Holiday rentals with a patio in Windsor Hills

A playful bedroom features twin beds with a colorful 'Aloha' theme. The living area showcases a dining table for six and a comfortable seating arrangement. A screened patio displays a private pool. An entertainment room is equipped with game tables and superhero-themed decor.

5 out of 5 average rating, 10 reviews

Disney Family Fun Villa

Windsor Hills - NEW Fully Renovated 6Bed&4Bath Villa with FREE pool heat - Private South Facing Pool and Spa - Smart TVs in every room - Free WIFI - Fully renovated & equipped kitchen with granite countertops & new appliances - 1.5 Miles to Disney - Close to Universal Studios, Shopping,Restaurants,Waterparks - Gated Community - Free Clubhouse Access with New Waterpark, Basketball, Tennis & Volleyball Courts & Putting Green - Newly renovated Marketplace Bar & Grill, Games Room & Convenience Store

A spacious living area features a comfortable dark gray sofa and a stylish coffee table, surrounded by neutral decor. A large flat-screen TV is positioned on a modern console against a bright wall, while natural light fills the space through multiple windows.

4.97 out of 5 average rating, 160 reviews

Cozy Disney Oasis Pool Home 10 Mins from Parks!

Our charming, pet-friendly home is located in the prime area of Kissimmee, Florida. Your family will be close to Disney parks, restaurants, Old Town, and Downtown Disney. Just bring your bag—we have everything you need! Settle into our fully equipped home, thoughtfully designed to create lasting memories with family and friends. Enjoy the Florida weather by cooling off in our open-air pool or grilling by the poolside lounges. Relax in our airy bedrooms, including Mickey and Minnie themed rooms!

4.95 out of 5 average rating, 110 reviews

A colorful kids' retreat features vibrant, themed wall art depicting racing characters against a bright, rainbow backdrop. A flat-screen TV is mounted on the wall, and a multi-drawer storage unit is positioned nearby. The room is designed to inspire imagination and enjoyment.

Townhouse in Kissimmee

*NEW*FREEwtrprk/5mins2disney/3Bdm/freebreakfast

Before exploring your vacation home- please click the heart and save us as a favorite!! This truly does help us be seen and is greatly appreciated. Plus, you can always find us when you are ready to book :) check out our website theprimrosewh and find us on IG MINUTES to DISNEY WORLD & US 192 with lots of restaurants/shops/walmart 1min. NEWLY renovated BRIGHT & VIBRANT 3 bed, 3 bath END UNIT townhome with private pool in the popular WINDSOR HILLS Closest townhome to the CLUBHOUSE steps away

A spacious pool area is featured, surrounded by palm trees and lounge chairs. The expansive waterpark includes vibrant waterslides, providing a lively atmosphere. A relaxing hot tub is also visible nearby, complemented by a well-maintained landscaping that enhances the resort's inviting ambiance.

4.98 out of 5 average rating, 172 reviews

Poolside 3Br~Windsor Hills~Waterpark~2mi to Disney

Your Windsor Hills Getaway starts here! This top-rated condo overlooks the resort pool & waterpark and is just minutes from Disney World! New appliances and updated furnishings, this 3rd floor condo sleeps 8, with plenty of parking. The screened-in balcony can’t be beat, overlooking the pool, hot tub, and waterpark with waterslides! The clubhouse is just steps away, with a store, food, drinks, game room, and fitness center. No resort, parking, or hidden fees. Full access to all amenities!

4.97 out of 5 average rating, 135 reviews

An outdoor dining area features a large, custom-built wooden table surrounded by black chairs. Blue plates and glassware are meticulously arranged for an inviting meal. A bright blue pool glimmers in the background, enclosed by a mesh screen to ensure privacy.

Villa in Kissimmee

*Brand New!* Minutes to Disney + Free Resort!

