Springs and Lake Sumter offering a variety of restaurants, shopping, and entertainment.

Top guest favorite

The exterior of a villa is showcased at dusk, featuring a well-maintained landscape with palm trees and shrubs. A two-car driveway leads to a garage, with soft lighting illuminating the entrance. The sky reflects pink and purple hues overhead.

Villa in The Villages

5 out of 5 average rating, 46 reviews

Palm Oasis Retreat - Dog Friendly w/golf cart

STAY IN SEPT - $50 OFF CLEANING FEE. 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.

A charming villa is positioned at the corner of a tranquil street, featuring a light-colored exterior and a welcoming front porch. A white picket fence encloses the front yard, with manicured grass visible. A single-car garage is attached to the side of the home.

Villa in The Villages

4.76 out of 5 average rating, 34 reviews

2 bedroom Villa

Lovely 2bdrm villa in an adult 55+community in the Villages, Fl. Nicely furnished , complete with linens, dishes, etc. W/D, TV in master bdrm and lvng rm. With a $50 (2 people) temporary resident ID purchased from the Villages, you can enjoy all the benefits of home ownership such as free golf at 40 executive courses, swim at any of the pools, play tennis, or participate in over 2000 activities. No pets, no smoking, kids with prior approval only, add’l fees include $125 cleaning,$50 resident ID

A charming exterior of a single-story villa is depicted, featuring a well-manicured lawn with vibrant green grass and mulched beds. A neatly trimmed tree stands in front, alongside a colorful plant. A white picket fence encloses the yard, and a driveway leads to a single-car garage.

Villa in The Villages

4.94 out of 5 average rating, 32 reviews

PATIO VILLA W/GOLF CART 1M TO SQ-NO XTRA GUEST FEE

Adorable Patio Villa in a prime location. Located in the heart of The Villages, one mile from Brownwood Town Square - very close to Eisenhower Regional Rec Center, Manatee family pool and Hillsboro adult pool; offering many options for golf, food, and entertainment. Complete with linens, washer/dryer, kitchen equipment, wifi, gas grill, patio furniture screened in lanai, and use of a brand new 4 person golf cart. 2 bedroom, 2 bathrooms with KIng bed in master and twin beds in second bedroom.

The exterior of a villa is shown, featuring a neatly trimmed lawn and a low white picket fence. Lush greenery and colorful plants are visible, providing a vibrant contrast against the blue sky. A screened porch extends across the front, enhancing outdoor living.

Villa in The Villages

4.79 out of 5 average rating, 66 reviews

Updated patio villa with 4 person gas golf cart!

Updated 1000 sqft 2/2 patio villa just minutes from Sumter Landing and Spanish Springs town squares. Kick back and relax in this comfortable, stylish space. Home comes fully furnished with everything you need away from home. Yes, it even has a blow dryer and keurig! Villa also comes with a 4 person gas golf cart so couples can ride together or families can head to the pool. King size bed in the master with tv and queen size bed in the guest room This central location is perfect for vacationers

Top guest favorite

The exterior of the home showcases a welcoming facade with a screened porch and lighted entry. A driveway leads to the front, bordered by lush greenery and decorative stones. The sky is painted in warm hues during sunset, enhancing the inviting atmosphere.

Villa in The Villages

5 out of 5 average rating, 13 reviews

Seaside Charm in The Villages

Welcome to your beach-inspired retreat in The Villages! This newly renovated home features calming blue decor in a central location. Just 10 minutes to Lake Sumter Landing, 13 minutes to Brownwood, and 19 minutes to Spanish Springs, enjoy easy access to dining, shopping, and entertainment. Dive into nearby pools, explore over 50 golf courses, and soak up the Florida sun. This home is your ideal getaway for relaxation and fun! Book your stay today & experience all that The Villages has to offer!

Top guest favorite

A spacious hallway leads to a living area featuring a large window with natural light filtering through. A neutral color scheme is complemented by a decorative lamp and fresh flowers on a sideboard. Comfortable seating arrangements are seen in the inviting living space.

Villa in The Villages

4.9 out of 5 average rating, 80 reviews

1198 Merryweather; 3BR at Lake Sumter just 2nt min

Large 3BR/2BA courtyard villa. Affordable luxury & 5-star reviews. PRIME LOCATION in CENTER of community. Upscale furnishings. Short walk to central town square w/shops & restaurants. King, queen, full beds all with newer quilts sleep 6 comfortably. Fast WIFI, 2 brand new Samsung Smart TVs (65" living room); 2 desks for laptop/at-home work. Private yard. Newer patio chairs. Vinyl plank floor. I also manage 2br home across street. Rent both to sleep 10; Rest of 2025=2nt min. Pet ok (w/fee).

