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Villa vacation rentals in Wildwood

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Top-rated villa rentals in Wildwood

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Top guest favorite

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.

Villa in The Villages

4.98 out of 5 average rating, 66 reviews

Perfect location Lake Sumpter Villa w/ Golf Cart

Location, Location, beautiful 2 bedroom villa with 2-seater golf cart, is located in the desirable neighborhood of Creekside Landing. This villa is within walking distance of Lake Sumter Landing town square where you will find shopping, restaurants, a movie theater and FREE nightly live entertainment. Edgewater neighborhood Recreation Center with a pool, as well as Canal Street Recreation Center with activities such as shuffleboard courts, bocce courts, card rooms and so much more. This villa is beautifully decorated in a warm and inviting style. The kitchen is fully equipped with everything you’ll need to prepare meals and entertain friends. The living room offers plenty of comfortable seating with a flat screen TV. The master bedroom has a king size bed, flat screen TV, large walk-in closet and a private master bath with a walk-in shower, complete with towels and linens. The guest bedroom and guest bath comes completed with lines and towels for your guest’s comfort. There is a screened lanai with comfortable seating and a privacy wall . This villa comes complete with WiFi. With the purchase of resident ID cards you can use any of the 29 executive golf courses with no greens fees. You pay resident rates in greens fees at the 11 championship courses. You are also entitled to use any of the family- friendly and adult (30 and older) swimming pools, and organized activity swimming pools, There are over 1,000 organized activities each week through the recreation centers. Rates are based on double occupancy. Rates shown do not include taxes and additional fees

The villa's exterior is showcased against a vibrant sunset, featuring well-maintained landscaping with lush green grass and floral accents. The structure includes large windows and a welcoming front entrance, illuminated by soft outdoor lighting.

Villa in The Villages

5 out of 5 average rating, 8 reviews

Sunny Sky's Paradise w/Golf Cart

Experience unparalleled relaxation at our stunning new patio villa. This beautifully designed home features an open floor plan, a spacious two-car garage, a screened-in porch, and an outdoor patio. Enjoy the vibrant lifestyle of The Villages with endless activities—all just a golf cart ride away. Our villa is equipped with everything you need: bikes, a golf cart, high-speed internet, smart TVs, and more. Conveniently located near top attractions like Orlando, Disney World, and numerous beaches.

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

5 out of 5 average rating, 17 reviews

Heated Pool Golf Cart Dog Friendly in The Villages

Nestled amidst lush greenery and shrubs ,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. The flow between indoor and outdoor spaces offers an ideal retreat. Conveniently located, Vida Rosa is just a short golf cart ride away from the squares of Spanish Springs and Lake Sumter offering a variety of restaurants, shopping, and entertainment.

A well-maintained courtyard villa is set against a serene sunset backdrop. Lush green landscaping surrounds the property, while a golf cart is parked prominently on the driveway. Soft lighting from a lantern complements the inviting exterior of the home.

Villa in The Villages

4.96 out of 5 average rating, 23 reviews

Better Than A 5 Star HOTEL IN The Villages

Welcome to The Villages! Don't miss this opportunity to rent this Courtyard Villa comes with GOLF CART in a fantastic location. less than 1.5 miles from LAKE SUMTER LANDING and 1.5 miles from SPANISH SPRINGS Town Square, enjoy nightly entertainment as well a variety of great restaurants plenty of shopping. 100 Community Pools 13 Recreation Centers with Pickle Ball, Shuffleboard, Billiards, Study groups, etc. 4 Town Squares with nightly Live entertainment. 44 Golf Courses NO PETS ALLOWED

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.

Villa in The Villages

4.78 out of 5 average rating, 64 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

Top guest favorite

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.

Villa in The Villages

5 out of 5 average rating, 8 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 private pool area is enclosed by a spacious screen, featuring a clear blue pool with steps leading in. Two white lounge chairs are set beside the pool, offering a relaxing spot under the sun. Lush greenery is visible in the background.

Villa in Kissimmee

4.93 out of 5 average rating, 134 reviews

Beautiful Villa with pool near Orlando attractions

This home with a private pool is just what your family needs for that memorable vacation in Orlando. The privacy fence around the house provides the privacy you deserve to enjoy your private backyard and pool to the max! we focus the design to create the story of a perfect vacation for you, your family, and your friends. Enjoy the game room full of gaming options. Our Home is close to major parks and attractions such as Disney, Universal, Sea World, Gift shop, and Outlets.

