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$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 of impeccably designed living space. Purposefully crafted to deliver an unforgettable guest experience while maximizing rental performance, this extraordinary residence seamlessly blends upscale resort living with exceptional investment potential. From the moment you enter, you'll be captivated by expansive open-concept living areas, designer-inspired finishes, multiple themed guest suites, and sophisticated gathering spaces designed for large families, executive retreats, reunions, and luxury group travel. The gourmet kitchen serves as the heart of the home, flowing effortlessly into spacious dining and entertainment areas that create the perfect setting for memorable vacations. Step outside to your own private tropical oasis featuring a screened resort-style pool and spa, where guests can unwind in complete comfort after enjoying Central Florida's world-renowned attractions. Every detail has been thoughtfully designed to elevate the vacation experience and encourage repeat bookings year after year. Located within the prestigious Windsor Island Resort, owners and guests enjoy access to an impressive collection of world-class amenities including a grand clubhouse, state-of-the-art fitness center, resort-style pool complex, water attractions, sports courts, and recreational amenities that continue to make this one of Central Florida's premier vacation destinations. Ideally situated just minutes from Walt Disney World, Universal Orlando Resort, championship golf courses, luxury shopping, fine dining, and Orlando's entertainment corridor, this turnkey property offers the rare combination of luxury lifestyle, prime location, and income-producing potential. Whether expanding your investment portfolio, securing a second home, or acquiring a premier vacation retreat, this exceptional residence represents a unique opportunity to own a trophy asset in one of the nation's most desirable short-term rental markets. Welcome to a destination where luxury, leisure, and investment excellence come together. Welcome to Windsor Island Resort.

10 Beds ⋅ 8 Baths ⋅ Windsor Island Residence Ph 2b SubDv. ⋅ 33897 Zip Code

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 of impeccably designed living space. Purposefully crafted to deliver an unforgettable guest experience while maximizing rental performance, this extraordinary residence seamlessly blends upscale resort living with exceptional investment potential. From the moment you enter, you'll be captivated by expansive open-concept living areas, designer-inspired finishes, multiple themed guest suites, and sophisticated gathering spaces designed for large families, executive retreats, reunions, and luxury group travel. The gourmet kitchen serves as the heart of the home, flowing effortlessly into spacious dining and entertainment areas that create the perfect setting for memorable vacations. Step outside to your own private tropical oasis featuring a screened resort-style pool and spa, where guests can unwind in complete comfort after enjoying Central Florida's world-renowned attractions. Every detail has been thoughtfully designed to elevate the vacation experience and encourage repeat bookings year after year. Located within the prestigious Windsor Island Resort, owners and guests enjoy access to an impressive collection of world-class amenities including a grand clubhouse, state-of-the-art fitness center, resort-style pool complex, water attractions, sports courts, and recreational amenities that continue to make this one of Central Florida's premier vacation destinations. Ideally situated just minutes from Walt Disney World, Universal Orlando Resort, championship golf courses, luxury shopping, fine dining, and Orlando's entertainment corridor, this turnkey property offers the rare combination of luxury lifestyle, prime location, and income-producing potential. Whether expanding your investment portfolio, securing a second home, or acquiring a premier vacation retreat, this exceptional residence represents a unique opportunity to own a trophy asset in one of the nation's most desirable short-term rental markets. Welcome to a destination where luxury, leisure, and investment excellence come together. Welcome to Windsor Island Resort.

3723 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 and already positioned for strong short-term rental income. Just minutes from Walt Disney World, this high-demand property comfortably hosts 10+ guests and delivers the kind of experience today’s vacation renters actively book. This home stands out with brightly themed bedrooms, a private screened-in heated pool with LED lighting, and a spacious entertainment loft with foosball, creating a stay guests remember and review. These fun features drive occupancy, repeat bookings, and higher returns. This property is fully furnished and rental-ready, allowing you to start generating income immediately. The unique themed bedrooms help the home stand out in listing photos and attract more bookings, while the private heated pool adds strong guest appeal. A dedicated game loft and entertainment space makes it ideal for family-friendly stays, and the addition of solar panels helps reduce operating costs and improve long-term returns. With NO CARPET throughout, maintenance is simple and efficient for short-term rental turnover. Windsor Island Resort takes it even further with resort-style amenities that guests actively search for: clubhouse, fitness center, playground, resort pool, on-site restaurant, sidewalks, tennis courts, lazy river, water slides, and mini-golf, all designed to boost bookings and guest satisfaction. HOA fee includes cable, internet, lawn care, and trash. Prime location near Disney, shopping, dining, and Orlando attractions ensures consistent year-round demand. Whether you're scaling your portfolio or entering the short-term rental market, this property checks every box: location, performance, and guest appeal. Seller financing and private financing available. Don’t wait, it will not last long!

