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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
Lazy River
Children’s Water Park
Double Waterslide
Spa/Hot Tub
Bar
Children’s Play Area
Family-Size Cabanas
9-Hole Mini-Golf Course
Fire-Pit & Picnic Area
Hammock Garden
Dual Cornhole Court
Basketball Court
Sand Volleyball Court
Fitness Center
Game Room
Cafe & Ice-Cream Shop

Family Vacation Rentals Windsor Island Resort

WINDOR ISLAND RESORT HOURS

Pool Deck & Water Park: 9am – 6pm

Clubhouse, Fitness Center, Arcade, Sports Courts: M-Th 9am-7pm, Fri-Sun  8am – 8pm

Blue Marlin Grille: M-Th 11am – 7pm, Fri-Sun 11am-8pm

Gift Shop: M-Th 9am-7pm, Fri-Sun 9am-8pm

Our Vacation Rentals at Windsor Island Resort

Chillax Inn Summer 2

Davenport,
Windsor Island Resort
  • 10 Guests
  • 5 Beds
  • 6 Baths
431b9ea7e3c845d2ad0405b20a1d1509.jpg

Chillax Inn Kaipo

Davenport,
Windsor Island Resort
  • 14 Guests
  • 7 Beds
  • 6 Baths
a16b81c04eb64283b308bb52a0b90b09.jpg

Chillax Inn Lana

Davenport,
Windsor Island Resort
  • 16 Guests
  • 8 Beds
  • 6 Baths
046f44a38e194397a36d1c3bca89685a.jpg

Chillax Inn Lil Lana

Davenport,
Windsor Island Resort
  • 10 Guests
  • 5 Beds
  • 6 Baths
ChillaxInnSummer

Chillax Inn Summer

Davenport,
Windsor Island Resort
  • 10 Guests
  • 5 Beds
  • 4 Baths

Chillax Inn Aloha

Davenport,
Windsor Island Resort
  • 12 Guests
  • 5 Beds
  • 4 Baths
fed78f368bda434a92f2c84dc329d68c.jpg

Chillax Inn Jasmine

Davenport,
Windsor Island Resort
  • 10 Guests
  • 5 Beds
  • 5 Baths
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Chillax Inn Jetty Way

Davenport,
Windsor Island Resort
  • 11 Guests
  • 5 Beds
  • 5 Baths

Local Attractions to Windsor Island:

Sunset Walk: 7.5 miles
Fun Spot America: 12 miles
Walt Disney World: 12 miles

SeaWorld Orlando: 20 miles
Discovery Cove: 20 miles
Aquatica: 21 miles

Andretti Indoor Carting: 21 miles
Top Golf: 21 miles
Universal Studios: 23 miles

Legoland Florida Resort: 29 miles
Busch Gardens Tampa: 62 miles

Clearwater Beach: 87 miles
Orlando International Airport (MCO): 31 miles
Sanford International Airport (SFB): 55 miles

Your Haven for Windsor Island Stays & Delights

Book Your Windsor Island Stay
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In this home, you will find...

  • Adventure
  • Air Conditioning
  • Baking Sheet
  • Barbeque Utensils
  • Bird Watching
  • Blender
  • Books
  • Carbon Monoxide Detector
  • Ceiling Fans
  • Cleaning Products
  • Clothes Dryer
  • Clothing Storage
  • Coffee Maker
  • Common Surface Disinfectant Cleaned
  • Deadbolt Lock
  • Deck Patio
  • Dining Table
  • Dishes And Utensils
  • Dishwasher
  • Emergency Exit Route
  • Enhanced Cleaning Practices
  • Extra Pillows And Blankets
  • Family
  • Fire Emergency Contact
  • Fire Extinguisher
  • Fire Pit
  • Fireplace
  • First Aid Kit
  • Fishing
  • Fishing Fly
  • Fishing Freshwater
  • Free Internet
  • Free Parking
  • Free Parking On Premises
  • Freezer
  • Gambling
  • Game Room
  • Games
  • Garage
  • Hair Dryer
  • Hangers
  • Heating
  • Hiking
  • Horseback Riding
  • Hot Water
  • Hunting
  • Ice Maker
  • Internet
  • Kitchen
  • Kitchen Island
  • Laptop Friendly
  • Linens Provided
  • Living Room
  • Lock On Bedroom Door
  • Medical Emergency Contact
  • Microwave
  • Mountain Biking
  • Mountain Climbing
  • Outdoor Dining
  • Outdoor Grill
  • Outdoor Lighting
  • Oven
  • Pack NPlay Travel Crib
  • Parking
  • Police Emergency Contact
  • Pool Table
  • Pots And Pans
  • Private Entrance
  • Refrigerator
  • Rock Climbing
  • Romantic
  • Satellite Cable
  • Skiing
  • Smart Tv
  • Smoke Detector
  • Snowboarding
  • Snowmobiling
  • Spices
  • Stove
  • Television
  • Toaster
  • Toilet Paper
  • Tourist Attractions
  • Towels Provided
  • Washing Machine
  • Wifi
  • Wildlife Viewing
  • Wine Glasses

Spearfish Canyon

Sleep up to 9, 4 Bedroom, 3.5 Bathroom

Mario's Arcade Funhouse

Sleep up to 10 , 5 Bedroom , 5 Bathroom

In this home, you will find...

