Windsor at Westside

Fully Furnished Turnkey Vacation Rental This 5-bedroom, 4.5-bathroom vacation retreat is built for both relaxation and revenue—comfortably accommodating up to 16 guests and ready for immediate enjoyment or income potential! Ideally located just minu

A phenomenal vacation rental investment opportunity with great income potential! Discover this prime lot in the vibrant Windsor at Westside, perfectly nestled across from the clubhouse with stunning lake view. This impeccably maintained vacation home

Don’t miss this amazing opportunity to buy this impressive 9-bedroom, 6-bathroom pool home, it is situated in the vacation community of Windsor at Westside, a popular choice for Disney area vacationers. That's fully furnished and turnkey ready, offer

Your Dream Vacation Home in Sunny Florida! Discover this elegant, income-generating 5-bedroom, 4-bath villa located in the sought-after Windsor at West Side Resort, just minutes from world-famous attractions! This fully furnished, beautifully decor

One of the most competitively priced 6 bedroom home in the community. Beautiful 6 bedroom 4 1/2 bathroom, hideaway open floor plan on a corner lot in the desirable Windsor at Westside Community. Spacious great room over looking the screened 30 x 20 p

...NO REAR NEIGHBOR... HEATED POOL AND SPA...This beautiful 5 bedroom/4 bath/2 car garage is located in the beautiful community of Windsor at Westside. This house can be uses as a ...Primary Home..., Long Term Rental, or ...Short Term Rental... Wheth

Don't Miss the 3D Tour and Video Tours! This 5-bedroom, 4.5-bath end-unit townhome is located in the gated resort community of Windsor at Westside, just a 3 minute Walk to the Amenity Center. Built in 2016, it offers approximately 2,265 square feet

Located in Windsor at Westside – Just 15 Minutes from Disney! Welcome to this stunning 7-bedroom, 5.5-bathroom corner-lot home, perfectly designed for unforgettable family vacations and strong short-term rental performance. The spacious open-conce

Medium-term rental income all the way till the end of March, 2026! Welcome to this well maintained, upgraded 5-bedroom, 4.5-bath townhome in the WindsorWestside Resort! This is one of the rare homes in the community with NO CARPET—upgraded throughou

Discover your slice of paradise at Windsor at Westside with this magnificent 7-bedroom, 5.5-bath vacation home featuring a fully furnished interior, spacious living areas, a gourmet kitchen, and a private screened heated pool ideal for effortless ind

Investment potential, luxury and comfort are perfectly blended in this dream vacation home. This fully furnished, 6-bedroom, 4.5-bathroom Hideaway Model is located in the heart of the upscale, popular resort community of Windsor at Westside, one of O

Located in the popular Windsor at Westside this stunning 5-bedroom, 4.5-bathroom townhome is beautifully decorated with themed bedrooms and is being sold fully furnished. This lovely townhome boasts a roomy open floor plan and has a fantastic kitchen

Discover this stunning, fully furnished 5-bedroom, 4-bathroom pool home in the highly sought-after Windsor at Westside Resort. Perfectly designed for both relaxation and entertainment, this spacious two-story residence features an open-concept floor

WHY WAIT FOR A NEW HOME TO BE BUILT, when you can by a GREAT, FULLY furnished/decorated by a professional interior designer and within a SHORT WALKING distance to the clubhouse? This Lakeshore model features 5 bedrooms and 5.5 bathrooms, private pool

Stunning 8-Bedroom Pool Home in Windsor at Westside – Minutes from Disney! Welcome to your dream retreat in the highly sought-after Windsor at Westside Resort! This spacious 8-bedroom, 6-bathroom home spans over 4,000 sq ft of beautifully designed

Under contract-accepting backup offers. FULLY FURNISHED AND TURN KEY READY. A fantastic choice to be your Vacation Rental Property in the Windsor at Westside, located in Kissimmee Florida! 5 Bedrooms - 4 Bathrooms and your own Private Pool. Welcoming

Welcome to your dream vacation and stunning fully furnished 5 bedroom, 4 bathroom pool home located on a corner lot in the highly sought after Windsor at Westside Resort. Perfectly designed for indoor/outdoor entertaining and is excellent income pro

Luxury Villa – “Lord of the Manor” – Minutes from Disney Experience elevated comfort and themed luxury at “Lord of the Manor,” a fully renovated 9-bedroom, 6-bathroom villa located just 8 miles from Disney. Designed with both style and function in

Vacation Retreat & Income-Producing Gem in Windsor at Westside. Discover the perfect blend of luxury, convenience, and investment potential with this fully furnished 6-bedroom, 4.5-bath home in the highly sought-after Windsor at Westside Resort. Desi