5 Beds ⋅ 5 Baths ⋅ Windsor Island Residence Ph 2b SubDv. ⋅ 33897 Zip Code

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 and already positioned for strong short-term rental income. Just minutes from Walt Disney World, this high-demand property comfortably hosts 10+ guests and delivers the kind of experience today’s vacation renters actively book. This home stands out with brightly themed bedrooms, a private screened-in heated pool with LED lighting, and a spacious entertainment loft with foosball, creating a stay guests remember and review. These fun features drive occupancy, repeat bookings, and higher returns. This property is fully furnished and rental-ready, allowing you to start generating income immediately. The unique themed bedrooms help the home stand out in listing photos and attract more bookings, while the private heated pool adds strong guest appeal. A dedicated game loft and entertainment space makes it ideal for family-friendly stays, and the addition of solar panels helps reduce operating costs and improve long-term returns. With NO CARPET throughout, maintenance is simple and efficient for short-term rental turnover. Windsor Island Resort takes it even further with resort-style amenities that guests actively search for: clubhouse, fitness center, playground, resort pool, on-site restaurant, sidewalks, tennis courts, lazy river, water slides, and mini-golf, all designed to boost bookings and guest satisfaction. HOA fee includes cable, internet, lawn care, and trash. Prime location near Disney, shopping, dining, and Orlando attractions ensures consistent year-round demand. Whether you're scaling your portfolio or entering the short-term rental market, this property checks every box: location, performance, and guest appeal. Seller financing and private financing available. Don’t wait, it will not last long!

3806 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 stunning 10-bedroom, 8-bathroom vacation home in the sought-after Windsor Island Resort. With space to comfortably host over 20 guests, this fully furnished and professionally designed home is ideal for memorable family vacations or maximizing short-term rental income. No detail was spared—over $170,000 in thoughtful upgrades bring sophistication and excitement to every corner. Step inside to an open-concept layout featuring elegant finishes, a spacious gourmet kitchen, a generous dining area, and a stylish living room designed for effortless entertaining. Themed bedrooms throughout the home offer a touch of magic for guests of all ages. Upstairs, the large bonus loft has been transformed into a custom Avengers-inspired theater and game space, complete with a pool table—perfect for movie nights or relaxing after a day at the parks. Outside, unwind under the covered lanai beside the heated pool and spa, all set on a beautifully paved deck. For even more entertainment, the garage has been converted into a fully stocked game room. As part of the gated Windsor Island Resort, residents and guests enjoy access to world-class amenities, including an 8,000 sq. ft. clubhouse, resort-style pool with lazy river, fitness center, poolside bar and grill, sports courts, arcade, playground, and more. Just minutes from Disney, major highways, shopping, and dining, this home offers an unbeatable location and endless possibilities—whether you're building memories or your rental portfolio.

10 Beds ⋅ 8 Baths ⋅ Windsor Island Residence Ph 2b SubDv. ⋅ 33897 Zip Code

Exceptional Value in Windsor Island Resort! Luxuriously Upgraded & Themed Vacation Home. Discover the perfect blend of luxury, fun, and investment potential with this stunning 10-bedroom, 8-bathroom vacation home in the sought-after Windsor Island Resort. With space to comfortably host over 20 guests, this fully furnished and professionally designed home is ideal for memorable family vacations or maximizing short-term rental income. No detail was spared—over $170,000 in thoughtful upgrades bring sophistication and excitement to every corner. Step inside to an open-concept layout featuring elegant finishes, a spacious gourmet kitchen, a generous dining area, and a stylish living room designed for effortless entertaining. Themed bedrooms throughout the home offer a touch of magic for guests of all ages. Upstairs, the large bonus loft has been transformed into a custom Avengers-inspired theater and game space, complete with a pool table—perfect for movie nights or relaxing after a day at the parks. Outside, unwind under the covered lanai beside the heated pool and spa, all set on a beautifully paved deck. For even more entertainment, the garage has been converted into a fully stocked game room. As part of the gated Windsor Island Resort, residents and guests enjoy access to world-class amenities, including an 8,000 sq. ft. clubhouse, resort-style pool with lazy river, fitness center, poolside bar and grill, sports courts, arcade, playground, and more. Just minutes from Disney, major highways, shopping, and dining, this home offers an unbeatable location and endless possibilities—whether you're building memories or your rental portfolio.

