
Vacation rentals with a hot tub in Windsor Hills
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Top-rated hot tub rentals in Windsor Hills
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Disney Escape at Windsor Hills
This is a fantastic family vacation townhouse located just four miles from Walt Disney World! Inside, you'll find a full kitchen with a breakfast bar, a dining table for six, and a living area with a TV for streaming all your favorite channels! Right outside, take a refreshing swim in your private pool. Guests will be able to enjoy a wide variety of resort-style amenities close by including a community clubhouse with a game room, Olympic-size pool, children's waterpark, putting green, and more!

Fireworks Penthouse: Top Floor, Star Wars, 2 Pools
This modern 3-bedroom TOP FLOOR (with an ELEVATOR right to the door) luxury condo has one of the most PICTURESQUE VIEWS in the Reunion Resort of the Arnold Palmer PGA golf course. Combining STYLISH DESIGN and LUXURIOUS COMFORT, there are 2 KING bedrooms and a playful STAR WARS themed bedroom with a classic Arcade machine & Xbox. 4 TVs with DirecTV, free high-speed wifi, your own washer & dryer, access to 6 resort pools, 2 of which are only a 3 minute walk away, and only a short drive to Disney.

Newly Renovated Condo! 1.5 miles from Disney World
Make your next trip to Florida one to remember when you stay at our NEWLY RENOVATED 3 bedroom, 2 bath condo located at the Gated Resort Community of Windsor Hills, Four Corners. Just miles from Walt Disney World, Universal studios, Downtown districts, Shopping, golfing and many Restaurants, Windsor Hills has many resort's amenities that are perfect for the family vacation. Our condo grants access to an array of amazing amenities – water park, large pool, arcade room, movie theater and more!!

Cinderella's HolidayVilla-Minutes from Disney-NEW!
• 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 FULLY REMODELED in Sept 2022!

*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!

Stylish Condo 20 mins to Disney/King Bed
Escape to our lovely vacation villa, nestled in the vibrant heart of Orlando's premier golfing destination. Just a 7-mile drive from Disney attractions and 30 minutes from Orlando International Airport. Discover the awe-inspiring Reunion Resort, offering an array of delights. Indulge in delectable dining experiences, take a dip in sparkling pools, savor refreshing drinks at poolside bars and grill. Embark on an extraordinary getaway that exceeds all expectations. Book your stay with us today!

Beautiful 2/2 Gem, 2 mi to Disney with Water Park!
Brand new flooring, mattresses, AC, water heater and more! Disney SO close! Our Property Manager will see to any needs during your stay, a rental registration is required. Beautiful, clean and comfy condo in Windsor Hills Resort with a new WATER PARK and tons of amenities. Stainless appliances and granite, free wifi/cable, desk/charging station and PS 3 with games, Pack N play, stroller, high chair, wash/dryer, a starter kit of supplies. No hidden fees, free parking. Perfect for families!

Oakwater Resort, Kissimmee , 1.5 Miles to Disney
Enjoy your vacation or business trip in this tastefully 1800 square feet, richly decorated 3 bedroom and 2 full and 1 half bathrooms.The condo located in gated community just 1.5 miles from the gates of Disney. Sleeping arrangements for 8 and more guests with bed linens and towels provided. Full equipped kitchen with pots, pans, and many more kitchen essentials. Washer and dryer There is a clubhouse a few steps from the condo with heated pool, fitness center, tennis court, playground.

It's too much like a elegant mini-hotel (2)
It's too much like a elegant mini hotel with rich artistic atmosphere! All the pictures on this page are a reflection of the real condition of the house. All the furniture has been carefully selected, and comfortable mattress and pillows will quickly accompany you into sweet dreams. The biggest feature of this house are comfort, economy and convenience. All of my houses have hosted countless guests from South America, including Brazil and Argentina. You will always be welcome here!

