Villa holiday rentals in Wildwood

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, 20 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.

4.91 out of 5 average rating, 88 reviews

3BR at 1198 Merryweather Way; just 4nt min; pet ok

Large 3BR/2BA courtyard villa. Affordable luxury & 5-star reviews. PRIME LOCATION in CENTER of it all. Upscale furnishings. Walk to Lake Sumter Landing town square w/shops & restaurants. King & queen (new mattresses) & a full bed will sleep 6 comfortably. Fast WIFI; 2 Samsung Smart TVs (65" living room); 2 desks for laptop/at-home work. Private yard w/patio chairs. Vinyl plank floor. No carpet. I also manage 2br home across street. Rent both & sleep 10; Rest of 2026=4nt min. Pet ok $40 fee.

4.94 out of 5 average rating, 111 reviews

Cute N Cozy Villa near Disney, pool, Wi-Fi

Welcome to our Cute N Cozy villa, located in the beautiful Vacation Village community in Clermont, FL! This clean and beautifully updated 2 bed/2 bath, family friendly villa sleeps 6 and has all you need for an enjoyable getaway. Community amenities include an Olympic size heated pool, tennis/pickle ball courts, basketball, shuffle board, playgrounds, and lake access to Lake Louisa. Located approximately 25 minutes to Walt Disney World and conveniently located to other major theme parks.

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.

5 out of 5 average rating, 24 reviews

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 open-concept living space is visible, featuring a kitchen island with a speckled countertop. A dining table with several chairs is positioned nearby, while a comfortable seating area showcases a large TV, lighting, and decorative plants, contributing to a welcoming environment.

4.95 out of 5 average rating, 39 reviews

Location! Charming, Premium Courtyard Villa

LOCATION!!! This charming private, end of the block, courtyard villa is a very short walk to Sumter Landing. Walk to Caroline Community Pool and Rec Center. Near Mallory Hill Golf Course and Country Club. New to the rental market, this villa is pristine!! High end finishings throughout. Spacious open floor with 3 private bedroooms, 2 bathrooms, Lanai and Private Backyard. **Golf cart use is available for reservations that are 7 days or more. Golf cart use is subject to approval of host.

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.

4.86 out of 5 average rating, 119 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.

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, 263 reviews

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

Great getaway for a single, couple, or a family. Only an hour from the Disney Parks! By golf cart, you are only minutes from pools, rec. centers, golf courses and many dining options as well as the grocery store. The home includes a nice outdoor seating area. The "squares" provide FREE nightly entertainment. I offer a golf cart for getting around in The Villages. This get-away home is perfect for people looking to relax OR never be bored! It's always a great day at The Villages!

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, 13 reviews

North Villages Patio Villa

*Location!* Patio Villa with Cart We’re excited to welcome you to our cozy spot nestled between Lake Sumter Landing (1.6 miles) and Spanish Springs (2 miles), with shopping just a quick 10-minute drive away. **A recliner was added to the living room. This 2-bedroom, 2-bath patio villa has all the comforts of home. One King and One Queen bed. Three Smart TVs with Roku. We welcome young guests and small pets. An electric, four-seater golf cart for you to explore.

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.

5 out of 5 average rating, 14 reviews

Heart of The Villages

Stunning villa in The Villages! Whether you're looking for a peaceful retreat or an action-packed vacation, this home has it all. Enjoy breathtaking sunsets and serene water views from the patio and both bedrooms. The spacious open floor plan features a 65" TV and newer furniture, creating the perfect space for unwinding after a day of adventure. Near Sumter Landing and Spanish Springs, easy access to all the amenities and activities that The Villages has to offer.

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.

4.97 out of 5 average rating, 86 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!

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.

4.97 out of 5 average rating, 118 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!

Popular amenities for villa rentals in Wildwood

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Private villa rentals

Superhost

The Villages Cozy Courtyard Villa

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.

4.81 out of 5 average rating, 36 reviews

The Villages - Patio Villa near Brownwood Sq.

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.

