Villa holiday rentals in Wildwood

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, 22 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, 89 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, 114 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.

5 out of 5 average rating, 26 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 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 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, 266 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. Golf cart included in price 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!

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, 124 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 spacious bedroom features a lavishly dressed bed with neutral-toned linens and pillows. Natural light streams through the large window, illuminating the room's elegant design. The cozy area incorporates soft furnishings and modern accents, creating a serene and comfortable environment.

4.97 out of 5 average rating, 154 reviews

At Lakes Upscale Villa/Near to Downtown Orlando

Experience the extraordinary and awe-inspiring estate, where every detail has been meticulously crafted to indulge and pamper our esteemed guests. Featuring exquisite design concepts that encompass only the finest materials and finishes. With a plethora of remarkable and exclusive attributes, immerse yourself in spaces designed to cater to both intimate gatherings and groups. Embrace the essence of elegance and efficiency, in the presence of our top-of-the-top-grade appliances.

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, 17 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 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, 88 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!

4.97 out of 5 average rating, 30 reviews

2378 Chestnut Terrace, W/K&Q Beds, W/Gas Golf Cart

This Locations Booking Prices are July August and September at 80.00 per night requiring a minimum stay of 7 nights. May, June, October and November require a minimum stay of 07 nights at 85.00 per night. April and December require a minimum stay of 14 nights at 100.00 per night. January, February and March require a minimum stay of 07 days at 150.00 per night. Check calender for availability. Longer stays in the off months may be discounted.

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, 58 reviews

Courtyard Villa | Golf Cart + Dog Friendly

Welcome to Palm Oasis Retreat, a dog-friendly courtyard villa in The Villages! Ideally located between Brownwood Paddock Square and Lake Sumter Landing, this charming home features 2 bedrooms, 2 baths, a private fenced courtyard, enclosed lanai, gas grill, and a complimentary 2-seater gas golf cart. Enjoy easy access to golf, dining, shopping, recreation centers, and nightly entertainment—all designed for a relaxing and memorable stay.

Popular amenities for villa rentals in Wildwood

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Private villa rentals

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, 108 reviews

Family Friendly w/ KING bed, Resort Pool Sleeps 4

5 out of 5 average rating, 10 reviews

Villa in Spring Hill

The Cozy Crib

4.94 out of 5 average rating, 65 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

A modern living area features a sleek sectional sofa adorned with plush pillows. A circular coffee table sits in front, while a wall-mounted television displays a cozy fireplace. Ambient lighting highlights the textured wall behind a stylish accent chair, creating a relaxed environment.

5 out of 5 average rating, 35 reviews

Magical 5BR Themed Pool home + Game Room!

4.8 out of 5 average rating, 5 reviews

A two-story villa is set amidst lush greenery, featuring a spacious front porch with three large windows. A covered parking area is located beneath the house, with a boat trailer parked on a concrete surface. The property is accessible via a quiet street.

Villa in Homosassa

New Homosassa River View villa

4.79 out of 5 average rating, 29 reviews

Stunning 3 bed former model home (329656)

4.92 out of 5 average rating, 26 reviews

Villa in Meadow Woods

Beautiful house 20 minutes from the theme parks

The entrance of a single-story villa is captured under a clear blue sky. Tall palm trees are positioned in the front yard, casting shadows on the driveway. A spacious garage is visible, along with well-maintained landscaping featuring lush green grass.

4.64 out of 5 average rating, 14 reviews

Furnished Home | Ideal for Corporate Relocation

Luxury villa rentals

Four distinct themed playrooms are showcased. The first features superhero wall decor and an interactive setup. The second incorporates a castle design with a staircase. The third resembles a cozy cabin, complete with a porch. The fourth displays a vibrant sports theme with games and artwork.

5785Highseas

4.91 out of 5 average rating, 35 reviews

Retreat w/ Pool, Summer Kitchen + PS5 | Intl Drive

A vibrant game room features a foosball table and gaming chairs arranged in front of an entertainment setup. Colorful wall art of a superhero character adds an energetic touch, while ambient lighting casts a lively atmosphere throughout the space.

4.97 out of 5 average rating, 86 reviews

Villa w/ Pvt Pool + Game Room & Xbox | Intl Drive

An outdoor pool area is enclosed by a screened lanai, featuring a sparkling blue pool and comfortable lounge chairs arranged around it. A dining space with wooden furniture and a summer kitchen is visible, surrounded by bright natural light from nearby windows.

4.96 out of 5 average rating, 74 reviews

Villa w/ Game Room + Summer Kitchen | Intl Drive

A spacious pool area features a large, inviting swimming pool surrounded by a screened enclosure. Poolside loungers are positioned under large umbrellas, while an outdoor dining table is visible in the background, enhancing the relaxing atmosphere.

4.93 out of 5 average rating, 81 reviews

Villa w/ Pool + Cinema & Game Room | Intl Drive

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.

4.96 out of 5 average rating, 45 reviews

Luxury home | Lakeside Landing

A spacious living area features a large L-shaped brown sectional sofa adorned with red and patterned throw pillows. A wooden coffee table sits in the center, accompanied by an elegant armchair in a soft cream color. Warm lighting is provided by two table lamps on either side.

Villa

5 Star Villa with 4 Bedrooms, Florida Villa 3863

4.74 out of 5 average rating, 31 reviews

Luxury 6BR near Universal, Pool, Spa & Game Room

Villa rentals with a pool

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, 37 reviews

The Villages - Patio Villa near Brownwood Sq.

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

5 out of 5 average rating, 13 reviews

5BR Pool Townhome Near Disney • Gameroom

The exterior of a contemporary two-story home is presented, featuring a sleek design with a combination of light and dark colors. A spacious driveway is bordered by low-maintenance landscaping, including small shrubs and decorative stones. Large windows fill the front facade, enhancing natural light.

4.85 out of 5 average rating, 40 reviews

Your home near Disneyworld + Club house access

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, 79 reviews

AMAZING Location! Villa Near Lake Sumter Landing

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

A spacious bedroom is highlighted by a king bed with a blue floral-patterned duvet cover. Natural light filters through large windows with sheer curtains. Two nightstands with lamps flank the bed, and a flat-screen television is placed on a wooden dresser.

4.73 out of 5 average rating, 40 reviews

Next to Universal & OCC 3BD/4BA@Vista Cay