Homes for Sale Near West Side in Kissimmee - 139 homes

Remarks: 100K Dropped! This luxurious vacation home comes fully furnished with a beautiful upgraded custom furniture package including granite counter tops in the kitchen and all bathrooms, stainless steel appliances, tile throughout the main living area and all bathrooms, upgraded lighting fixtures in the kitchen and dining room area, custom themed rooms and interior paint, TVs in all rooms, beautiful screened pool area with paver deck and covered lanai. All appliances are energy efficient along with energy efficient (15 seer) air conditioning units, LOW-E dual pane windows and much more. Amenities include: 8000 square foot resort style clubhouse, resort style heated pool and spa, wireless internet on the pool deck, lazy river, state of the art fitness center, poolside cabana's, on site store, playground, volleyball, tennis, basketball, game room, restaurant, bar, relaxing lounge area with indoor/outdoor fireplace, TVs and much more. The house is an active rental program, very popular with vacationers. All homes at Windsor at Westside include: fully maintained landscaping, internet, cable and daily garbage pick up. This community is located minutes from Walt Disney World, golf courses, shopping, grocery stores, the airport and all major attractions.

Listing is courtesy of: BRIGHT REALTY GROUP LLC (813-240-7744)

Listing Agent: Yongkai Zheng (678-979-6850)

Remarks: Turnkey and fully furnished short-term rental offering immediate income potential. This move-in-ready investment property features brand-new furniture, new luxury vinyl plank flooring throughout, and new appliances, delivering a modern, low-maintenance living experience. The open-concept floor plan is ideal for vacation rental use, maximizing space, comfort, and functionality for guests. The kitchen is thoughtfully designed with ample cabinetry and counter space, enhanced by a new garbage disposal and updated finishes. Spacious bedrooms and well-appointed bathrooms provide comfort and privacy, making this home ideal for Airbnb, VRBO, or short-term rental income. Conveniently located near the community pool, the home offers added appeal for guests seeking resort-style amenities just steps away. The community features an impressive clubhouse with a fitness room, business center, convenience store, and playroom with flat-screen TVs and games, along with a resort-style community pool and spa. HOA dues include exterior maintenance, landscaping, internet, and cable TV, creating a truly low-maintenance ownership experience. Just minutes from Walt Disney World, major theme parks, shopping, dining, and entertainment, this property offers exceptional vacation rental appeal in Kissimmee, Florida, one of Central Florida’s most desirable short-term rental markets.

Listing is courtesy of: KELLER WILLIAMS CLASSIC (407-292-5400)

Listing Agent: Christine Silva (315-420-2964)

Remarks: Under contract-accepting backup offers. Expect to be impressed with this 7-bedroom, fully furnished pool home in Solara, an active short-term rental resort community. This home is designed with holidays in mind – ideal for you to own as your own vacation home or as an income opportunity as a rental. Easily sleeps 14; designed for multi-family stays. The common living space on the ground floor makes for a great gathering spot – spacious area to relax and dine. Beautiful contemporary kitchen boasts expansive island/breakfast bar, plenty of counter/cabinet space, and a dining nook that can seat a crowd. This entire area looks out onto your covered patio and pool. Split bedroom plan with main primary suite on the ground floor, complete with ensuite bath/shower. The remaining bedrooms are upstairs; each has a unique, contemporary décor which will appeal to young and old alike. The three full baths here are “Jack ‘n Jills” – one bath for every two bedrooms - making it easy for a full house to prepare for an exciting, active day in Central Florida. The home also has two other areas of entertainment –loft space w/flat screen TV and the garage, which is set up for gaming. If you want a quiet day of leisure, consider spending time lounging around your screen enclosed pool and expansive paver lanai. Here you can enjoy outdoor grilling/dining and good old-fashioned fun in the sun. All this backs up to a conservation lot – having no rear neighbors gives you a nice bit of privacy. One of the benefits of living in Solara is the fantastic amenity center. It’s a multi-acre complex that includes a climate-controlled pool, a splash pad for the younger set, an incredible surf simulator (!), a restaurant, cafeteria, bar, and sundries shop. And for the fitness enthusiast, there are ball courts and a fitness center. The center is a great place to spend a day when you’d like to take a break from the theme parks. Another Solara benefit – HOA takes care of your exterior grounds - so “easy living” for you! The home’s location is ideal. You are only 3 miles from SR 192 which is dotted with convenient shopping/dining venues. It’s 4 miles to Publix, where you can stock up on your essential shopping. And you’re only about 10 miles to Disney property. Come see all that makes this property so special!

