The Hwy 27 Resort Area

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 stunni...

Exceptional investment opportunity in the highly sought-after Windsor Island Resort. This impressive single-family home features 10 bedrooms, 8 full bathrooms, and a priv...

Welcome to your dream home in Davenport! This stunning, spacious residence offers 8 bedrooms and 6 bathrooms, providing ample room for a large family or someone who needs...

Stunning 10-Bedroom Investment Opportunity | Windsor Island Resort 4117 Lana Ave, Davenport, FL Discover this exceptional Clearwater Grand model, a high-capacity 10-b...

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 ...

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 t...

Beautiful 10-bedroom, 8-bath single-family home located in the highly desirable Windsor Island Resort. Built in 2023, this fully furnished vacation home offers 4,399 sq f...

PRICE IMPROVEMENT! Seller has reduced the price by $46,000! Luxurious Ten-Bedroom Home at Windsor Island Resort, Minutes from Disney World! This stunning, fully furnished...

Unbeatable location! This is the closest 10-bedroom home to the resort-style clubhouse in Windsor Island Resort—just a 3-minute walk away! Truly the best spot in the enti...

Imagine stepping into the ultimate vacation home, a place where every detail is designed for unforgettable family getaways and incredible returns. Welcome to 3520 Lavende...

*** FULLY FURNISHED *** Heated - Saltwater Pool and Spa with full automation.!!! *** Professionally Decorated by world renowned interior decorator *** Character Themed ro...

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 ov...

Exceptional Value in Windsor Island Resort! Luxuriously Upgraded & Themed Vacation Home. Discover the perfect blend of luxury, fun, and investment potential with this stu...

LUXURY 8BR/6BA TURNKEY VACATION HOME IN WINDSOR ISLAND RESORT Welcome to this exceptional, fully furnished 8-bedroom, 6-bathroom pool home located in the highly desirabl...

Welcome to 3028 Mahalo Dr in the highly desirable Windsor Island Resort! This impressive vacation home offers an exceptional combination of space, comfort, and investment...

Fully Upgraded & Themed Vacation Home in Windsor Island! Step into a world of luxury and imagination with this spectacular 10-bedroom, 8-bathroom vacation home. Designed ...

Experience the ultimate Florida getaway at 3711 Lana Avenue, a stunning 4,399-square-foot luxury villa located in the famous Windsor Island Resort. This 2022-built maste...

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 Wind...

Step into paradise at 3621 Lily Ln, a breathtaking turn-key estate located within the highly sought-after, guard-gated Windsor Island Resort community. Perfect as an incr...

Like a brand new house, 10 beds could sell with or without furniture, you can use the turnkey vacation home to generate great income, or design it as you wish. One of the...

A fantastic corner-lot short-term rental and strong income producer. Located at Windsor Island Resort in Davenport, FL, just a few miles from Walt Disney World. Positione...

Escape to luxury in this immaculate Windsor Island Resort home in Davenport, Florida. This 8-bedroom, 6-bathroom residence offers a full sun, south-facing pool, and an op...

Where Central Florida vacations become the stories families retell for years. Tucked behind the gates of Windsor Island Resort, this 10-bedroom, 8.5-bath retreat (4,39...

Turnkey 7-bedroom short-term rental home located in the highly sought-after Windsor Island Resort! This beautifully furnished vacation home offers no rear neighbors and a...

Discover this impressive seven-bedroom, 5.5-bath home in the desirable Windsor Island Resort, just minutes from Disney. Enjoy the parks during the day and return to elega...

Experience the perfect combination of luxury, comfort, and investment potential in this beautifully appointed 7-bedroom, 5.5-bathroom home located in the highly sought-af...

Don't miss GEM.This spacious luxury home in the exclusive Windsor Island Resort, offering the perfect combination of comfort, style, and an unbeatable location. Just minu...

Welcome to this spacious luxury home in the exclusive Windsor Island Resort, offering the perfect combination of comfort, style, and an unbeatable location. Just minutes ...

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 ...

Welcome to 3707 Lana Avenue, this is a stunning 8 bedroom, 6 bathroom pool home situated in the exclusive Windsor Island Resort. If you have been looking for the perfect ...

LUXURY VACATION HOME | PRIVATE POOL & SPA | WINDSOR ISLAND RESORT Welcome to 3325 Lilac Way, a stunning 7-bedroom, 5.5-bathroom pool home in the highly sought-after Wi...

Discover the epitome of luxury in Windsor Island Resort, one of the premier vacation home communities near Disney! This fully furnished residence offers 8 spacious bedroo...

Exceptional property alert. Come see this amazing Windsor Island 6-bedroom vacation home. This property is brand new and features custom decor and furnishings. If you wan...

Short Sale. Welcome to Windsor Island Resort! This fully furnished 10-bedroom, 8-bathroom vacation home offers 4,399 square feet of thoughtfully designed living space, ma...

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-fam...

