Villa holiday rentals in Wildwood

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 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!

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

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 Wildwood villa rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Private villa rentals

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!

5 out of 5 average rating, 6 reviews

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

Lucky Seahorse Villa

4.77 out of 5 average rating, 22 reviews

Courtyard Villa w/ Lanai & Community Amenities!

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

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 pool

A modern kitchen is complemented by stainless steel appliances and a round dining table surrounded by white chairs. A decorative wall featuring greenery adds a touch of nature, while the open space leads to a cozy living area with a comfortable sofa.

4.79 out of 5 average rating, 107 reviews

Charming Villa near Disney, pool, 4 beds, sleeps 5

4.93 out of 5 average rating, 95 reviews

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

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

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!

4.98 out of 5 average rating, 94 reviews

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.

Villa in Lady Lake

The Pac-Man House - Walk to Spanish Springs Square

4.93 out of 5 average rating, 60 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 spacious living area features a light-colored sofa and a dark accent chair. A large wall-mounted TV is positioned above a low bench. Two windows allow natural light to fill the room, which is enhanced by a decorative area rug beneath a coffee table.

Villa # 2888

The exterior of the house features a charming design with a white porch and a metal roof. Lush green grass surrounds the property, and tall trees provide a natural backdrop. Large windows allow ample natural light into the inviting entry area.

Villa # 2918

A charming single-story villa is framed by lush greenery and large trees, featuring a welcoming front porch with white railings. Large windows allow natural light to fill the interior spaces. The property is set amidst open fields and a well-maintained lawn.

Villa 2934

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.

4.97 out of 5 average rating, 31 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 # 2906