Listing is courtesy of: KELLER WILLIAMS CLASSIC (407-292-5400)

Listing Agent: Christopher Bessette (407-292-5400)

Remarks: DRASTIC PRICE REDUCTION . . .Experience ELEGANCE AND EXTRAVAGENCE at Sunset Lakes Whether you’re searching for a dream vacation getaway or your next primary residence, this stunning home truly has it all. Featuring 6 bedrooms (including 2 luxurious master suites) and 4 full bathrooms, there’s plenty of space for family, friends, or even in-laws—this residence feels like a PRIVATE 5-STAR RETREAT. The upstairs master suite offers a private balcony, perfect for sipping your morning coffee or unwinding with a glass of wine at sunset. The spa-inspired bathroom includes a garden tub, separate shower, and dual sinks. Inside, you’ll find a home designed with comfort and style in mind: ceramic tile flooring, tasteful furnishings, ceiling fans, and smart TVs in nearly every room. The GOURMET KITCHEN boasts upgraded cabinetry, granite countertops, stylish backsplash, and Bosch/Samsung stainless steel appliances, along with a breakfast bar, dinette, and double-size pantry. Step outside to your own tropical paradise. The OVERSIZED SWIMMING POOL with expansive deck and covered lanai is perfect for relaxing or entertaining. For cooler days, an electric pool heater is available. Indoors, enjoy the game room with pool table for hours of fun. ADDITIONAL FEATURES include: 119-gallon solar-assisted electric hot water heater Triple-glazed windows and doors for energy efficiency Termite Bond in place MAGNIFICENT WATER AND WILDLIFE VIEWS from multiple living spaces Nestled in Sunset Lakes, a small GATED COMMUNITY, this property combines peace and privacy with UNBEATABLE CONVENIENCE. You’ll be just minutes from shopping, dining, and attractions: Disney’s Main Gate, Margaritaville & H2O Waterpark, Universal, SeaWorld, championship golf courses, and more—all just a short drive away. This isn’t just a home—it’s a LIFESTYLE OF LUXURY, comfort, and convenience. 2024 Occupancy 69%, 22% Owner/ 2025 Occupancy 64%, 16% Owner (Income Info in attachments)

Listing is courtesy of: FIRST INTERNATIONAL REAL ESTAT (407-932-3400)

Listing Agent: Connie Culbertson (407-932-3400)

Remarks: Welcome to Calabria at Westside, where resort-style living meets everyday comfort just minutes from Central Florida’s world-famous attractions. Situated on a nicely sized corner lot in this beautifully maintained community, this Mediterranean-inspired pool home offers 6 bedrooms, 3 full bathrooms, 1 half bath, and a spacious upstairs family room, creating the perfect blend of flexibility, comfort, and style.From the moment you arrive, you’ll appreciate the curb appeal and welcoming feel of the neighborhood. Step inside to a spacious entryway accented by porcelain tile, with a formal dining room just off the foyer that could also serve beautifully as a home office or flex space.The heart of the home features an open-concept kitchen, living room, and dinette, designed for gathering and entertaining while enjoying views of the sparkling screened-in pool. The first floor also includes a convenient half bath, garage access, and a generously sized primary suite with sliding glass doors overlooking the pool, a walk-in closet, and a spacious ensuite bath.Upstairs, you’ll find a huge family room/bonus space that offers endless possibilities for a second living area, game room, or media space. The thoughtfully designed split-bedroom layout places 2 bedrooms and a full bath on one side, with 3 additional bedrooms and another full bath on the other. The largest upstairs bedroom is located at the front of the home and is currently being used as an impressive office space.Step outside to enjoy your screened-in lanai and private pool, perfect for relaxing after a day at the parks or entertaining family and friends.As an added bonus, the reasonable HOA includes lawn care, cable, and internet, making ownership even more convenient. And if you’d like to meet your neighbors, simply step outside for a stroll through this active, well-kept community where you’ll often see residents enjoying their daily walks with their four-legged family members.This is your opportunity to own a spacious, well-appointed Central Florida retreat in a sought-after location close to shopping, dining, and area attractions.

