MyOrlandoVacationHome.com
  • Home
  • Advanced Search
  • Sell Your Vacation Home
  • Condotels
  • Condos
  • Homes
  • Townhomes
Login
407-801-3286

Sign in to your account

Need to reset your phone number?

Don't have an account with us?

Click here to sign up.

Windsor Island Resort Vacation Homes for Sale

2090 Lelani Circle, Davenport image
2090 Lelani Circle, Davenport $989,000 ▼

Welcome to your Florida dream home! Located just 5 miles from Walt Disney World and 15 miles from Universal Orlando, this sprawling 8-bedroom, 6-bathroom estate offers ov...

  • 8 Beds
  • 6 Baths
  • Windsor Island Resort SubDv.
  • 33897 Zip Code
3048 Mahalo Drive, Davenport image
3048 Mahalo Drive, Davenport $988,900 ▼

Welcome to Windsor Island Resort, situated in a desirable area of Davenport, close enough for day trips to nearby attractions yet tucked away for tranquility. This stunni...

  • 10 Beds
  • 8 Baths
  • Windsor Island Residence Ph 2b SubDv.
  • 33897 Zip Code
2126 Lelani Circle, Davenport image
2126 Lelani Circle, Davenport $980,000

Exceptional investment opportunity in the highly sought-after Windsor Island Resort. This impressive single-family home features 10 bedrooms, 8 full bathrooms, and a priv...

  • 10 Beds
  • 8 Baths
  • Windsor Island Residence SubDv.
  • 33897 Zip Code
2190 Lelani Circle, Davenport image
2190 Lelani Circle, Davenport $980,000

Escape to your own private oasis just moments away from the magic of Disney at Windsor Island Resort. This exquisite vacation home offers the ultimate in luxury and conve...

  • 10 Beds
  • 8 Baths
  • Windsor Island Residence SubDv.
  • 33897 Zip Code
3625 Lily Lane, Davenport image
3625 Lily Lane, Davenport $980,000 ▼

Welcome to your dream home in Davenport! This stunning, spacious residence offers 8 bedrooms and 6 bathrooms, providing ample room for a large family or someone who needs...

  • 8 Beds
  • 7 Baths
  • Windsor Island SubDv.
  • 33897 Zip Code
3723 Lana Avenue, Davenport image
3723 Lana Avenue, Davenport $950,000

Experience the pinnacle of luxury vacation home ownership at Windsor Island Resort with this spectacular 10-bedroom, 8-bathroom retreat offering nearly 4,400 square feet ...

  • 10 Beds
  • 8 Baths
  • Windsor Island Residence Ph 2b SubDv.
  • 33897 Zip Code
2210 Lelani Circle, Davenport image
2210 Lelani Circle, Davenport $950,000 ▼

Step into a world of enchantment and luxury at 2210 Lelani Circle! A fully furnished and turnkey 10-bedroom, 8-bathroom home that is meticulously decorated to deliver a t...

  • 10 Beds
  • 8 Baths
  • Windsor Island Residence SubDv.
  • 33897 Zip Code
4494 Kaipo Road, Davenport image
4494 Kaipo Road, Davenport $949,000 ▼

PRICE IMPROVEMENT! Seller has reduced the price by $46,000! Luxurious Ten-Bedroom Home at Windsor Island Resort, Minutes from Disney World! This stunning, fully furnished...

  • 10 Beds
  • 8 Baths
  • Windsor Island Residence Ph 3 SubDv.
  • 33897 Zip Code
3520 Lavender Drive, Davenport image
3520 Lavender Drive, Davenport $899,999 ▼

Imagine stepping into the ultimate vacation home, a place where every detail is designed for unforgettable family getaways and incredible returns. Welcome to 3520 Lavende...

  • 8 Beds
  • 6 Baths
  • Windsor Island Resort SubDv.
  • 33897 Zip Code
4473 Kaipo Road, Davenport image
4473 Kaipo Road, Davenport $899,990

*** FULLY FURNISHED *** Heated - Saltwater Pool and Spa with full automation.!!! *** Professionally Decorated by world renowned interior decorator *** Character Themed ro...

  • 8 Beds
  • 6 Baths
  • Windsor Island Residence Ph 3 SubDv.
  • 33897 Zip Code
3715 Lana Avenue, Davenport image
3715 Lana Avenue, Davenport $880,000 ▼

Exceptional Value in Windsor Island Resort! Luxuriously Upgraded & Themed Vacation Home. Discover the perfect blend of luxury, fun, and investment potential with this stu...

  • 10 Beds
  • 8 Baths
  • Windsor Island Residence Ph 2b SubDv.
  • 33897 Zip Code
3217 Lilac Way, Davenport image
3217 Lilac Way, Davenport $879,900 ▼

LUXURY 8BR/6BA TURNKEY VACATION HOME IN WINDSOR ISLAND RESORT Welcome to this exceptional, fully furnished 8-bedroom, 6-bathroom pool home located in the highly desirabl...

  • 8 Beds
  • 6 Baths
  • Windsor Island Res Ph 2a SubDv.
  • 33897 Zip Code
3711 Lana Avenue, Davenport image
3711 Lana Avenue, Davenport $860,000 ▼

Experience the ultimate Florida getaway at 3711 Lana Avenue, a stunning 4,399-square-foot luxury villa located in the famous Windsor Island Resort. This 2022-built maste...

