Windsor Island Residence Homes with Pool Amenities

Windsor Island Residence Homes with Pool Amenities

Welcome to Windsor Island Residence, an enchanting subdivision nestled in the heart of Davenport, Florida. Located in the picturesque Polk County, this community is a hidden gem that perfectly blends luxury living with the charm of a close-knit neighborhood. Just a stone's throw away from the bustling attractions of Orlando, Windsor Island Residence offers residents the best of both worlds—serene suburban life and easy access to world-renowned entertainment.

One of the standout features of Windsor Island Residence is its stunning homes, many of which come equipped with fabulous pool amenities. Imagine stepping out into your own backyard oasis, where you can bask in the Florida sunshine, host lively gatherings, or simply unwind in your private pool. These homes are designed with family living in mind, featuring spacious layouts, modern finishes, and ample outdoor space for both relaxation and recreation.

The community itself is thoughtfully designed to foster a sense of belonging. Residents can enjoy beautifully landscaped common areas, walking trails, and recreational facilities that encourage an active lifestyle. Whether you're looking to take a refreshing dip in the pool, enjoy a leisurely stroll, or connect with neighbors at community events, Windsor Island Residence has it all.

With its prime location, luxurious homes, and inviting atmosphere, Windsor Island Residence is more than just a place to live; it's a lifestyle. Come discover the charm of Davenport, where your dream home awaits!

Newest Windsor Island Residence Homes with Pool Amenities

1880 Summer Drive, Davenport
$540,000
5 Beds ⋅ 6 Baths ⋅ Windsor Island Residence SubDv. ⋅ 33897 Zip Code
Welcome to luxury vacation living at Windsor Island Resort! Located on desirable Summer Drive in Davenport’s premier gated resort community, this fully furnished, turn-key home is designed for both unforgettable getaways and short-term rental potential. Enjoy luxury hotel-style amenities including a zero-entry heated pool, lazy river, waterslides, splash park, fitness center, pickleball, sand volleyball, mini golf, and poolside tiki bar. Just minutes from Orlando’s world-famous theme parks, shopping, dining, and golf, this is the perfect opportunity for a vacation home that delivers resort living from day one. Showings require advance notice as the home may be occupied by short-term rental guests.

1880 Summer Drive, Davenport
936 Paradise Drive, Davenport
$459,000
5 Beds ⋅ 5 Baths ⋅ Windsor Island Residence SubDv. ⋅ 33897 Zip Code
Welcome to this beautifully furnished 5-bedroom, 4.5-bath townhome in the highly desirable Windsor Island Resort. This two-story home features stylish furnishings, comfortable living areas, and a private screened-in splash pool with covered patio, perfect for relaxing or entertaining. One of the home’s prime advantages is its location directly across from the clubhouse and resort amenities, offering guests quick and convenient access to all the fun. Windsor Island Resort features a gated entrance, clubhouse, fitness center, resort-style pool with lazy river, splash pad, playground, mini golf, on-site restaurant and bar. Conveniently located near Central Florida’s world-class attractions, shopping, and dining, this turnkey property is ideal as a vacation home, primary residence, or income-producing rental. All information available to the Seller and Listing Agent has been provided in the listing and disclosures. If information is not included, it is not available to us. Buyers and their agents are responsible for verifying all information that is important to their purchase, including but not limited to HOA rules and regulations, leasing restrictions, fees, room dimensions, square footage, lot size, taxes, and any other property details. All measurements and listing information are approximate and should be independently verified by the Buyer and Buyer's Agent.

936 Paradise Drive, Davenport
2127 Lelani Circle, Davenport
$849,900
10 Beds ⋅ 8 Baths ⋅ Windsor Island Residence SubDv. ⋅ 33897 Zip Code
For buyers seeking a short-term rental investment designed around the guest experience, 2127 Lelani Circle is a fully furnished, turnkey property in the amenity-rich Windsor Island Resort, offering 4,399 sq. ft. with 10 bedrooms and 8 bathrooms. Custom painting, cinematic character theming and atmospheric LED lighting effects throughout give the interior its own identity, while a south-facing heated pool and spa extend the vacation experience outdoors. The open blue-and-white living space introduces the home's blend of luxury and distinctive design, with a leather sectional and coordinated seating arranged around a custom textured media wall feature with LED backlighting. The kitchen pairs modern cabinetry, stainless steel appliances and granite countertops with an oversized island seating 4 and nearby dining for 8. Two bedrooms are located on the main level for added convenience and flexibility. The signature Mickey suite is hand-painted throughout in a Mickey-inspired palette, complemented by vintage-style Mickey and Minnie artwork and a private en suite that also serves as the pool bath. Several upstairs bedrooms create their own immersive settings through hand-painted walls and ceilings, oversized murals, framed artwork and integrated LED lighting effects. Spider-Man, Minions, Frozen and Avengers designs surround guests with color and character, joined by a galaxy room in painted starfields and a wizarding room with portraits set into the ceiling. The oversized Mario-themed game loft continues the experience with bold color-blocked walls, illuminated gaming art, sectional seating, a wall-mounted television, ping-pong and foosball tables, while the 2-car garage remains available for parking and storage. Beyond the sliding doors, an extended paver deck surrounds the south-facing heated pool and spa, while the covered lanai provides shade for outdoor seating and alfresco dining. Then there is Windsor Island itself—ALOHA! The Hawaiian-inspired Aloha Clubhouse anchors a water-park-style complex featuring a zero-entry resort pool, lazy river, dual waterslides, splash zone, hot tub, private cabanas and the Blue Marlin Grille. A fitness center, arcade, miniature golf, playground, sports court, firepit and organized activities complete the amenity offering. All of this is just a few miles from Walt Disney World, with convenient access to shopping, dining and Central Florida's major roadways. All information provided, including room sizes, is deemed reliable but not guaranteed and should be independently verified by the buyer or buyer's agent.

