Villa vacation 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, 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

Villa in Clermont

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, 26 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 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, 269 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, 128 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 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.

4.95 out of 5 average rating, 19 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, 31 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 Wildwood villa rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Private villa rentals

5 out of 5 average rating, 5 reviews

Villa in Wildwood

Pondside Leffers Escape (Fenney)

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, 65 reviews

Duval 2Br Patio Villa with Golf Cart

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, 72 reviews

Perfect location Lake Sumpter Villa w/ Golf Cart

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, 76 reviews

Updated patio villa with 4 person gas golf cart!

5 out of 5 average rating, 19 reviews

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.

Villa in Fruitland Park

Palm Villa Retreat with golf cart

5 out of 5 average rating, 11 reviews

Villa in Spring Hill

The Cozy Crib

Superhost

Villa in Homosassa

5 out of 5 average rating, 3 reviews

Luxury Waterfront Villa at the NEW! SaltBreeze

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

Villa rentals with a pool

Superhost

4.82 out of 5 average rating, 108 reviews

Private Patio | Pickleball | Pool | Golf | WiFi

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.

Villa in Clermont

Family Friendly w/ KING bed, Resort Pool Sleeps 5

4.93 out of 5 average rating, 28 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!

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, 16 reviews

Heart of The Villages

4.94 out of 5 average rating, 67 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 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

4.8 out of 5 average rating, 5 reviews

New Homosassa River View 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.

4.97 out of 5 average rating, 98 reviews

The Pac-Man House - Walk to Spanish Springs Square

4.95 out of 5 average rating, 79 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

Villa rentals with a hot tub

A large resort pool area is surrounded by palm trees and lounge chairs. The multi-story building, featuring balconies, is visible in the background. A few guests are seen enjoying the pool, while a covered seating area is positioned to the left.

Villa in Orlando

4.78 out of 5 average rating, 9 reviews

Westgate Lakes Resorts and Spa!

4.5 out of 5 average rating, 6 reviews

Courtyard Villa Near LSL with Hot Tub & Golf Cart!

4.96 out of 5 average rating, 45 reviews

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.

Villa in Clermont

Luxury home | Lakeside Landing

5 out of 5 average rating, 46 reviews

The Coconut Courtyard-Private pool & Tiki Hot tub

A spacious outdoor area features a hot tub and a swimming pool, both surrounded by a screened enclosure. The hot tub is bordered by colorful tiles, and lounge chairs are positioned nearby for relaxation. A relaxing atmosphere is created by the serene setting.

Villa in Inverness

4.7 out of 5 average rating, 92 reviews

Tropical 4/3 villa with pool & spa

4.91 out of 5 average rating, 140 reviews

Villa in Doctor Phillips

Modern 1BR Guesthouse

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.

4.98 out of 5 average rating, 57 reviews

Courtyard Villa On Golf Course w/Cart & Hot Tub