  • 10 Beds
  • 8 Baths
  • Windsor Island Residence Ph 2a SubDv.
  • 33897 Zip Code
2320 Lelani Circle, Davenport image
2320 Lelani Circle, Davenport $854,900

**3D Tour Available** - Welcome to your new home at 2320 Lelani Cir, Davenport, FL 33897, a 10 bedroom, 8 bath pool and spa home located in the highly sought-after Windso...

  • 10 Beds
  • 8 Baths
  • Windsor Island Residence SubDv.
  • 33897 Zip Code
3740 Lana Avenue, Davenport image
3740 Lana Avenue, Davenport $849,000 ▼

Fully furnished 10-bedroom, 8-bathroom luxury resort home located in the highly sought-after Windsor Island Resort. Designed for both exceptional rental performance and u...

  • 10 Beds
  • 8 Baths
  • Windsor Island Residence Ph 2b SubDv.
  • 33897 Zip Code
3005 Mahalo Drive, Davenport image
3005 Mahalo Drive, Davenport $828,900 ▼

Like a brand new house, 10 beds could sell with or without furniture, you can use the turnkey vacation home to generate great income, or design it as you wish. One of the...

  • 10 Beds
  • 8 Baths
  • Windsor Island Phase 2a Pb 187 Pgs 31-34 Lot 450 SubDv.
  • 33897 Zip Code
2031 Lelani Circle, Davenport image
2031 Lelani Circle, Davenport $799,000 ▼

PRICE REDUCED – SELLER MOTIVATED!!! Best-priced 10-bedroom home in Windsor Island Resort — fully furnished and turnkey! Discover the charm of this exquisite home perfect ...

  • 10 Beds
  • 8 Baths
  • Windsor Island Residence SubDv.
  • 33897 Zip Code
3712 Lana Avenue, Davenport image
3712 Lana Avenue, Davenport $795,000

Discover an exceptional opportunity in one of Central Florida's most sought-after communities. This immaculate, fully furnished 8-bedroom, 6-bathroom residence in Windsor...

  • 8 Beds
  • 7 Baths
  • Windsor Island Residence Ph 2b SubDv.
  • 33897 Zip Code
3281 Lilac Way, Davenport image
3281 Lilac Way, Davenport $750,000

Experience the perfect combination of luxury, comfort, and investment potential in this beautifully appointed 7-bedroom, 5.5-bathroom home located in the highly sought-af...

  • 7 Beds
  • 6 Baths
  • Windsor Island Res Ph 2a SubDv.
  • 33897 Zip Code
1891 Summer Drive, Davenport image
1891 Summer Drive, Davenport $750,000

Don't miss GEM.This spacious luxury home in the exclusive Windsor Island Resort, offering the perfect combination of comfort, style, and an unbeatable location. Just minu...

  • 7 Beds
  • 6 Baths
  • Windsor Island Resort SubDv.
  • 33897 Zip Code
1897 Summer Drive, Davenport image
1897 Summer Drive, Davenport $750,000

Welcome to this spacious luxury home in the exclusive Windsor Island Resort, offering the perfect combination of comfort, style, and an unbeatable location. Just minutes ...

  • 7 Beds
  • 6 Baths
  • Windsor Island Resort SubDv.
  • 33897 Zip Code
2316 Lelani Circle, Davenport image
2316 Lelani Circle, Davenport $749,000 ▼

Discover this stunning, fully furnished 9-bedroom, 6-bathroom vacation home located in one of Central Florida’s most sought-after short-term rental communities — Windsor ...

  • 9 Beds
  • 6 Baths
  • Windsor Island Residence SubDv.
  • 33897 Zip Code
3044 Mahalo Drive, Davenport image
3044 Mahalo Drive, Davenport $745,000 ▼

LIVE VIRTUAL TOUR! Fully furnished pool home located in a desirable short-term rental resort community in the Kissimmee/Davenport area, offering an established history of...

  • 8 Beds
  • 6 Baths
  • Windsor Island Residence Ph 2b SubDv.
  • 33897 Zip Code
2036 Lelani Cir, Davenport image
2036 Lelani Cir, Davenport $729,000 ▼

Discover the epitome of luxury in Windsor Island Resort, one of the premier vacation home communities near Disney! This fully furnished residence offers 8 spacious bedroo...

  • 8 Beds
  • 6 Baths
  • Windsor Island Res SubDv.
  • 33897 Zip Code
3404 Lilac Way, Davenport image
3404 Lilac Way, Davenport $720,000

Welcome to an exceptional income-producing home located in the highly sought-after, guard-gated Windsor Island Resort in Davenport, Florida. This fully furnished 7-bedroo...

  • 7 Beds
  • 6 Baths
  • Windsor Island Resort SubDv.
  • 33897 Zip Code
1806 Summer Drive, Davenport image
1806 Summer Drive, Davenport $719,000 ▼

LOCATION! LOCATION! LOCATION! EXCELLENT BOOKING HISTORY AND FUTURE BOOKINGS CAN CONVEY! Just a few steps from the fabulous clubhouse! Welcome to 1806 Summer Drive in Dave...

  • 7 Beds
  • 6 Baths
  • Windsor Island Resort SubDv.
  • 33897 Zip Code
3787 Lana Avenue, Davenport image
3787 Lana Avenue, Davenport $715,000

Premium Lot - Fully Furnished Stunning 6-Bedroom Pool Home in Davenport – Perfect for Families and Investors Welcome to this exceptional two-story home located in one ...

  • 6 Beds
  • 5 Baths
  • Windsor Island Residence Ph 2b SubDv.
  • 33897 Zip Code
1711 Kona Lane, Davenport image
1711 Kona Lane, Davenport $714,900

Turn-key short-term rental property located inside the sought-after Windsor Island Resort — a gated community approved for short-term rentals. This beautiful and well-mai...

