Villa vacation rentals in Winter Garden

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Top-rated villa rentals in Winter Garden

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Top guest favorite
A spacious living area features light-colored sofas arranged around a glass coffee table atop a patterned rug. Natural light floods the room through large windows, highlighting the high vaulted ceiling. An archway leads to another room, while greenery adds a touch of nature.
Villa in Kissimmee
4.92 out of 5 average rating, 164 reviews

Relax & Play :Luxury Villa Near Disney w/ Pool&Spa

Enjoy a stay at our luxurious fully equipped lakefront vacation pool Villa. All the creature comforts you enjoy at home, plus a few extras! • Beautifully maintained, quiet & safe resort-like neighborhood • Screened in Lanai enclosing private pool & hot tub • Extra privacy as this Villa has no neighbors in the back plus tropical hedges surrounding Lanai. • Only 3 miles to Disney and only 18 miles to Universal • Onsite Washer & Dryer • Fiber Gigabit WiFi 940Mbps • Easy Self checkin • Pet Friendly

Top guest favorite
A themed game room showcases a Batman-inspired design with a bright yellow slide leading to a two-level play area. An air hockey table is positioned prominently, surrounded by stylized dark walls, creating an immersive gaming environment.
Villa in Kissimmee
4.98 out of 5 average rating, 130 reviews

Sleeps 21|Free Pool Heat|15 min to Disney|Hot Tub

Make memories to last a lifetime in our luxurious seven-bedroom home (sleeps 21) at Orlando's premier vacation community. Enjoy your own Batman cave game room, private pool (heated at no extra charge*), and hot tub. Our 100% Five-Star rating from previous guests and our generous cancellation policy means you can book with confidence. Only 15 minutes to Disney and a short walk to a fabulous resort clubhouse with free access to a lavish pool, kids waterpark, restaurant, playground, gym, and more!

Guest favorite
An inviting outdoor pool area is featured, surrounded by a protective screen enclosure. The pool water is a clear turquoise, reflecting the evening sky. Comfortable seating is arranged nearby, alongside a BBQ grill. Soft lighting enhances the tranquil atmosphere.
Villa in Davenport
4.94 out of 5 average rating, 120 reviews

❤NEW Gorgeous 5br/3.5ba|POOL| Game ROOM| Disney

Nestled in the peaceful 4 Corners community close to Disney & top rated attractions, Target, Publix & restaurants. Newly updated, inviting and modern 2 level, 5 bedroom/3.5 bath with comfortable luxurious beds! Equipped with a private pool (heat for an extra fee), game room, BBQ grill & free Nespresso. Out back is a mini golf putting green, corn hole and fire pit for the family to gather around under the warm vibe of string lights. A place for the family to retreat, relax, reset and have fun!

Guest favorite
A private pool is surrounded by a screened enclosure, reflecting the bright blue sky. Two lounge chairs are positioned near the pool, with light-colored walls and large glass doors providing views of the backyard. A clock is mounted on the wall, indicating the time.
Villa in Kissimmee
4.91 out of 5 average rating, 106 reviews

Lakeside Villa, Sunny Pool Deck, 10Min From Disney

At this peaceful and centrally-located place you will wake up with a lake view, a private pool, and beautiful spacious clean space. You will be in a gated community complete with community pool and playground. This home facing south so you can sun bathing all day. You'll be minutes away from majors theme parks. Such as; Walt Disney World, Universal Studios/Islands of Adventure, Sea World, Legoland/Cypress Gardens, Discovery Cove, Cape Canaveral, and more. This can be you home away from home.

Guest favorite
A large wooden dining table is surrounded by eight wooden chairs, set against a backdrop of stone-like walls with arched windows. A metal chandelier hangs overhead, while a decorative knight statue stands in the corner, adding character to the atmospheric space.
Villa in Kissimmee
4.87 out of 5 average rating, 537 reviews

Magical 5-Bedroom Villa Near Universal's Wizarding

Ensure an enchanted holiday in Orlando. Inspired by everyone’s favorite castle, this magical home provides an immersive experience with 5 bedrooms, common room with large screen TV with Netflix & Nintendo Switch, dining hall, fully equipped kitchen, swimming pool, patio with grill and laundry room. Located in a quiet residential community, 10 miles to the Wizarding World of Harry Potter, 6 miles to Disney, 5 miles from Celebration, 4 miles from Old Town and 18 miles from downtown Orlando.