Closest FREE resort to Disney Parks! Hibiscus Hideaway is a 6 bedroom 4 bathroom luxury villa that sleeps 14. Completely renovated in October 2022! * Kitchen is loaded & all baby gear provided. * Custom game room with A/C, LED panel lighting & ROCK CLIMBING WALL! * New Roku smart TVs & NEST tech throughout. * Outdoor space includes your own private pool, hot tub, overhead lighting, NEW BBQ grill & 10' custom-built farmhouse table to seat the whole family! Every detail has been thought of!

4.95 out of 5 average rating, 172 reviews

An open-plan living area features a spacious seating arrangement with two patterned chairs and a gray sofa. A large wooden dining table with blue chairs is visible, alongside a TV mounted on the wall. Light pours in through multiple windows, enhancing the inviting atmosphere.

Townhouse in Kissimmee

Jackies’s Jungle View Vacation Villa

ALL NEW fully remodeled and updated! One of the closest and newest communities to Walt Disney World! Located just 5 minutes from Disney, our freshly updated townhouse is the perfect location for your next Florida adventure. A fully equipped kitchen, super-fast Wifi, heated community pool, and a brand new Walmart just down the street are only a few of the many amenities you will find with this incredible rental. Our 1600 sq. ft. home is bright, fresh, and waiting to welcome our next guests.

4.98 out of 5 average rating, 109 reviews

Family, Disney, Windsor Hills, 11 am checkout.

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.

A playful bedroom features a wooden loft bed designed like a house, accompanied by a sturdy ladder. Soft bedding is arranged inside the loft. A colorful light fixture hangs from the ceiling, illuminating the room. A closet door can be seen in the background, beside a vibrant wall poster.

4.95 out of 5 average rating, 41 reviews

4 bed/ 4 bath Windsor Hills

Closest homes with pools to Disney 10-15 minutes drive. Walmart groceries, Starbucks 5 minutes very near. amenities liquor, pharmacies, smoke shops, restaurants, gas. Highway 192 close by.. 5 - 10 minutes in car. the full cancellation is meant for hurricanes, pandemics, etc. other exigencies. please don't book the house and tie up the calendar for many months only to cancel 10 days prior - it makes it harder to book last minute and cover mortgage and expenses on our side, etc.

The living area features a comfortable gray sofa adorned with accent pillows, complemented by a wooden coffee table. A large TV is mounted on the wall, with a stylish chair placed nearby. Natural light enters through glass doors, which lead to a balcony.

5 out of 5 average rating, 111 reviews

Chic Vibes Comfy King Bed Next to Parks/Food/shops

Welcome to our stylish oasis in Kissimmee, which seamlessly blends sophistication with a laid-back vibe. Your stay begins in a professionally cleaned apartment for your full enjoyment. Discover resort-style amenities – a sparkling pool, a fitness center, and hammocks, offering the luxuries of a five-star retreat. Conveniently located with in walking distance of theme parks, restaurants, and shopping. Book now. We can't wait to host you in our little slice of paradise!

5 out of 5 average rating, 10 reviews

Free Waterpark|Game Room|Near Dis!

Welcome to Playcation Paradise by Cosmic Vacations. This is your dream getaway in Windsor Hills Resort—just 3 miles from Disney World, 15 miles from Universal, and only 0.4 miles to Windsor Hills’ incredible amenities! Enjoy your private pool and spa, or have a blast in the custom game room with commercial-grade arcade games set to free play. Plus, you’ll have free access to Windsor Hills’ top-tier amenities, including a lagoon-style pool, water slides, and sports courts.

An aerial view captures the resort's inviting pool area, featuring a large, curvilinear swimming pool surrounded by lounge chairs. Adjacent, a water park offers colorful slides and play structures. The three-story condo is visible in the background, highlighted by lush landscaping.

