Windsor Island Residence Homes with Gated Amenities

Windsor Island Residence Homes with Gated Amenities

Welcome to Windsor Island Residence, an enchanting subdivision nestled in the heart of Davenport, Florida. This vibrant community is located in Polk County, just a stone's throw from the bustling attractions of Orlando, making it an ideal location for both families and vacationers alike.

Windsor Island Residence is a haven of tranquility, offering a perfect blend of modern living and resort-style amenities. The homes here are designed with elegance and comfort in mind, featuring spacious layouts, contemporary finishes, and private outdoor spaces that invite you to bask in the Florida sunshine. Whether you’re looking for a cozy retreat or a spacious family home, Windsor Island has something to suit every taste and lifestyle.

One of the standout features of this community is its gated amenities, providing residents with a sense of security and peace of mind. The gated entrance ensures that only residents and their guests have access, creating a safe and welcoming environment for all. Inside the community, you'll find a wealth of amenities designed to enhance your lifestyle. Enjoy leisurely afternoons by the sparkling pool, gather with friends at the clubhouse, or take advantage of the fitness center to maintain an active lifestyle.

Windsor Island Residence is not just a place to live; it’s a community where neighbors become friends and memories are made. With its prime location, luxurious homes, and exceptional amenities, it’s no wonder that Windsor Island is one of Davenport’s most sought-after neighborhoods. Come and discover the charm of Windsor Island Residence today!

Newest Windsor Island Residence Homes with Gated Amenities

$639,000
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
$599,000
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
$659,000
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
$589,900
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
$854,900
10 Beds ⋅ 8 Baths ⋅ Windsor Island Residence SubDv. ⋅ 33897 Zip Code
**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 Windsor Island Resort, just minutes from Orlando’s world-famous theme parks. Built in 2021 and offering 4,383 sqft of living space, this home is fully furnished and turnkey, ideal as a primary residence, second home, or high-performing short-term rental. Designed with functionality and comfort in mind, the open-concept layout seamlessly connects the kitchen, living, and dining areas, creating a bright and inviting space for gatherings and entertainment. The first-floor features two bedrooms, including a primary suite with an en-suite bathroom and direct access to the pool area for added convenience. Step outside to a private screened pool and in-ground spa, complete with a dedicated pool bath—ideal for indoor-outdoor living without disrupting the main living spaces. Upstairs, a large loft/den provides additional space for entertainment, games, or relaxation, while multiple guest suites throughout the home offer privacy and flexibility for larger groups. The layout is designed to comfortably accommodate up to 26 guests, making it well-suited for both personal use and rental income. Located within a resort-style gated community, Windsor Island offers amenities including a water park, resort pool, clubhouse, fitness center, and on-site dining—all within close proximity to the home. This is a move-in-ready opportunity in one of Central Florida’s most in-demand vacation communities, combining location, space, and strong rental potential. Schedule your private showing today.

2320 Lelani Circle, Davenport
$714,900
5 Beds ⋅ 6 Baths ⋅ Windsor Island Residence SubDv. ⋅ 33897 Zip Code
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-maintained home offers a great combination of functionality, privacy, and resort-style living. The home features a unique and desirable floor plan with 5 bedrooms, each with its own private bathroom, plus an additional half bathroom conveniently located by the pool area. Designed for comfort and easy maintenance, the property offers tile flooring throughout with no carpet. The garage has been converted into a themed game room, adding extra entertainment space, and the home includes themed bedrooms, including a Princess-themed bedroom and a Harry Potter-themed bedroom, enhancing its appeal for guests and families. Enjoy a peaceful backyard with no rear neighbors, providing additional privacy, and benefit from the close proximity to the clubhouse, offering quick access to community amenities. The community is conveniently located near major highways, shopping, dining, and just minutes from world-famous attractions such as Walt Disney World. Whether used as a primary residence, vacation home, or short-term rental property, this home presents an excellent opportunity. Schedule your private showing today.

1711 Kona Lane, 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
$609,990
7 Beds ⋅ 6 Baths ⋅ Windsor Island Residence SubDv. ⋅ 33897 Zip Code
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 furnished and ready for daily rentals. Special features include: Open floor plan with a modern kitchen with granite countertops and oversized island for extra seating; Themed bedrooms and game rooms. Windows Resort Amenities Include: Resort-style pool, lazy river, hot tub, and splash pad Mini-golf, pMickey, Little Mermaid, and Harry Potter bedrooms layground, basketball court. Outdoor bar and dining area, fire pit lounge, and clubhouse Fitness center, arcade, and 24/7 gated security Zoned for short-term daily rentals. This home is very closed to theme parks, shopping, restaurants, and major highways.

2226 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
$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
$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
$499,900
5 Beds ⋅ 5 Baths ⋅ Windsor Island Residence SubDv. ⋅ 33897 Zip Code
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 and rarely find. Fully furnished, turn-key, and priced at a compelling new price point, this 5-bedroom, 4.5-bath townhome at 720 Gardenia Lane sits at the heart of one of the Disney corridor's most celebrated resort communities — and it's ready to perform from day one. Inside, 2,283 square feet of bright, open living space is built for the way vacation guests actually live. Shaker-Style cabinetry, granite countertops, stainless steel appliances, and a generous open-concept layout set a confident tone throughout. Luxury vinyl plank flooring runs through every bedroom, the staircase, and the upper loft — sleek, cohesive, and designed to handle high turnover without showing it. The loft provides a comfortable second living space with wall-mounted TV, cozy seating, and a gaming area — ideal for unwinding between park days. Out back, the private south-facing heated pool soaks up sunlight all day long — exactly the outdoor setup guests search for and book for. Between the pool and the clubhouse steps from your front door, guests at 720 Gardenia Lane never need to leave the resort. Windsor Island Resort sets the gold standard for vacation home communities in Central Florida. A grand clubhouse with concierge, lounge, fitness center, arcade, sundry shop, and the popular Blue Marlin Grille Bar and Restaurant anchors the community, while the outdoor amenities — heated zero-entry pool, lazy river, dual water slides, splash pad, mini golf, pickleball, playground, fire pit with Disney fireworks views, and poolside cabanas — deliver the full resort experience every single day. This is the lifestyle that drives demand. Aloha! Minutes from Walt Disney World, owner-furnished with care, and now offered at a compelling new price point — 720 Gardenia Lane is one of Windsor Island's strongest opportunities right now. Don't forget to check out the lifestyle video included with this listing. All information, including room dimensions, is deemed reliable but not guaranteed. Buyers and buyer agents are encouraged to verify all details independently.

720 Gardenia Lane, Davenport
Start Your Search