Windsor Island Residence Homes with Private Pool type

Windsor Island Residence Homes with Private Pool type

Welcome to Windsor Island Residence, a picturesque subdivision nestled in the heart of Davenport, Florida, within beautiful Polk County. This vibrant community is the epitome of Florida living, offering an idyllic retreat for families, vacationers, and everyone in between.

Windsor Island Residence boasts an impressive selection of homes, each designed with comfort and luxury in mind. One of the standout features of this community is the availability of homes with private pools. Imagine stepping outside your back door to a serene oasis where you can soak up the sun, host delightful pool parties, or unwind after a day of exploring the nearby attractions. These private pools provide the perfect backdrop for creating cherished memories with family and friends, making every moment spent in your new home a special occasion.

The subdivision is strategically located just a short drive from Orlando’s world-renowned theme parks, including Walt Disney World and Universal Studios, making it an ideal choice for those seeking a vacation home or a permanent residence close to the magic. Additionally, residents can enjoy convenient access to shopping, dining, and recreational activities, ensuring that everything you need is right at your fingertips.

Windsor Island Residence is not just a place to live; it’s a community where neighbors become friends, and every day feels like a holiday. Whether you’re looking for a serene retreat or an adventure-filled lifestyle, this enchanting neighborhood has it all. Come discover your dream home in Windsor Island Residence today!

Newest Windsor Island Residence Homes with Private Pool type

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

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. This new listing combines a resort-style address with a fully furnished, turn-key home designed for vacation living or short-term rental income. Offering 4,025 square feet, this spacious residence features eight bedrooms and six bathrooms, leaving plenty of room for the whole group. An open floor plan and soaring high ceilings give the interior a bright, airy quality, while hard flooring runs through the main living areas and cozy carpet adds warmth to each bedroom. Upstairs, a generous loft creates a flexible space for games, movie nights, or simply relaxing. The kitchen sits at the heart of the home, complete with quartz counters, a tiled backsplash, and stainless steel appliances—ready for group dinners and easy entertaining. Conveniently located downstairs, the primary bedroom offers a private retreat just steps from the action. Out back, a screened-in pool provides the perfect setting to unwind and cool off beneath the Florida sun. Step beyond your door and Windsor Island Resort delivers true resort-style living. This gated community includes a 24-hour guarded gate, a stunning clubhouse, a lazy river, splash pool, bar, fitness center, volleyball, game room, tiki bar, cabanas, mini golf, and so much more. Short-term rentals are welcome, making this property an ideal getaway or a smart investment opportunity. With its unbeatable location, incredible amenities, and move-in ready condition, this Davenport gem checks every box. Whether you're searching for a family vacation home or a rental property with strong earning potential, this one truly stands out. Schedule your private showing today and make it yours before it's gone!

2290 Lelani Circle, Davenport

5 Beds ⋅ 4 Baths ⋅ Windsor Island Residence SubDv. ⋅ 33897 Zip Code

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 Rental Income this year & additional future bookings for 2027 that can convey to next owner if desired, great for a 1031 exchange to immediately start cash flow income! Located in the beautiful upscale gated community of Windsor Island Resort, this home is perfect for entertaining friends & family. As you proceed through the foyer, you will immediately notice the open concept that creates an even flow into the kitchen & dining area. The kitchen is equipped with a large island with a breakfast bar, stainless appliances, stone countertops, and hardwood cabinets with crown moulding. There is a dining area conveniently located adjacent to the kitchen with seating for 6 ppl. From the living area enjoy an amazing view of your pool deck with a beautiful decorative accent wall which includes a large sectional sofa providing ample space for everyone. As an added bonus there is a guest room located on the first floor as well. You will notice as you walk out onto the pool area it has a covered lanai and large pool that will provide hours of enjoyment and lasting memories. When you arrive upstairs, you find a loft space perfect for a small office or gaming area. The large primary suite also has enough space to add furniture for an additional seating area is desired. The primary bath has dual vanity sinks, stone countertops, hardwood cabinets and a large walk-in shower. The reaming 4 guest suites are also located on the 2nd floor, and 3 of the guests rooms are professionally themed, elevating the fun and excitement for everyone. Windsor Island has a state of the art Amenity Complex and Clubhouse that includes Zero Entry Pool with Cabanas, Waterslides, Lazy River, Fitness Center, Splash Zone, Volleyball & Tennis Courts, and a Pool Bar that offers great Food & Beverage offerings throughout the day. This gated resort community features a fantastic clubhouse, that comes with a fitness center, pool, waterslide, lazy river, volley ball court, tennis courts, a play zone with lots of activities, and much more! HOA includes lawn maintenance, internet, cable, daily valet trash service in 24- hour gated community. Minutes aways from shopping, dining, and world Disney attractions! Schedule your showing appointment now to make this home a turn key dream!