Listing is courtesy of: CENTURY 21 EDGE (321-351-2121)

Listing Agent: Gene May Sandobal (321-353-6150)

Remarks: Welcome to 8424 Crystal Cove Loop, a stunning retreat in the heart of Kissimmee, FL, where comfort meets convenience just minutes from world-famous attractions. This beautifully maintained 3-bedroom, 2.5 bathroom home is nestled in the sought-after Emerald Island Resort community, offering an unbeatable combination of style, location, and amenities. Step inside to discover an open and airy floor plan bathed in natural light. The spacious living area flows seamlessly into a well-appointed kitchen featuring newer Whirlpool stainless steel appliances, and plenty of cabinet space—perfect for whipping up family meals or entertaining guests. Also included is an all new LVP flooring throughout, updated Rheem hot water heater, polywood balcony and a Nest Doorbell. The master suite is a true sanctuary, complete with a private en-suite bathroom and walk-in closet, while additional bedrooms provide ample space for family or visitors. The HVAC system is new in 2025, with UV light system and WIFI thermostat. Outside, you’ll find your very own slice of paradise. The lanai and view of the community pool make for the ultimate spot to unwind after a long day, whether you're soaking up the Florida sunshine or enjoying a quiet evening under the stars. The home also comes fully furnished, making it an ideal turn-key opportunity for investors or families seeking a vacation home. As part of Emerald Island Resort, you’ll have access to incredible amenities, including a clubhouse, heated community pool, fitness center, tennis courts, and playgrounds—not to mention 24-hour gated security for peace of mind. Located just a short drive from Disney, shopping, dining, and entertainment, this property truly has it all. Don’t miss your chance to own this gem in one of Central Florida’s premier communities. Schedule your private showing today and start living the Florida dream!

Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)

Listing Agent: Jill Kline Royka Kline (330-715-1740)

Remarks: NO HOA! NO CDD! Short and Long Term Allowed! Excellent Location! Located just minutes from the major highways! This 3 bed/2 bathroom offering vaulted ceilings, and a screen enclosed, in-ground pool. Formal living and dining rooms are great for entertaining. The upgraded kitchen offers granite countertops, backsplash, stainless steel appliances and lots of cabinets space, as well as spacious dinette area . Perfectly for those seeking a full time residence or investment property. This is the one you’ve been waiting! Schedule your private showing today!

Listing is courtesy of: VIVA ORLANDO REALTY INC. (407-861-0000)

Listing Agent: Cassius De Moura (407-989-0007)