4.75 out of 5 average rating, 16 reviews

2 Bedroom Villa with a Golf Cart GREAT Location

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.

4.78 out of 5 average rating, 74 reviews

Updated patio villa with 4 person gas golf cart!

5 out of 5 average rating, 6 reviews

Villa in Spring Hill

The Cozy Crib

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, 22 reviews

Hill Street Haus

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.

5 out of 5 average rating, 56 reviews

Palm Oasis Retreat - Dog Friendly w/golf cart

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.

4.87 out of 5 average rating, 77 reviews

AMAZING Location! Villa Near Lake Sumter Landing

Villa rentals with a pool

A bright living area features large windows that allow natural light to fill the space. A comfortable sectional sofa is paired with a wooden coffee table. A wall-mounted smart HDTV is visible, and greenery is positioned beside the windows, enhancing the inviting ambiance.

4.82 out of 5 average rating, 106 reviews

Family Friendly w/ KING bed, Resort Pool Sleep 4

4.93 out of 5 average rating, 27 reviews

An outdoor dining area features a black wicker table set for six, situated under a covered patio. The bright blue pool with decorative wall elements is visible through expansive screens, allowing for a seamless view of the outdoor space. Ceiling fans provide circulation.

Villa in Spring Hill

Cabana pool home. 3400sq ft Of luxury!

The exterior of the villa is showcased, featuring a well-maintained facade with a garage and a driveway. Lush palm trees and neatly trimmed bushes contribute to the inviting landscape, while a white privacy wall offers additional seclusion. The dynamic sky adds a vibrant backdrop.

4.99 out of 5 average rating, 71 reviews

Perfect location Lake Sumpter Villa w/ Golf Cart

4.94 out of 5 average rating, 64 reviews

A private swimming pool is enclosed within a screened patio, featuring a ladder for easy access. A vibrant green float rests on the water's surface, accompanied by a pool maintenance tool. Lush greenery is visible alongside the pool area, enhancing the serene environment.

Villa in Spring Hill

Charming 3 Bedroom Villa with heated pool

Superhost

A comfortable living area is presented with two sofas adorned with decorative pillows, facing each other. A wooden coffee table is placed in the center on a patterned area rug. Natural light enters through two large windows, complemented by two table lamps providing additional illumination.

4.71 out of 5 average rating, 7 reviews

Stunning Courtyard Villa

An inviting entryway features a vintage Pac-Man arcade game next to a wooden console table. A well-lit lamp sits atop the table, alongside a decorative flower arrangement. A large clock adorns the wall, complementing the neutral color scheme and accentuating the space’s welcoming ambiance.

4.98 out of 5 average rating, 96 reviews

The Pac-Man House - Walk to Spanish Springs Square

4.95 out of 5 average rating, 74 reviews

The image captures a serene salt-water pool, framed by lush green palm plants. Sunlight filters through the trees, casting dappled shadows on the pool deck. A white tiled backdrop enhances the tranquil setting, complemented by vibrant foliage surrounding the area.

Villa in Mount Dora

La Maison Musique, 9 beds, French Pool Villa, Pets

4.92 out of 5 average rating, 13 reviews

Welcome to the Villages

Villa rentals with a hot tub

A collage of various resort images showcases different views of the properties. Features include swimming pools, dining areas with plated meals, interiors of rooms with beds, and exteriors highlighting the surrounding landscapes. Vibrant greenery and waterfront views are also visible.

Villa in Kissimmee

Villas MC Resorts

Spacious Retreat near Florida Citrus Tower

New place to stay

SWISS 24 - Lake Stephanie

4.4 out of 5 average rating, 5 reviews

Courtyard Villa Near LSL with Hot Tub & Golf Cart!

The outdoor pool area is framed by a screened enclosure, reflecting the warm lights above. The pool water shimmers softly, and a colorful beach ball rests on the surface. A glimpse of the inviting interior, including white furniture, is visible through the large windows.

4.98 out of 5 average rating, 42 reviews

Luxury home | Lakeside Landing

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