  • 5 Beds
  • 6 Baths
  • Windsor Island Residence SubDv.
  • 33897 Zip Code
3436 Lilac Way, Davenport image
3436 Lilac Way, Davenport $709,300 ▼

***TURN KEY RENTAL HOME*** Schedule your showing today and come see this stunning 7 bedroom home in the sought-after Windsor Island Resort!! This home offers the perfect ...

  • 7 Beds
  • 6 Baths
  • Windsor Island Residence Ph 2a SubDv.
  • 33897 Zip Code
3348 Lilac Way, Davenport image
3348 Lilac Way, Davenport $699,900 ▼

Escape to your own private oasis just moments away from the magic of Disney at Windsor Island Resort. This exquisite vacation home offers the ultimate in luxury and conve...

  • 7 Beds
  • 5 Baths
  • Windsor Island Residence Ph 2a SubDv.
  • 33897 Zip Code
3783 Lana Avenue, Davenport image
3783 Lana Avenue, Davenport $695,000 ▼

An Exciting 7 Bedroom Vacation Home in Windsor Island is looking for a new owner. Close to the Disney Parks! Beautifully furnished with high end furniture. 5 King Bedroom...

  • 7 Beds
  • 6 Baths
  • Windsor Island Residence Ph 2b SubDv.
  • 33897 Zip Code
1671 Kona Lane, Davenport image
1671 Kona Lane, Davenport $690,000

Stunning two-story home, fully furnished and thoughtfully designed to offer comfort, sophistication, and excellent investment potential. A charming front porch and landsc...

  • 7 Beds
  • 6 Baths
  • Windsor Island Residence SubDv.
  • 33897 Zip Code
3835 Lana Avenue, Davenport image
3835 Lana Avenue, Davenport $690,000

Welcome to your dream vacation home just minutes from Disney, this exceptionally furnished 7-bedroom, 5.5-bathroom pool home offers the perfect blend of luxury, comfort, ...

  • 7 Beds
  • 5 Baths
  • Windsor Island Residence Ph 2b SubDv.
  • 33897 Zip Code
1837 Summer Drive, Davenport image
1837 Summer Drive, Davenport $689,000 ▼

Exceptional corner-lot vacation home located just steps from the clubhouse in the highly sought-after Windsor Island Resort. This beautifully maintained and fully furnish...

  • 7 Beds
  • 6 Baths
  • Windsor Island Residence SubDv.
  • 33897 Zip Code
2060 Lelani Cir, Davenport image
2060 Lelani Cir, Davenport $688,000 ▼

Discover an outstanding opportunity in Windsor Island Resort, one of the most desirable vacation home communities near Disney! This beautifully furnished 8-bedroom, 6-bat...

  • 8 Beds
  • 6 Baths
  • Windsor Island Residence SubDv.
  • 33897 Zip Code
3373 Lilac Way, Davenport image
3373 Lilac Way, Davenport $679,000

MOTIVATED SELLER! TURNKEY 5-BEDROOM VACATION HOME IN WINDSOR ISLAND RESORT NEAR DISNEY Welcome to this fully furnished 5 bedroom home in Davenport, FL, located in the hi...

  • 5 Beds
  • 6 Baths
  • Windsor Island Residence Ph 2a SubDv.
  • 33897 Zip Code
1191 Aloha Boulevard, Davenport image
1191 Aloha Boulevard, Davenport $675,000 ▼

Immaculately maintained and fully turnkey, this pristine 6-bedroom vacation pool home in the highly sought-after Windsor Island Resort shows like a model and is completel...

  • 6 Beds
  • 5 Baths
  • Windsor Island Residence SubDv.
  • 33897 Zip Code
3811 Lana Avenue, Davenport image
3811 Lana Avenue, Davenport $659,000 ▼

Welcome to 3811 Lana Ave in the highly sought-after Windsor Island Resort! This beautifully furnished home is turnkey and offers incredible potential as a short-term rent...

  • 5 Beds
  • 5 Baths
  • Windsor Island Residence Ph 2b SubDv.
  • 33897 Zip Code
3937 Lana Avenue, Davenport image
3937 Lana Avenue, Davenport $659,000 ▼

This professionally designed, fully furnished 7-bedroom, 5.5-bath vacation retreat offering over 3,200 square feet of upgraded living space in one of Central Florida’s mo...

  • 7 Beds
  • 6 Baths
  • Windsor Island Residence Ph 3 SubDv.
  • 33897 Zip Code
3428 Lilac Way, Davenport image
3428 Lilac Way, Davenport $654,900 ▼

Discover an incredible opportunity to own a like-new 5-bedroom vacation home in the highly sought-after Windsor Island Resort! This fully furnished, turn-key property is ...

  • 5 Beds
  • 6 Baths
  • Windsor Island Residence Ph 2a SubDv.
  • 33897 Zip Code
3441 Lilac Way, Davenport image
3441 Lilac Way, Davenport $650,000

Welcome to this exceptional, fully furnished 7-bedroom, 5.5-bath vacation home in the highly desirable Windsor Island Resort, one of Central Florida's premier short-term ...

  • 7 Beds
  • 6 Baths
  • Windsor Island Resort Phase 2a Pb 187 Pg SubDv.
  • 33897 Zip Code
1177 Aloha Boulevard, Davenport image
1177 Aloha Boulevard, Davenport $649,000

Turnkey fully furnished vacation home located in the highly sought-after Windsor Island Resort community, just minutes from Walt Disney World, Margaritaville, ChampionsGa...