Top guest favorite

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.

Villa in The Villages

4.96 out of 5 average rating, 79 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!

Top guest favorite

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.

Villa in The Villages

5 out of 5 average rating, 42 reviews

Palm Oasis Retreat - Dog Friendly w/golf cart

Looking for a beautiful courtyard villa in a great location? Look no more! Conveniently located between Brownwood and Lake Sumter Landing, and close to Colony Plaza which includes grocery, gas, restaurants and more. This newly renovated villa is in the sought after Village of Charlotte. Located right in the middle of all the fun, this property is a short golf cart ride to the Charlotte Neighborhood pool, Captiva Recreation Center, shopping, and restaurants.

Top guest favorite

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.

Villa in The Villages

4.93 out of 5 average rating, 60 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,

Top guest favorite

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.

Villa in The Villages

4.96 out of 5 average rating, 106 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 dining area is seen with a long white table set for eight guests, adorned with plates and simple decorations. Natural light enters through sliding glass doors, revealing a view of the outdoor pool. A potted plant adds a touch of greenery to the space.

Villa in Clermont

4.92 out of 5 average rating, 119 reviews

Family Retreat Near Disney & Lake Louisa: Sleeps 7

Relax and enjoy a peaceful vacation with family and friends at our beautiful Contact Free Check in and full renovated home. This exceptional 3 bedroom, 3 bathroom with pool, home is splendid for families or groups up to 7 guests. Located in Four Corners, with just short drive away from Magic Kingdom, Epcot, Animal Kingdom, Hollywood Studios, Disney Springs, Universal Studios, Sea World, and more.

Vacation rentals for every style

Get the amount of space that is right for you

Apartments

Convenient locations with everyday essentials

Houses

A space thats all yours, with room for everyone

Cottages

Quaint homes, peaceful surroundings

Popular amenities for Wildwood villa rentals

Free parking on premises

Air conditioning

Private villa rentals

The exterior of a spacious villa features a welcoming entrance with a large arched doorway. Flanking the entrance are two palm trees and neat landscaping. A three-car garage is visible, along with a wide driveway leading to the front door.

Villa in Four Corners

4.82 out of 5 average rating, 28 reviews

Spacious 4 bed South Facing Pool Villa near Disney

The exterior of a one-story villa is displayed, featuring a single-car garage and a neatly landscaped front yard. A gated entry leads to a pathway leading to the front door. Tall trees in the background provide a natural setting.

4.92 out of 5 average rating, 59 reviews

Cute home in Ocala/ 7Minutes to Silver Springs

The exterior of a villa is shown, featuring a tiled roof and an arched entrance. Lush green landscaping, including a variety of shrubs and grass, frames the walkway leading to the front door. A driveway provides access to two garage doors.

Villa in Dade City

4.93 out of 5 average rating, 30 reviews

Golf Villa at Lake Jovita Golf & County Club

A classic arcade game console stands in the living area, featuring the popular game 'Golden Tee'. The console is situated next to wooden furniture, which includes a desk with a chair. A large TV is visible in the background, along with decorative elements on the wall.

Villa in Lady Lake

4.85 out of 5 average rating, 48 reviews

The 19th Hole - Walk to Spanish Springs Square

The living area features a comfortable couch and two armchairs, with a glass coffee table placed on a textured rug. A large television is positioned on a stand, and light streams in through the nearby window, enhancing the bright and inviting space.

Villa in The Villages

4.96 out of 5 average rating, 56 reviews

Firefly Cottage with Golf Cart - Great Location

Top guest favorite

The exterior of the villa features a well-maintained landscape with green grass and palm trees. The home has a light green facade, a two-car garage, and arched windows lending a welcoming appearance under a clear blue sky.

Villa in Clermont

5 out of 5 average rating, 15 reviews

Sunset Paradise Villa in Orlando, Disney area.

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

4.95 out of 5 average rating, 59 reviews

Charming 3 Bedroom Villa with heated pool

Top guest favorite

An inviting heated saltwater pool is enclosed within a screened area, reflecting soft evening light. Decorative string lights are seen overhead, enhancing the ambiance of the space. A welcome sign is displayed at the forefront, suggesting a serene and relaxing atmosphere.