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 Dave...

Welcome to 604 Kettering Rd, a renovated 6-bedroom, 4.5-bath home offering an exceptional combination of space, comfort, and modern style in the heart of Davenport, Flori...

***TURN KEY RENTAL HOME*** Schedule your showing today and come see this stunning 7 bedroom home in the sought-after Windsor Island Resort!! This home offers the perfect ...

Welcome to an exceptional vacation home in the highly desirable Windsor Island Resort! This beautifully furnished 7-bedroom residence offers the perfect combination of co...

Welcome to your dream vacation home just minutes from Disney, this exceptionally furnished 7-bedroom, 5.5-bathroom pool home offers the perfect blend of luxury, comfort, ...

Welcome to this stunning, fully furnished 7-bedroom, 5.5-bathroom home in the highly desirable Windsor Island Resort, where short-term rentals are allowed. This turnkey p...

Exceptional corner-lot vacation home located just steps from the clubhouse in the highly sought-after Windsor Island Resort. This beautifully maintained and fully furnish...

Discover an outstanding opportunity in Windsor Island Resort, one of the most desirable vacation home communities near Disney! This beautifully furnished 8-bedroom, 6-bat...

MOTIVATED SELLER! TURNKEY 5-BEDROOM VACATION HOME IN WINDSOR ISLAND RESORT NEAR DISNEY Welcome to this fully furnished 5 bedroom home in Davenport, FL, located in the hi...

Stunning two-story home, fully furnished and thoughtfully designed to offer comfort, sophistication, and excellent investment potential. A charming front porch and landsc...

Don't miss this incredible turn-key short-term rental home in the highly desirable Windsor Island Resort in Davenport, FL. Boasting an unbeatable location, this property...

Owner motivated ! Welcome to this exceptional, fully furnished 7-bedroom, 5.5-bath vacation home in the highly desirable Windsor Island Resort, one of Central Florida's p...

TREMENDOUS PRICE REDUCTION!! LIVE VIRTUAL TOUR! Fully furnished pool home located in a desirable short-term rental resort community in the Kissimmee/Davenport area, offer...

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 completel...

Turnkey fully furnished vacation home located in the highly sought-after Windsor Island Resort community, just minutes from Walt Disney World, Margaritaville, ChampionsGa...

PRICED TO SELL! Welcome to this beautifully maintained 7-bedroom, 5.5-bathroom home located in the highly sought-after Windsor Island Resort, where short-term rentals are...

Discover an incredible opportunity to own a like-new 5-bedroom vacation home in the highly sought-after Windsor Island Resort! This fully furnished, turn-key property is ...

Welcome to 3811 Lana Ave in the highly sought-after Windsor Island Resort! This beautifully furnished home is turnkey and offers incredible potential as a short-term rent...

**This home comes with a lender credit provided by seller's preferred lender, pending qualification.** Welcome to 1697 Kona Lane in Windsor Island Resort, a fully furnish...

Spacious 6-Bedroom Pool Home in Prime Davenport Location – Over $100,000 in Renovations! Welcome to your dream home in the heart of Davenport! This stunning two-story ...

One or more photo(s) has been virtually staged. Discover Your Oasis at 3344 Lilac Way. Welcome to this exquisite 7-bedroom, 5.5-bathroom vacation home. A true gem nestled...

Welcome to 141 Birkdale St... One of the very few Hampton models that were built in Highlands Reserve Golf Community by Engle. This beautiful 4 bedroom, 3 bathroom pool h...

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...

Turnkey opportunity in the highly sought-after Windsor Island Resort! This spacious and well-maintained home is located in a short-term rental / Airbnb-approved community...

This beautifully presented pool home delivers the perfect blend of comfort, functionality, and turnkey convenience. Bright, open living spaces welcome you inside, with a ...

Welcome to 241 Belfry Drive, a beautiful 4-bedroom, 3-bathroom pool home in the sought-after Highlands Reserve community of Davenport. Offering 2,350 sq. ft. of living sp...

Welcome to Windsor Island Resort where everyday luxury meets vacation living! This immaculate 5-bedroom, 4.5-bath townhouse offers over 2,200 sq. ft. of thoughtfully de...

Professionally designed and impeccably maintained, this exceptional 5-bedroom, 5-bathroom home offers luxury, comfort, and resort-style living. The beautifully appointed ...

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 hom...

PREMIUM TURNKEY INVESTMENT- 100% RENTAL READY IN WINDSOR ISLAND! Avoid the massive upfront setup costs and months of delivery delays. This can be a 1031 exchange to immed...

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 ...

Welcome to your dream vacation home in the highly sought-after Windsor Island Resort! This stunning turn-key 6-bedroom, 5-bathroom residence offers an unparalleled blend ...

This is the one investors wait for — a proven, high-occupancy vacation home in Windsor Island Resort with professionally themed rooms, a sun-drenched south-facing pool, a...