Magical Stay Near Disney & ESPN
🏰 Make magical memories just minutes from Disney & ESPN! Bright 3BR, 2BA condo for up to 6 guests in a safe, gated community—perfect for families or friends! Why you’ll love it: Family-friendly & ideal for kids 🏡 Relax in comfort after a fun day at the parks 🍳 Fully equipped kitchen for easy meals 🛍️ Close to restaurants, shopping & entertainment 🎢 Only 1.5 miles from Disney World & ESPN Stress-free, unforgettable family vacation awaits!

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!

3143 Luxury 3BR Townhouse by Disney World Orlando
This townhouse is located in a PRIME location NEXT to Disney Animal Kingdom. You can't get closer if you are staying outside the parks. Luxury modern & stylish design in every corner, 3 Bedroom and 3.5 bathroom. First master suite has a KING bed, second master suite has another KING bed and third bedroom in suite has two TWIN beds. All of them with a LED TV. Gated community and FREE parking with fine exclusive restaurant.
Popular amenities for Windsor Hills hot tub rentals
House rentals with a hot tub

4 bedroom, south facing pool 3 miles to Disney

6BR Themed Villa | Theater | Pool & Spa with View

Lakeside Paradise, 15 min Disney + Saltwater Pool

Luxury 6 Bedroom Pool Home in Windsor Hills

Game & Theater Room, Castle Bunks, Pool & Spa

3 Bedroom / 2.5 Bath Townhome (Mins to Disney)

ReDesigned | Windsor Hills | Location | Water Park

Private Pool~BabyReady~Princess Playroom~Waterpark
Villa rentals with a hot tub

4mi to Disney | Games | Private Pool

Themed Resort Villa | Pool | Spa | Mins to Disney

Luxurious Pool Villa, Minutes From Disney World

Epic Disney Villa • Hidden Arcade & Playroom!

Tinkerbells Castle 2 Pool & Spa, Disney Fire Works

25%off/Close to Disney/Hot Tub/Private Pool/Fenced

Disney Dream Villa- 10 Minutes From Disney!

Pool Movies|Water Park|Movie Theater|Arcade|Themed
Cabin rentals with a hot tub

Authentic Disney Fort Wilderness Cabin near WDW-1

The porch

Sunny Margaritaville Cottage - Private Pool, Full

Mouse House Cabin/ Legacy Disney Fort Wilderness

Authentic Disney Fort Wilderness Cabin near WDW-2

The Potter’s Cottage

Happy Margaritaville Cottage w Amenity Access
When is the best time to visit Windsor Hills?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$48,749 GYD | G$48,958 GYD | G$53,142 GYD | G$55,444 GYD | G$47,284 GYD | G$49,586 GYD | G$53,770 GYD | G$48,330 GYD | G$43,309 GYD | G$48,121 GYD | G$52,724 GYD | G$61,511 GYD |
| 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 a hot tub in Windsor Hills

Total vacation rentals
Explore 430 vacation rentals in Windsor Hills

Nightly prices starting at
Windsor Hills vacation rentals start at G$10,461 GYD per night before taxes and fees

Verified guest reviews
Over 9,950 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

Vacation rentals with a pool
430 properties feature pools

Rentals with dedicated workspaces
250 properties have a dedicated workspace

Wi-Fi availability
430 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
- Family-friendly rentals Windsor Hills
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- Rentals with a washer and dryer Windsor Hills
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- Rentals with pools Windsor Hills
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- Rentals with a home theater Windsor Hills
- Rentals with a hot tub Four Corners
- Rentals with a hot tub Osceola County
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- Rentals with a hot tub United States
- Universal Studios Florida
- Orange County Convention Center
- Universal Orlando Resort
- Walt Disney World Resort Golf
- Disney Springs
- SeaWorld Orlando
- Orlando / Kissimmee KOA
- Universal's Volcano Bay
- Give Kids the World Village
- Magic Kingdom Park
- Discovery Cove
- ESPN Wide World of Sports
- Epcot
- Disney's Animal Kingdom Theme Park
- Kia Center
- Old Town
- Reunion Resort Golf Courses - Palmer & Watson
- Aquatica
- Camping World Stadium
- Disney's Hollywood Studios
- ICON Park
- Island H2O Live!
- Southern Dunes Golf and Country Club
- ChampionsGate Golf Club




