
Villa holiday rentals in Winter Garden
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Quick stats about villa rentals in Winter Garden

Nightly prices starting at
Winter Garden holiday rentals start at $1,095 NZD per night before taxes and fees

Verified guest reviews
Over 50 verified reviews to help you choose

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Winter Garden rentals

4.9 Average rating
Winter Garden stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated villa rentals in Winter Garden
Guests agree: These villas are highly rated for location, cleanliness and more.

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
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Retreat with Pool, Jacuzzi, Game Room, BBQ, Cinema
Relax with the whole family at this peaceful place to stay. The villa has many amenities as heated pool, bbq grill, jacuzzi, movie theater, game room, Playground and a large fenced patio with fire pit, great for family picnics. It’s conveniently located 12 miles from Disney theme parks in Orlando, FL.(about 20 min drive) It’s in a quiet, safe and clean neighborhood. Space parking up to 4 cars. We have a room specially dedicated for kids with toys and games. We specialize in creating memories! ❤️
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Sleeps 24✦Free Pool Heat✦15 min to Disney✦Hot Tub
Make memories to last a lifetime in our luxurious 9-bedroom home (sleeps 24) at Orlando's premier vacation community. Enjoy your own Star Wars 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 just a short walk to a fabulous resort clubhouse with free access to a lavish pool, kids waterpark, restaurant, playground, gym, and more!
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The Lakeview Oasis - XL Pool & Jacuzzi - Orlando
Welcome to our stunning lakefront resort, where luxury meets tranquility! Dive into our expansive 100,000-gallon pool, enjoying a refreshing swim surrounded by breathtaking views. Inside, our tastefully designed space features midcentury modern amenities ensuring you have everything for a perfect getaway. Each bedroom offers serene views and plush bedding for a restful night’s sleep. Whether you seek adventure or relaxation, this is your ideal getaway. Book now for unforgettable memories!
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Private Pool & Free Heat - Close to Disney!
3 bed, 3 bath luxury villa in exclusive gated community 10 mins from Disney. Private pool & hot tub with free heat not overlooked by other homes. Main rooms open onto pool. Kitchen with granite counter tops. Outside bar, loungers, table & chairs. Master bedroom with double sink ensuite and twin with ensuite shower room. Queen is separate to main house providing additional privacy when travelling with friends/family. 32 inch tv's and comfortable beds with pillow top mattresses in all bedrooms
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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.
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Luxury Villa! /Game Room/ Pool Heater
Luxury Villa on a gated community in Kissimmee (Four Corners). Modern. Situated 10 min. from Disney theme parks. Well decorated and presented. Game Room, Mini Gym, Beautiful, large pool deck which is totally enclosed and secluded. There is a private Pool and overflow Spa. Three Bedrooms and Bedroom one is separate from the main house but still enclosed in the building. This would be ideal for a young couple within the group as it has its own bathroom, small kitchen and also total privacy.
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RU Incredible Parents? Themed-7bed, 4mi. to Disney
One of a kind 7 bedroom themed home with pool, sleeps 15 close to Disney! (And, yes, location does matter.) Our clubhouse is designed to make your once in a lifetime vacation memorable. We spoke to Disney experts (children) about what they prefer and created a magical experience. There is something for everyone with surprises throughout! Why limit your experience only to the parks? Read our reviews and see why parents that book with our Magical Clubhouse are ‘Incredible’ to their families.
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Beautiful villa home near Disney
We Canadians built this luxurious Florida home. 6BR, sleeps 12, screened lanai, upgraded saltwater pool, wading pool, spa/hot tub (pool/spa heat $35/day.) Piano. Smart 4K TV's all rooms with Netflix, Disney, Prime, etc. Full kitchen seats 6+2 , dining room seats 10, second fridge in garage, hardwood & ceramic floors, 2 car garage with opener, 50amp plug for EV charging. Minutes to Disney/Universal, Margaritaville. Crib/playpen/highchair. Computer desk, chair. Blazing internet.
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Zen Inspired Villa near Disney
A haven of tranquility. Here simplicity meets elegance in a minimalist design that integrates natural materials. Large spaces with abundant natural light that invite you to relax. Comfortable furniture and comfortable sheets. We have taken care of every detail to offer you a complete experience, from yoga/meditation mats, books and games for the little ones in the house to board games to share with the family. A private pool with a great view and lights complete the place.
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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!
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Amazing Villa near DisneyWorld FREE heated-pool
Have fun with the whole family at this stylish place. Our home has everything you will need for you and your guest to have a great experience. This home is a short drive from Walt Disney World and Orlando Attractions!! Don’t wait book with us now and give you and your family the vacation you all deserve. We can’t wait to welcome you . BBQ ( free to use ) Heated pool (free) Dogs friendly! Extra fee $120 per stay
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Popular amenities for Winter Garden villa rentals
Private villa rentals

4mi to Disney | Games | Private Pool
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Getaway w/ Pvt Pool + Movie Room | Disney Area
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Pet-Friendly Disney Theme 4BR•Heated Pool•Game Rm
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*Private Golf-Front Oasis with Pool, Spa & Cinema
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Unique 6BR Home • Private Pool & Full Game Room +
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Sunset Paradise Villa in Orlando, Disney area.
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Beautiful Villa with pool near Orlando attractions
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Villa with pool
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Luxury villa rentals

Blue Paradise 15BR 11BA, Sleeps 36, Theater/GameRm
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Premium 6BR | Theater, Games & Heated Pool
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❤NEW Gorgeous 5br/3.5ba|POOL| Game ROOM| Disney
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Epic Disney Villa • Hidden Arcade & Playroom!
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"Disney Serenity": Luxe 8BR Villa/ Privacy/ Pool
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Pool Movies|Water Park|Movie Theater|Arcade|Themed
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S-StoreyLake 9BR Sleeps 26 w/pool 5mil to Disney
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8 BR Villa, Private Pool, Theater, Min to Disney!
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Villa rentals with a pool

Villa near Disney with complimentary spa heating!
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5 Bed Villa South Pool 2 King Ensuites Near Disney
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Orlando Villa w private pool close to Disney Parks
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4 bedrooms, sleeps 8. Pool and spa. Outside TV
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Executive Disney 5Bed,5 Bath Pool/HotTub, Outdoor Kitchen
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Beautiful 4 bed villa with Southwest facing pool
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Luxury Villa Serenità | Pool & Spa | Near Disney
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5BR Lakefront Retreat | Pool & Spa | Near Disney
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Destinations to explore
- Miami Holiday rentals
- Four Corners Holiday rentals
- Miami Beach Holiday rentals
- Orlando Holiday rentals
- Fort Lauderdale Holiday rentals
- Panama City Beach Holiday rentals
- Tampa Holiday rentals
- Savannah Holiday rentals
- Hollywood Holiday rentals
- Jacksonville Holiday rentals
- Hilton Head Island Holiday rentals
- Kissimmee Holiday rentals
- Walt Disney World Resort
- Universal Studios Florida
- Disney Springs
- SeaWorld Orlando
- Orange County Convention Center
- Universal Orlando Resort
- Orlando / Kissimmee KOA
- Universal's Volcano Bay
- Epcot
- Kia Center
- Camping World Stadium
- Disney's Animal Kingdom Theme Park
- University of Central Florida
- Reunion Resort Golf Courses - Palmer & Watson
- Discovery Cove
- Tinker Field
- Old Town
- LEGOLAND Florida Resort
- Disney's Hollywood Studios
- ESPN Wide World of Sports
- ChampionsGate Golf Club
- ICON Park
- Epperson Lagoon
- Aquatica





