Windsor Island Resort Homes with Pool Amenities

Windsor Island Resort Homes with Pool Amenities

Welcome to Windsor Island Resort, an enchanting subdivision nestled in the heart of Davenport, Florida, within the picturesque Polk County. This vibrant community offers a perfect blend of luxury and leisure, making it an ideal destination for families, vacationers, and anyone seeking a serene escape in the Sunshine State.

Windsor Island Resort is renowned for its stunning homes that come complete with private pool amenities, allowing residents and guests to soak up the Florida sun in style. Imagine stepping out into your own backyard oasis, where you can unwind in your sparkling pool or host unforgettable gatherings with family and friends. Each residence is thoughtfully designed, featuring spacious layouts, modern finishes, and all the comforts needed to create lasting memories.

Beyond the private pools, Windsor Island Resort boasts a wealth of amenities that cater to an active lifestyle. Residents can enjoy access to a state-of-the-art clubhouse, a resort-style pool, and recreational facilities that include sports courts and walking trails, ensuring there's never a dull moment. The community is also conveniently located near major attractions, shopping centers, and dining options, making it easy to experience the best of Central Florida.

Whether you're looking for a permanent residence or a vacation home, Windsor Island Resort offers a unique opportunity to embrace a lifestyle filled with relaxation, adventure, and community spirit. Discover the charm of Davenport and make Windsor Island Resort your next home sweet home!

Newest Windsor Island Resort Homes with Pool Amenities

1196 Aloha Boulevard, Davenport
$693,000
7 Beds ⋅ 6 Baths ⋅ Windsor Island Resort SubDv. ⋅ 33897 Zip Code
Fully furnished short-term rental residence in Windsor Island Resort, Davenport. Built in 2020, this 7-bedroom, 5.5-bath home offers 3,296 square feet of living area. A spacious driveway, well-maintained landscaping, abundant natural light, custom lighting, professionally selected furnishings in timeless contemporary tones, modern stainless-steel appliances, designer wallpaper, statement chandeliers, and a full laundry room create a well-appointed interior. The spacious primary suite features custom lighting, dual vanities, direct pool access, and a spa-style bath with shower and soaking tub. Generously sized secondary bedrooms include themed rooms with two beds, while the upper-level loft provides additional living and game space. The garage includes a billiard table and dedicated game area. Outdoors, a covered lanai and screened pool area provide additional space for relaxation and entertaining. Windsor Island Resort offers registered guests access to resort amenities including a resort pool, lazy river, water slides, splash playground, hot tub, sports courts, arcade, fitness center, clubhouse, and on-site dining options. Offered fully furnished for short-term rental use

1196 Aloha Boulevard, Davenport
1707 Kona Lane, Davenport
$611,777
6 Beds ⋅ 5 Baths ⋅ Windsor Island Resort SubDv. ⋅ 33897 Zip Code
Windsor Island Resort investment opportunity with an exceptional location just STEPS FROM THE CLUBHOUSE and AMAZING VIEWS. This fully furnished vacation home combines resort convenience with a private setting and NO REAR NEIGHBORS TO INTERRUPT THE PEACEFUL ENJOYMENT. The elevated lot and extended lanai create an inviting outdoor retreat, complete with a private hot tub and views toward Disney fireworks. Inside, the home features themed bedrooms, a versatile gaming loft, spacious bedrooms, quality furnishings, no carpet anywhere, and a beautifully appointed kitchen with striking cabinetry and dining space. Located in Windsor Island Resort, a short-term-rental-resort community in Davenport, the property offers access to an impressive collection of amenities including a heated zero-entry pool, lazy river, dual waterslides, splash pad, mini golf, fire pit, fitness center, pickleball, basketball, volleyball, private cabanas, The Blue Marlin restaurant and the Aloha Clubhouse. The community is conveniently located near I-4, Central Florida's major attractions, shopping, dining and entertainment. Tampa, Orlando International Airport (MCO), shopping, dining, and Florida's beautiful Gulf and Atlantic Coast beaches, cruise ports and NASA. Additional features include an exterior security camera system and glass-break protection. The property is offered fully furnished, providing a turnkey option for buyers seeking a vacation home or short-term rental property in the Orlando area. The monthly assessment includes community operations and maintenance, professional on-site management, clubhouse and resort amenity operations, landscaping and irrigation, valet trash and litter pickup, bulk cable and internet, 24-hour manned entry gate and roving patrol services. A distinctive Windsor Island property offering resort amenities, a private outdoor setting and convenient access to Central Florida's tourism corridor. Don't miss this one, schedule your viewing today!