2127 Lelani Circle, Davenport
237 Jetty Way, Davenport
$399,000
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, 237 Jetty Way is ready for its next owner to enjoy from day one.

237 Jetty Way, Davenport
2123 Lelani Circle, Davenport
$720,000
8 Beds ⋅ 6 Baths ⋅ Windsor Island Residence SubDv. ⋅ 33897 Zip Code
Spacious 8-Bedroom Pool Home in the Sought-After Windsor Island Resort – Davenport, FL Welcome to your dream vacation home! This stunning 8-bedroom, 6-bathroom single-family residence is located in the highly desirable Windsor Island Resort—one of Davenport’s premier gated vacation communities just minutes from Disney. Step inside and be amazed by the modern décor, open-concept layout, and spacious living areas perfect for entertaining and relaxing. The fully equipped gourmet kitchen features sleek finishes, stainless steel appliances, and a large island overlooking the bright and airy dining and living spaces. This home offers the ultimate in flexibility and comfort with multiple themed bedrooms, dual primary suites, and plenty of room for large families or groups. Step outside to your private covered lanai and screened-in pool, where you can unwind or enjoy Florida’s sunshine all year round. Located just a short walk to the resort-style clubhouse, residents and guests enjoy access to Windsor Island’s incredible amenities, including a lazy river, water slides, splash pad, fitness center, mini golf, sports courts, and more. Whether you’re looking for a lucrative short-term rental investment or a family-friendly getaway, this home has it all. Don’t miss this opportunity to own a piece of paradise in Central Florida’s top resort community.

2123 Lelani Circle, Davenport
267 Jetty Way, Davenport
$399,000
5 Beds ⋅ 5 Baths ⋅ Windsor Island Residence SubDv. ⋅ 33897 Zip Code
Price Adjustment - 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
1721 Kona Lane Lane, Davenport
$569,900
5 Beds ⋅ 4 Baths ⋅ Windsor Island Residence SubDv. ⋅ 33897 Zip Code
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 Florida. This property stands out with its elegant design, including custom wood accent walls that add warmth and a unique touch throughout the home. The open layout offers plenty of space for gathering and relaxing. Enjoy a private screened pool and a fully equipped game room, perfect for entertaining guests. One bedroom features a themed design, while the others are tastefully furnished in a clean, modern style, creating a more refined and comfortable feel. This home is fully furnished and ready to use, making it ideal as a short-term rental or a private vacation home. The design appeals to a wide range of guests looking for both fun and comfort. Windsor Island Resort offers amazing amenities, including a clubhouse, lazy river, water slides, fitness center, mini golf, and more. All just minutes from Disney, shopping, dining, and major attractions. A great opportunity to own a property that offers style, comfort, and rental potential.

1721 Kona Lane Lane, Davenport
1180 Aloha Boulevard, Davenport
$609,000
5 Beds ⋅ 4 Baths ⋅ Windsor Island Residence SubDv. ⋅ 33897 Zip Code
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 home built in 2020 and located in the highly sought-after Windsor Island Resort — one of Central Florida’s premier resort communities just minutes from Orlando’s world-famous theme parks. This beautifully designed property offers no rear neighbors and is conveniently located close to the clubhouse, providing both privacy and easy access to resort amenities. Step inside to a grand high-ceiling entryway and an elegant custom accent wall in the living room. The first floor features a guest bedroom with a full bath, perfect for multigenerational living. Upstairs, you’ll find an oversized owner’s suite, an additional en-suite bedroom, and two professionally themed bedrooms — one Avengers-inspired and one Tangled-themed — creating a magical experience for guests of all ages. The open-concept kitchen is equipped with granite countertops, stainless steel appliances, and a large center island that flows seamlessly into the dining and living areas — ideal for entertaining. Sliding glass doors lead to your private screened-in pool and covered patio, where you can relax and enjoy Florida’s sunshine year-round. As an owner or guest, you’ll enjoy full access to Windsor Island’s spectacular resort amenities, including a luxury clubhouse with lazy river, dual water slides, splash pad, resort-style pool, fitness center, game room, café, ice cream shop, fire pit, tropical walking trail, basketball court, sand volleyball court, and putt-putt golf. With its prime location near shopping, dining, and entertainment, this turnkey home is perfect as a vacation retreat, second home, or high-performing short-term rental investment.