Remarks: Step into the Disney-area investment opportunity you’ve been waiting for: an 11 BEDROOM, 10 BATHROOM LUXURY VACATION RETREAT in amenity-rich Encore at Reunion, designed to deliver unforgettable guest experiences, room for everyone, and the rental potential investors want. Perfectly located just MINUTES FROM WALT DISNEY WORLD and Orlando’s world-famous theme parks, this frequently booked home is ideal as a personal vacation retreat, large-group rental property, or rare home that can help pay for itself. With a MOTIVATED SELLER and AGGRESSIVE PRICING, this fully furnished investment home offers the scale, features, and location that stand out in Orlando’s vacation rental market. The property has potential for UP TO $120K IN ANNUAL INCOME. Its bedroom count, ensuite-heavy layout, themed entertainment, quality furnishings, and proximity to DISNEY, UNIVERSAL & SEAWORLD, create the kind of large-group appeal that drives bookings. Designed for large groups and multi-generational travel, the home features 11 BEDROOMS, 10 FULL BATHROOMS, 9 BEDROOMS WITH FULL ENSUITES, and THREE PRIMARY SUITES, with two downstairs and one upstairs for flexibility and privacy. The ADDED 11TH BEDROOM further enhances rental capacity, while the spacious layout comfortably accommodates large vacation groups. From the moment you arrive, the home delivers strong curb appeal with a SPANISH TILE ROOF, STONE FACADE, and BRICK PAVER DRIVEWAY. Inside, it is sold FULLY FURNISHED with quality furnishings & COMPLETELY TURNKEY, allowing the next owner to step directly into ownership with minimal setup. The AIR-CONDITIONED STAR WARS THEMED GAME ROOM impresses with immersive murals and professional-level games including TWO NASCAR ARCADE DRIVING GAMES, POP-A-SHOT BASKETBALL, AIR HOCKEY, PING PONG, and FOOSBALL. Additional themed spaces include MICKEY MOUSE AND STAR WARS THEMED BEDROOMS, creating the memorable vacation experience guests want! The large gourmet kitchen is built for high-use vacation rental living w/GRANITE COUNTERS, 42” SHAKER-STYLE CABINETS, a TILED ISLAND FOR DURABILITY, TWO STAINLESS STEEL REFRIGERATORS, TWO STAINLESS STEEL DISHWASHERS, a coffee/wine bar, and fully stocked kitchen. The home also features upgraded bathrooms with GRANITE COUNTERS and GLASS-ENCLOSED SHOWERS, ceiling fans throughout, large storage closets, owner’s storage, TANKLESS WATER HEATERS, and TWO A/C UNITS. Recent upgrades add peace of mind and enhance the guest experience, including a NEW POOL HEATER, NEWER A/C, upgraded lighting, refreshed decor, stylish fixture updates, and the ADDED 11TH BEDROOM. Step outside to a private resort-style backyard with a HEATED POOL, HEATED HOT TUB, large covered lanai, expansive paver outdoor space, fenced backyard, and tropical landscaping. This outdoor space offers the private retreat expected from a luxury Orlando vacation home. Located just a 5-MIN WALK TO ENCORE CLUB AMENITIES, enjoy the Encore waterpark, pools, clubhouse, restaurant and bar, fitness center, game room, courts, soccer fields, and available concierge services, park shuttles. The HOA helps simplify ownership with access to Reunion amenities, security, 24-HOUR MANNED GATED ENTRY, internet, cable, landscaping, irrigation, daily valet trash, pest control, and community grounds maintenance. Whether you are searching for a large Disney-area vacation home or fully turnkey short-term rental this home offers the best of both worlds. Schedule your private showing today before it is gone!

Listing is courtesy of: EXP REALTY LLC (888-883-8509)

Listing Agent: Erin Underkofler Kilpatrick, Pa (407-987-0980)

Remarks: Beautiful 9-bedroom,6-bathroom water-front pool home in the highly sought-after Windsor at Westside resort community. Situated on a premium lot with stunning water view, this fully furnished property is perfect as a luxury vacation retreat or a high-performing short-term rental investment. The spacious open-concept layout offers expansive living and dining areas, a gourmet kitchen with granite countertops and stainless steel appliances, and two master suites, one on each floor. Enjoy the Florida lifestyle with your private screened-in pool and hot tub overlooking the pond. This home has been thoughtfully upgraded to enhance the guest experience, including newly installed: *Luxury vinyl plank flooring throughout (no carpet)*, all bedrooms are tastefully decorated with quality furnishings and stylish accents to appeal to a wide range of guests! Resort-style amenities include a 10,000 sq. ft. clubhouse, resort pool with lazy river and splash pad, fitness center, arcade, sports courts, playground, and more. HOA includes cable, internet, lawn care, and valet trash service. Conveniently located just minutes from Disney, shopping, dining, and major highways. This turn-key property is move-in or rental ready—an opportunity you don’t want to miss!

