Holiday rentals with an EV charger in Windsor Hills

4.97 out of 5 average rating, 104 reviews

Disney Pool Villa | Windsor Hills | Sleeps 8

BOOK EARLY! Rated top 1% & Guest Favorite. Our popular home fills up 3-4 months in advance. 3BR/3BA Private Pool Villa in Windsor Hills Resort, Kissimmee! Newly renovated, gated resort, 3 miles to Disney World. Modern beach-coastal design, updated kitchen, family-friendly layout. Free parking, Wi-Fi, full resort access (pool, splash park, gym, playground). Near Universal (20 min), SeaWorld (18 min), Legoland (40 min). Perfect location for vacations Disney trips, sports events, and conventions.

The exterior of the home features a spacious driveway, paved in light-colored bricks, leading up to an attached garage with an ornate door. A well-maintained lawn with green grass and palm trees is visible, complemented by a clear blue sky filled with clouds.

4.81 out of 5 average rating, 113 reviews

View the Disney fireworks from your pool!

Our home is close to Walt Disney World - Shopping - Restaurants . You’ll love the fully stocked granite kitchen, ALL SMART TVs in EVERY room, the views (fireworks), the location, the high ceilings & ceiling fans. Our home is great for couples, families (with kids), and furry friends (pets). Laundry room is INSIDE. The garage is full of games (air hockey, pool & foosball) The pool has a covered lanai with table & chairs for outdoor eating while overlooking our lake with a lighted fountain.

A screened-in pool area features a clear blue pool with floatation devices, surrounded by a sunlit deck. A Tiki bar with seating stands to one side, while lounge chairs are arranged along the edge. Lush greenery is visible beyond the enclosure.

4.95 out of 5 average rating, 124 reviews

Disney Retreat | Huge Pool with Spa | 2 King beds

Don’t leave that Disney Magic at the parks - experience it by coming home to your spacious 5 BR with 2 King suites, 3.5 baths, and newly renovated design. The high ceilings and open floor plan make it perfect for family time, while the private backyard oasis, complete with a pool and spa (heating optional) and Tiki Bar, offers a great space for relaxation. The themed bedrooms, including Star Wars, Frozen, and Mickey & Minnie, add a fun and whimsical touch that’s perfect for guests of all ages.

4.99 out of 5 average rating, 146 reviews

Villa in Osceola County

*Private Golf-Front Oasis with Pool, Spa & Cinema

The perfect balance of STYLISH DESIGN, LUXURIOUS COMFORT, & ENDLESS ENTERTAINMENT, beautifully situated with stunning views in the sprawling 3.5 square mile Reunion Resort. You will have your own private pool, spillover spa, STAR WARS cinema-game room with pinball, classic arcade games, and karaoke, MARVEL kids room with tube slide and double bunks, the latest Xbox Series S, a sprawling 2000 ft2 pool deck, fire pit, and even a HARRY POTTER cupboard hidden under the stairs, minutes to Disney.

The living room features a playful Disney-themed design with a comfortable sectional sofa and an entertainment unit. A light-filled bedroom showcases a large bed with subtle Disney accents. The kitchen is equipped with modern appliances, and a dining area presents seating for multiple guests. A bird's-eye view reveals a sparkling pool area surrounded by lounge chairs.

4.97 out of 5 average rating, 102 reviews

NEW Stunning Villa located 5-10 Min from Disney

Welcome to this BRAND-NEW dreamscape Vacation Villa with private views. Located at the desirable Summerville Resort offering a PRIME location, only 10 minutes from Disney World and 20 minutes from Universal Orlando, Sea World and Aquatica. Amazing entertainment and dining within minutes from your Villa, Disney Springs, Sunset Walk, City Walk, Disney’s Boardwalk, Walmart, Starbucks and more. This Villa is hypoallergenic and carefully cleaned and sanitized. The perfect getaway for your family!

4.91 out of 5 average rating, 80 reviews

Themed Windsor Hills 6BR Private Pool Gameroom

Welcome to Happy Thoughts Villa Enjoy this luxurious 6-bedroom, 4-bathroom home in Windsor Hills Resort, just 3 miles from Disney! Features include a private heated pool/spa, game room, updated kitchen, 2 king suites, a queen room on the main level, and 3 themed kids’ rooms (Frozen, Minions, Mandalorian). Resort amenities include a water park, arcade, gym, playgrounds, and more—all within an 8-minute walk. Located in a 24-hour gated community, it’s the perfect spot for your dream vacation!

4.98 out of 5 average rating, 123 reviews

11 am checkout, Windsor Hills, Family, Disney.

Walk into your home away from home. Enjoy a relaxing stay. Located on 4th floor. Enjoy morning coffee on a screened-in balcony or a late snack. Pet-free home. Please NO Smoking. Children are always welcome. Come enjoy all of the accommodating facilities at Windsor Hills with a top-notched 24/7 gated security. FREE parking & leisure activities! Maximum of 3 cars allowed per reservation. This includes all guest that are visiting. All unregistered drivers will be denied access by HOA.

