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

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.

An inviting living area features a comfortable sofa facing large sliding glass doors. Through the doors, a serene lake view is visible, complemented by a vibrant sunset sky. A small outdoor seating area can be seen, along with potted plants adding a touch of greenery.

4.85 out of 5 average rating, 137 reviews

Lakefront 1BR Villa | Near Disney & Universal

Lakefront 1BR Townhouse Villa with gorgeous sunset views over the lake. Ideal for Convention Attendees Quic drive for OC Convention Center, International Drive, restaurants, Outlets AND 3-10 minutes drive from exciting theme parks: SeaWorld, Disney, Universal Studios and Volcano Bay. Fully stocked new kitchen, plush mattresses, fast WIFI, renovated shower and interior - all you need for a perfect Orlando holiday! Enjoy an enchanting wave of tranquility minutes from Orlando's top attractions

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, 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!

4.72 out of 5 average rating, 218 reviews

Lakefront Villa at a Prime Location

2 BEDROOMS/2 BATHROOMS VILLA Located in the Dr. Phillips neighborhood, right in the heart of the three main theme parks. ✔ 5 mins to Universal Studios, SeaWorld, and the Convention Center ✔ 8 mins to Disney Parks including Magic Kingdom and Epcot ✔ 3 mins to International Drive – packed with attractions, restaurants, and outlet malls Amazing view from the patio at night. You'll see the gorgeous lake and beautiful fireworks every night!

Popular amenities for villa rentals in Wildwood

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Private villa rentals

An aerial view reveals a kidney-shaped pool surrounded by lounge chairs, nestled within a landscaped area. Nearby, a tennis court and ample parking are visible, framed by lush greenery and palm trees. The structure to the side features shaded seating areas for relaxation.

4.95 out of 5 average rating, 39 reviews

The villages Lake Sumter free golf car

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, 35 reviews

Lovely Patio Villa w/ King Suite. Prime location!

Villa

5 out of 5 average rating, 3 reviews

Lakeside Golf course 4bed 3 bath Pool home

5 out of 5 average rating, 4 reviews

Private Patio | Pickleball | Pool | Golf | WiFi

A modern kitchen is prominently featured, showcasing a large island with seating for four. Light gray cabinetry complements the marble countertops. Stainless steel appliances and a computer station are visible, while a decorative artwork piece adds a subtle touch to the space.

Villa in Wildwood

Beautiful Upgraded Patio Villa in The Villages

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, 64 reviews

Duval 2Br Patio Villa with Golf Cart

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

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

Luxury villa rentals

4.91 out of 5 average rating, 54 reviews

The historic boutique inn features a two-story structure with a wraparound porch and large windows. The exterior showcases a combination of warm yellow walls and a dark roof, surrounded by lush greenery and moss-draped trees, offering a serene and inviting atmosphere.

Villa in Oakland

Historic Oakland Manor House

4.83 out of 5 average rating, 77 reviews

4,800 sf Estate | Pool, Lake, Weddings and Events

Villa in Clermont

New place to stay

EV_16147 - Coastal Manor

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

5BR Lakeview Home w/ Pool — 3 min to Universal

Villa rentals with a pool

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

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

4.8 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

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, 97 reviews

The Pac-Man House - Walk to Spanish Springs Square

4.95 out of 5 average rating, 75 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

A functional kitchen is presented with wooden cabinets and a spacious countertop. A microwave and stove are included among the appliances. Four bar stools are positioned at the counter, while sunlight enters through a window above the sink, illuminating the space.

4.5 out of 5 average rating, 4 reviews

Pennecamp Villa Near Lake Sumter