1607 Kona Lane, Davenport

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

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 function, this spacious property offers an open-concept layout, private screened pool, multiple ensuite-style bedroom options, themed rooms, and an entertainment-packed upstairs loft with theater seating, games, and air hockey. It has everything today’s guests are looking for in a memorable Central Florida stay. From the moment you step inside, you’re welcomed by a bright and spacious open-concept floor plan where the kitchen, dining area, and living room come together seamlessly, each with beautiful views of the private screened pool. The first-floor primary suite offers comfort and convenience, featuring an ensuite bathroom and direct pool access. The main level also includes a half bath and laundry room for added functionality. Upstairs, the fun continues with a spacious family room and game loft designed for entertainment. Whether enjoying movie night in theater-style seating, playing video games, challenging friends to chess or checkers, or enjoying a game of air hockey, this home is built for memory-making. The upstairs bedrooms are thoughtfully arranged in three separate sections, offering privacy and flexibility for owners and guests. At the front of the home, two bedrooms each feature their own private bathrooms. In the middle there is two additional bedrooms are positioned near the charming themed rooms, Princess and Captain America, adding a fun and memorable touch for younger guests. Toward the rear, two more bedrooms share a full bathroom, creating a layout that comfortably accommodates larger groups. With close proximity to Disney, Universal, SeaWorld, Orlando International Airport, and the resort-style amenities of Windsor Island, this beautifully furnished property is ready to deliver as a primary residence, second home, or short-term rental investment.

1876 Summer Drive, Davenport

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

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 designed space behind a guard-gated entrance. The first floor features a bedroom and full bath for guests, while upstairs you'll find a primary suite with a walk-in closet, a second primary suite, two additional themed bedrooms that are well-decorated to attract short-term rental guests, and a versatile loft. All appliances are stainless steel. Step out to your own private screened pool, or enjoy the community's resort-style amenities. This is a pet-free house, although pets are allowed in the community. Windsor Island Resort is known for outstanding amenities, including an 8,000 sq. ft. clubhouse, resort-style pool and spa, lazy river, poolside cabanas, fitness center, on-site restaurant and bar, playgrounds, sports courts, arcade, and lounge areas for guests of all ages. The community's prime location provides convenient access to US 192, I-4, shopping, dining, golf, supermarkets, and Central Florida's major attractions. Whether purchased as a personal vacation retreat or income-producing short-term rental investment, this beautifully upgraded home offers a compelling opportunity in one of the Disney area's most desirable resort communities, just a short drive away. With a fully furnished turnkey setup, immersive themed spaces, standout entertainment areas, and a guest-focused design throughout, 267 Jetty Way is ready for its next owner to enjoy from day one.

267 Jetty Way, Davenport

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

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 layout with modern kitchen and private pool. Windsor Island Resort has amazing amenities: mini-golf, a resort style pool, waterslides, lazy river, and bar and restaurant. This home will impress any guests!

996 Paradise Drive, Davenport

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

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 fully furnished end-unit home offers an excellent location, abundant natural light, and a bright, open floor plan. The kitchen features a breakfast bar, granite countertops, stainless steel appliances, and ample white cabinetry. Enjoy your own private screened pool, perfect for relaxing or entertaining. Windsor Island Resort offers outstanding amenities, including a clubhouse, fitness center, resort-style pool, waterslide, lazy river, volleyball and tennis courts, play zone, mini golf, and full-service bar. Conveniently located just minutes from Disney World, area attractions, restaurants, and shopping. Great opportunity for vacation use, short-term rental, or investment. Booking history and calendar available in MLS attachments.

108 Jetty Way, Davenport

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

Exceptional corner-lot vacation home located just steps from the clubhouse in the highly sought-after Windsor Island Resort. This beautifully maintained and fully furnished property offers a spacious open-concept layout, modern finishes, and ample space for guests. Enjoy the convenience of being just steps from to the resort's amenities, including a lazy river, water slides, clubhouse, fitness center, arcade, sports courts, and more. The private screened pool area provides the perfect setting for relaxation and entertainment. The property is owner-managed and is currently utilized as a short-term vacation rental. Existing future reservations may be available for transfer, subject to booking platform policies and applicable requirements. Ideally located near Walt Disney World, shopping, dining, and major highways, this fully furnished property offers an excellent opportunity to own a vacation home in one of Central Florida's most popular resort communities.

1837 Summer Drive, Davenport

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

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 Resort and sits on one of the best lots in the community. This premium corner lot offers extra privacy with no neighbor on one side and no direct rear neighbor, while also being conveniently located near the clubhouse and close to the security gate. The home features an open-concept layout, modern kitchen with granite countertops, stainless steel appliances, spacious living and dining areas, and sliding doors leading to a covered lanai and screened-in heated pool. A convenient pool bath is accessible from the lanai. Upstairs offers a generous primary suite, additional bedrooms, and a versatile loft area perfect for a game room or family lounge. All furniture, appliances, and décor are included, making this a true turn-key opportunity. Windsor Island Resort offers resort-style amenities including a clubhouse, pool, lazy river, water slides, splash zone, playground, fitness center, and more. Just minutes from Disney, shopping, dining, and Central Florida attractions. Perfect as a vacation home or investment property! Schedule your showing.

