Vacation rentals with outdoor seating in Windsor Hills

A tranquil outdoor space features a private pool under a protective screen enclosure, framed by reclining lounge chairs. The setting offers a view of the lake, contrasting with the colorful sunset sky, creating a serene atmosphere for relaxation.

4.98 out of 5 average rating, 105 reviews

Mickey's Lakefront Villa at Sunset Lakes

Updated Pics Dec 2024. We have no gas burning appliances. We abide by the AirBnB enhanced cleaning protocol. We want our guests to be happy, healthy and safe in their home away from home. Please see house rules. Located in beautiful Sunset Lakes – it's hard to find a vacation home closer to Walt Disney World with all that's offered at Mickey’s Lakefront Villa. Be amazed at how quiet and secluded you will feel yet just minutes away from all of the entertainment that you came here to enjoy.

The spacious living area features comfortable seating arrangements, large windows, and a decorative area rug. The view leads to the private screened-in pool, providing a seamless indoor-outdoor experience. The room is illuminated by natural light and complemented by a modern ceiling fan.

4.99 out of 5 average rating, 137 reviews

Game & Theater Room, Castle Bunks, Pool & Spa

Vacation at Windsor’s Best located in Windsor Hills Resort just 2 miles from Walt Disney World. This one-story 4 bed, 4 bath vacation villa has everything you need for a wonderful getaway with family or friends. Situated on an elevated corner lot, this spacious villa with it's private pool and spillover spa offers a beautiful view overlooking the resort community. Plus, guests have access to the family-friendly Windsor Hills Resort amenities, including the water park, playgrounds, gym and more.

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!

4.98 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.

4.92 out of 5 average rating, 146 reviews

A resort-style pool is framed by palm trees, featuring clear turquoise water. The spacious clubhouse, with a distinctive architectural style, is visible in the background, characterized by a large entryway and a welcoming facade. Green shrubs are neatly arranged around the pool area.

Villa in Kissimmee

Top Florida Resort Pool Home 4 Miles to Disney

Step into your own beachy paradise! Just 4 miles from Disney, this 4BR/3BA Florida villa is a masterpiece of beauty and comfort. Picture yourself enjoying the resort-style pool, beach volleyball, tiki bar, and more. Your private pool and game room add an extra touch of luxury. Don't miss out on the ultimate getaway—book now and let the magic unfold! Your dream escape is just a click away. Seize the moment and secure your reservation for an unforgettable experience in this tropical haven!

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!

4.96 out of 5 average rating, 145 reviews

A recreational game room is presented, featuring an air hockey table and a pool table centered in the space. Two gaming chairs are positioned near flat-screen monitors on the wall. Colorful LED lighting creates an engaging atmosphere in the room.

Villa in Kissimmee

Mr. Clean's Cozy Disney Home w/ Luxury Finishes

• Newest house in the #1 resort community in the Disney Area, Windsor Hills • ALL Mattresses & Pillows are encased in waterproof SANITIZED covers. • 2 FUN children themed rooms (Star Wars, & Frozen) • Onsite, driveway parking for 3 vehicles • FREE pool heat + BBQ with ALL rentals • Fully equipped + stocked kitchen; including Keurig machine • Self check-in with digital lock • Super FAST Wi-Fi wireless internet speed at +1,000 Mbps!! • Property is managed directly by owner

A queen bed with white linens is centered in this room, complemented by matching nightstands and lamps. Behind the bed, a large mural depicts a castle under a starry sky. A mirror reflects the room's decor, adding to the bright and open atmosphere.

4.96 out of 5 average rating, 167 reviews

Heated Mickey Pool, Frozen, Slides, Next 2 Disney

✨ Experience the magic as you step into our 3 bedroom townhome in the closest resort to the Disney Parks, Windsor Hills. Relax in your private, heated Mickey pool. Be transported to a land of ice and snow in a Frozen-themed bedroom. Watch your favorite movie on one of 4 smart TVs. Take a break from the parks by enjoying the resort pool, hot tubs, water park, movie theater, playgrounds, and more. Experience all the magic together with family and friends. Book today! ✨

A themed bedroom features two twin-sized beds with light bedding. The walls are adorned with a vibrant mural depicting beloved Star Wars characters amidst a nature backdrop. Natural light enters through a window dressed with sheer curtains, while a bedside lamp adds a subtle glow.