3715 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 unforgettable vacations, this expansive home features a converted garage game room, plus a massive upstairs loft complete with a private theater and pool table—perfect for entertaining guests of all ages. The home boasts beautifully designed themed bedrooms, a heated private pool and spa, and a fully screened lanai for year-round enjoyment. Situated in a guard-gated community, Windsor Island Resort offers premier amenities and peace of mind. The monthly assessment covers comprehensive community operations, including professional on-site management, operation of the Aloha Clubhouse and resort amenities, landscaping and irrigation, valet trash and litter pickup, bulk cable and internet, 24-hour manned front gate, and roving patrol services. An exceptional opportunity to own a turn-key vacation rental or second home in one of Central Florida’s most popular resort communities.

10 Beds ⋅ 8 Baths ⋅ Windsor Island Residence Ph 2b SubDv. ⋅ 33897 Zip Code

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 unforgettable vacations, this expansive home features a converted garage game room, plus a massive upstairs loft complete with a private theater and pool table—perfect for entertaining guests of all ages. The home boasts beautifully designed themed bedrooms, a heated private pool and spa, and a fully screened lanai for year-round enjoyment. Situated in a guard-gated community, Windsor Island Resort offers premier amenities and peace of mind. The monthly assessment covers comprehensive community operations, including professional on-site management, operation of the Aloha Clubhouse and resort amenities, landscaping and irrigation, valet trash and litter pickup, bulk cable and internet, 24-hour manned front gate, and roving patrol services. An exceptional opportunity to own a turn-key vacation rental or second home in one of Central Florida’s most popular resort communities.

3740 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 Bedrooms all with super comfortable beds. All bedrooms have tv's and the two kids bedrooms are fun themed with bunk beds. Garage has been converted into an out of this world game room with Double Gaming Station, Real Slate Pool table and a $10,000 Racing Simulator. Loft has an additional movie theater with a 165 inch screen and projector ready for a family movie night. Every bedroom in the house has its own TV. 5 adult bedrooms all have king beds and 3 are en-suite. Two kids rooms have bunks beds and fun theming with Wreck It Ralph and Moana. Kitchen is fully equipped with everything you would need for a comfortable stay. This 3300 sq ft vacation home is one of the newest vacation homes in Orlando and located in the wonderful resort of Windsor Island. The resort features super modern and spacious Club house. The resort amenities include a large Community Pool with a Slide, Hot Tub, Fitness Center, Arcade Room, Pickle Ball Courts, Volley Ball Court, Mini Golf court, Bar and Restaurant, Security gates and more. Call and schedule your private tour today!

7 Beds ⋅ 6 Baths ⋅ Windsor Island Residence Ph 2b SubDv. ⋅ 33897 Zip Code

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 Bedrooms all with super comfortable beds. All bedrooms have tv's and the two kids bedrooms are fun themed with bunk beds. Garage has been converted into an out of this world game room with Double Gaming Station, Real Slate Pool table and a $10,000 Racing Simulator. Loft has an additional movie theater with a 165 inch screen and projector ready for a family movie night. Every bedroom in the house has its own TV. 5 adult bedrooms all have king beds and 3 are en-suite. Two kids rooms have bunks beds and fun theming with Wreck It Ralph and Moana. Kitchen is fully equipped with everything you would need for a comfortable stay. This 3300 sq ft vacation home is one of the newest vacation homes in Orlando and located in the wonderful resort of Windsor Island. The resort features super modern and spacious Club house. The resort amenities include a large Community Pool with a Slide, Hot Tub, Fitness Center, Arcade Room, Pickle Ball Courts, Volley Ball Court, Mini Golf court, Bar and Restaurant, Security gates and more. Call and schedule your private tour today!