A charming home exterior is shown, featuring a well-maintained lawn with lush green grass and colorful shrubbery. The front porch is supported by white columns, while the garage, adorned with well-coordinated door, provides convenient access.

Villa in The Villages

4.9 out of 5 average rating, 60 reviews

Golf View Panoramic Sunsets Upscale Neighborhood

Quiet, No Party Home. Lovely home, clean, fully equipped, steps to Country Club Golf/Dining! ACTIVE 55+ Golf Cart community free golf tennis & much more with Resident ID's. Numerous Championship Golf courses at Resident discounted rates. After all the day's activities - you can come home and relax. HOA bylaws: 1 occupant must be 55+ and no occupants under 19 years of age. Maximum 4 overnight occupants on any evening. No Noise Disturbances 9 pm - 7 AM, no overnight parking on street

An exterior view of the patio villa showcasing a well-maintained façade. A garage door is located to the left, with a Yamaha gas golf cart parked on the driveway. A white picket fence and colorful flowers enhance the entrance.

Villa in The Villages

4.84 out of 5 average rating, 102 reviews

Location Can’t be Beat! With cart!

Experience The Village's retirement community lifestyle! The patio villa is located near Spanish Springs Town Square and the shopping corridor, where you will find nightly entertainment, dining and shopping. Walk to Savannah Center & Glenview Country Club. Your rental includes the complimentary use of a Yamaha gas golf cart and Guest ID cards that provide you access to our recreation facilities. Monthly guests may purchase Resident ID cards ($50) that include free executive golf.

Top guest favorite

A golf cart in a vibrant green color is parked outside a garage with a door adorned by multiple windows. The home features beige siding, and a lush green lawn is visible, complemented by a white picket fence in the background.

Villa in The Villages

4.96 out of 5 average rating, 80 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!

Top guest favorite

A charming villa exterior is featured, showcasing a light brown facade and a single-car garage. Lush greenery surrounds the home, with well-maintained shrubs and stones lining the walkway. A white picket fence adds to the inviting appearance under a clear blue sky.

Villa in The Villages

4.94 out of 5 average rating, 62 reviews

Duval 2Br Patio Villa with Golf Cart

Top Quality 2bd 2 ba Patio Villa with Golf cart! Gorgeous villa with premium vinyl floor (no carpet) and gas golf cart in Village of Duval - a perfect getaway to Central FL's Premier golf community. Enjoy community pools, 50+ courses and 3 town squares, each w/FREE nightly shows, shops, restaurants and hundreds of activities to try! Exactly in the middle of Lake Sumter and Brownwood!! 50 minutes from Orlando theme parks! Low rates,

Top guest favorite

Two golf carts are parked on the driveway of a villa, one black and one red. Lush greenery, including palm trees, enhances the front yard, which is well-maintained and features a blend of grass and decorative plants. A clear blue sky and sunshine create a bright atmosphere.

Villa in The Villages

4.96 out of 5 average rating, 109 reviews

Villa 2 Master Suites/2 Golf Carts Great Location

Beautifully Remodeled Private Courtyard Villa with two King Master Suites. Both bedrooms come with King Posturepedic Pillow Top Mattresses and Premium bedding, each with their own private bathroom & 32" HDTV's. LOCATED PERFECTLY in the De La Vista North neighborhood between Spanish Springs & Sumter Landing both offering dinning and shopping. The property comes with 2 Golf Carts making getting around SUPER easy & FUN!

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Popular amenities for Sumter County villa rentals

Free parking on premises

Air conditioning

Private villa rentals

Top guest favorite

An aerial view reveals a kidney-shaped pool surrounded by lounge chairs, nestled within a landscaped area. Nearby, a tennis court and ample parking are visible, framed by lush greenery and palm trees. The structure to the side features shaded seating areas for relaxation.

Villa in Lady Lake

4.97 out of 5 average rating, 38 reviews

The villages Lake Sumter free golf car

A modern kitchen is prominently featured, showcasing a large island with seating for four. Light gray cabinetry complements the marble countertops. Stainless steel appliances and a computer station are visible, while a decorative artwork piece adds a subtle touch to the space.

Villa in Wildwood

5 out of 5 average rating, 4 reviews

Beautiful Upgraded Patio Villa in The Villages

A cozy living area is presented, featuring a light-colored carpet and large windows with white blinds. A plush sofa and chair provide seating, complemented by decorative lamps and a wooden coffee table. A dark furniture piece holds decor items, enhancing the room's inviting atmosphere.

Villa in The Villages

4.9 out of 5 average rating, 10 reviews

Central Location (The Villages, FL)

A private outdoor patio area is covered in lush green grass and bordered by neatly trimmed hedges. Potted plants and palm trees add a touch of greenery. The space is designed for relaxation, with a pathway leading to the adjacent concrete surface.