This LUXURY VILLA, featuring 8 bedrooms and 6 bathrooms, is located in the Windsor at Westside Resort in Kissimmee. It is not just another property; it is a beautifully designed home that impresses from day one and is built to perform for years to co

This fully furnished 8-bedroom, 6-bathroom home offers over 4,000 sq. ft. of living space and is ideal for large families, second-home buyers, or investors seeking a high-occupancy rental property. Featuring three master ensuites—one on the first flo

This fully furnished 8-bedroom, 6-bathroom home offers over 4,000 sq. ft. of living space and is ideal for large families, second-home buyers, or investors seeking a high-occupancy rental property. Featuring three master ensuites—one on the first flo

Luxury Vacation Home with Private Pool in Resort-Style Community. Escape to paradise in this stunning luxury vacation home, nestled in one of the area's most sought-after resort-style communities near Disney. Designed for comfort, elegance, and relax

Epic 6-Bedroom Vacation Retreat in Windsor at Westside – Your Dream Getaway Awaits! Get ready to experience the ultimate Orlando escape! This jaw-dropping 6-bedroom, 5-bathroom luxury vacation home in the upscale Windsor at Westside Resort is your

Welcome to this stunning 6-bedroom, 4.5-bathroom pool home located in the sought-after Windsor at Westside Resort. Fully furnished and move-in ready, this home offers a luxurious and comfortable retreat for vacationers or permanent residents alike.

Unbeatable Location – Directly Across from the Clubhouse! Step into 2050 Rome Drive, one of the most desirable 4-bedroom, 3.5-bath townhomes in the sought after Windsor at Westside Resort. Perfectly positioned in the coveted Phase 1, this inviting g

Fantastic vacation home at 8917 Rhodes Street, a fully furnished 6-bedroom, 4.5-bath home in the upscale, guard-gated community of Windsor at Westside. Just few steps from the clubhouse, this amazing upgraded and well decorated property offers everyt

Under contract-accepting backup offers. PRICE REDUCTION! Say hello to your next amazing adventure — and investment! This beautifully styled 7-bedroom, 5.5-bath vacation home in the sought-after Windsor at Westside is just minutes from Disney and pack

Investor’s Dream! 6BR SMART HOME w/ POOL AND HEATED SPA, GAME ROOM AND THEATER located in the much sought after gated community of Windsor at Westside Resort. Beautifully renovated, this fully upgraded 6-bedroom, 4.5-bath SMART HOME is designed for

Welcome to your dream Oasis at Windsor at Westside! This professionally decorated, fully furnished 6-bedroom, 4 1/2-bathroom retreat is located just steps from the resort’s clubhouse, placing world-class amenities right at your doorstep. Designed wit

Your Dream Vacation Townhome with Short Term Rental Options Awaits! Welcome to the perfect getaway at Windsor at Westside Resort — a fully furnished, spacious 5-bedroom, 4.5-bath townhome designed for comfort, fun, and luxury living. This stu

Welcome to a truly exceptional investment opportunity in the highly sought-after, guard-gated Windsor at Westside Resort Community. This beautifully maintained 7-bedroom, 5.5-bathroom home offers the perfect blend of comfort, style, and income potent

Discover the ultimate vacation retreat at 8897 Rhodes Street, a fully furnished 6-bedroom, 4.5-bath home in the upscale, guard-gated community of Windsor at Westside. Just steps from the clubhouse, this beautifully upgraded property offers everything

Your Dream Vacation Home—Just Minutes from Disney! Imagine owning a fully furnished 5-bedroom home in one of Kissimmee’s most sought-after resort communities—Windsor at Westside—just minutes from the magic of Disney and the excitement of US-192. S

Your Dream Vacation Home — Minutes from Disney! Imagine owning a fully equipped 5-bedroom home in one of Kissimmee’s most desirable resort communities — Windsor at Westside — just minutes from the magic of Disney and the vibrant energy of US-192.