  • 5 Beds
  • 5 Baths
  • Windsor Island Residence SubDv.
  • 33897 Zip Code
2290 Lelani Circle, Davenport image
2290 Lelani Circle, Davenport $639,000

Nestled within the gated Windsor Island Resort in Davenport, 2290 Lelani Cir places you moments from shopping, restaurants, theme parks, major roads, and the airport. Thi...

  • 8 Beds
  • 6 Baths
  • Windsor Island Residence SubDv.
  • 33897 Zip Code
1697 Kona Lane, Davenport image
1697 Kona Lane, Davenport $630,000

**This home comes with a lender credit provided by seller's preferred lender, pending qualification.** Welcome to 1697 Kona Lane in Windsor Island Resort, a fully furnish...

  • 7 Beds
  • 5 Baths
  • Windsor Island Residence SubDv.
  • 33897 Zip Code
3344 Lilac Way, Davenport image
3344 Lilac Way, Davenport $629,999 ▼

One or more photo(s) has been virtually staged. Discover Your Oasis at 3344 Lilac Way. Welcome to this exquisite 7-bedroom, 5.5-bathroom vacation home. A true gem nestled...

  • 7 Beds
  • 6 Baths
  • Windsor Island Residence Ph 2a SubDv.
  • 33897 Zip Code
1876 Summer Drive, Davenport image
1876 Summer Drive, Davenport $625,000

1876 Summer Drive at Windsor Island Resort is the turnkey, fully furnished vacation home investors and second-home buyers have been waiting for. Designed for both fun and...

  • 7 Beds
  • 6 Baths
  • Windsor Island Residence SubDv.
  • 33897 Zip Code
3401 Lilac Way, Davenport image
3401 Lilac Way, Davenport $625,000 ▼

Discover your perfect vacation retreat—an extraordinary, one-of-a-kind home crafted for unforgettable family fun and total relaxation. This seven-bedroom, five-and-a-half...

  • 7 Beds
  • 6 Baths
  • Windsor Island Res SubDv.
  • 33897 Zip Code
2201 Lelani Circle, Davenport image
2201 Lelani Circle, Davenport $619,900 ▼

Modern Elegance Meets Resort Living at Windsor Island Welcome to the ultimate blend of style, space, and resort-style living—perfectly situated in the sought-after Winds...

  • 6 Beds
  • 5 Baths
  • Windsor Island Residence SubDv.
  • 33897 Zip Code
3416 Lilac Way, Davenport image
3416 Lilac Way, Davenport $615,000 ▼

Turnkey opportunity in the highly sought-after Windsor Island Resort! This spacious and well-maintained home is located in a short-term rental / Airbnb-approved community...

  • 5 Beds
  • 5 Baths
  • Windsor Island Residence Ph 2a SubDv.
  • 33897 Zip Code
2226 Lelani Circle, Davenport image
2226 Lelani Circle, Davenport $609,990 ▼

Welcome to this tastiflly furnished home located in the prestige Windsor Island Resort! Just minutes from Disney and world-class attractions, this home is fully furnishe...

  • 7 Beds
  • 6 Baths
  • Windsor Island Residence SubDv.
  • 33897 Zip Code
3859 Lana Avenue, Davenport image
3859 Lana Avenue, Davenport $609,000

Professionally designed and impeccably maintained, this exceptional 5-bedroom, 5-bathroom home offers luxury, comfort, and resort-style living. The beautifully appointed ...

  • 5 Beds
  • 5 Baths
  • Windsor Island Residence Ph 2b SubDv.
  • 33897 Zip Code
1180 Aloha Boulevard, Davenport image
1180 Aloha Boulevard, Davenport $609,000 ▼

Turnkey 5-Bedroom Pool Home in Windsor Island Resort — No Rear Neighbors & Close to Clubhouse! Welcome to this like-new, fully furnished 5-bedroom, 4-bath vacation hom...

  • 5 Beds
  • 4 Baths
  • Windsor Island Residence SubDv.
  • 33897 Zip Code
1607 Kona Lane, Davenport image
1607 Kona Lane, Davenport $599,000

An Absolute MUST SEE!! This SPACIOUS 5 Bedroom 4 FULL Bath Private Pool Home is being offered FULLY FURNISHED! SUCCESSFUL VACATION RENTAL PROPERTY with over $60,000+ in ...

  • 5 Beds
  • 4 Baths
  • Windsor Island Residence SubDv.
  • 33897 Zip Code
1870 Summer Drive, Davenport image
1870 Summer Drive, Davenport $599,000 ▼

PREMIUM TURNKEY INVESTMENT- 100% RENTAL READY IN WINDSOR ISLAND! Avoid the massive upfront setup costs and months of delivery delays. This can be a 1031 exchange to immed...

  • 5 Beds
  • 6 Baths
  • Windsor Island Residence SubDv.
  • 33897 Zip Code
3413 Lilac, Davenport image
3413 Lilac, Davenport $596,000 ▼

MAJOR PRICE IMPROVEMENT AND BLOCKED FOR SHOWINGS! JUNE 7-18 & 22-30! BRING YOUR BUYERS!! Welcome to your dream vacation home in the highly sought-after Windsor Island ...

  • 6 Beds
  • 5 Baths
  • Windsor Island Resort Phase 2a SubDv.
  • 33897 Zip Code
1721 Kona Lane Lane, Davenport image
1721 Kona Lane Lane, Davenport $589,900

Opportunity in Windsor Island Resort! Welcome to this beautifully furnished 5 bedroom, 4 bathroom home in one of the most desirable vacation communities in Central Florid...