Listing is courtesy of: YOUR DREAM HOUSE REALTY (440-477-7276)

Listing Agent: Selina Li (440-477-7276)

Remarks: Welcome to the Epic Universe House! Experience a truly immersive vacation lifestyle in this stunning 8-bedroom, 6-bathroom pool home located in the gated community of Windsor at Westside. Fully themed, recently renovated, and professionally designed, this turn-key residence pays tribute to the highly anticipated Epic Universe, featuring an arcade, a Nintendo World gaming room, and immersive themed bedrooms including Harry Potter, How to Train Your Dragon, Legend of Zelda, and more! Spanning over 4,000 sq ft, this spacious retreat perfectly blends modern elegance with family entertainment. The open-concept first floor features ceramic tile flooring, a chef’s kitchen with granite countertops, and an oversized island designed for large gatherings. Step outside to your private outdoor oasis—a screened-in lanai with a sparkling pool and spa overlooking a serene water view. Recent Upgrades: This home is being sold AS-IS and Fully Furnished, featuring high-end furniture and professional decor. It is a proven, high-performing vacation rental with a history of top-tier reviews making it the perfect addition to any investment portfolio. World Class Resort Amenties: Living in Windsor at Westside provides 24/7 gated security and access to a 10,000 sq ft clubhouse including: Resort-Style Pool & Interactive Splash Park, Winding Lazy River & Water Slide, State-of-the-Art Fitness Center, Tu Casa Bar & Lounge / Poolside Tiki Bar, Arcade Game Room, Multi-purpose Sports Courts, & Sand Volleyball, Sundry Shop & Playground Unbeatable Location: Located just minutes from Walt Disney World, Universal Orlando Resort, and the newly opened Epic Universe park, you are at the heart of Central Florida’s top attractions, world-class dining, and premium shopping. Don't miss the chance to own a piece of the magic! Schedule your private showing today and step into a world of epic possibilities.

Listing is courtesy of: PABLA PROPERTIES (407-967-2757)

Listing Agent: Sunny Pabla (407-967-2757)

Remarks: DESIGNED TO IMPRESS. POSITIONED TO PERFORM. Welcome to this exceptional 10-bedroom, 10-bath luxury retreat in the highly sought-after Encore at Reunion - just minutes from Orlando’s world-renowned theme parks and projected to generate $120,000 in annual income. Sold FULLY FURNISHED and completely TURNKEY, this 4,730 sq ft residence is crafted for elevated group travel and consistent rental demand. Featuring 9 private ENSUITE bedrooms, including FOUR PRIMARY SUITES (two downstairs and two upstairs), the layout delivers privacy, flexibility, and comfort at scale. Every closet includes custom built-in shelving, adding thoughtful organization throughout. What truly sets this home apart is its IMMERSIVE “WORLD SHOWCASE INSPIRED - AROUND THE WORLD” design concept; each bedroom carefully curated to transport guests across iconic destinations. From the historic charm of Philadelphia to the timeless sophistication of London, the skyline energy of Manhattan, the Mickey Inspired Orlando suite, the bold glamour of Vegas, the icy enchantment of Arendelle, and the romance of Paris - every space is layered with custom murals, curated décor, and thoughtful design elements that create a stay guests remember long after checkout. This intentional theming enhances booking appeal, guest experience, and repeat revenue. The OPEN-CONCEPT living space invites connection, flowing into a gourmet kitchen built for entertaining with granite counters, 42” shaker cabinetry, dual stainless steel refrigerators, dual dishwashers, and a dedicated coffee bar. Upstairs and downstairs laundry suites plus two Owner’s Closets provide seamless management and owner convenience. Entertainment is effortless. The interactive STAR WARS INSPIRED GAME ROOM features ping pong, air hockey, and foosball, while the private THEATER ROOM sets the stage for cozy movie nights after a day at the parks. A dedicated WORK-FROM-HOME-STATION accommodates extended stays with ease. Outside, your private resort oasis awaits, complete with a HEATED POOL AND SPA, expansive paver lanai, fenced tropical backyard, and a NEW high-rated insurance-compliant pool safety fence with self-closing, self-latching gate for added peace of mind. Major value-enhancing upgrades include a NEW ROOF (2025), FRESH INTERIOR PAINT (2026), two newer refrigerators (2024 & 2025), new upstairs washer (2024), tankless water heaters, and dual A/C systems - providing durability, efficiency, and insurance advantages. Curb appeal shines with a stone façade, paver driveway, and epoxied garage floor. Encore at Reunion delivers premier resort living with access to a 10-acre waterpark with exhilarating slides, splash pad, poolside cabanas, fitness center, courts for tennis, volleyball and basketball, a full soccer field, casual on-site dining and bar, a concierge desk, and shuttle transportation to the parks - all within walking distance. HOA includes gated security, internet, cable, landscaping, irrigation, daily valet trash, pest control, and community maintenance - supporting simplified ownership. This is more than a vacation home - it’s a powerful blend of LIFESTYLE and INCOME. With tourism growth and major park expansions continuing to fuel demand, this property is positioned to perform and provide the opportunity to create cherished moments with loved ones while paying for itself. Schedule your private showing today and secure your position in one of Central Florida’s most desirable vacation rental communities!