806 Paradise Drive, Davenport

6 Beds ⋅ 5 Baths ⋅ Windsor Island Residence SubDv. ⋅ 33897 Zip Code

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 completely guest-ready from day one. Why spend thousands updating furniture, décor, and themed spaces when it’s already been done for you? This beautifully updated property features stylish new furnishings, custom décor, immersive Star Wars, Marvel, and Disney-inspired rooms, and an incredible upgraded game room designed to create unforgettable guest experiences. The spacious open-concept layout is perfect for entertaining, while the private screened pool and spa offer the ideal place to relax after a day at the parks. Guests will also enjoy Windsor Island Resort’s incredible amenities, including water slides, lazy river, volleyball, basketball, tiki bar, game room, and mini golf. Completely furnished, exceptionally well-kept, and rental-ready, this one-of-a-kind home offers strong short-term rental appeal and is the perfect luxury vacation retreat or income-producing investment near Orlando’s top attractions.

1191 Aloha Boulevard, Davenport

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

Stunning two-story home, fully furnished and thoughtfully designed to offer comfort, sophistication, and excellent investment potential. A charming front porch and landscaped entry create a warm and elegant first impression. Perfect for short-term rentals, this property is located in a high-demand vacation rental area, making it an excellent opportunity for investors or those seeking a vacation home. The home features 7 spacious bedrooms, 5 full bathrooms, and 1 half bath, providing plenty of space to accommodate family and guests comfortably. The kitchen is fully equipped with all essential appliances and is move-in ready. Sliding glass doors seamlessly connect the indoor and outdoor living spaces, leading to a private screened pool, covered lanai, and an ideal area for entertaining and barbecues. To enhance the resort-style experience, the home also includes a heated spa, perfect for relaxing year-round. The laundry room is fully equipped and ready for use. The spacious living and dining areas create a comfortable and inviting atmosphere, perfect for gathering and entertaining. Located in the exclusive Windsor Island Resort, residents and guests enjoy access to outstanding amenities, including a resort-style pool, clubhouse, game room, beach volleyball court, water park, lazy river, fitness center, and more. Conveniently located near major attractions such as Walt Disney World Resort, Universal Orlando Resort, ChampionsGate, shopping, restaurants, supermarkets, and with easy access to US-27 and I-4, making travel throughout Central Florida simple and convenient. This is an incredible opportunity for anyone looking for a luxury vacation home or an income-producing investment property in a prime location. Contact us today to schedule a private showing.

1671 Kona Lane, Davenport

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

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 community’s coveted clubhouse. Whether you’re searching for a vacation retreat or income-producing investment property, this home checks every box. Thoughtfully cared for and move-in ready, this spacious townhome offers generous living spaces designed for both relaxation and entertaining. The open-concept main floor flows effortlessly to your private west-facing splash pool — the ideal spot to unwind each evening as the Florida sun sets after a magical day at Walt Disney World, Universal Studios, or any of the area’s world-class attractions, all just minutes away. Five well-appointed bedrooms provide ample room for family and guests, while four and a half baths ensure everyone’s morning routine runs smoothly. The prime location within the resort means the award-winning clubhouse — complete with a water park, restaurant, fitness center, and more — is literally right outside your door. Highlights: • 5 bedrooms / 4.5 bathrooms • Private west-facing splash pool — perfect for golden-hour relaxation • Steps to the Windsor Island Resort Clubhouse & water park amenities • Minutes to Walt Disney World, Universal Studios & area theme parks • Well-maintained and vacation-rental ready • Ideal as a vacation home or investment property Don’t miss this opportunity to own a piece of one of Central Florida’s most desirable resort communities. Schedule your private showing today!

616 Jasmine Lane, Davenport

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

Turnkey fully furnished vacation home located in the highly sought-after Windsor Island Resort community, just minutes from Walt Disney World, Margaritaville, ChampionsGate, dining, shopping, and Central Florida attractions. This spacious 5-bedroom, 5-bath residence offers an open-concept floorplan designed for both entertaining and short-term rental performance. Features include a private screened-in pool, themed guest rooms, expansive upstairs loft/game area, modern kitchen with oversized island, and multiple en-suite bedrooms ideal for guests and large groups. Windsor Island Resort is a gated resort-style community allowing short-term rentals and offering premium amenities including a resort pool with lazy river, water slides, splash pad, fitness center, clubhouse, arcade, sports courts, playground, cabanas, and on-site dining. Excellent opportunity for investors seeking strong Airbnb income potential or buyers looking for a personal vacation retreat with resort amenities. Individual occupancy/use is limited to no more than 120 days per calendar year for any single occupant.

1177 Aloha Boulevard, Davenport

Start Your Search

Browse Windsor Island Residence Homes by Community Extras