  • 5 Beds
  • 4 Baths
  • Windsor Island Residence SubDv.
  • 33897 Zip Code
108 Jetty Way, Davenport image
108 Jetty Way, Davenport — Jetty $585,000

Stylish former model home with private pool in the highly desirable Windsor Island Resort community! Located directly across from the clubhouse and resort amenities, this...

  • 5 Beds
  • 5 Baths
  • Windsor Island Residence SubDv.
  • 33897 Zip Code
1187 Aloha Boulevard, Davenport image
1187 Aloha Boulevard, Davenport $584,000

Don’t miss this exceptional opportunity to own a stunning luxury vacation home in the highly sought-after Windsor Island Resort community! Built in 2022 and offered fully...

  • 5 Beds
  • 6 Baths
  • Windsor Island Resort SubDv.
  • 33897 Zip Code
630 Jasmine Lane, Davenport image
630 Jasmine Lane, Davenport — 630 $575,000

Welcome to this stunning, fully furnished vacation townhouse just minutes from Walt Disney World in the desirable Disney area. This modern and beautifully decorated prope...

  • 5 Beds
  • 5 Baths
  • Windsor Island SubDv.
  • 33897 Zip Code
996 Paradise Drive, Davenport image
996 Paradise Drive, Davenport — 996 $569,000

Available to view July 29 and 30. Ask y ou agent for viewing today!! Fully furnished Themed short term rental. LED lighting inside and out. Game room in the house! Open l...

  • 5 Beds
  • 5 Baths
  • Windsor Island Residence SubDv.
  • 33897 Zip Code
4322 Lana Avenue, Davenport image
4322 Lana Avenue, Davenport — Na $558,990

Excellent Short-Term Rental Investment or Second Home Opportunity Near Walt Disney World Located in the highly desirable Windsor Island Resort, this 5-bedroom, 4.5-bat...

  • 5 Beds
  • 5 Baths
  • Windsor Island Residence Ph 2b SubDv.
  • 33897 Zip Code
2116 Lelani Circle, Davenport image
2116 Lelani Circle, Davenport $550,000 ▼

Private backyard with firework view! Welcome to 2116 Lelani Circle in the prestige Windsor Island Resort. This elegant home has very tastiful design, very open and pleas...

  • 5 Beds
  • 4 Baths
  • Windsor Island SubDv.
  • 33897 Zip Code
4306 Lana Avenue, Davenport image
4306 Lana Avenue, Davenport — 4306 $549,990 ▼

ONE-OF-A-KIND TOWNHOME WITH LUXURY DESIGN! Experience the pinnacle of opulence and comfort in this remarkable 5-bedroom, 4.5-bathroom vacation haven situated within an ex...

  • 5 Beds
  • 5 Baths
  • Windsor Island Residence Ph 2b SubDv.
  • 33897 Zip Code
127 Jetty Way, Davenport image
127 Jetty Way, Davenport — N/A $549,900

Welcome to this beautifully remodeled and fully furnished 5-bedroom, 4.5-bathroom townhome in the highly sought-after Windsor Island Resort—one of Central Florida’s top d...

  • 5 Beds
  • 5 Baths
  • Windsor Island Residence SubDv.
  • 33897 Zip Code
227 Jetty Way, Davenport image
227 Jetty Way, Davenport — 227 $549,000

Amazing, income generating, turn-key ready vacation rental in the renowned Windsor Island Resort! 5 bedrooms, 4.5 bathrooms featuring 2 themed bedrooms, 2 king bedrooms ...

  • 5 Beds
  • 5 Baths
  • Windsor Island Residence SubDv.
  • 33897 Zip Code
4294 Lana Avenue, Davenport image
4294 Lana Avenue, Davenport — 581 $549,000 ▼

LUXURY ** PROFESSIONALLY DESIGNED BY TOP DECORATORS ** INCOME-READY 5BR VACATION HOME IN ORLANDO’S #1 RESORT ** PRE-BOOKED 2025 DATES. ...

  • 5 Beds
  • 5 Baths
  • Windsor Island Resort Phase 2b SubDv.
  • 33897 Zip Code
4358 Lana Avenue, Davenport image
4358 Lana Avenue, Davenport — - $540,000

This luxurious 5-bedroom, 4.5-bathroom vacation home is located in Windsor Island Resort, one of Orlando’s top vacation communities with the highest occupancy rates. Buil...

  • 5 Beds
  • 5 Baths
  • Windsor Island Residence Ph 2b SubDv.
  • 33897 Zip Code
830 Paradise Drive, Davenport image
830 Paradise Drive, Davenport — Na $539,000

Welcome to 830 Paradise Drive, an exceptional professionally decorated vacation home located in the highly sought-after Windsor Island Resort. This spacious and beautifu...

  • 5 Beds
  • 5 Baths
  • Windsor Island Residence SubDv.
  • 33897 Zip Code
806 Paradise Drive, Davenport image
806 Paradise Drive, Davenport — Na $520,000 ▼

Welcome to your piece of Paradise on 806 Paradise Drive! This fully furnished 5-bedroom, 4.5-bathroom vacation home is located in the highly desirable Windsor Island Reso...

  • 5 Beds
  • 5 Baths
  • Windsor Island Residence SubDv.
  • 33897 Zip Code
3818 Lana Avenue, Davenport image
3818 Lana Avenue, Davenport — 2b $520,000 ▼

Welcome to 3818 Lana Ave, Davenport — an exceptional 5-bedroom, 4.5-bathroom home featuring a private screened-in pool, a game room, and professionally decorated themed b...