1180 Aloha Boulevard, Davenport
2316 Lelani Circle, Davenport
$749,000
9 Beds ⋅ 6 Baths ⋅ Windsor Island Residence SubDv. ⋅ 33897 Zip Code
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 Island Resort. The backyard faces a dry pond, offering added privacy and peaceful open views. Best of all — no carpet anywhere: tile floors on the first level and durable vinyl plank flooring in all bedrooms and the loft. Designed with style, comfort, and income potential in mind, the home features a spacious open layout, beautifully themed spaces, and a large upstairs loft set up as an entertainment/game area for guests. The modern kitchen showcases granite countertops, stainless steel appliances, a walk-in pantry, breakfast bar seating, and dining space for up to 12 plus 4 additional seats at the island. Step outside to your private screened oasis with a heated pool and spa — perfect for relaxing mornings or evenings after a day at the parks. Windsor Island Resort offers world-class amenities including: 8,000 sq. ft. clubhouse with concierge services, fitness center, arcade, sundry shop, and on-site restaurant/bar. Outside amenities feature a heated zero-entry pool, lazy river, dual waterslides, splash pad, mini golf, firepit with Disney fireworks views, and cabanas. Prime location with quick access to I-4, Orlando, Tampa, MCO Airport, and Florida’s beautiful beaches. Zoned for short-term rental and completely turnkey, this property is an investor-ready opportunity with strong performance history.

2316 Lelani Circle, Davenport
2210 Lelani Circle, Davenport
$950,000
10 Beds ⋅ 8 Baths ⋅ Windsor Island Residence SubDv. ⋅ 33897 Zip Code
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 timeless Florida vacation experience. Spanning approximately 4,399 sq ft of living space on a nearly 6,000 sq ft lot, this home embodies the perfect blend of comfort and whimsy. Upon entering, you're greeted by an open-concept design that flows seamlessly into a gourmet kitchen equipped with an oversized island, ideal for both cooking and socializing. The dining area accommodates over 15 guests under modern, sculptural lighting—setting a chic stage for unforgettable gatherings. Each of the ten bedrooms is richly themed to honor beloved Disney characters and stories—from enchanting princess suites to daring adventure rooms—creating a personalized and immersive experience for every guest. The excitement continues upstairs with a Jurassic Park-inspired game and TV room, while the converted garage is home to an awe-inspiring Star Wars-themed game room, elevating entertainment to an intergalactic level. Step outside to discover your private oasis: a gorgeous pool fringed by sun-washed decking, offering serene relaxation and exclusivity. The property is nestled within the resort-style Windsor at Westside community, where residents enjoy access to stellar amenities—including a beach-style community pool, lazy river, water slides, clubhouse with fitness center and game room, tennis courts, mini-golf, volleyball, cornhole, and more. Conveniently located within close proximity to world-renowned theme parks, this estate offers not only a magical getaway but also a lucrative investment opportunity—especially appealing for short-term rentals, thanks to its unique theming, turnkey condition, and high guest appeal. This home is an active short term rental with transferable bookings!

2210 Lelani Circle, Davenport
2060 Lelani Cir, Davenport
$688,000
8 Beds ⋅ 6 Baths ⋅ Windsor Island Residence SubDv. ⋅ 33897 Zip Code
Discover an outstanding opportunity in Windsor Island Resort, one of the most desirable vacation home communities near Disney! This beautifully furnished 8-bedroom, 6-bath residence offers an expansive open floor plan designed for both relaxation and entertaining. Step into a grand two-story foyer with a striking staircase leading upstairs. The chef-inspired kitchen features stone countertops and stainless steel appliances, seamlessly opening to the spacious living and dining areas, which flow directly to the outdoor living space. Outside, enjoy your own private retreat with a large screened-in heated pool, spa, and generous lanai—perfect for alfresco dining and lounging. The first floor includes the primary suite and an additional guest suite for convenience. Upstairs, you’ll find two private suites, two Jack-and-Jill bedrooms, a versatile loft, and a dedicated game room for endless fun. The garage has also been converted into another fantastic game space, making this home an ideal vacation destination. Residents and guests of Windsor Island Resort enjoy world-class amenities, including an 8,000-square-foot clubhouse, resort-style pool with lazy river, water slides, poolside cabanas, a fitness center, restaurant and bar, playground, and sports courts. Whether you’re searching for a luxury getaway or a high-performing investment property, this Windsor Island home offers the perfect combination of comfort, style, and location. Don’t miss this incredible opportunity!

2060 Lelani Cir, Davenport
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