4.98 out of 5 average rating, 160 reviews

A resort-style swimming pool is surrounded by sun loungers and palm trees, with clear blue skies overhead. The pool depth is marked at 3 feet. Colorful townhome exteriors are visible in the background, creating a welcoming atmosphere.

Townhouse in Kissimmee

Spacious 5 bdr 6 bth just minutes to Disney!

Superhost Jess welcomes you to this 5-bedroom, 6-bath spacious townhome in the heart of Kissimmee! Perfectly situated to explore all of Orlando’s attractions, including Disney World just 4 miles away. Enjoy thoughtful touches like a welcome basket upon check-in. Need an extra king-sized bed instead of 2 singles? Just ask! Relax in the resort-style amenities: pool, hot tub, fitness center, and playroom. Plus, a private patio with BBQ & fire pit for your enjoyment!

4.94 out of 5 average rating, 238 reviews

Andy's Toy Chest at Resort Minutes from Disney!

This fantastic 3 bedroom, 2 bathroom condo is located a few miles from Disney World in the highly coveted (and gated) Windsor Hills Resort. You will have access to all that Windsor Hills has to offer including A NEW WATER PARK, double Olympic sized pool, play grounds, clubhouse, gym, video arcade, marketplace and grill, tennis courts, and more! This condo features an amazing themed bedroom that will help your little ones feel the Disney magic!

A game room is presented with a red and neutral color scheme, featuring a billiard table with a set of colorful pool balls arranged on it. A television is mounted on the wall, and a dartboard is visible. The space is accented with vibrant wall art and seating areas.

4.91 out of 5 average rating, 138 reviews

No Airbnb Fee | Newly Renovated 4BR w/ Pool!

**We offer EV Charger for FREE!!! The magic of Orlando starts at home! This incredible house has much more than you need; it has everything you WANT! We offer guests comfort, convenience and an amazing experience!! Transparency and communication is very important to us! We want to make it clear, that we are here at your disposal for any doubts or suggestions. We can't wait to have you here enjoying peace and quiet and having lots of fun!

4.97 out of 5 average rating, 150 reviews

The open living area features a spacious grey sofa adorned with colorful cushions. A multi-colored area rug lies beneath a glass coffee table. Large windows invite natural light, offering views of the screened-in lanai and pool area, while a modern ceiling fan provides ventilation.

Townhouse in Kissimmee

Star Wars Br Pool Free Waterpark 2.5 mi to Disney

🔮 2 mi to Disney 🤿 Free Waterpark 🏋️Gym 📺 Smart TVs & Cable 🏊‍♂️ Heated pool 💲 Free Pool Heating 🔐Gated Resort 🎬Movie Theater 🕹️ Arcade 👩‍🍳Fully Stocked Kitchen 🎥 Themed Room 🏀Playgrounds Welcome to Sunny Star Wars home in Windsor Hills Resort, only 10 mins from Disney. Experience open living, sunshine, and safety in our gated community. Welcome home to create cherished memories!

Superhost

The exterior of a single-level home is displayed, featuring a two-car garage and well-maintained landscaping. A private pool area with a screened enclosure is shown, alongside vibrant water slides and various recreational amenities visible nearby.

4.82 out of 5 average rating, 100 reviews

Themed Rooms with Private Pool in Kissimmee

Welcome to your fun house retreat! - Unique themed rooms: Harry Potter, Star Wars, Mickey, Avengers - Private pool and spa with open green space - 24/7 gated community access - Amazing Windsor Hills Resort amenities - Free WiFi and TV in every room - No resort fees - You will get amazing 24/7 care and support from start to finish. We look forward to hosting you! - Located near Disney with no rear neighbors

Popular amenities for Windsor Hills EV charger rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Apartment rentals with an EV charger

4.96 out of 5 average rating, 27 reviews

Modern Condo Minutes to Disney with Resort Pool

5 out of 5 average rating, 33 reviews

Joyful Disney Getaway with Kids Room & Heated Pool

4.89 out of 5 average rating, 112 reviews

Cozy Apartment Close to Disney

4.95 out of 5 average rating, 19 reviews

Condo in Kissimmee

4.94 out of 5 average rating, 155 reviews

A sparkling pool is set in a sunny courtyard, surrounded by palm trees and lounge chairs. The three-story building features yellow exterior with red-tiled roofs, and a secure fence encloses the area for privacy and safety.

Apartment in Orlando

2 bedrooms 2 baths near Disney Universal Seaworld

A modern living room is depicted with a full sofa, coffee table, and a smart TV. Natural light enters through the sliding glass door leading to the balcony. Three framed botanical prints decorate the wall, while a floor lamp adds soft illumination.

4.97 out of 5 average rating, 60 reviews

Modern Condo: 10 Min to Disney + Fireworks Views!

4.95 out of 5 average rating, 38 reviews

The penthouse offers a view of the expansive neighborhood, featuring several buildings and lush greenery. A large swimming pool is visible below, surrounded by lounge chairs. The balcony is furnished with seating, ideal for enjoying scenic landscapes and sunlight.