  • 5 Beds
  • 5 Baths
  • Windsor Island Resort SubDv.
  • 33897 Zip Code
4290 Lana Avenue, Davenport image
4290 Lana Avenue, Davenport — 4290 $515,000

Turnkey perfection meets resort-style luxury! Experience the ultimate Florida lifestyle in this beautifully maintained, fully furnished 5-bedroom, 4.5 bathroom townhome l...

  • 5 Beds
  • 4 Baths
  • Windsor Island Residence Ph 26 SubDv.
  • 33897 Zip Code
4310 Lana Avenue, Davenport image
4310 Lana Avenue, Davenport — 0000 $514,000 ▼

Welcome to this exquisite end-unit townhome in the prestigious Windsor Island Resort, Davenport's ultimate vacation destination! This 2023-built gem offers 5 bedrooms and...

  • 5 Beds
  • 5 Baths
  • Windsor Island Residence Ph 2b SubDv.
  • 33897 Zip Code
3806 Lana Avenue, Davenport image
3806 Lana Avenue, Davenport $513,000

INVESTOR SPECIAL! MOVE IN READY Pool home! Turnkey, fully furnished 5BR 4.5BA townhome with private swimming pool in Windsor Island Resort, Davenport is built to perform ...

  • 5 Beds
  • 5 Baths
  • Windsor Island Residence Ph 2b SubDv.
  • 33897 Zip Code
1320 Lava Tree Dr, Davenport image
1320 Lava Tree Dr, Davenport — 1 $499,900

LOCATION! LOCATION!LOCATION! Just a few steps from the fantastic clubhouse! Beautiful 5-bedroom, 5.5-bath home in the highly desirable Windsor Island Resort. Fully furnis...

  • 5 Beds
  • 5 Baths
  • Windsor Island Resort SubDv.
  • 33897 Zip Code
720 Gardenia Lane, Davenport image
720 Gardenia Lane, Davenport — Lot 75 $499,900 ▼

Step out your front door and the Windsor Island Resort clubhouse is right there — visible and walkable. That's the kind of position most vacation home buyers dream about ...

  • 5 Beds
  • 5 Baths
  • Windsor Island Residence SubDv.
  • 33897 Zip Code
107 Jetty Way, Davenport image
107 Jetty Way, Davenport — Windsor Island Residence $499,000

Short Sale. Investor opportunity in the sought-after Windsor Island Resort! Fully furnished 5-bedroom, 4-bath townhome ideal for use as a vacation home or income-producin...

  • 5 Beds
  • 4 Baths
  • Windsor Island Residence SubDv.
  • 33897 Zip Code
126 Jetty Way, Davenport image
126 Jetty Way, Davenport — X $499,000 ▼

Price to Sell!!Welcome to this exceptional 5-bedroom, 4.5-bath townhome in the popular Windsor Island Resort, one of the most sought-after vacation destinations near Disn...

  • 5 Beds
  • 4 Baths
  • Windsor Island Residence SubDv.
  • 33897 Zip Code
900 Paradise Drive, Davenport image
900 Paradise Drive, Davenport — Pulte $499,000 ▼

Not all townhomes are created equal — and this one proves it. As a premium end unit, this 5-bedroom Windsor Island Resort home enjoys extra natural light, enhanced privac...

  • 5 Beds
  • 5 Baths
  • Windsor Island Residence SubDv.
  • 33897 Zip Code
197 Jetty Way, Davenport image
197 Jetty Way, Davenport — 197 $495,000

TURNKEY VACATION HOME IN WINDSOR ISLAND RESORT – FULLY FURNISHED & READY TO GENERATE INCOME Experience the perfect blend of luxury, comfort, and investment potential a...

  • 5 Beds
  • 5 Baths
  • Windsor Island Resort SubDv.
  • 33897 Zip Code
886 Paradise Drive, Davenport image
886 Paradise Drive, Davenport — 886 $495,000 ▼

Welcome to Windsor Island Resort—where luxury, location, and lifestyle come together in one of Central Florida’s most sought-after vacation communities. Perfectly positio...

  • 5 Beds
  • 5 Baths
  • Windsor Island Residence SubDv.
  • 33897 Zip Code
967 Paradise Drive, Davenport image
967 Paradise Drive, Davenport — 967 $489,000

Welcome to this stunning 5-bedroom, 4.5-bathroom vacation pool retreat located in the highly sought-after Windsor Island Resort community in Davenport, FL. Short walk to ...

  • 5 Beds
  • 4 Baths
  • Windsor Island Residence SubDv.
  • 33897 Zip Code
971 Paradise Drive, Davenport image
971 Paradise Drive, Davenport — 971 Paradise Dr $478,000 ▼

FULLY FURNISHED 5 BED / 4.5 BATH POOL HOME in WINDSOR ISLAND RESORT – Located in one of the most desirable GATED VACATION COMMUNITIES near Disney, this beautifully design...

  • 5 Beds
  • 5 Baths
  • Windsor Island Residence SubDv.
  • 33897 Zip Code
3721 Pacific Lane, Davenport image
3721 Pacific Lane, Davenport — 3721 $469,999 ▼

***Price Reduced***Welcome to this fully furnished 5-bedroom, 4-bath townhome located in the highly desirable Windsor Island Resort, a community zoned exclusively for sho...