4.97 out of 5 average rating, 140 reviews

Star Wars Themed Br Pool w/ Free Resort Waterpark

🔮 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!

A bright living area features a light-colored sofa and a modern side table with a decorative lamp. Natural light floods through large windows, illuminating a dining space with a table and chairs, alongside a kitchen counter visible in the background.

4.9 out of 5 average rating, 300 reviews

Disney fireworks new house - 5 minutes to Disney

Welcome to our beautifully decorated 2-store Townhouse only 6 miles away from the Disney Parks and many other attractions. You will have the entirely house for yourself and your family while enjoying your vacation in Florida. We have sought to equip our home to a high standard and to anticipate your needs for a luxurious stay. We truly believe that our home is special based on 4 main reasons: Location, Security, Decoration and Comfort.

A private pool area is enclosed by a protective screen, providing a serene oasis. The pool is surrounded by tiled flooring, with a table and chairs nearby for relaxation. Bright curtains frame the entrance to the living space, enhancing the overall inviting atmosphere.

4.91 out of 5 average rating, 242 reviews

DISNEY, WATER park, Private POOL, Comfort by A3G

Your dream getaway, starts In this 3beds 3 baths vacation home away from home! With private pool, Located in the amazing 5 stars resort at WINDSOR HILLS, only 3 miles away from all the wonders and magic of Disney. For Endless entertainment just walk to the Clubhouse and encounter the beautiful typhoon style pool, jacuzzi, brand new water park, arcade, fitness center, volleyball and basquetbol courts, kids playground and much more

The aerial view showcases a spacious pool area surrounded by lush palm trees and lounge chairs. A bright water slide is visible in the background, leading to the pool. A serene lake serves as a picturesque backdrop, enhancing the resort's atmosphere.

4.86 out of 5 average rating, 192 reviews

One in a Minion condo your kids will love +450Mbps

Enjoy of sophisticated and modern accommodations on your next visit to Orlando. This One in a Minion themed two bedroom condo boasts 1082 SQ FT of living space and it's fully equipped for 6 guests. Conveniently located on the ground floor and a short stroll to the clubhouse, pool and dueling water slides. It features a smart lock, High-speed WIFI Internet +450Mbps, cable TV, telephone line, linens & towels and washer/dryer.

Popular amenities for Windsor Hills outdoor seating rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with outdoor seating

5 out of 5 average rating, 5 reviews

NEW!-Fun-Relaxing-Private-Beautiful Vacation Home

A clear view of a spacious outdoor pool area is presented, surrounded by a landscaped garden. Comfortable white lounge chairs are positioned around the pool, which features a water feature. Colorful umbrellas provide shade, enhancing the inviting atmosphere of the community.

4.93 out of 5 average rating, 150 reviews

Luxury and Perfect Family Vacay 3 min from Disney!

4.78 out of 5 average rating, 9 reviews

Windsor Hills Home w/Arcade Game Room|Near Disney

5 out of 5 average rating, 10 reviews

4 minutes to Disney - Sleeps 14, Arcade, Pool

A tranquil pool area features a clear blue pool and adjacent spa, both enclosed within a screened-in area. Lush greenery is visible beyond the pool deck, with a serene lake view in the background under a bright, blue sky.

4.92 out of 5 average rating, 84 reviews

Windsor Hills 5 bed/5 bath Pool Home, Games Room

A private splash pool is enclosed within a screened patio, featuring a stone surface for easy movement. Two red lounge chairs are positioned alongside the pool, with greenery visible in the background, creating a sense of openness and tranquility.

4.8 out of 5 average rating, 10 reviews

Perfect Townhome Near Disney!

4.96 out of 5 average rating, 192 reviews

A private pool area featuring a clear blue pool with spa and surrounding palm trees. A giant outdoor chess set is visible nearby, along with a colorful tube slide leading to a vibrant bunk bed room. A game table with billiards is also showcased in the movie theater room.

