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At Chillax Inn, we're dedicated to making your stay as comfortable and enjoyable as possible. Whether you have a question about our Kissimmee vacation homes, need assistance booking, or want recommendations for local attractions, our team is here to help. Don't hesitate to contact us with inquiries or concerns—we're just a message away!

Please contact us if you need any assistance

Michelle

Brent

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chillaxinnvacationhomes

✈️ Find your escape!
🎢 Orlando Vacation Rentals
📍All Within 10 miles of Disney World

🌴✨Welcome to Windsor Hills Resort – Where M

🌴✨Welcome to Windsor Hills Resort – Where Magic Meets Relaxation!🏰☀️

Just 2 miles from Walt Disney World, Windsor Hills in Kissimmee is the ultimate vacation destination for families and groups! Enjoy resort-style amenities like:

🏊‍♂️ Huge Lagoon-Style Pool
🎢 Water Slides & Splash Zone
🎮 Game Room & Movie Theater
🏀 Sports Courts & Playground
🛏️ Spacious Vacation Homes & Condos

Whether you’re park-hopping or poolside chilling, Windsor Hills is your perfect home base for fun, comfort, and convenience in Central Florida! 💫

📍 Kissimmee, FL | 🎡 Minutes from Disney Magic

#WindsorHillsResort #KissimmeeFL #OrlandoVacation #FamilyFun #DisneyGetaway #ResortLife #chillaxinnvacationhomes #ChillaxInn

🏡✨ 12 Homes. 3 Incredible Resorts. Endless Va

🏡✨ 12 Homes. 3 Incredible Resorts. Endless Vacation Vibes.

Whether you're dreaming of lazy pool days, theme park adventures, or unforgettable family moments—Chillax Inn Vacation Homes has you covered in Windsor Hills, Windsor Island, and Windsor at Westside. 🌴☀️

🎢 Just minutes from the magic
💦 Resort-style amenities
🛏️ Space for the whole crew

Your perfect vacation starts here. Which resort will you choose?

#ChillaxInn #VacationHomes #WindsorHills #WindsorIsland #WindsorAtWestside #OrlandoVacation #FamilyTravel #StayChillax #chillaxinnvacationhomes

🌴 Own a Vacation Home? Let's Get You More Booki

🌴 Own a Vacation Home? Let's Get You More Bookings! 🏡✨

Is your calendar not as full as you'd like? Struggling to get the visibility your property deserves?

At Chillax Inn Management, we specialize in helping vacation homeowners like you get better bookings, more exposure, and less stress. From marketing to guest communication – we’ve got you covered.

📆 More nights booked
📸 Better listings
💬 Professional guest management
🧼 Reliable cleaning and maintenance partners

Let us take the hassle out of hosting so you can chillax while we do the rest. 😎

📩 Send us a message to learn how we can help boost your vacation rental!

#VacationRental #PropertyManagement #ChillaxInn #BookMoreNights #AirbnbHelp #VacationHomeOwners #ShortTermRentalTips #chillaxinnvacationhomes

🌴 Last-Minute Getaway? We’ve Got You! 🏡✨

🌴 Last-Minute Getaway? We’ve Got You! 🏡✨

Chillax Inn Vacation Homes has some rare last-minute availability in our fabulous, fully-loaded homes — perfect for a spontaneous escape or a quick change of scenery. 😍

Whether you're dreaming of poolside vibes, cozy nights, or adventure-filled days, we’ve got the perfect spot for you to unwind. But hurry — these gems won’t last long! 💨

📅 DM us now or visit chillaxinn.com to book your Chillaxing stay!

#ChillaxInn #VacationVibes #LastMinuteEscape #BookNow #VacationRental #chillaxinnvacationhomes

🚨 Adventure Alert! 🚨 Chillax Inn Vacation H

🐇Windsor at Westside‍🐣 🌸☂️ April Sp

🐇Windsor at Westside‍🐣
🌸☂️ April Specials and Activities! 🌷🪷
#chillaxinnvacationhomes #ChillaxInn #windsoratwestside #familytime

🌞 Welcome to Chillax Inn Summer Drive-Inn! 🌞

🌞 Welcome to Chillax Inn Summer Drive-Inn! 🌞

Looking for the ultimate family getaway? Chillax Inn has it all—luxury, fun, and nostalgia! Just minutes from Windsor Island Resort, this peaceful vacation home offers breathtaking views, private outdoor spaces, and room for up to 14 guests.

✨ What to Expect:

Spacious Villa with NO CARPET anywhere!

Kitchen: Fully equipped with all essentials + island seating for 4 and 8 person dining table.

Bedrooms: 7 cozy rooms with themed beds (Mickey, Minions!) & ensuite bathrooms.

Bathrooms: 5 full & 1 half, stocked with towels and essentials.

Outdoor Oasis: Pool, spa (optional heating), grill (available to rent), & stunning views.

Arcade/Game Room: Classic Ford Mustang, Pinball, PS4 gaming stations, and more!

Family-Friendly Amenities: Baby gate, Pack ‘n Play, room-darkening shades.