Listing is courtesy of: EXP REALTY LLC (888-883-8509)

Listing Agent: Erin Underkofler Kilpatrick, Pa (407-987-0980)

Remarks: Under contract-accepting backup offers. Welcome to 308 Southfield Street, a standout luxury vacation estate home in the exclusive Encore Resort at Reunion—one of Central Florida’s premier short-term rental communities. Built in 2020, this fully furnished 13 bedroom, 12.5 bathroom home spans 6,351 sq ft and comfortably accommodates up to 32 guests, making it an exceptional opportunity for both personal use and high-performing rental income. Offered fully furnished and turnkey, this is a true income-producing asset. The current owner has invested over $250,000 in upgrades, including new furnishings, cosmetic enhancements, and key improvements—allowing the next owner to step seamlessly into a proven operation. Designed for large groups, the open-concept living, dining, and kitchen space is bright, modern, and built to impress. The chef’s kitchen features dual refrigerators, dual dishwashers, premium appliances, and ample prep space. An 86-inch TV anchors the spacious living area, while the oversized dining space is perfect for gathering and entertaining. Entertainment is a highlight throughout. Both garages have been converted into fully equipped game rooms, while the upstairs loft features a unique spaceship-themed experience. A private movie theater adds another layer of luxury for guests to enjoy. The home offers two primary suites (one on each level), multiple themed bedrooms with bunk layouts, and a wheelchair-accessible first-floor suite—making it ideal for multi-generational stays and maximizing rental appeal. Step outside to a private resort-style pool and spa with a covered lanai, outdoor seating, and TV—perfect for year-round indoor-outdoor living. Encore Resort delivers a true resort lifestyle with a clubhouse, restaurants, water park, fitness center, sports courts, and concierge services—all just minutes from Disney, dining, shopping, and entertainment. A rare opportunity to own a fully upgraded, high-capacity vacation home in a prime location—priced to sell.

Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)

Listing Agent: Matt Dixon (407-965-8906)

Remarks: Active Club Membership! Located in Reunion Resort, this 5-bedroom, 3 full and 2 half bathroom home offers 2,477 square feet of heated living space and is being sold fully furnished and turnkey. The main living area features high ceilings and an open layout that connects the kitchen, dining, and living spaces with direct access to the outdoor area. The screened-in pool and spa are heated and accompanied by a covered lanai and a convenient exterior-access half bathroom. The primary bedroom suite is located on the first floor and includes a walk-in closet, dual vanities, a soaking tub, and a separate shower. Also on the first floor are the laundry room and an additional powder room for guests. Upstairs, there are four additional bedrooms along with two full bathrooms, providing a functional layout for guests or larger households. A detached two-car garage is located at the rear of the property, completing a setup well-suited for use as a primary residence, second home, or short-term rental investment. Spanning 2,300 acres just 7 miles south of Walt Disney World, Reunion Resort is the only destination in the world featuring 3 signature golf courses designed by Jack Nicklaus, Arnold Palmer and Tom Watson. Reunion is also home to the Leadbetter Golf Academy. Onsite dining options include Eleven, 7593 Chophouse, Traditions, Grande Lobby Sushi Bar, the Clubhouse, the Cove, and Drifters at the waterpark. The water park features a lazy river, slides, outdoor games, and an aquatic playground. The gift shop in the Grande offers sundries and Starbucks coffee. Complimentary shuttles to the Disney transportation and ticket center leave from the Grande daily. Additional amenities include Camp Reunion, the tennis and pickle ball center, bocce ball, miniature golf, foot golf, fitness center, playgrounds, dog park, various community pools including a roof top pool on the 11th floor of the Grande, and more. Zoning for short term rentals allows homeowners to rent their property by the night providing a great opportunity for investors. Reunion also works great as a primary residence or a private vacation retreat. The resort offers three separate 24 hour guard gated entries and one owner/resident only entry.