  • 5 Beds
  • 5 Baths
  • Windsor Island Resort Ph 2a SubDv.
  • 33897 Zip Code
236 Jetty Way, Davenport image
236 Jetty Way, Davenport — 236 $469,900 ▼

Get ready to be enchanted by this magnificent 5-bedroom, 4.5-bathroom townhome ,nestled in the Windsor Island Resort — a coveted address blending luxury and comfort! This...

  • 5 Beds
  • 5 Baths
  • Windsor Island Residence SubDv.
  • 33897 Zip Code
207 Jetty Way, Davenport image
207 Jetty Way, Davenport — 207 $465,000 ▼

Looking for a prime investment opportunity or your next family home? This one may be the one for you! Located in Davenport with proximity to major cities such as Tampa an...

  • 5 Beds
  • 5 Baths
  • Windsor Island Report SubDv.
  • 33897 Zip Code
616 Jasmine Lane, Davenport image
616 Jasmine Lane, Davenport — . $459,000

Welcome to your perfect Florida escape — a beautifully maintained 5-bedroom, 4.5-bath townhome nestled within the sought-after Windsor Island Resort, just steps from the ...

  • 5 Beds
  • 5 Baths
  • Windsor Island Residence SubDv.
  • 33897 Zip Code
4218 Lana Avenue, Davenport image
4218 Lana Avenue, Davenport — X $449,000 ▼

Welcome to Windsor Island Resort and this beautifully presented 5 bedroom, 4.5 bath vacation home at 4218 Lana Ave, Davenport, FL 33897, offering the kind of turnkey cond...

  • 5 Beds
  • 5 Baths
  • Windsor Island SubDv.
  • 33897 Zip Code
267 Jetty Way, Davenport image
267 Jetty Way, Davenport — 267 $435,000

Welcome to resort-style living at Windsor Island Resort! This beautifully furnished 5-bedroom, 4.5-bath townhome, built in 2021, offers 2,293 sq ft of thoughtfully design...

  • 5 Beds
  • 5 Baths
  • Windsor Island Residence SubDv.
  • 33897 Zip Code
297 Jetty Way, Davenport image
297 Jetty Way, Davenport — 4 $419,900 ▼

MOTIVATED SELLER! Experience resort-style living in this beautifully maintained, fully furnished 5-bedroom, 4.5-bath Windsor Island townhome, lightly used exclusively as ...

  • 5 Beds
  • 5 Baths
  • Windsor Island Resort SubDv.
  • 33897 Zip Code

Windsor Island Resort - West Hwy 192

Orlando Vacation Homes › West Hwy 192 Resort Area › Windsor Island Resort

Owning a Vacation Home at Windsor Island Resort

Windsor Island Resort near Disney WorldWindsor Island Resort is a gated resort of Single/Multi Family Homes in the West Hwy 192 Resort Area of Orlando. One of the newest entries in the resort market from Pulte homes is Windsor Island just down the street from its sister property Windsor at Westside.

Windsor Island amenities include a clubhouse with restaurant and bar, gym and game room as well as a resort pool complex that is more like a miniature water park. These new vacation homes will include 5 to 10 bedroom single family & townhomes.

Where is Windsor Island Resort?

Windsor Island Resort is located off Sand Mine Road in the West Hwy 192 resort area near Disney World.

The resort is East of Hwy 27 and West of Westside Blvd and is found in the 34747 zip code in Osceola County.

How Far from Windsor Island Resort to...

  • Walt Disney World: 9 miles
  • Universal Studios:22 miles
  • Sea World: 18 miles
  • Busch Gardens Tampa: 60 miles
  • Kennedy Space Center: 71 miles
  • Cocoa Beach: 79 miles
  • Daytona Beach: 84 miles
  • Clearwater Beach: 85 miles
  • Orlando International Airport: 29 miles
  • Port Canaveral Cruise Ships: 73 miles

Windsor Island Resort Owner Usage & Property Management

Windsor Island Resort ClubhouseWindsor Island Resort owners my use their property up to 365 days per year if they so choose. Owners may also rent their unit out for any length of time when not in use to generate income and/or to cover part or all of the owner fees.

There is noon site property management at Windsor Island Resort. Owners may use 3rd Party rental management or self manage. to handle to reservations and management of their unit at Windsor Island Resort.

Windsor Island Resort AmenitiesWindsor Island Resort Amenities

The Resorts Clubhouse features a state of the art fitness center and lounge area. The pool area features an oversize pool with beach entry and large sun-shelf with half submerged lounge chair seating, a winding lazy river, two water slides, kids splash area, hot tub, walking path leading to putt putt golf, soccer pitch, sand volleyball court and basketball court.

The resort is also located just minutes away from Walt Disney World. Sea World is about 13 miles away and Universal Studios about 20 miles.

Windsor Island Resort Amenities in Orlando near Disney

Windsor Island Resort Amenities include: 

  • Resort Clubhouse
  • Fitness Center
  • Resort Pool
  • Water Slides
  • Lazy River
  • Hot Tub
  • Putt Putt
  • Soccer Pitch
  • Basketball Court
  • Sand Volleyball Court

Vacation Homes Available in Windsor Island Resort

Windsor Island Resort Homes for SaleThe majority of the homes in Windsor Island Resort were built 2021-current by Pulte Homes. There are bedrooms, a similar number of bathrooms, and between square feet of living space in each of the houses.

All homes will come with private heated pools, an owners storage closet, stainless steel appliances including a washer and dryer, granite counters and tile floors throughout kitchens and bathrooms.