🌴 Book your stay today at 1901 Summer Drive, Davenport, FL, and make memories that’ll last a lifetime! 🏡✨

#VacationGoals #ChillaxInn #FamilyVacation #FloridaGetaway #SummerDriveInn #LuxuryAndFun #WindsorIslandResort #ChillaxInnVacationHomes

🌞🏡 **Escape to Chillax Inn Summer – Your P

🌞🏡 **Escape to Chillax Inn Summer – Your Perfect Family Getaway!** 🏡🌞

Looking for the ultimate vacation home for your family? Look no further than **Chillax Inn Summer**! This spacious 5-bedroom vacation rental, located in the serene **Windsor Island Resort**, is the perfect place for families to relax, play, and make lasting memories. ✨

Here’s what makes it special:
👑 **Themed Bedrooms** – Your kids will love the **Princess** and **Avengers** rooms!
🏊‍♂️ **Private Pool** – Enjoy your own west-facing pool, with optional heating available.
🎮 **In-Home Arcade** – Free entertainment with multiple games and a pool table for endless fun!
🍽️ **Fully Equipped Kitchen** – Cook meals together and enjoy plenty of dining space with options for 8 at the table and 4 at the island.

Plus, this beautiful home comfortably sleeps up to **10 guests** with 3 luxurious **king bedrooms**, perfect for relaxing after a fun-filled day.

🛏️ **The Space**:
- **Living Room**: Comfy sectional, Smart TV, and open floor plan
- **Kitchen**: Fully equipped with everything you need
- **Bedrooms**: Themed rooms for the kids + 3 king-sized beds for adults
- **Bathrooms**: 4 bathrooms (all stocked with towels)

**Resort Amenities**:
- Heated **communal pool** and **children's pool**
- **Hot tub**, **gym**, **lazy river** and **play area**
- **Fire pit** and **bar and grill** for family gatherings

This is the family-friendly retreat you’ve been dreaming of, complete with all the fun and relaxation you could want. Ready to make memories? **Book your stay today** at Chillax Inn Summer! 🌟

#ChillaxInn #VacationHome #FamilyGetaway #WindsorIslandResort #PrivatePool #ArcadeFun #VacationInFlorida #FamilyFun #RelaxAndPlay #BookYourStay #chillaxinnvacationhomes

🎉😜 **Happy April Fools' Day from Chillax Inn

🎉😜 **Happy April Fools' Day from Chillax Inn Vacation Homes!** 😜🎉

Gotcha! 😉 But no joke – we’re here to make your vacation experience as amazing as possible! Whether you're here for fun or just looking to unwind, we promise no tricks—only treats! 🏡✨

Here’s to a day full of laughter, surprises, and unforgettable memories. 😎 If you're ready for a real vacation, let us take care of everything while you relax in style! 🌴🌞

Have a fun and lighthearted April Fools' Day, and remember, no pranks, just luxury at Chillax Inn! 🎉

#AprilFoolsDay #ChillaxInn #NoJokesJustVacation #RelaxAndUnwind #VacationFun #chillaxinnvacationhomes

🌟✨ **Chillax Inn Vacation Homes LOVES 5-Star

🌟✨ **Chillax Inn Vacation Homes LOVES 5-Star Reviews!** ✨🌟

A huge THANK YOU to all our amazing guests who have shared their wonderful experiences with us! 🙌💖 Your 5-star reviews mean the world to us and inspire us to keep providing the best stay possible. 🏡🌟

We’re so grateful for each of you and thrilled to know that you had a memorable and relaxing time at Chillax Inn. 🥰 If you’ve stayed with us recently, we’d love to hear about your experience! Drop a review and let us know how we did. 📲💬

Thank you again for choosing Chillax Inn – we can’t wait to welcome you back soon! 🌞✨

#ChillaxInn #5StarReviews #GratefulGuests #ThankYou #VacationMemories #GuestLove #BestStayEver #chillaxinnvacationhomes

🌸🐣 **Happy Easter from Chillax Inn Vacation

🌸🐣 **Happy Easter from Chillax Inn Vacation Homes!** 🐣🌸

Wishing you and your loved ones a joyful and peaceful Easter weekend! 🌷✨ Whether you're celebrating with family, friends, or enjoying some well-deserved relaxation, we hope your holiday is filled with happiness and special moments. 💖

If you're looking to escape and unwind, our luxurious vacation homes are the perfect place to make memories this spring! 🌞🌼

Have a wonderful Easter and stay safe! 🐰🌸

#HappyEaster #ChillaxInn #SpringGetaway #EasterJoy #FamilyTime #VacationVibes #CelebrateLife #chillaxinnvacationhomes

🏡💼 **Let Chillax Inn Management Handle Every

🏡💼 **Let Chillax Inn Management Handle Everything for You!** 💼🏡

Are you a vacation rental owner looking to sit back, relax, and watch the income roll in? Let **Chillax Inn Management** take care of the hard part while you collect a check! ✅

From booking management to guest services, housekeeping, and maintenance, we handle every detail with care and professionalism. You don’t have to lift a finger – just enjoy the benefits of owning a vacation rental without the stress. 🌟

Here’s how we make it easy for you:
🔑 24/7 guest support
🧹 Regular cleaning & maintenance
📈 Maximize bookings with our expert marketing & revenue management
💰 Consistent income, no hassle

Let us do the work, while you sit back and enjoy the rewards! 📲 DM us today to get started!