Listing is courtesy of: EXP REALTY LLC (888-883-8509)

Listing Agent: Luis German, Pa (407-718-0039)

Remarks: Experience the Margaritaville lifestyle! This charming 3-bedroom, 3-bath cottage with a full, transferable booking calendar is the perfect blend of fun and investment potential. Located in Margaritaville Resort Orlando, this home offers resort-style living just minutes from Disney, shopping, and dining. Inside, enjoy a bright, open floor plan with stylish “wood” tile floors, ceiling fans, and a chef-inspired kitchen featuring quartz countertops, stainless steel appliances, and an abundance of counter space perfect for morning coffee and evening cocktails. French doors lead to a private backyard oasis with a heated pool and spa, ideal for relaxing or entertaining. The first-floor primary suite includes a nicely appointed en-suite bath, while second-floor has an alternate primary suite with en-suite bath, a guest bedroom -plus a bonus "half" bedroom or small retreat area and another full bath (sleeps up to nine total). This cottage comes fully furnished with the Margaritaville-approved furniture package—including décor, kitchenware, linens, and TVs—all included in the list price. Enjoy access to resort amenities: multiple pools, fitness center, water park, and Sunset Walk with 20+ restaurants, bars, shops. Live every day like you’re on vacation!

Listing is courtesy of: REAL BROKER, LLC (855-450-0442)

Listing Agent: Ken Pozek (407-813-2773)

Remarks: Fractional Ownership. Co-Ownership Opportunity in the highly sought-after Windsor at Westside Resort. Offered in 1/8 shares, this is a unique opportunity to enjoy all the benefits of a vacation home with the flexibility and efficiency of co-ownership. This fully furnished five bedroom, four and a half bathroom retreat comfortably accommodates up to 16 guests and is ideally located just minutes from Orlando’s world famous theme parks and attractions. The home blends modern design with resort style amenities, creating the perfect getaway for families and guests alike. On the main level, you will find a private king bedroom and full bathroom, ideal for multi generational stays. The open concept living space features a beautifully designed kitchen with granite countertops, stainless steel appliances, and a large island, all flowing seamlessly into a bright and inviting living room overlooking the private heated pool. Step outside to enjoy the covered lanai and convenient outdoor half bath, perfect for relaxing or entertaining. Upstairs, a spacious loft provides additional living space, along with four more bedrooms and three full bathrooms. Two themed bedrooms, inspired by Frozen and Star Wars, include custom murals and LED lighting for a fun and memorable experience. Contact the listing agent today for additional details.

Listing is courtesy of: KELLER WILLIAMS CLASSIC (407-292-5400)

Listing Agent: Scott Cohara (407-398-9554)

Remarks: Discover a hidden Disney gem at Caribe Cove! This stunning 2-bedroom, 2-bath condo boasts 1,445 sq ft of living space with serene nature views. Located on the 3rd floor, this remodeled end unit is perfect for families or as a vacation home/investment property. Fully furnished and turnkey, the floorplan offers plenty of room for everyone. The spacious living room opens to a screened lanai overlooking nature, while the central dining room connects to a kitchen filled with cabinet space, stainless steel appliances, and a breakfast bar. The cozy master suite includes its own screened lanai, ideal for a peaceful morning coffee, and an adjoining bathroom with dual vanities, an upgraded walk-in shower, and a garden tub. The Star Wars-themed bedroom has two twin beds, a walk-in closet, and access to the guest bathroom. A laundry room adds convenience. Beautifully decorated with custom paintings, this home feels brand new. Recent updates include a newer AC unit and hot water tank. Caribe Cove is a gated community with fantastic amenities like a clubhouse, pool, spa, fitness center, and more. HOA fees cover community amenities, cable, security, exterior maintenance, trash, and sewer. Conveniently located near attractions, Hwy 192, and US 27 for great shopping and dining options. Virtual tour available—schedule your private tour today!

