
Holiday rentals with outdoor seating in Windsor Hills
Find and book unique Holiday Houses with Outdoor Seating on Airbnb
Top-rated Holiday Houses with Outdoor Seating in Windsor Hills
Guests agree: These Holiday Houses with Outdoor Seating are highly rated for location, cleanliness and more.

Luxurious Pool Villa, Minutes From Disney World
Enjoy the big private pool after a long day at the themes park with family. Sun bath in a spacious pool deck all day or get a back massage by our spa. The villa had a gentle light system combined with the main cold color tone to create a feeling of comfort and relaxation. Your kids will love the Mickey twin beds and the game room very much. Our villa located within 5-15minutes of majors shopping center/outlets, restaurants, bars, water park, and themes park. We had everything, just missing you!

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 bedroom, south facing pool 3 miles to Disney
Create family memories in our stunning pool home with Star Wars, Minnie and Mickie themed twin rooms. Elegant and comfortable king bed master bedroom with your own private bathroom and soaking tub! Delightful queen bedroom that also features its own private bathroom with shower. Enjoy a heated south facing pool (heating extra charge) with no rear neighbors. We are located in a guard gated community that features a large pool, clubhouse with a gym, arcade, movie room, and various sports courts.

*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!

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.

NEW Amazing Decorated house just 5 min to Disney
Dear guest, we are happy you decided for your stay with our amazing home, which offers you an amazing stay 5 Minutes from Disney Parks and 10 Minutes to Universal parks! You will love even the time here, either by cooking and enjoying the family or carrying the family to the pool. do your workout while the kids are having a fun time right next to you but in their own place. enjoy a great barbeque in the back of the house with great weather! whatever happens we are reachable for you!

Star Wars Bungalow | 4 Mi to Disney | Waterpark
Enjoy your stay at this gorgeous, freshly renovated home! MINUTES to Walt Disney World. • 🎢 WATER SLIDES • 🌟THEMED Star Wars Retreat •🍴 Entertainer's Kitchen • 🤱 BOB Jogger Stroller available • 🏖️ Private patio with HEATED POOL • ☕️ **Latte and Coffee Bar** • 📶 Fiber High Speed Wi-Fi Thoughtfully curated for your ultimate ENJOYMENT. Beautiful modern interior, ceramic tile floors, and high quality decor throughout. This impeccable 3 bedroom, 3 bath home sleeps up to 8.

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!

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

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! ✨

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

@Look@ ~ 3bed/2bath/1st floor! ~ Sleeps 7!
1ST FLOOR! 3 Bedroom/2 Bathroom Condo with 2 Master Suites! Main Master Suite has a King bed, TV and DVD player, walk in closet and a walk in shower. Second Master Suite has a King bed, TV and DVD player, and a door with direct access to the second bathroom. Guest Bedroom 3 has two Twin beds and a TV and DVD player. The living room features a TV over a beautiful electric fireplace and leather sofas - one is a sofa sleeper!
Popular amenities for Windsor Hills outdoor seating rentals
Holiday House Rentals with Outdoor Seating

Lovely 3BD Home with BBQ

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

8 mins. to Disney W/Poolside Theater & Game Room

Winter Specials - 6 Mi to Disney - 4 Master Suites

Themed home 10 mins from Disney|Pool, Free BBQ

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

Perfect Townhome Near Disney!

Fun+Game Room+Outdoor Theater+Themed BRs+Pool/Spa
Apartment rentals with outdoor seating

Nice 3B2B Windsor Hills Resort Condo 14 min Disney

2 Bd/2 Ba Sleeps 8! Storey Lake (3191-102)

Toy Story Retreat Near Disney in Windsor Hills

Modern Condo: 10 Min to Disney + Fireworks Views!

Comfy Reunion Apto /Vista Golf • Piscina y Disney

3121-402 Resort Lake View Disney Universal Orlando

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

One Bedroom close to Disney
Condo rentals with outdoor seating

303_To Infinity & the Ocean Breeze Apartment

Heated Waterpark 10 mins to Disney in Windsor Hill

Star Wars Condo in Windsor Hills 3 bdrm, 2 baths

Disney Oasis by the lake

Modern Lake view Condo 1 mile from Disney

Themed Resort Condo | Pool | Spa | Mins to Disney

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

Lakefront Resort Condo near Disney & Universal
When is the best time to visit Windsor Hills?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $349 AUD | $359 AUD | $387 AUD | $396 AUD | $346 AUD | $355 AUD | $381 AUD | $338 AUD | $307 AUD | $352 AUD | $353 AUD | $399 AUD |
| Avg. temp | 16°C | 18°C | 20°C | 22°C | 25°C | 27°C | 28°C | 28°C | 27°C | 24°C | 20°C | 17°C |
Quick stats about holiday rentals with outdoor seating in Windsor Hills

Total holiday rentals
Explore 330 holiday rentals in Windsor Hills

Nightly prices starting at
Windsor Hills holiday rentals start at $108 AUD per night before taxes and fees

Verified guest reviews
Over 8,190 verified reviews to help you choose

Family-friendly holiday rentals
310 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 20 rentals that welcome pets

Holiday rentals with a pool
330 properties feature pools

Rentals with dedicated workspaces
210 properties have a dedicated workspace

Wi-Fi availability
330 of Windsor Hills holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Windsor Hills rentals

4.8 Average rating
Windsor Hills stays are highly rated by guests—averaging 4.8 out of 5!
Destinations to explore
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- Universal Studios Florida
- Orange County Convention Center
- Universal Orlando Resort
- Universal's Volcano Bay
- SeaWorld Orlando
- Disney Springs
- Discovery Cove
- Old Town Kissimmee
- Disney's Animal Kingdom Theme Park
- Magic Kingdom Park
- Epcot
- ESPN Wide World of Sports
- Amway Center
- Reunion Resort Golf Courses - Palmer & Watson
- Walt Disney World Resort Golf
- Aquatica
- Island H2O Water Park
- Disney's Hollywood Studios
- ICON Park
- Southern Dunes Golf and Country Club
- Universal's Islands of Adventure
- Ventura Country Club
- Kissimmee Lakefront Park
- Shingle Creek Golf Club