Villa in The Villages

5 out of 5 average rating, 29 reviews

The Coconut Courtyard-Private saltwater Pool-clean

Luxury villa rentals

The open-concept living area features modern furnishings and a cozy atmosphere. A spacious gray sofa adorned with yellow pillows is positioned in front of a stylish coffee table. Light-colored cabinets and stainless steel appliances are visible in the kitchen area, enhancing the inviting ambiance.

Villa in Kissimmee

4.05 out of 5 average rating, 40 reviews

Gorgeous and Luxurious Vacation Home

A vibrant game room features themed decor inspired by Super Mario Bros. A pool table is positioned in the center, with neon accents illuminating the space. The walls display colorful graphics of characters, creating an exciting atmosphere for entertainment.

Villa in Clermont

4.89 out of 5 average rating, 9 reviews

Luxury 8-Bedroom Villa with Private Pool

Villa in Davenport

4.17 out of 5 average rating, 6 reviews

Luxury 13 BR Orlando Disney Villa Pool SPA Game RM

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.

Villa in Orlando

New place to stay

5785High

The exterior of a two-story house is showcased, featuring a light-colored façade. Tall palm trees are planted in the yard, and lush greenery lines the walkway. The front porch includes arched windows and a double garage door, contributing to the home's inviting presence.

Villa in Clermont

4 out of 5 average rating, 4 reviews

16BR/9BA Glenbrook Resort Villa

Top guest favorite

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

4.96 out of 5 average rating, 24 reviews

Cabana pool home. 3400sq ft Of luxury!

Top guest favorite

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.

Villa in Orlando

4.96 out of 5 average rating, 53 reviews

Near Universal: Pool, Cinema, Games & Themed Rooms

An aerial view captures the vibrant resort-style pool surrounded by lush palm trees and cozy cabanas, highlighting a sunny day. A modern dining area features a round table with plush chairs, while the exterior showcases a pastel-colored townhome with a manicured garden.

Villa in Orlando

New place to stay

8000 One of a Kind Resort Retreat at VistaCay #108

Villa rentals with a pool

An inviting pool area features a spacious pool with an adjoining spa, framed by lounge chairs for relaxation. A covered seating area with contemporary furniture offers shade, while light filters through the overhead screen enclosure, creating a comfortable outdoor retreat.

Villa in Kissimmee

4.73 out of 5 average rating, 75 reviews

Stunning Private Courtyard 3 Bed Villa

The image displays a collage of four scenes from the villa. A cozy bedroom with light-colored bedding is highlighted, featuring playful artwork on the walls. The outdoor pool area is visible, enclosed in a screened patio. A modern kitchen with stainless steel appliances is showcased, emphasizing a spacious layout.

Villa in Clermont

4.81 out of 5 average rating, 16 reviews

Prime Location: 4BR Getaway w/ Theme & Game Room

Top guest favorite

A spacious outdoor swimming pool is visible, featuring clear blue water and a large surrounding deck. The pool is equipped with a handrail for accessibility. Lush trees and greenery frame the area, providing shade. A storage building is located nearby, adding to the community feel.

Villa in Clermont

4.94 out of 5 average rating, 87 reviews

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

A fenced pool area features a crystal-clear heated pool surrounded by a screened enclosure. Several loungers are positioned around the pool, with lush greenery visible in the background and a bright blue sky enhancing the outdoor space.

Villa in Clermont

4.93 out of 5 average rating, 61 reviews

Beautiful 3bed 2bath house with pool near Disney

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.

Villa in Clermont

4.79 out of 5 average rating, 19 reviews

Your home near Disneyworld + Club house access

Top guest favorite

Villa in Clermont

4.96 out of 5 average rating, 24 reviews

Orlando Villa w private pool close to Disney Parks

A well-lit living area features a comfortable sofa and a patterned accent chair. A coffee table sits in front of the sofa, complemented by a dining table nearby. Large windows are adorned with sheer curtains, allowing natural light to fill the space.

Villa in Kissimmee

4.79 out of 5 average rating, 102 reviews

5 miles to Disney's Main Gate! Single level Villa.

Villa in Clermont

4.82 out of 5 average rating, 57 reviews

Immaculate 5b/3.5b Villa with Private Pool

Quick stats about villa rentals in Wildwood

Total rentals
100 properties
Nightly prices starting at
R537 ZAR before taxes and fees
Total number of reviews
2.1K reviews
Family-friendly rentals
100 properties are a good fit for families
Pet-friendly rentals
50 properties allow pets
Rentals with a pool
40 properties have a pool

Destinations to explore