Listing is courtesy of: IMAGINE GLOBAL (407-603-1411)

Listing Agent: Christina Daugherty (407-921-9025)

Remarks: Beautiful 3-bedroom, 2.5-bathroom townhouse located in a quiet, well-maintained community just 15 minutes from Disney. This two-story home features an open-concept layout, spacious bedrooms, private patio, in-unit laundry, and all appliances included. Sold as-is and exactly as shown in photos, making it a true turnkey opportunity. Community amenities include a pool, green spaces, and ample parking. Conveniently located near shopping, dining, and major highways. Lowest-priced property in the area — ideal as a primary residence, vacation home, or investment opportunity.

Listing is courtesy of: NONA LEGACY POWERED BY LA ROSA (407-270-6841)

Listing Agent: Silvia Beltran Martinez, Llc (407-773-9991)

Remarks: Exceptional investment opportunity in the heart of Kissimmee! This versatile property is approved for short-term rentals, making it the perfect option for Airbnb, vacation rental income, or a primary residence with outstanding earning potential offering flexibility for both investors and future end users. Ideally situated just minutes from Orlando’s world-famous attractions, including approximately 18 minutes to Walt Disney World Resort and Disney's Animal Kingdom, while also providing quick access to US-192. Enjoy being surrounded by endless dining, shopping, entertainment, and area attractions that make this location highly desirable for visitors and residents alike. Whether you’re looking to expand your investment portfolio or secure a property in one of Central Florida’s most sought-after rental markets, this opportunity delivers the perfect blend of location, convenience, and income potential. Don’t miss your chance to own in the thriving Kissimmee vacation corridor!

Listing is courtesy of: TCT REALTY GROUP LLC (352-895-9044)

Listing Agent: Romel Camacho (352-229-2986)

Remarks: Preservation area view and Phase 1 location set the tone for this well-positioned 3-bedroom, 2.5-bath two-story townhome in Emerald Island Resort. This property offers close proximity to the clubhouse and main resort amenities while also backing directly to a conservation area, providing peaceful natural views and added privacy. The first floor features an open-concept layout with a spacious living room, dining area, and kitchen, along with a half bath and separate laundry room. Upstairs, all three bedrooms and two full bathrooms are located together, including the primary suite with its own private balcony overlooking the surroundings. Situated within the gated and 24-hour guard-gated Emerald Island Resort community, the property is just minutes from Disney, Margaritaville, shopping, and dining. Residents and guests enjoy resort-style amenities including a clubhouse, two heated pools and spas, fitness center, sauna, internet café, tiki bar, arcade, and sports courts such as tennis, basketball, and volleyball. Already an income-producing property.

Listing is courtesy of: ALVES AND HOWELL REALTY (407-750-2171)

Listing Agent: Gabriel Mantovani (407-637-9878)

Remarks: SHORT TERM RENTAL *** Located in a guard-gated resort community in Kissimmee, this property offers the perfect blend of convenience, lifestyle, and investment potential. Just minutes from Walt Disney World, approximately 3 miles from Disney's Animal Kingdom, and about a mile from Margaritaville Resort Orlando. The community itself is rich with resort-style amenities, including a saltwater pool, hot tub, kiddie pool, concierge services, a game room with billiards and arcade, a 58-seat movie theater, business center, fitness facility, sports courts, playground, BBQ areas, and scenic walking paths. This second-floor condo features a spacious 1,268 sq. ft. layout with three bedrooms and two full bathrooms, thoughtfully designed with a split-bedroom floor plan that enhances privacy—ideal for full-time living, a vacation getaway, or a short-term rental as permitted by zoning. The home is filled with natural light and includes a fully equipped kitchen with recently updated appliances, along with a screened-in balcony perfect for relaxing. Additional highlights include open parking and a walking path directly behind the building. The community allows short-term rentals, providing excellent income potential when the property is not in personal use. A Master HOA maintains the amenities and common areas, while the condo association covers essentials such as water, high-speed internet, exterior maintenance, roof, and staircases.

Listing is courtesy of: KELLER WILLIAMS LEGACY REALTY (407-855-2222)

Listing Agent: Daniel Araque (321-276-0747)