Homes may be decorated any way you as an owner choose. There is no restriction on interior decor so theme it out as you like. Additional features include 24 hour manned guard gate, landscape maintenance included, and daily valet garbage collection.

Windsor Island Resort Homes

Typical Windsor Island Resort Home Features Include:

  • Architectural Style(s): Florida
  • Number of Bedrooms: 5 to 10
  • Garage Spaces: 2
  • Approx Sq Ft under AC: 2,263 to 4,398 sq ft
  • Interior Rooms: Loft, Inside Utility, Storage Room
  • Construction Material: Block, Wood Frame, Stucco, Cement Siding
  • Roof: Shingle, Concrete, Tile

Windsor Island Resort Video Tour Courtesy of Pulte Homes

Call Us Now at 407-801-3286 and schedule your viewing of vacation homes for sale in Windsor Island Resort today!

Photo Credit: Above images by Pulte Homes.

Like or Share

Address Search

Realtor David MyersDavid Myers 407-801-3286
Your Orlando Vacation Home Expert

  • Orlando Vacation Properties Buyers Guide
  • Orlando Host Hub Blog

All Orlando Vacation Home Properties

  • Aviana Resort
  • Azur Resort
  • Bahama Bay Resort
  • Bella Piazza Resort
  • Bellavida Resort
  • Blue Heron Resort
  • Carib Cove Resort
  • Champions Gate Country Club
  • Champions Gate Omni Villas
  • Coral Cay Resort
  • Crestwynd Bay Resort
  • *NEW* Embassy Suites Sunset Walk
  • Emerald Island Resort
  • Encantada Resort
  • Enclave Suites Resort
  • Encore Resort
  • Festival Resort
  • Flats Resort - Under Construction
  • Floridays Resort
  • Fountains at Champions Gate
  • Galleria Palms Hotel
  • Greenpoint Kissimmee
  • Grove Resort & Spa
  • *NEW* Hub at Westside
  • Hawthorn Suites Lake Buena Vista
  • Lake Berkley Resort
  • Lake Buena Vista Resort
  • Lucaya Village Resort
  • Magic Village Views
  • Magic Village Yards
  • Margaritaville Resort
  • Melia Resort
  • Paradise Palms Resort
  • *NEW* Paradiso Grande
  • Parc Corniche Resort
  • Point Orlando Resort
  • Parkway Palms Resort
  • Regal Oaks at Old Town
  • Regal Palms Resort
  • Reunion Resort CONDOS
  • Reunion Resort HOMES
  • Runaway Beach Club
  • Solana Resort
  • Solara Resort
  • Solterra Resort
  • Stay Sky Suites Orlando
  • Storey Lake Resort
  • Summerville Resort
  • Terra Verde Resort
  • Tuscana Resort
  • Veranda Palms Resort
  • *NEW* Villa Domani Resort
  • Villas at 7 Dwarfs Lane
  • Villas of Somerset
  • Vista Cay Resort
  • Watersong Resort
  • West Lucaya Village
  • Windsor Cay Resort
  • Windsor Hills Resort
  • Windsor Island Resort
  • Windsor Palms Resort
  • Windsor at Westside
  • Worldquest Resort

Orlando STR Interactive Map Search

Orlando Short Term Rental Property Interactive Search Map

Popular Vacation Home Searches

  • 25 Latest Vacation Home Listings
  • 10+ Bedroom Orlando Vacation Homes
  • Orlando Vacation Home Foreclosures
  • Orlando Vacation Home New Construction
  • Orlando Vacation Home Waterfront Homes

Seach by Price

  • Orlando Vacation Homes Under $200K
  • Orlando Vacation Homes $200K to $300K
  • Orlando Vacation Homes $300K to $400K
  • Orlando Vacation Homes $400K to $500K
  • Orlando Vacation Homes $500K to $600K
  • Orlando Vacation Luxury Homes - $1M+

Your Ultimate How To Guide!
How to Buy an Orlando Vacation Home Guidebook

Search by Resort Type

  • Condotels
  • Condominiums
  • Homes
  • Townhomes

Search by Resort Amenities

  • Water Park
  • Golf Course
  • Putt Putt Course
  • Restaurant on Site

Search by Resort Area

  • Champions Gate Area
  • International Drive Area
  • Lake Buena Vista Area
  • East Hwy 192 Area
  • West Hwy 192 Area
  • Hwy 27 Area

Search by Maximum Owner Usage

Useful Resort Home Search Tools

  • Resort Vacation Home Mortgage Lenders
  • Orlando Vacation Property Buyers Guide
  • Condotel 3rd Party Restrictions
  • Featured Office Listings
  • Orlando Host Hub Blog
  • Orlando Vacation Home Valuation Tool
  • Visit Our Other Sites:
  • FloridaNeighborhoodRealty.com
  • NonaOrlandoProperties.com

David Myers - Broker Associate
My Orlando Vacation Home Team
Ziro Realty, LLC
549B Water Street
Celebration, FL 34747
Phone/Text: 407.801.3286
Web: MyOrlandoVacationHome.com
Stay Updated: Subscribe to Our Orlando Host Hub Blog RSS Feed

Realtor, MLS, and Equal Housing Opportunity logos

© Florida Neighborhood Realty LLC - All Rights Reserved

Site Support

  • About Us
  • Facebook
  • Terms of Use
  • Contact Us
  • Buyers Guide
  • Privacy Policy
  • Office Listings
  • Host Hub Blog
  • Data Disclaimer
IDX Real Estate Websites by
, an FNF RE Tech Company • Accessibility • Terms • Privacy