Villa holiday rentals in The Villages

4.95 out of 5 average rating, 58 reviews

Cindy's Place, Patio Villa, Prime Location w/Cart!

Prime location between Spanish Springs & Lake Sumter Landing town squares. This 2 bedroom, 2 bath patio villa has everything you need for your home away from home, including a 4 seater golf cart. The open concept living area has tiled floors & plank flooring in the bedrooms. The villa has a enclosed front lanai & a peaceful nature preserve in the backyard. Minutes away from shopping centers, restaurants, pools & golf courses. There is no smoking anywhere on the premises & we have a no-pet policy

A spacious living area features two comfortable sofas, one adorned with floral patterns. A coffee table sits centrally on a patterned rug. Natural light filters through large windows, with the kitchen area visible in the background, equipped with modern appliances.

4.93 out of 5 average rating, 15 reviews

2/2 Courtyard Villa in INCREDIBLE Location

Tasteful 2 bed/2 bath courtyard Villa, minutes to Lake Sumter Landing. Villa boasts modern comfortable furniture, with an enclosed lanai that overlooks a private fenced in backyard. Gas cart included with stay. Location within the community is ideal, being only a five minute golf cart ride to all the shops restaurants, and entertainment provided at Lake Sumter Landing, as well as multiple golf courses. Quiet and peaceful, yet ideal for those who wish to partake in all The Villages has to offer.

A single-story villa is set against a clear sky, featuring a double garage and a neatly maintained lawn. Decorative stones line the front yard, bordered by a white picket fence. A palm tree provides a touch of greenery to the inviting exterior.

4.88 out of 5 average rating, 81 reviews

Patio Villa Near BrownWood

Enjoy your beautiful Colony Patio Villa in PINELLAS. Near Brownwood Town Square, Eisenhower regional rec center, & Bonifay and Evan’s Prairie CCs. WALKING DISTANCE to Big Cypress, 3 executive courses, and PINELLAS PLAZA (with Winn Dixie, restaurants & more) January to March bookings must be for a full calendar month (beginning and ending on the 1st and last, respectively) The Villages is an Active 55+ Community. Young visitors are allowed for limited periods with plenty of family activities.

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.

4.95 out of 5 average rating, 38 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 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.

5 out of 5 average rating, 17 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!

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.

4.9 out of 5 average rating, 84 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 it all. Upscale furnishings. Short walk to town square w/shops & restaurants. King, queen, full beds all with newer quilts sleep 6 comfortably. Fast WIFI, 2 newer 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. Apr 2026=5nt min. Pet ok w/fee.

5 out of 5 average rating, 24 reviews

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

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 .

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.

4.85 out of 5 average rating, 112 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.

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.

4.96 out of 5 average rating, 82 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!

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.

4.94 out of 5 average rating, 63 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,

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.

4.96 out of 5 average rating, 114 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!

A comfortable living area is presented with a neutral-toned sofa and decorative pillows. Natural light streams through large windows. A fan hangs from the ceiling, and a small dining table with chairs is positioned by the sliding doors leading to the outdoor space with views of the golf course.

4.86 out of 5 average rating, 59 reviews

Villa with a view (golf & water) *newly remodeled

Enjoy golf course (2 holes) and water view in this newly renovated 2 bedroom/2 bathroom courtyard villa located in the Village of Calument. The lush landscape with adorning palm trees offer nice privacy while relaxing in the enclosed lanai. The villa is set up higher above the 4th hole of the Oakleigh course providing a spectacular view of the water and two holes without obstruction of any cart path.

Popular amenities for The Villages villa rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Private villa rentals

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.

4.79 out of 5 average rating, 33 reviews

The Villages - Patio Villa near Brownwood Sq.

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.

4.93 out of 5 average rating, 44 reviews

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

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.

4.8 out of 5 average rating, 70 reviews

Updated patio villa with 4 person gas golf cart!

A patio area features a round table surrounded by six chairs, positioned beneath a vibrant red umbrella. Lush greenery and colorful flowers line the edges, while a decorative fountain adds a touch of elegance. The villa's exterior is well-kept, with a clear blue sky overhead.

5 out of 5 average rating, 11 reviews

North Villages Patio Villa

The exterior of a single-story house is presented, featuring a rich brown siding with white accents. Two garage doors are visible, complemented by landscaping that includes a manicured lawn and shrubs. A white picket fence outlines the property against a backdrop of trees.

5 out of 5 average rating, 20 reviews

Hill Street Haus

Superhost

A spacious bedroom is features a contemporary design with a large bed topped with decorative pillows in shades of blue and yellow. Wooden accent walls provide texture, while soft lighting is emitted from wall sconces. Two closet doors are visible, adding to the room's functionality.

Villa in Leesburg

4.9 out of 5 average rating, 20 reviews

Cozy Corner 5-Near Villages- Luxury Villa-King Bed

The exterior of a blue villa is displayed, featuring a prominent garage and a white picket fence. A neatly paved driveway leads to the entrance. Landscaping includes green grass and a small tree with reddish foliage in front of the home, under a partly cloudy sky.

5 out of 5 average rating, 8 reviews

New Ultra Clean Patio Villa. Great location!

Villa in The Villages/ Lady Lake

An aerial view reveals a community recreation center with a sparkling pool surrounded by sun loungers. Lush greenery and a golf course are visible in the background. A spacious parking area accommodates several vehicles, enhancing accessibility for visitors.

4.85 out of 5 average rating, 73 reviews

The Villages Spanish Spring with free Golf cart

Villa rentals with a pool

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.

5 out of 5 average rating, 34 reviews

Lovely Patio Villa w/ King Suite. Prime location!

4.77 out of 5 average rating, 22 reviews

Courtyard Villa w/ Lanai & Community Amenities!

The exterior of the villa is highlighted by well-maintained landscaping, featuring tropical palm trees and decorative gravel. Soft lighting enhances the entryway, while a charming sign stands by the walkway. The sky showcases a colorful sunset, adding warmth to the inviting scene.

5 out of 5 average rating, 15 reviews

Palm Villa Retreat with golf cart

Superhost

Villa in Clermont

New place to stay

8BD/6BA w/ Home Theater, Game Room, Private Pool!

5 out of 5 average rating, 14 reviews

A single-story villa is set against a backdrop of dramatic dark clouds. The light-colored exterior is complemented by a well-maintained green lawn. A white picket fence surrounds the property, with a gravel pathway leading to the entrance and a screen porch visible in the foreground.

Villa in Lady Lake

Heart of The Villages

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.

4.86 out of 5 average rating, 257 reviews

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

4.85 out of 5 average rating, 89 reviews

My Haven Is Heaven

A spacious pool area is enclosed by a black lanai, allowing for peaceful views of the surrounding greenery. The shimmering water reflects the sky while a waterfall feature adds a serene touch to the inviting swimming pool.

5 out of 5 average rating, 12 reviews

Golf Front and Water view 3 Bedroom Villa

Villa rentals with a hot tub

A modern bathroom features a walk-in shower with a glass partition and stylish tile accents. A round mirror is mounted above a dark vanity, which offers storage space. Soft, neutral tones create a clean and inviting atmosphere, complemented by natural light from a small window.

Villa # 2908

Villa # 2888

Villa # 2918

Villa 2934

Courtyard Villa Near LSL with Hot Tub & Golf Cart!

A charming two-story home features a welcoming front porch with rocking chairs. Large windows allow natural light to fill the interior. The exterior is painted in neutral tones, complemented by a metal roof and surrounded by greenery.

Villa in Weirsdale

Villa # 2906