Windsor at Westside

Turnkey Vacation Rental – Leased Through May 2026! This fully furnished, 5-bedroom, 4.5-bathroom vacation retreat is built for both relaxation and revenue—comfortably accommodating up to 16 guests and already leased through May 2026 for instant ca

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

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

This property qualifies for a credit up to $6225 through the seller's preferred lender / Seller may consider buyer concessions if made in an offer ****Vacation Mode: ON! Looking for a home that is part getaway, part money maker? This spacious **FULLY

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

Some homes are made for the everyday. Others are built for the getaways: the long weekends, the holiday traditions, the spontaneous “let’s go” kind of moments. This one gives you both. Fully furnished and ready for check-in. Downstairs is wide open —

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

Price Approved by owner and ready for sale!!! Welcome to this Beautiful 8 Bed and 6 Bed second Home inside Windsor at Westside Resort, one of the most popular resort close to Disney theme parks. Home comes fully furnished, granite countertops and sta

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

This spacious fully furnished 9-bedroom, 6-bathroom pool home is located in the sought-after Windsor at Westside Resort. One of the largest floor plans in the community, the home is ideal for large vacationing groups for investors and for your own p

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 packed with everything you (and your guests) could dream of.

Turnkey 7-Bedroom Corner-Lot Vacation home in Windsor at Westside – Just 15 Minutes from Disney! This fully furnished 7-bedroom, 5.5-bath retreat is thoughtfully designed for unforgettable getaways and strong rental performance. Boasting an expansive

Turnkey 5-Bedroom Corner Unit in Windsor at Westside Welcome to your fully furnished luxury retreat in the renowned Windsor at Westside Resort—just minutes from Disney! This immaculately maintained 5-bedroom, 4.5-bath corner townhome is great blen

Seller is motivated!!! 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 s

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

Exceptional 9-bedroom, 5.5-bathroom pond-front pool home in the highly sought-after Windsor at Westside resort community. Situated on a premium lot with stunning water views, this fully furnished property is perfect as a luxury vacation retreat or a

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.

$5K Price Reduction + $5K Toward Closing Costs! Stunning 5BR/4.5BA townhome in Windsor at Westside—minutes from Disney. Fully furnished, newer AC, updated carpet, granite counters, stainless appliances, themed rooms, and a private screened splash poo

The largest home on one of the best lots in entire Windsor at Westside resort. This fully furnished/equipped home with private pool deck, is just stone throw away from fabulous clubhouse and resort amenities. Brand new Duralux water proof flooring th

Welcome to this beautifully maintained six-bedroom, 4.5-bath home, built in 2018, offering 3,142 square feet of living space. On a cul-de-sac with no rear neighbors, the property boasts a screened-in heated pool, providing a private oasis for relaxat

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

Welcome to your dream vacation home or next smart investment! This beautifully maintained 5-bedroom, 4-bathroom townhome is located in the highly desirable Windsor at Westside Resort, just minutes from Walt Disney World and world-class attractions.

BREATHTAKING ORLANDO VACATION HOME WITH WATER VIEWS Welcome to your dream vacation home in the heart of Kissimmee's entertainment district! This magnificent 8-bedroom, 6-bathroom residence offers an impressive 4,041 square feet of luxurious living

PRICE ADJUSTMENT!! Beautiful Fully furnished 7 bedrooms 5 bath pool home located just minutes from Disney!! This home features an open and spacious floor plan with room for everyone to spread out and enjoy. The home features two primary suites, one o

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

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 entertaining. Windsor at Westside is gated r

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 excellent choic

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

Amazing VACATION HOME with seven bedrooms, 5.5 bathrooms, a comfortable loft, private courtyard, heated pool, owner's storage and open gathering room. Professionally decorated and fully furnished for your comfort. The owner's suite is located on the

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

Discover your own slice of paradise at Windsor at Westside, where prime location meets luxury! This magnificent 7-bedroom, 5.5-bathroom vacation home with a private pool defines luxurious living and could be yours in this highly desirable resort. The

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 your dream vacation home in the highly sought-after, Airbnb-friendly resort community of Windsor at Westside. This property comes with strong rental history and over $40,000 in updates were made to the home in 2024! This exceptional va

Resort style living! Perfect for primary residence and an investment opportunity. This modern Town home is located in one of the newest resort communities in the Kissimmee/Orlando area. Just 8 miles from Disney, and within easy reach to all the at

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 pool bath. This spacious two-story layo

This furnished 4 bedroom 3.5 bathroom Townhome with one car garage situated across the street from Windsor At Westside Clubhouse. Fully furnished townhouse with private pool. HOA included basic internet and lawn care! Amenities include: resort style

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