ChillaxInnManagement.com

#ChillaxInnManagement #VacationRental #PassiveIncome #StressFreeRentals #LetUsHandleIt #PropertyManagement #EasyIncome #SitBackAndRelax #chillaxinnvacationhomes #ChillaxInn

🍽️🔥 Chillax Inn Favorite - Kobe Steakhous

🍽️🔥 Chillax Inn Favorite - Kobe Steakhouse! 🔥🍽️

Looking for an unforgettable dining experience during your stay at Chillax Inn? We highly recommend Kobe Steakhouse – where the sizzling flavors and entertainment come together for the perfect meal! 😋🥩

From their expertly cooked steaks to the mouthwatering sushi and hibachi grill options, every bite is a flavor explosion. 🍣🔥 Plus, the talented chefs put on an amazing show right at your table, making every meal a memorable event! 🎉🍴

Whether you’re celebrating a special occasion or just treating yourself, Kobe Steakhouse is the place to be. Perfect for a night out with family, friends, or a romantic dinner! 💖

📍 Located just minutes from Chillax Inn, it’s a must-visit!

#ChillaxInn #KobeSteakhouse #SteakLovers #HibachiFun #DeliciousDining #VacationEats #FoodieFavorites #chillaxinnvacationhomes

🌴🏡 **Chillax Inn Vacation Homes - Your Dream

🌴🏡 **Chillax Inn Vacation Homes - Your Dream Getaway Awaits!** 🏡🌴

Looking for the ultimate vacation experience? Look no further! Chillax Inn offers 12 stunning villas spread across **3 amazing resorts**: **Windsor Island**, **Windsor Hills**, and **Windsor at Westside**. ✨

Whether you're seeking a relaxing retreat or an action-packed adventure, we've got the perfect spot for you. From world-class amenities to spacious, luxurious villas, you're guaranteed to have the time of your life. 🏊‍♀️🍹

💫 **Why choose Chillax Inn?**
✅ Spacious 4-8 bedroom villas
✅ Private pools and spas
✅ Fully equipped kitchens & entertainment areas
✅ Close to major attractions like Disney World 🎢
✅ Top notch guest service to ensure your stay is perfect!

So, what are you waiting for? Book your next vacation at **Chillax Inn Vacation Homes** and experience the comfort, luxury, and fun you deserve! 🌟

📲 DM us or visit our website to book now!

#ChillaxInn #VacationVillas #WindsorIsland #WindsorHills #WindsoratWestside #LuxuryStay #DisneyVacation #FamilyGetaway #RelaxInStyle #BookYourStay #chillaxinnvacationhomes

🌟 A HUGE thank you to all of our amazing guests

🌟 A HUGE thank you to all of our amazing guests who took the time to leave us 5-star reviews! 🌟

We are beyond grateful for your kind words and support. Your feedback helps us continue to create the best experience possible here at Chillax Inn. 🏨✨

We’re so glad you enjoyed your stay, and we can't wait to welcome you back for even more unforgettable moments. Your trust and love mean the world to us! 💙

#ChillaxInn #Grateful #5StarReviews #ThankYou #GuestLove #chillaxinnvacationhomes

Windsor Hills Resort Week 4 March Activity and Mov

Windsor Hills Resort Week 4 March Activity and Movie Calendar
#chillaxinnvacationhomes #WindsorHills #windsorhillsresort #ChillaxInn #familyfun

St. Patrick's Celebration at Windsor at Westside R

St. Patrick's Celebration at Windsor at Westside Resort
#StPatricksDay2025 #chillaxinnvacationhomes #ChillaxInn #windsoratwestsideresort

Enjoy a refreshing mocktail at the Blue Marling Gr

Enjoy a refreshing mocktail at the Blue Marling Grille today from 12pm-4pm and join in the Spring Break festivities! Sip on delicious concoctions while soaking up the sun and fun.

#WindsorIsland #BlueMarlingGrille #SpringBreak #Mocktails #chillaxinnvacationhomes #ChillaxInn #windsorislandresort

☀️ Spring is officially here! ☀️ Let the s

☀️ Spring is officially here! ☀️ Let the sunshine in, the flowers bloom, and the good vibes roll!
🌷Happy First Day of Spring! 🌷
#SpringVibes #HelloSpring #SpringTime #chillaxinnvacationhomes #ChillaxInn

Looking for a sweet St. Patrick's Day activity? 🍪 Join our celebration and decorate your own festive cookies! For just $3, you can enjoy St. Patrick's themed icing and sprinkles. We'll also have crafts, games, giveaways, treats, and drinks for a shamrockin' good time! ☘
Blue Marlin Bar and Grille on Monday, March 17th from 2:30pm-5:30pm
#StPatricksDay #CookieArt #KidsActivities #ChillaxInn #chillaxinnvacationhomes

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