3783 Lana Avenue, 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 stunning and thoughtfully designed home 10-bedroom, 8-bathroom sanctuary sleeps up to 23 guests comfortably, offering both space and privacy for everyone. Ideal for large families, multi-family vacations, or group getaways. Highlights & Features: Plenty of rooms for everyone to rest in comfort; Open plan living and dining spaces providing a welcoming gathering hub with a Fully Equipped Kitchen with large Island, modern appliances, and a layout that allows multiple cooks to work simultaneously. 4 themed bedrooms, Themed loft, Star Wars game room & Summer kitchen. Stylish, Light-Filled Interiors with Neutral tones, clean lines, and contemporary finishes create a calming, elegant ambiance for you to unwind. Easy flows from indoors to outdoors, making it ideal for morning coffee or evening conversations. Carefully curated furnishings, tasteful décor, and cohesive aesthetics elevate the guest experience. Amenities: Zero-entry resort-style pool; Lazy river; Water slides (dual); Children’s splash pad/water play area; Hot tub/spa area; Aloha Clubhouse; Indoor Arcade/game room; Fitness center/gym; Café, snack bar, or on-site dining/bar/tiki bar ; Fire pits/fire-pit area (often with views of fireworks); Sports courts: basketball, sand volleyball ; Mini golf (9-hole); Cornhole courts, shuffleboard, outdoor games; Hammock garden, picnic area, landscaped/sitting areas; Gated community with 24-hour manned security; Valet trash service (for rental-home guests); Outdoor BBQ/grill areas.

10 Beds ⋅ 8 Baths ⋅ Windsor Island Residence Ph 2b SubDv. ⋅ 33897 Zip Code

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 stunning and thoughtfully designed home 10-bedroom, 8-bathroom sanctuary sleeps up to 23 guests comfortably, offering both space and privacy for everyone. Ideal for large families, multi-family vacations, or group getaways. Highlights & Features: Plenty of rooms for everyone to rest in comfort; Open plan living and dining spaces providing a welcoming gathering hub with a Fully Equipped Kitchen with large Island, modern appliances, and a layout that allows multiple cooks to work simultaneously. 4 themed bedrooms, Themed loft, Star Wars game room & Summer kitchen. Stylish, Light-Filled Interiors with Neutral tones, clean lines, and contemporary finishes create a calming, elegant ambiance for you to unwind. Easy flows from indoors to outdoors, making it ideal for morning coffee or evening conversations. Carefully curated furnishings, tasteful décor, and cohesive aesthetics elevate the guest experience. Amenities: Zero-entry resort-style pool; Lazy river; Water slides (dual); Children’s splash pad/water play area; Hot tub/spa area; Aloha Clubhouse; Indoor Arcade/game room; Fitness center/gym; Café, snack bar, or on-site dining/bar/tiki bar ; Fire pits/fire-pit area (often with views of fireworks); Sports courts: basketball, sand volleyball ; Mini golf (9-hole); Cornhole courts, shuffleboard, outdoor games; Hammock garden, picnic area, landscaped/sitting areas; Gated community with 24-hour manned security; Valet trash service (for rental-home guests); Outdoor BBQ/grill areas.

3048 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 guest use and rental activity. This property functions as a proven income-producing vacation rental asset within one of Central Florida’s most active tourism corridors. Featuring a private pool and spacious interior layout designed for group stays, this home provides flexible accommodations suitable for short-term rental, second-home use, or hybrid personal/investment use. Located within close proximity to major attractions, dining, shopping, and theme parks, the community continues to attract consistent visitor demand. Ideal for experienced STR investors seeking a stabilized asset in a high-supply but high-demand tourism market. Windsor Island Resort offers WORLD-CLASS AMENITIES, including a RESORT-STYLE CLUBHOUSE, ZERO-ENTRY POOL, LAZY RIVER, DUAL WATER SLIDES, WATER PARK, MINI-GOLF, CABANAS, FITNESS CENTER, SPORTS COURTS, A GAME ROOM, CAFÉ, ICE CREAM SHOP, AND MORE. Don’t miss the chance to own your dream vacation or investment home—schedule your private showing today!

8 Beds ⋅ 6 Baths ⋅ Windsor Island Residence Ph 2b SubDv. ⋅ 33897 Zip Code

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 guest use and rental activity. This property functions as a proven income-producing vacation rental asset within one of Central Florida’s most active tourism corridors. Featuring a private pool and spacious interior layout designed for group stays, this home provides flexible accommodations suitable for short-term rental, second-home use, or hybrid personal/investment use. Located within close proximity to major attractions, dining, shopping, and theme parks, the community continues to attract consistent visitor demand. Ideal for experienced STR investors seeking a stabilized asset in a high-supply but high-demand tourism market. Windsor Island Resort offers WORLD-CLASS AMENITIES, including a RESORT-STYLE CLUBHOUSE, ZERO-ENTRY POOL, LAZY RIVER, DUAL WATER SLIDES, WATER PARK, MINI-GOLF, CABANAS, FITNESS CENTER, SPORTS COURTS, A GAME ROOM, CAFÉ, ICE CREAM SHOP, AND MORE. Don’t miss the chance to own your dream vacation or investment home—schedule your private showing today!

3044 Mahalo Drive, Davenport