4.91 out of 5 average rating, 163 reviews

Windsor Hills Resort - Disney Pool View Condo

Location, location, location! Windsor Hills pool view condo and only 2 miles to Disney World! This 3 bedroom pool view condo is in the beautiful Windsor Hills Resort gated community. The single level condo is located in the closest building to the pool, water park, clubhouse, hot tub, movie theater, and arcade. The condo has one of the best balcony views in the entire resort. Located on the third floor, the balcony looks directly over the resort pool and lake.

4.95 out of 5 average rating, 104 reviews

A comfortable living area features a sectional sofa adorned with cushions in shades of yellow, teal, and deep purple. Two small tables sit in front, accompanied by a patterned area rug, while decorative wall art adds visual interest. Natural light filters through a window with blinds.

Apartment in Bay Lake

Charming Oasis 10 Min to Parks Pets Allowed

Welcome to Your Magical Gateway – Just 10 Minutes from Orlando's Magical Parks! Location: Perfectly located for Disney and Universal, our apartment offers a peaceful retreat with all the comforts of home. Whether you’re here to explore the magic unwind, or even stay for longer terms, you’ll love every moment of our cozy space. The property sleeps 4 people! PLEASE CONTACT US TO INQUIRY ABOUT ADDITIONAL POTENTIAL DISCOUNTS FOR MULTIPLE DAYS STAY

Popular amenities for Windsor Hills Holiday Houses with Outdoor Verandahs

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Apartment rentals with a patio

Apartment in Four Corners

A colorful water slide complex features multiple slides in vibrant green and blue. The area includes a splash pad with various water activities and ample space for relaxation. Lush palm trees surround the site, complementing the bright blue sky overhead.

5 out of 5 average rating, 17 reviews

Enchanted Poolside Retreat

A spacious living area features two large, plush sofas and several seating arrangements, creating a comfortable gathering space. Natural light is invited through large windows, while neutral tones and soft lighting enhance the welcoming ambiance. A coffee table centers the space, complemented by decorative accents.

4.97 out of 5 average rating, 68 reviews

Disney Vacation Home Rental - Close to Disney!

Superhost

5 out of 5 average rating, 4 reviews

Nice 3B2B Windsor Hills Resort Condo 14 min Disney

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.

5 out of 5 average rating, 40 reviews

Modern Condo: 10 Min to Disney + Fireworks Views!

A bright living area features a light-colored couch with decorative cushions, a patterned armchair, and a wooden coffee table. Natural light enters through large windows adorned with blinds. A ceiling fan hovers above, and a potted plant adds a touch of greenery.

4.9 out of 5 average rating, 146 reviews

Modern 3 Bedroom Apartment Near the Theme Parks

The living room is designed with a modern aesthetic, featuring a spacious sectional sofa, a coffee table, and a 65-inch Smart TV mounted on the wall. Large glass doors provide access to the outdoor area, allowing natural light to fill the space.

4.96 out of 5 average rating, 74 reviews

3171-302 Resort Lake View Disney Universal Orlando

A cozy living area features dark leather sofas and a glass coffee table. A ceiling fan hangs above, while natural light filters in through sliding glass doors leading to an outdoor view. A television is mounted on the wall opposite the seating.

4.97 out of 5 average rating, 36 reviews

3/2 unit by Disney, Walmart

A bright bedroom features two twin beds adorned with soft linens and decorative pillows. Cheerful wall art adds a playful touch to the space. A spacious living area showcases large windows and a cozy seating arrangement. An expansive view reveals the resort's inviting pool area and nearby water slides.

4.95 out of 5 average rating, 82 reviews

Disney Magic Stay |3BR Windsor Hills + Pool Access

Holiday House Rentals with a Verandah

A serene backyard pool area is enclosed by a screened lanai, featuring two lounge chairs adorned with vibrant blue and green cushions. Lush greenery and trees are visible beyond the pool, enhancing the peaceful view. The clear water reflects the cloud-dotted sky.