Villa in Lady Lake

5 out of 5 average rating, 4 reviews

Lovely 2 bedroom villa w/golf cart

The exterior of a single-story villa is presented, featuring a covered porch with blue chairs and colorful landscaping. A smooth driveway leads to a garage on the right side. Flowering shrubs add vibrancy in the foreground, with neatly trimmed grass completing the inviting curb appeal.

Villa in The Villages

4.93 out of 5 average rating, 42 reviews

3/2 Courtyard Villa w/Golf Cart Walk to Brownwood!

Top guest favorite

A modern living area features a tan leather sectional sofa complemented by navy throw pillows. A wooden coffee table sits in front, alongside a sleek floor lamp and a textured area rug. Natural light filters through the window with vertical blinds.

Villa in The Villages

4.97 out of 5 average rating, 75 reviews

When Quality & Location Matter

The exterior of the villa is presented, showcasing a well-maintained lawn and a paved driveway leading to a one-and-a-half car garage. Lush greenery and vibrant shrubs frame the entrance, complemented by a charming white picket fence and a welcoming front porch.

Villa in The Villages

4.75 out of 5 average rating, 12 reviews

2 Bedroom Villa with a Golf Cart GREAT Location

A golf cart is parked on a driveway in front of a light-colored villa. The property features a well-maintained yard with decorative plants and a white picket fence, while the facade of the villa is characterized by a simple yet welcoming design.

Villa in Okahumpka

5 out of 5 average rating, 4 reviews

Lucky Seahorse Villa

Villa rentals with a pool

Top guest favorite

The exterior of a single-story villa is presented, featuring a well-maintained lawn and a white picket fence. A golf cart is parked on the driveway beside a one-car garage, with a tree and landscaped garden adding to the inviting appearance.

Villa in The Villages

5 out of 5 average rating, 34 reviews

Lovely Patio Villa w/ King Suite. Prime location!

A well-maintained villa exterior is featured, with soft colors and a neatly trimmed lawn. A gas-powered golf cart sits in the driveway, surrounded by greenery, and a stylish, blue canopy provides shade. The sky above is clear with a few scattered clouds.

Villa in The Villages

4.79 out of 5 average rating, 33 reviews

The Villages - Patio Villa near Brownwood Sq.

The front view of a single-story home is displayed, featuring a landscaped garden with various shrubs and small plants. A white picket fence surrounds the property, and a golf cart is parked nearby. The American flag is visible near the roof, under a partly cloudy sky.

Villa in The Villages

4.9 out of 5 average rating, 20 reviews

Beautiful villa near Sumter Landing w/ Golf Cart

Top guest favorite

Villa in The Villages

4.96 out of 5 average rating, 56 reviews

Firefly Cottage with Golf Cart - Great Location

The open living area is highlighted by a cozy red sofa and a glass-top dining table surrounded by black chairs. A well-equipped kitchen is visible in the background, complemented by a pendant light above and fresh flowers on the dining table.

Villa in The Villages

4.85 out of 5 average rating, 13 reviews

The Villages Sunny Delight

Top guest favorite

An elegantly appointed dining area is highlighted by a dark table surrounded by gray upholstered chairs. Two candles sit atop the table, with a decorative bowl in the center. Soft lights hang overhead, illuminating the blue walls adorned with framed art and decorative shelves.

Villa in The Villages

4.86 out of 5 average rating, 244 reviews

Perfect "get-away" home for a couple or family!

Villa in The Villages

4.87 out of 5 average rating, 85 reviews

My Haven Is Heaven

Aerial view of the villa displays a well-maintained exterior with palm trees and landscaped shrubs. The driveway leads to a garage, and a circular pathway connects to a fenced yard, enhancing the tranquil outdoor space.

Villa in The Villages

4.86 out of 5 average rating, 71 reviews

AMAZING Location! Villa Near Lake Sumter Landing

Villa rentals with a hot tub

Villa in The Villages

New place to stay

Private Pool & Golf Cart! Villa By Spanish Springs

Top guest favorite

The home's exterior features a vibrant orange facade with a neatly manicured yard and landscaping of tropical plants and colorful stones. A golf cart is parked in the driveway, providing convenient access to nearby amenities.

Villa in The Villages

4.98 out of 5 average rating, 49 reviews

Courtyard Villa On Golf Course w/Cart & Hot Tub

Villa in The Villages

New place to stay

Courtyard Villa Near LSL with Hot Tub & Golf Cart!

Top guest favorite

An inviting entrance to the villa is framed by manicured landscaping, featuring shrubs and small plants. A smooth concrete driveway leads to a single-car garage, while sunlight casts soft shadows on the façade. The home showcases a light-colored exterior with red shutters.

Villa in The Villages

5 out of 5 average rating, 21 reviews

Beautiful Villa in the Heart of The Villages

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