
Vacation rentals with outdoor seating in Windsor Hills
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Top-rated outdoor seating rentals in Windsor Hills
Guests agree: these outdoor seating rentals are highly rated for location, cleanliness, and more.

Boho Bliss Escape• Poolside•Minutes from Adventure
🌿✨ Welcome to Boho Bliss Townhouse! ✨🌿 Your boho-chic retreat near Kissimmee ’s top attractions! 🏰 8 min Walt Disney World w/o traffic!!!! 🎢 25 min Universal ✈️ 25 min Orlando Airport 🐊 Gatorland 🛍️ Old Town Kissimmee 🎡 ICON Park features The Wheel, dining, and SEA LIFE Aquarium 🌊 Lake Tohopekaliga 🍖 Medieval Times offers dinner and a show. 🎢 Fun Spot America provides amusement park fun 🌿 Kissimmee Lakefront Park offers a relaxing lakeside experience 🌳 Shingle Creek Park is perfect for nature

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!

Resort Home 3.5 miles to Disney with home theater
We welcome you to stay in our home located in the Windsor Hills community with a water park, slides, theatre and so much more! The house is just 3.5 miles from Disney’s Animal Kingdom. Our home has 6 large bedrooms including laundry in the home, an 8 seat home theatre, TVs in every room, a large swimming pool & spa with a large patio cover, plus a large kitchen fully equipped with everything you need for your stay. Please message us if you have any questions, we look forward to hosting you!

Highest Rated Minutes to Disney! -Newly Renovated
• Newest house in the #1 community in the Disney Area, Windsor Hills • Only home with 7 bedrooms in the community (3 KING beds) • Extra privacy: only one side & no rear neighbors • 4 children themed bedrooms (Mickey, Star Wars, Toy Story, & Frozen) • Onsite, driveway parking for 4 vehicles • FREE pool heat + BBQ with all rentals • Fully equipped + stocked kitchen • Self check-in with digital lock • Super FAST Wi-Fi wireless internet speed at +1000 Mbps • Property is managed directly by owner

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!

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! ✨

Themed Pool Home 2 Miles to Disney
Welcome to your dream vacation home! - Newly remodeled 3 bedroom, 3 bathroom townhome with themed rooms - Private splash pool, fully screened-in - Prestigious Windsor Hills Resort with no resort fee - Access to a new kids water park, clubhouse, gym, and more - Free Wifi and fast internet for your Zoom meetings - 24 hour security and gated access - Have a pet? $150 pet fee on 1st; $75 each additional pet - Check out our 5 Star 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

3BD/3BA Themed House Near Disney
Welcome to our charming 3-bedroom, 3-bathroom house, thoughtfully created to create magical moments for your entire family! Immerse yourself in our themed rooms, each capturing the magic of beloved stories like Happy Potter and Mickey Mouse. Accommodating up to 10 guests, your Disney adventure starts here! The following extra services include additional costs: Grill Early Check-in Late Check-out
Popular amenities for Windsor Hills outdoor seating rentals
House rentals with outdoor seating

10 min to Disney| Themed | Sauna | Pool | Golf Sim

Once upon a galaxy: Star Wars/fairytale retreat

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

Fun+Game Room+Outdoor Theater+Themed BRs+Pool/Spa

amazing unique home 5m to Disney

5 BR Oasis By Disney | Game Rm + Themed BRs + Pool

Family Disney Home | Pool | Game Room | Hot Tub

Mario's Arcade Pool House
Apartment rentals with outdoor seating

Cozy Apartment Close to Disney

Condo in Kissimmee

161 Near Disney, Best Price

Modern Disney Condo

Modern Condo: 10 Min to Disney + Fireworks Views!

Charming Oasis 10 Min to Parks Pets Allowed

3175-205 Resort 3BR Apt by Disney World Orlando

3/2 unit by Disney, Walmart
Condo rentals with outdoor seating

Resort Style Sunshine Oasis near Theme Parks

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

Star Wars Condo in Windsor Hills 3 bdrm, 2 baths

The Tree House, only 1.5 Miles From Disney!

Waterfront Condo minutes to Disney & Universal

Chic Disney Resort Condo • Pool Access Near Parks

Tiki bar | 15 minutes to Disney

Poolside Windsor Hills 3BR~Waterpark~2mi to Disney
When is the best time to visit Windsor Hills?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ834 | ﺩ.ﺇ859 | ﺩ.ﺇ925 | ﺩ.ﺇ948 | ﺩ.ﺇ826 | ﺩ.ﺇ848 | ﺩ.ﺇ911 | ﺩ.ﺇ808 | ﺩ.ﺇ735 | ﺩ.ﺇ841 | ﺩ.ﺇ845 | ﺩ.ﺇ955 |
| 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 vacation rentals with outdoor seating in Windsor Hills

Total vacation rentals
Explore 330 vacation rentals in Windsor Hills

Nightly prices starting at
Windsor Hills vacation rentals start at ﺩ.ﺇ257 per night before taxes and fees

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

Family-friendly vacation rentals
310 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Vacation 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 vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, 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
- Serviced apartment rentals Windsor Hills
- Rentals with an EV charger Windsor Hills
- House rentals Windsor Hills
- Pet-friendly rentals Windsor Hills
- Family-friendly rentals Windsor Hills
- Rentals with a home theater Windsor Hills
- Rentals with a hot tub Windsor Hills
- Rentals with pools Windsor Hills
- Fitness-friendly rentals Windsor Hills
- Condo rentals Windsor Hills
- Villa rentals Windsor Hills
- Apartment rentals Windsor Hills
- Rentals with a patio Windsor Hills
- Rentals with a washer and dryer Windsor Hills
- Rentals with outdoor seating Four Corners
- Rentals with outdoor seating Osceola County
- Rentals with outdoor seating Florida
- Rentals with outdoor seating United States
- Universal Studios Florida
- Orange County Convention Center
- Universal Orlando Resort
- Disney Springs
- SeaWorld Orlando
- Walt Disney World Resort Golf
- Magic Kingdom Park
- Disney's Animal Kingdom Theme Park
- Old Town Kissimmee
- Epcot
- ESPN Wide World of Sports
- Amway Center
- Reunion Resort Golf Courses - Palmer & Watson
- Universal's Volcano Bay
- Discovery Cove
- Aquatica
- Island H2O Water Park
- Disney's Hollywood Studios
- ICON Park
- Southern Dunes Golf and Country Club
- ChampionsGate Golf Club
- Universal's Islands of Adventure
- Ventura Country Club
- Shingle Creek Golf Club