4.96 out of 5 average rating, 169 reviews

4 bedroom, south facing pool 3 miles to Disney

A compact kitchen features white cabinetry and modern stainless steel appliances. An electric stovetop is positioned beside a microwave, with a coffee maker and various kitchen utensils visible. A small refrigerator stands nearby, complemented by decorative items on the open shelves.

4.99 out of 5 average rating, 130 reviews

Private Suite with Independent Entrance

4.81 out of 5 average rating, 27 reviews

Sweet Magnolia

4.9 out of 5 average rating, 30 reviews

Themed home 10 mins from Disney|Pool, Free BBQ

An expansive lagoon-style pool is surrounded by lush palm trees and comfortable seating areas, inviting relaxation. Below, a dining table is set with white plates, bowls, and cutlery, arranged on a decorative placemat, showcasing a cozy dining atmosphere.

4.96 out of 5 average rating, 75 reviews

Disney Pool Villa | Windsor Hills | Sleeps 8

A spacious living area features two gray sofas facing a television mounted on the wall. A circular ottoman and a round coffee table are placed on a patterned area rug. Natural light enters through vertical blinds, and a potted plant adds a touch of greenery.

4.91 out of 5 average rating, 68 reviews

3 Bedroom / 2.5 Bath Townhome (Mins to Disney)

4.96 out of 5 average rating, 166 reviews

A modern kitchen is featured, showcasing white cabinetry and a marble countertop. The central island is equipped with a sink and offers additional workspace. Sleek stainless steel appliances are present, including a refrigerator and an oven, while pendant lights provide illumination.

Home in Four Corners

New Gtd community Sleeps 6 - 3B/2 bth near Disney

4.93 out of 5 average rating, 28 reviews

Mario's Arcade Pool House

Holiday condos with a patio

4.94 out of 5 average rating, 136 reviews

The living room features a power reclining sofa and love seat, arranged around a dark coffee table. A modern painting adorns the wall, and natural light enters through large windows, illuminating the adjoining kitchen area visible in the background.

Condo in Davenport

9 miles from Disney - Bella Piazza spacious condo

4.92 out of 5 average rating, 118 reviews

A bright living area features soft blue seating arrangements arranged around a wooden coffee table. Sliding glass doors provide access to a balcony with lake views. Neutral wall colors and tiled flooring enhance the spacious feel, while natural light illuminates the space.

Condo in Orlando

Lakeside Resort Condo minutes to Disney, Universal

Superhost

A spacious living area features a dark sectional couch paired with a round coffee table made of natural wood. A large TV displays a scenic cityscape, while a dining area with round table and yellow upholstered chairs is visible. Light blue walls create a calm ambiance.

4.88 out of 5 average rating, 176 reviews

Next to Disney and retail therapy

A spacious bedroom is highlighted by a large mural depicting autumn trees. A white bed frame is complemented by a dark blanket and patterned pillows. Two bedside tables with lamps are positioned on either side, providing balanced lighting.

4.95 out of 5 average rating, 207 reviews

New Lovely 3-bedroom Condo 5 minutes from Disney’s

A comfortable living area features a cozy gray sofa and loveseat arranged around a wooden coffee table, with decorative pillows adding a touch of style. Natural light fills the space through sliding glass doors that lead to a screened balcony with outdoor seating.

4.93 out of 5 average rating, 124 reviews

Disney Dream Condo & Pool

A spacious living area is featured with a grey sectional sofa and an ottoman, providing ample seating. A large television is mounted on the wall, and natural light is welcomed through the arched doorway in the background, leading to a dining area.

4.87 out of 5 average rating, 101 reviews

3 Bedroom Condo - 7 Minutes from Disney

4.99 out of 5 average rating, 110 reviews

Bongo’s Pad~ Gated Resort~ 3 Miles to Disney!

The master bedroom features a spacious bed with a tufted headboard, complemented by a decorative mirror and framed artwork. Natural light streams in through a large window, revealing views of greenery. A warm color palette and wood accents create a relaxing atmosphere.