Home in Four Corners

Luxurious Golf Front Oasis: Pool, Spa, View&Cinema

The exterior of a two-story yellow cottage is shown, featuring large windows and a fenced private pool. Sunlight reflects off the water, and lush greenery surrounds the pool area, enhancing the inviting atmosphere. Balconies are visible on the upper level, overlooking the pool.

4.96 out of 5 average rating, 226 reviews

"Vista Lago"Hotel Amenities/lake view,private pool

Apartment rentals with outdoor seating

The image features a resort-style swimming pool, surrounded by lush greenery and palm trees. Lounge chairs are positioned near the water, with vibrant red umbrellas providing shade. The clubhouse is visible in the background, completing the inviting outdoor space.

4.9 out of 5 average rating, 145 reviews

14-206 Legacy Dunes, Lake View, Free Wifi/Parking

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!

5 out of 5 average rating, 4 reviews

Nice 3B2B Windsor Hills Resort Condo 14 min Disney

The image showcases a vibrant family-friendly condo, featuring colorful Disney-themed decor throughout the open living space. A spacious pool area is visible beyond the window, highlighting water features and play areas, while the cozy sleeping area is highlighted in the foreground.

4.85 out of 5 average rating, 150 reviews

Toy Story Retreat Near Disney in Windsor Hills

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 spacious dining area features a large wooden table set for multiple guests with white dinnerware. Soft lighting hangs above, and a modern artwork piece adorns the wall. In the background, a well-lit living area with a large screen TV and a balcony can be seen.

4.85 out of 5 average rating, 103 reviews

3175-205 Resort 3BR Apt by Disney World 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 modern kitchen features crisp white cabinetry and sleek stainless-steel appliances. A spacious island is complemented by contemporary stools, with an organized countertop housing kitchen essentials. Gray tile backsplash adds a subtle texture, while natural light brightens the open layout.

4.94 out of 5 average rating, 150 reviews

BRAND NEW 2BR Apt, 5mi to Disney - Storey Lake 401

Condo rentals with outdoor seating

4.99 out of 5 average rating, 136 reviews

A whimsical bedroom features two beds adorned with white linens and vibrant red throw blankets displaying Mickey Mouse. A large Mickey-shaped decor piece is showcased on the wall, with cheerful lighting and a stuffed Mickey Mouse plush sitting on one bed.

Condo in Four Corners

The Mouse Pad: Luxury Condo near Walt Disney World

The living room features a comfortable sofa with colorful accent pillows, a coffee table, and a flat-screen TV mounted on the wall. A round dining table with chairs is visible in the background, along with artwork and decor that add a touch of elegance.

4.86 out of 5 average rating, 212 reviews

@Look@ ~ 3bed/2bath/1st floor! ~ Sleeps 7!

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, 194 reviews

Heated Waterpark 10 mins to Disney in Windsor Hill

A spacious living area features a large leather sofa and wall art, creating an inviting space. The open-concept layout connects to the kitchen and dining area, while large windows allow natural light to fill the room. A vibrant resort-style pool area and water slides are visible outside.

4.97 out of 5 average rating, 144 reviews

Disney Oasis

A Star Wars themed bedroom features two twin beds with themed bedding. A decorative quilt with a pattern of star fighters is placed over one bed, while the other is dressed in a space-themed cover. A bedside table holds a lamp shaped like a lightsaber, with blue walls adorned with framed artwork.

4.92 out of 5 average rating, 173 reviews

Themed Resort Condo | Pool | Spa | Mins to Disney

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

4.98 out of 5 average rating, 211 reviews

A balcony view captures a vibrant sunset over Lake Bryan, with hues of pink and orange reflected on the water. Outdoor seating includes two chairs and a small round table, inviting relaxation while enjoying the scenic surroundings.

Condo in Orlando

Lakefront Resort Condo near Disney & Universal

The dining area is furnished with a stylish table and white chairs, illuminated by pendant lights above. A cozy living space is visible in the background, featuring a dark sofa and a wall-mounted TV. Natural light filters through the nearby windows.