Lazy River at Windsor Island Resort

Chillax Inn at
Windsor Island Resort,
Davenport Florida

Windsor Island Resort water slides

Chillax Inn at
Windsor Island Resort,
Davenport Florida

Blue Marlin Grille at Windsor Island Resort

Chillax Inn at
Windsor Island Resort,
Davenport Florida

Outside dining at Windsor Island Resort

Chillax Inn at
Windsor Island Resort,
Davenport Florida

Windsor Island - one of our top short term vacation rentals available

Chillax Inn at
Windsor Island Resort,
Davenport Florida

Windsor Island Resort Cabanas

Chillax Inn at
Windsor Island Resort,
Davenport Florida

Kid's play area at Windsor Island Resort pool

Chillax Inn at
Windsor Island Resort,
Davenport Florida

Catch some shade at Windsor Island Resort

Chillax Inn at
Windsor Island Resort,
Davenport Florida

Windsor Island Resort Playground

Chillax Inn at
Windsor Island Resort,
Davenport Florida

Windsor Island Resort Pickleball

Chillax Inn at
Windsor Island Resort,
Davenport Florida

Windsor Island Resort Mini Golf

Chillax Inn at
Windsor Island Resort,
Davenport Florida

Kid's splash pad at Windsor Island Resort

Chillax Inn at
Windsor Island Resort,
Davenport Florida

Hot tub at Windsor Island Resort

Chillax Inn at
Windsor Island Resort,
Davenport Florida

Arcade at Windsor Island Resort

Chillax Inn at
Windsor Island Resort,
Davenport Florida

Windsor Island Resort Firepit

Chillax Inn at
Windsor Island Resort,
Davenport Florida

Sports courts at Windsor Island Resort

Chillax Inn at
Windsor Island Resort,
Davenport Florida

Sand volleyball at Windsor Island Resort

Chillax Inn at
Windsor Island Resort,
Davenport Florida

Lazy River at Windsor Island Resort

Chillax Inn at
Windsor Island Resort,
Davenport Florida

Poolside bar at Windsor Island Resort

Chillax Inn at
Windsor Island Resort,
Davenport Florida

Gym at Windsor Island Resort

Chillax Inn at
Windsor Island Resort,
Davenport Florida

Cardio equipment at Windsor Island Resort

Chillax Inn at
Windsor Island Resort,
Davenport Florida

Bird's eye view of Windsor Island Resort

Chillax Inn at
Windsor Island Resort,
Davenport Florida

Welcome to Windsor Island Resort

Chillax Inn at
Windsor Island Resort,
Davenport Florida

Windsor Island Resort Amenities

🌊Zero-Entry Resort Pool
🛟Heated Lazy River
🏊🏻Children’s Water Park
💧🛝Double Waterslide
💦Spa/Hot Tub
♨️Poolside Bar & Grille
🛝Children’s Play Area
⛱️Family-Size Cabanas (extra $$)
⛳9-Hole Mini-Golf Course
🔥Fire-Pit & Picnic Area
🌴Hammock Garden
🌽Dual Cornhole Court
🧗‍♂️Rock Climbing Wall (extra $)
🏀Basketball Court
🏐Sand Volleyball Court
💪🏼Fitness Center
🕹️Game Room
🍦Cafe & Ice-Cream Shop

WINDOR ISLAND RESORT HOURS

Effective Sept 1, 2026

Pool: 10am – 8pm

Clubhouse: Sun-Wed 6am-8pm, Thur-Sat 6am – 9pm

Blue Marlin Grille: Sun-Wed 12pm – 8pm, Thur-Sat 11am-9pm

Louie’s Take-Out: 11am-8pm

Rumbrella’s Pool Bar: 11am-7pm

Our Vacation Rentals at Windsor Island Resort

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Villa Chillax Owned

Windsor Island Resort, 4412 Kaipo Rd, Davenport Florida

7 bedrooms 5.5 baths 14 guests

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Villa Chillax Owned

Windsor Island Resort, 3728 Lana Ave, Davenport Florida

8 bedrooms 6 baths 16 guests

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Villa Chillax Owned

Windsor Island Resort, 1810 Summer Dr, Davenport Florida

5 bedrooms 4 baths 10 guests

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Villa Chillax Owned

Windsor Island Resort, 3799 Lana Ave, Davenport Florida

5 bedrooms 5.5 baths 10 guests

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Villa

Windsor Island Resort, 1870 Summer Dr, Davenport Florida

5 bedrooms 5.5 baths 10 guests

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Villa

Windsor Island Resort, 3201 Lilac Way, Davenport Florida

10 bedrooms 8 baths 23 guests

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Villa

Windsor Island Resort, 1181 Aloha Blvd, Davenport Florida

5 bedrooms 4 baths 12 guests

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Townhouse

Windsor Island Resort, 616 Jasmine Lane, Davenport Florida

5 bedrooms 4.5 baths 10 guests

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Townhouse

Windsor Island Resort, 307 Jetty Way, Davenport Florida

5 bedrooms 4.5 baths 11 guests

Local Attractions to Windsor Island:

🏰Disney Magic Kingdom (~13 mi) 🦌Disney Animal Kingdom (~9 mi)

🚀Disney Epcot (~13 mi) 📸Disney Hollywood Studios (~11 mi) 🛍️Disney Springs (~14 mi)

🎢Universal Studios Florida (~21 mi) 🎢EPIC Universe (~20 mi)

🐬SeaWorld/Discovery Cove (~17 mi) 🧱LegoLand (~29 mi)

⛳Highlands Reserve Golf Club (~1.5 mi)⛳ ChampionsGate Golf Club (~5 mi)

🎡Sunset Walk (~6.2 mi) 🎡ICON Park (~19 mi) 🎡Old Town Kissimmee (~11 mi)

🐊Gatorland (~21 mi)

🏖️Clearwater Beach (~87 mi) 🏖️Cocoa Beach (~77 mi)

🚀Kennedy Space Center (~70 mi)

✈️MCO Airport (~29 mi) ✈️SFB Sanford Airport (~48 mi)

Your Sanctuary for Windsor Island Vacation & Holiday Rentals Near Disney