NO REAR NEIGHBORS! Ready to live in paradise full time? This is the community for you. Owners can reside full time here! Welcome to this stunning 5-bedroom, 4-bathroom ho...

Welcome to this beautifully maintained 5-bedroom, 2.5-bath pool home in the desirable Four Corners community of Davenport. Offering 2,835 square feet of living space, thi...

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...

Modern Elegance Meets Resort Living at Windsor Island Welcome to the ultimate blend of style, space, and resort-style living—perfectly situated in the sought-after Winds...

Welcome to this stunning, fully furnished vacation townhouse just minutes from Walt Disney World in the desirable Disney area. This modern and beautifully decorated prope...

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 Florid...

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...

Welcome to this spectacular 6-bedroom vacation home in the highly sought-after Windsor Island Resort, offering privacy with no rear neighbors, beautiful open views, and e...

2317 Lelani Cir is a beautifully styled Windsor Island Resort vacation home designed to feel both elegant and fun from the moment guests arrive. The interior blends soft,...

Amazing, income generating, turn-key ready vacation rental in the renowned Windsor Island Resort! 5 bedrooms, 4.5 bathrooms featuring 2 themed bedrooms, 2 king bedrooms ...

LUXURY ** PROFESSIONALLY DESIGNED BY TOP DECORATORS ** INCOME-READY 5BR VACATION HOME IN ORLANDO’S #1 RESORT ** PRE-BOOKED 2025 DATES. ...

Welcome to this beautifully remodeled and fully furnished 5-bedroom, 4.5-bathroom townhome in the highly sought-after Windsor Island Resort—one of Central Florida’s top d...

Excellent Short-Term Rental Investment or Second Home Opportunity Near Walt Disney World Located in the highly desirable Windsor Island Resort, this 5-bedroom, 4.5-bat...

This luxurious 5-bedroom, 4.5-bathroom vacation home is located in Windsor Island Resort, one of Orlando’s top vacation communities with the highest occupancy rates. Buil...

Welcome to this stunning 6-bedroom, 4.5-bath home in the heart of Davenport, Florida! Perfectly situated in a highly convenient area, this spacious property offers the id...

Welcome to 830 Paradise Drive, an exceptional professionally decorated vacation home located in the highly sought-after Windsor Island Resort. This spacious and beautifu...

ONE-OF-A-KIND TOWNHOME WITH LUXURY DESIGN! Experience the pinnacle of opulence and comfort in this remarkable 5-bedroom, 4.5-bathroom vacation haven situated within an ex...

In a prime location in the desirable Highlands Reserve golf community in Davenport, this beautifully maintained single-family home offers an exceptional blend of lifestyl...

Fully furnished, turnkey 5-bedroom, 4.5-bath townhouse in Windsor Island Resort, one of Davenport's most sought-after guard-gated vacation communities, just minutes from ...

Beautiful fully furnished turnkey 5-bedroom, 4-bath pool home in Calabay Parc! This spacious home features a flexible bonus room that can be used as an extra bedroom, off...

SELLER MOTIVATED. One of the most popular floorplans in the Four Corners area, located on the highly sought-after community of The Retreat in Legacy Park just minutes fro...

Pre-Construction. To be built. Pre-Construction. To be built. Pre-Construction. To be built. Welcome to Villas at Sunset Cove, a new community of 95 beautifully designed ...

Virtually Staged. Luxury Pool New Home for Short-Term Rental nearby Disney Welcome to this beautifully updated 7-bedroom, 4.5-bath pool home in the sought-after Legacy ...

Welcome to this beautifully remodeled 4-bedroom, 3-bathroom single-family home, where modern style meets comfort and versatility. Thoughtfully updated throughout, this mo...

Turnkey perfection meets resort-style luxury! Experience the ultimate Florida lifestyle in this beautifully maintained, fully furnished 5-bedroom, 4.5 bathroom townhome l...

Welcome to this exquisite end-unit townhome in the prestigious Windsor Island Resort, Davenport's ultimate vacation destination! This 2023-built gem offers 5 bedrooms and...

Don’t miss the opportunity to own this impressive home offering approximately 3,400 square feet of flexible living space in the desirable Legacy Park community. Situated ...

Virtually Staged. Ideally placed in Davenport's sought-after 33897 corridor, 184 Bella Verano Way keeps daily life easy, with Publix at Champions Crossing less than a mil...

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 Reso...

Welcome to this spacious 5-bedroom, 4-bath pool home in the sought-after Hampton Estates community of Davenport. Offering a versatile floor plan and room for everyone, th...

Private backyard with firework view! Welcome to 2116 Lelani Circle in the prestige Windsor Island Resort. This elegant home has very tastiful design, very open and pleas...

This renovated Florida-style home in Highlands Reserve offers 5 bedrooms, 3 bathrooms, a flex room, and 2,076 sq ft of living space on a ¼-acre lot overlooking a golf cou...