  • Adventure
  • Air Conditioning
  • Arcade Machine
  • Baby Gate
  • Baking Sheet
  • Barbeque Utensils
  • Basketball Court
  • Bird Watching
  • Blender
  • Books
  • Ceiling Fans
  • Childrens Books And Toys
  • Childrens Dinnerware
  • Childrens Pool
  • Cleaning Disinfection
  • Clothes Dryer
  • Clothes Drying Rack
  • Clothing Storage
  • Coffee Maker
  • Common Surface Disinfectant Cleaned
  • Communal Pool
  • Concierge
  • Deadbolt Lock
  • Dining Table
  • Dishes And Utensils
  • Dishwasher
  • Emergency Exit Route
  • Exercise Equipment
  • Extra Pillows And Blankets
  • Family
  • Fenced Pool
  • Fire Emergency Contact
  • Fire Extinguisher
  • Fire Pit
  • First Aid Kit
  • Fishing
  • Fitness Center
  • Fitness Room Equipment
  • Free Internet
  • Free Parking
  • Free Parking On Premises
  • Freezer
  • Game Room
  • Games
  • Golf
  • Gym
  • Hair Dryer
  • Hangers
  • Health Beauty Spa
  • Heated Pool
  • Heating
  • Highchair
  • Horseback Riding
  • Hospital
  • Hot Tub
  • Hot Water
  • Ice Maker
  • Internet
  • Iron Board
  • Jacuzzi
  • Kettle
  • Kitchen
  • Lanai Gazebo
  • Laundromat
  • Lawn Garden
  • Linens High Temp Wash
  • Linens Provided
  • Lock On Bedroom Door
  • Massage
  • Medical Emergency Contact
  • Microwave
  • Museums
  • Outdoor Dining
  • Outdoor Grill
  • Outdoor Lighting
  • Outdoor Seating
  • Outlet Shopping
  • Oven
  • Pack NPlay Travel Crib
  • Paper Towels
  • Parking
  • Play Area
  • Playground
  • Police Emergency Contact
  • Pool Table
  • Pots And Pans
  • Private Chef
  • Private Entrance
  • Private Pool
  • Private Yard
  • Refrigerator
  • Romantic
  • Room Darkening Shades
  • Sailing
  • Shopping
  • Smart Tv
  • Smoke Detector
  • Snorkeling
  • Spices
  • Stove
  • Sun Loungers
  • Swimming
  • Television
  • Tennis
  • Theme Parks
  • Theme Room
  • Toaster
  • Toilet Paper
  • Tourist Attractions
  • Towels Provided
  • Toys
  • Washing Machine
  • Water Parks
  • Wifi
  • Wildlife Viewing
  • Wine Glasses
  • Winery Tours
  • Zoo

Yodas Arcade Funhouse

Sleep up to 10 , 5 Bedroom , 5 Bathroom

In this home, you will find...

  • Air Conditioning
  • Arcade Machine
  • Baby Gate
  • Baking Sheet
  • Barbeque Utensils
  • Basketball Court
  • Bird Watching
  • Blender
  • Books
  • Ceiling Fans
  • Childrens Books And Toys
  • Childrens Dinnerware
  • Childrens Pool
  • Cleaning Before Checkout
  • Cleaning Disinfection
  • Clothes Dryer
  • Clothes Drying Rack
  • Clothing Storage
  • Coffee Maker
  • Common Surface Disinfectant Cleaned
  • Communal Pool
  • Concierge
  • Deadbolt Lock
  • Dining Table
  • Dishes And Utensils
  • Dishwasher
  • Emergency Exit Route
  • Exercise Equipment
  • Extra Pillows And Blankets
  • Family
  • Fire Emergency Contact
  • Fire Extinguisher
  • Fire Pit
  • First Aid Kit
  • Fishing
  • Fitness Center
  • Fitness Room Equipment
  • Free Internet
  • Free Parking
  • Free Parking On Premises
  • Freezer
  • Game Room
  • Games
  • Golf
  • Gym
  • Hair Dryer
  • Hangers
  • Health Beauty Spa
  • Heating
  • Highchair
  • Horseback Riding
  • Hospital
  • Hot Water
  • Ice Maker
  • Internet
  • Iron Board
  • Jacuzzi
  • Kettle
  • Kitchen
  • Lanai Gazebo
  • Laundromat
  • Lawn Garden
  • Linens High Temp Wash
  • Linens Provided
  • Lock On Bedroom Door
  • Massage
  • Medical Emergency Contact
  • Microwave
  • Museums
  • Outdoor Dining
  • Outdoor Grill
  • Outdoor Lighting
  • Outdoor Seating
  • Outlet Shopping
  • Oven
  • Pack NPlay Travel Crib
  • Paper Towels
  • Parking
  • Play Area
  • Playground
  • Police Emergency Contact
  • Pool Table
  • Pots And Pans
  • Private Chef
  • Private Entrance
  • Private Pool
  • Private Yard
  • Refrigerator
  • Room Darkening Shades
  • Sailing
  • Shopping
  • Smart Tv
  • Smoke Detector
  • Snorkeling
  • Spices
  • Sun Loungers
  • Swimming
  • Television
  • Tennis
  • Theme Parks
  • Theme Room
  • Toaster
  • Toilet Paper
  • Tourist Attractions
  • Towels Provided
  • Toys
  • Washing Machine
  • Water Parks
  • Wifi
  • Wildlife Viewing
  • Wine Glasses
  • Winery Tours
  • Zoo