Apartment in Davenport

Spacious Modern Penthouse

4.94 out of 5 average rating, 54 reviews

Apartment in Davenport

Hidden Luxury Paradise Near Parks

Holiday House Rentals with an EV charger

4.93 out of 5 average rating, 46 reviews

Zero Fees! · Poolside! · Waterpark · 1.5mi Disney!

Superhost

The living area features sleek white furniture accented with vibrant red, highlighting a modern design. A large wall art piece resembling the Millennium Falcon adds character. Expansive glass doors offer views of the pool area, bringing the outdoors into the beautiful space.

4.88 out of 5 average rating, 8 reviews

Star Wars Villa - 10 Mins to Disney

A vibrant children's bedroom is adorned with a whimsical mural depicting fairytale scenes. Two beds with elegant metal canopies frame the room, each dressed in colorful bedding featuring princess themes. Natural light filters in through a window, complementing the playful decor.

4.95 out of 5 average rating, 172 reviews

🏰 Disney Princess Crownhouse! Closest to Disney!

An outdoor lounge area features comfortable seating and a vibrant blue patterned rug. Lush greenery is draped from above, providing a cozy, shaded retreat. Inside, a colorful game room includes themed decorations and a retro arcade game, while another inviting sleeping area displays warm tones and themed wall art.

5 out of 5 average rating, 33 reviews

New 2025! 2 miles to Disney 3 Ensuites 3.5 Baths

Superhost

4.93 out of 5 average rating, 14 reviews

Luxury Villa 5Bedrooms/Pool- 4 miles from Disney

4.97 out of 5 average rating, 70 reviews

The backyard features a private pool and spa surrounded by a paved patio. Comfortable seating areas with plush cushions are visible, inviting relaxation. Chaise chairs are positioned nearby, offering sunny spots to unwind. A basketball hoop is installed at the pool's edge, adding a fun activity option.

Home in Four Corners

Zen luxury 6BR at Encore Resort next to Disney 372

4.93 out of 5 average rating, 111 reviews

A vibrant game room is showcased with neon accents and colorful lighting. Three black gaming chairs are positioned in front of a large screen, while a foosball table and a multi-game table are placed nearby. A netted structure adds a unique element to the playful environment.

Home in Davenport

Disney-Themed Home w/ Game Room & Private Hot Tub!

A bright and playful Minnie-themed bedroom features pink striped walls and polka dot bedding. An inviting pool area is adorned with a large pink float, surrounded by well-maintained landscaping and palm trees. The exterior of the villa showcases a charming, pastel pink facade with window shutters.

4.99 out of 5 average rating, 83 reviews

5br/5ba/5mi Disney • Heated Pool/SPA • Free rides!

Holiday condos with an EV charger

4.93 out of 5 average rating, 141 reviews

The image captures a vibrant pool area surrounded by lush palm trees and comfortable lounge chairs. An inviting infinity pool is centrally located, accompanied by cabanas and umbrellas. Multiple water slides are visible in one corner, enhancing the family-friendly atmosphere of the space.

Condo in Celebration

Pet friendly Orlando area near ESPN Center

An aerial view of the community water park features vibrant water slides and a children's water play area. Lounge chairs are arranged around the expansive pool, surrounded by lush greenery. Additional seating is provided near the water slides, creating an inviting space for relaxation and fun.

4.85 out of 5 average rating, 216 reviews

Heated Waterpark 10 mins to Disney in Windsor Hill

4.76 out of 5 average rating, 134 reviews

A cozy sleeping area features a headboard adorned with warm lighting and plush yellow throw pillows. A decorative pillow with a sloth design sits prominently on the bed. Colorful pom-poms are displayed along the edge of the bed, adding a playful touch.

Condo in Orlando

"Happy Home"Exclusive APT | Best Location | Int.Dr

4.93 out of 5 average rating, 106 reviews

Bahama Bay Haven

Aerial view of the resort’s expansive pool area features a lazy river, multiple waterslides, and designated lounge spaces among lush landscaping. Vibrant blue poolside chairs are arranged around the large pool, while various amenities and activities are visible in the surrounding area.

4.81 out of 5 average rating, 263 reviews

*Water park!*Resort Villa! close to parks!

A serene sunset over Old Lake Davenport is captured, with vibrant hues of orange and purple reflecting on the calm water. Silhouettes of trees line the horizon, creating a peaceful atmosphere as day transitions to night.

4.94 out of 5 average rating, 124 reviews

Fabulous condo-Bahama Bay Resort, Close to Disney

A spacious living area is furnished with a leather sectional sofa adorned with yellow accent pillows. A wooden coffee table sits in front, accompanied by a woven chair. Decorative artwork is displayed on the wall, and a ceiling fan is visible above, enhancing comfort.

4.94 out of 5 average rating, 112 reviews

Orlando Family Getaway Near Walt Disney World.

A cozy living area is furnished with a turquoise sofa and matching loveseat. A wooden coffee table is topped with decorative items. A television is positioned against the wall, displaying a vibrant image, while a lamp adds warm lighting beside it. An open layout reveals the kitchen area in the background.