Location: Kissimmee
Keyword(s): West Side
Keyword(s) Middle School: West Side
Do Not Show Listings
2756 LIDO KEY DR, KISSIMMEE, FL 34747
$460,00035 Days on yellowkey MLS ID: S5148950
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1960 Built: 2005Monthly Fee: $367 Tax: $5,126 (2025)Community: Emerald Island Resort Ph 5BSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,126
Elementary School: Westside K-8
High School: Celebration High
Tax Year: 2025
Middle School: West Side
Remarks: Welcome to this spacious and well-maintained home located in one of Kissimmee’s most desirable short-term rental friendly communities. This property features 5 bedrooms, 3 bathrooms, a bright and open floor plan with generous living and dining spaces, perfect for entertaining guests or enjoying family time. 1) hard floor in 2017 2) new pool water pump in 2019 3) new range in 2022 4) new dishwasher in 2024 5) new water heater in 2024 6) new refrigerator in 2025 7) new AC in 2020 The kitchen offers ample cabinetry, modern appliances, new fridge, and a functional layout that flows seamlessly into the main living area. The home includes comfortable bedrooms with plenty of natural light, while the primary suite provides a relaxing retreat with a private en-suite bathroom. Step outside to enjoy your own private outdoor space—perfect for relaxing after a day at the parks or hosting gatherings. Many homes in this area also feature private pools or patio areas (verify specific property features). Ideally located just minutes from Walt Disney World Resort, as well as shopping, dining, golf, and entertainment. Easy access to major highways makes commuting to Orlando and surrounding areas a breeze. Whether you're looking for a primary residence, vacation home, or investment property, this home offers excellent potential in a high-demand location. Don’t miss this opportunity—schedule your showing today!
Listing is courtesy of: MULTI CHOICE REALTY LLC (352-404-6542)
Listing Agent: James Song (407-405-3140)
7939 SEA PEARL CIR, KISSIMMEE, FL 34747
$699,000112 Days on yellowkey MLS ID: TB8479112
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3676 Built: 2003Monthly Fee: $121 Tax: $9,630 (2025)Community: Formosa Gardens Unit 2Spa: YesSingle Family
Taxes:$9,630
Elementary School: Westside Elem
Remarks: Tres chic is the only way to describe this luxurious two-story, 5 bed 4 bath pool home that sits on a large lot in the sought-after executive gated neighborhood of Formosa Gardens. This location is awesome ~ close to Disney, shops and restaurants! This delightful home boasts plenty of natural light and room to grow in this well laid out floor plan. Whether it is cooking or entertaining in the open-concept kitchen that features an island, plenty of storage space, a breakfast bar and a breakfast nook, or gathering in the living room or lounging by the pool, this home has it all. This elegant home has the option of being sold fully furnished as it is current being used as successful vacation rental. The primary bedroom is on the first floor and has delightful French doors opening up on to the heated pool and spa for an early morning dip. The primary bathroom features a luxurious jetted soaking tub and a walk-in shower with dual sinks. A second oversized primary bedroom shares the same modern aesthetics and is located upstairs with an ensuite bathroom with a walk-in shower. This primary upstairs bedroom has an added bonus parent's retreat that can be uses as; a private seating area, office or nursery. There are 3 additional bedrooms downstairs and 2 more bathrooms, one of the bathrooms is an ensuite. There is plenty of natural light and room to entertain with the formal dining room and living room opening up onto the screened patio, heated pool and spa for seamless indoor/outdoor living. The large private backyard and side yards provide plenty of space for games, sports or picnics. The garage has been converted to a carpeted game room and has a separate split system A/C (2025), a pool table, and a foosball table. However, if you prefer a standard garage you can easily remove the items and bring it back to its original purpose. This move in ready home has a new roof (2025). Live the Florida lifestyle and feel like you are on vacation every day in this quintessential Florida home.