1707 Kona Lane, Davenport
207 Jetty Way, Davenport
$399,800
5 Beds ⋅ 5 Baths ⋅ Windsor Island Resort SubDv. ⋅ 33897 Zip Code
Short Sale. Welcome to this fully furnished, turnkey 5-bedroom, 4.5-bathroom home located in the highly desirable gated Windsor Island Resort! With short-term rentals allowed, this property is ideal as a vacation home, investment opportunity, or personal getaway. The home features a bright open-concept layout with a modern kitchen, stainless steel appliances, and spacious living and dining areas perfect for entertaining. A convenient downstairs bedroom and bathroom provide added flexibility for guests, while the private pool offers the perfect place to relax. Upstairs, you'll find a versatile loft/game room and four additional bedrooms, including a spacious primary suite and a third bedroom with its own ensuite bathroom. Windsor Island Resort offers an incredible selection of amenities, including a resort-style pool, lazy river, water slides, mini golf, cabanas, bar, volleyball, cornhole, and a fire pit with theme park views. The HOA includes internet, cable, lawn care, and daily trash service, making ownership and vacation stays even more convenient. Ideally located just minutes from Disney, shopping, dining, golf, and the airport, this home offers the perfect combination of comfort, entertainment, and resort-style living!

207 Jetty Way, Davenport
1806 Summer Drive, Davenport
$719,000
7 Beds ⋅ 6 Baths ⋅ Windsor Island Resort SubDv. ⋅ 33897 Zip Code
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 Davenport — a stunning 7-bedroom, 5.5-bathroom CORNER LOT home designed to impress and built for unforgettable experiences. EXCELLENT BOOKING HISTORY AND FUTURE BOOKINGS CAN CONVEY ! Whether you’re looking for a high-performing short-term rental or a spacious vacation retreat, this property offers the perfect blend of comfort, style, and entertainment. Step inside to discover expansive living areas filled with natural light, an open-concept layout ideal for gatherings, and beautifully appointed bedrooms — including incredible themed rooms inspired by Frozen and Spider-Man that will delight guests of all ages. The garage was transformed in an espetacular GAME ROOM inspired by the Justice League movie where guests of all ages can play and enjoy the atmosphere. The private screened-in pool provides the perfect Florida oasis for relaxing under the sun, while the dedicated game room adds even more entertainment value for family and visitors. With generous bedroom space and multiple bathrooms, this home comfortably accommodates large groups with ease. Located just minutes from world-renowned attractions, shopping, dining, and major highways, this property offers convenience and strong rental appeal. Don’t miss the opportunity to own a turn-key home that combines luxury, fun, and investment potential all in one.

1806 Summer Drive, Davenport
2090 Lelani Circle, Davenport
$899,000
8 Beds ⋅ 6 Baths ⋅ Windsor Island Resort SubDv. ⋅ 33897 Zip Code
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 over 4,000 square feet of beautifully upgraded living space, perfect for vacation rental investors, second-home seekers, or full-time residents who want it all. Step inside to find an open-concept layout with a huge loft, a fully-equipped game room, and a gourmet kitchen packed with high-end finishes. With over $150,000 in upgrades, no detail has been spared — from modern flooring and premium countertops to designer fixtures and smart home features. Out back, enjoy the screened-in private pool and lanai with no rear neighbors, providing ultimate privacy and tranquility after a day at the parks. Located in a resort-style community, you’ll also have access to world-class amenities including a waterpark-style pool area, on-site restaurant, spa, and fitness center — all just steps from your door. Whether you’re hosting guests or relaxing with family, this home delivers the perfect blend of space, luxury, and location.

2090 Lelani Circle, Davenport
Start Your Search

How much is your home worth?

Get instant property value now!