Under contract-accepting backup offers. Welcome to 2030 Majorca Drive, a fully furnished 5-bedroom, 4.5-bath townhome in the popular Windsor at Westside resort. This property is already set up for success as a short-term rental, with an open floor pl

This gorgeous professionally decorated 8 Bedrooms/6 Bath single family home with private pool is located in is located in Windsor at Westside Resort one of the most famous resort communities in the Orlando/Kissimmee with easy access to the theme park

GREAT INVESTMENT OPPORTUNITY! PRICED TO SELL! GREAT LOCATION- WALK TO CLUBHOUSE, ADDITIONAL PARKING around the serene pond! Beautiful Fully furnished 7 bedrooms 5 bath pool home located just minutes from Disney!! This home features an open and spacio

Dive headfirst into paradise at 2427 Dubai Street, Windsor At Westside! Forget ordinary – this is your resort, a dazzling, delivering a 6.9% Cap rate to the current owner is this fully furnished 5-bedroom, 4.5-bathroom end unit townhome where luxury

One or more photo(s) has been virtually staged. Beautifully appointed and fully furnished successful short term rental in the desirable, guard gated Windsor at Westside community. Well-maintained home will future bookings if you continue with curre

Under contract-accepting backup offers. Don’t miss this amazing opportunity to buy this beautifully 5 bedroom 4 bathroom FULL FURNISHED POOL HOME in the most desirable resort, fully screened HEATED POOL & SPA, makes it perfect for indoor/outdoor ente

Welcome to this beautiful vacation home located in the highly sought-after Windsor at Westside community. This stunning property has an open floor plan and features 8 spacious bedrooms and 6 bathrooms, offering ample space for families or groups. The

*** PRICE REDUCED TO SELL *** - UNBEATABLE DEAL - Welcome to WINDSOR AT WESTSIDE RESORT, one of Central Florida’s MOST SOUGHT-AFTER VACATION DESTINATIONS! This stunning 6-BEDROOM, 4.5-BATHROOM home is FULLY FURNISHED AND TURNKEY, making it an excelle

This gorgeous, well-decorated home comes fully furnished and features a heated pool, making it the perfect place to enjoy Florida living. Located in the popular Windsor at Westside Resort, this home offers light cabinets, vinyl flooring on the stairs

7-bedroom 5.5-bathroom FULLY FURNISHED HOME at Windsor at Westside a Gated Community. Located around 15 MINUTES FROM DISNEY WORLD, 1 MASTER SUITE IN THE FIRST FLOOR. RESORT-STYLE COMMUNITy. HOA covers cable, internet, trash pick-up, lawn care, and gr

Escape to your dream Florida vacation home at 8886 Geneve Court, a stunning 5-bedroom, 4.5-bathroom townhome in the highly desirable Windsor at Westside community. This beautiful property offers the perfect blend of luxury and relaxation, creating an

Luxurious and Spacious townhome featuring 5 bedrooms and 4.5 bathrooms located in the much sought after community of Windsor at Westside. This modern home is beautifully decorated and is equipped with all of the furnishings to meet you and your guest

Welcome to this exceptional fully furnished townhouse in the heart of Windsor at Westside, one of Kissimmee’s most desirable short-term rental communities. With an impressive track record of high occupancy and strong rental returns, this home is the

PRICED TO SELL! Discover this stunning fully furnished 5-bedroom, 4-bathroom pool home located in the highly sought-after Windsor at Westside Resort. Perfectly designed for entertainment, this home features a fully screened, heated pool and spa, offe

This Beautiful home is located in Windsor at Westside Resort one of the newest and most desirable resort communities in the Orlando - Kissimmee area. With easy access to world-famous theme parks, dining and shopping, this property is the perfect vaca

Escape to 8912 Sydney Avenue, a stunning 5-bedroom, 4.5-bathroom fully furnished townhouse in the heart of Windsor at Westside Resort, where luxury and convenience meet to create the perfect vacation retreat. This beautiful home boasts a private scr

Welcome to the best of Florida resort life! This 8 bedroom 6 bathroom house has all you can ask for and more! Fully furnished, this home is ready for an immediate occupancy, whether you're seeking an ideal AirBNB/Short-Term Rental or a personal vaca

Welcome to Paradise at Windsor at Westside! Fully furnished and Airbnb-ready, this spacious 5-bedroom, 4.5-bath townhome with a private pool is located in one of Greater Orlando's most desirable short-term rental communities. Designed to accommodate

Under contract-accepting backup offers. Attention Investors! THIS VACATION POOL HOME IS A MUST-SEE!!! Beautiful FULLY FURNISHED! VERY CHARMING AND ELEGANT! this TurnKey Luxurious Townhouse features 5 bedrooms - 4 full bathrooms and an additional half

Less than 60 feet from the gorgeous pool and clubhouse, this is resort lstyle iving at its best! This spacious townhome is fully furnished and is perfectly located just steps away from 10,000 sq ft clubhouse, pool, lazy river and so much more! This

Welcome to this beautiful home located at the unique Windsor At Westside. This 5 bedrooms, 4 full bathrooms and 1 half bathroom features an open plan family room, kitchen and dining area with sliding patio doors in the first floor and also one bedroo