Guest favorite
A screened-in patio area features a private pool surrounded by comfortable lounge chairs. The inviting water reflects the colors of the sunset sky, and a small dining table is visible nearby. The home is designed for relaxation and outdoor enjoyment.
Villa in Davenport
4.91 out of 5 average rating, 171 reviews

Beautiful 4 Bedroom Pool Villa Near Disney World

This sunny single story home has 4 beautiful bedrooms (2 master suites) and 3 full bathrooms with its own private screened pool. It is an ideal accommodation for 2 families to share, or one large family. This villa is located in the gated community, a small peaceful community set away from any main road traffic. The home is situated approximately 15 minutes from the Walt Disney World, and is conveniently located from all major Orlando attractions, nearby restaurants and shopping.

Guest favorite
The image showcases a vibrant collage of the villa's features. The top left displays a colorful Encanto-themed bedroom with a playful bed. The top right features the modern living area with large windows and comfortable seating. The bottom left presents a private pool area, and the bottom right highlights a Mario-themed game room with arcade games.
Villa in Davenport
4.98 out of 5 average rating, 118 reviews

5BR Family Vacation Villa w/Free Pool Heat

Professional Hosts & Guest Favorite Home! Immaculate and well equipped Stargazer Villas vacation home at Windsor Island Resort now featuring Pickleball Court! This central Florida villa has heated pool included for your family to relax in after a busy day at the parks. Family friendly, featuring Star Wars, Harry Potter, & Encanto themed bedrooms, and a new Mario World game room! Stargazer Villas provides the perfect place to create unforgettable memories with your family.

Guest favorite
A well-maintained villa is showcased, featuring a welcoming entrance with a single-car garage. Lush greenery and colorful shrubs line the brick pathway, while tall palm trees and vibrant landscaping enhance the cheerful exterior. Bright clouds are visible in a clear blue sky.
Villa in Haines City
4.86 out of 5 average rating, 152 reviews

Sandy's Southern Dunes Villa

This villa is in the Southern Dunes Golf & Country Club, which is an immaculately kept, secure complex, which maintains a 24-hour manned gate, making this a safe place to stay. There are community swimming pools, tennis courts, a gym, library and children's playground for those days when meeting Mickey Mouse is just too much trouble. With a Super-Walmart a minute away plus Dicks and several well-known restaurants just further away, virtually everything is on hand.

Top guest favorite
Villa in Kissimmee
4.91 out of 5 average rating, 238 reviews

House by the Mouse: Something for Everyone!

Welcome to our completely remodeled solar four bedroom, three bath villa, less then four miles to Disney World, and only a short drive to Universal, Sea World, Lego Land, and other local attractions. Designed themed bedrooms include Harry Potter, Mickey and Minnie Mouse, Star Wars, and a romantic master bedroom that allows you to relax in comfort. The pool, spa, and the entire villa is just for you, no need to share with anyone else, so kick back and enjoy!

Guest favorite
A private screened patio features a heated swimming pool and a Jacuzzi surrounded by a spacious deck. Outdoor seating is provided, with a dining table and lounge chairs positioned for relaxation. Sunlight glimmers on the water, creating a serene atmosphere.
Villa in Davenport
4.91 out of 5 average rating, 114 reviews

Gorgeous 3 bed, 2 bath villa w/ pool and jacuzzi

Gorgeous 3 bedroom, 2-bathroom villa set on a 1/4 acre of land, with our own screened, private, heated swimming pool & Jacuzzi, and high speed internet. Situated in a quiet residential community on the sought after Sunridge Woods in Davenport, only 9 miles from Disney. Please note smoking or parties are NOT allowed in house premises. No pool heater available during May through October. **You also MUST be 21 or older to rent this property**

Guest favorite
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
4.91 out of 5 average rating, 129 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.

Top guest favorite
Villa in Kissimmee
4.91 out of 5 average rating, 103 reviews

Private Vacation Home near Disney with Pool & BBQ

LINDFIELDS The Regal Villa is located approximately 3-4 miles to Walt Disney World on a beautifully landscaped property. Our house is in the prestigious Lindfields Development, which is a quiet residential area of executive homes. OUR STUNNING 2207 sq. feet 4 BEDROOM/ 2.5 BATH VACATION VILLA IS READY FOR YOU AND YOUR FAMILY...YOU WILL HAVE TO SEE TO BELIEVE THE UPGRADES THROUGHOUT.

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