Listing is courtesy of: COASTAL PROPERTIES GROUP INTERNATIONAL (727-493-1555)
Listing Agent: Marina Kloppel, Pa (858-382-7499)
3305 TRANQUIL TRL, KISSIMMEE, FL 34747
$367,000105 Days on yellowkey MLS ID: O6386555
1 Days Off yellowkey (back on 4/30/2026)
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1360 Built: 2023Monthly Fee: $198 Tax: $4,452 (2025)Community: The Hub At WestsideTownhouse
Taxes:$4,452
Remarks: Turnkey Income-Producing Short-Term Rental in The Hub at Westside – Fully Furnished & Operational Investor alert! This professionally operating short-term rental is a fully furnished, revenue-generating property located in the highly desirable Hub at Westside community in Kissimmee. Just minutes from Central Florida’s top attractions, this property is already optimized for short-term rental success with all systems, processes, and guest management in place. This is not just a home — it’s a cash-flowing business. The property is actively operating as a short-term rental with established booking history, streamlined management procedures, and strong guest satisfaction. Highly rated on Airbnb, it offers immediate income potential from day one — no setup delays, no furnishing costs, no trial-and-error phase. Highlights: • Fully furnished and professionally designed for guest appeal • Active short-term rental operation • Highly rated on Airbnb • Proven revenue performance • Turnkey management processes in place • Located in a high-demand vacation rental corridor Perfect for: • Out-of-state investors • International buyers • 1031 exchange buyers • First-time STR investors wanting immediate cash flow • Portfolio expansion buyer • Even as a vacation community, it is also perfect for a full time family living. Whether you’re looking to scale your short-term rental portfolio, acquire a stabilized income-producing asset in a prime tourism market, or a nice place to live with your family, this opportunity checks every box. Income, infrastructure, and reputation — already built for you. • Seller to contribute $2,000 toward buyer's closing costs
Listing is courtesy of: MS LAND & BUILDING LLC (407-512-1213)
Listing Agent: Deisi Oliveira (407-558-9301)
8881 RHODES ST, KISSIMMEE, FL 34747
$525,000157 Days on yellowkey MLS ID: TB8462660
Bed: 6 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3142 Built: 2016Monthly Fee: $563 Tax: $7,694 (2025)Community: Windsor At Westside Ph 1Spa: YesSingle Family
Taxes:$7,694
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)
8986 SHINE DR, KISSIMMEE, FL 34747
$315,000136 Days on yellowkey MLS ID: O6377697
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1300 Built: 2017Monthly Fee: $464 Tax: $3,973 (2025)Community: West Lucaya VillageTownhouse
Taxes:$3,973
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)
1909 TROPICAL PALMS CIR, KISSIMMEE, FL 34747
$585,000851 Days on yellowkey MLS ID: O6177997
2 Days Off yellowkey (back on 6/8/2026)
REDUCED by $65,000 (10.0%) on 04/09/2026
Bed: 7 Bath: 4.5 Gar: 1 Liv Area Sq Ft: 2998 Built: 2022Monthly Fee: $645 Tax: $8,651 (2023)Community: Solara Residence Vacation VillasSpa: YesSingle Family
Taxes:$8,651
Tax Year: 2023
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 Agent: Christopher Bessette (407-292-5400)
9047 RHODES ST, KISSIMMEE, FL 34747
$399,000101 Days on yellowkey MLS ID: S5145124
0 Days Off yellowkey (back on 4/29/2026)
Bed: 4 Bath: 3.5 Gar: 1 Liv Area Sq Ft: 2102 Built: 2016Monthly Fee: $516 Tax: $7,751 (2025)Community: Windsor At Westside Ph 1Spa: NoTownhouse
Taxes:$7,751
Remarks: 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 attractions, shopping, and dining in the Disney area. This 24 hour guard gated resort provides a fabulous water park, 10,000 sq.ft. Clubhouse with Fitness Center, Resort-style heated Pool with Lazy River, Tiki Bar & Spa, Volleyball Court & Multi-Purpose Sports Courts. The home features 4 bedrooms 3 and half bathrooms, open floor plan, it is very new and furnished with modern comfort in mind. A guest bedroom with a full bathroom is located on the first floor. Upstairs you will find the remaining bedrooms, including a Harry Potter themed room. The rooms are arranged around a central large loft area, that is ideal for everyone to relax and play games. The technology in the home is all new, with 6 TVs, a Sony Playstation 4, DVD player and of course Free and Fast WiFi and free local and long distance calling to the USA and Canada. Lounge outside, at your own private pool, enjoy a relaxing conversation, a swim or just enjoy the south facing pool. We are also steps away from the club house, which has everything from a large pool, cabanas, lazy river, game arcade, cafe & bar, and gym. This is a perfect investment or residential opportunity. The home is currently on a short term rental program and has a great potential! Rental history available by request. Call and schedule your private tour today or enjoy a virtual walk through with our Matter port tour!
Listing is courtesy of: FLORIDA REALTY RESULTS LLC (407-498-3838)
Listing Agent: Stani Delcheva (407-405-6815)
8404 RISING STAR CT, KISSIMMEE, FL 34747
$595,000269 Days on yellowkey MLS ID: S5134441
REDUCED by $55,000 (8.5%) on 05/11/2026
Bed: 6 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2604 Built: 1999Monthly Fee: $125 Tax: $6,273 (2024)Community: Sunset Lakes Ph 3Single Family
Taxes:$6,273
Tax Year: 2024
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)
9026 PAOLOS PL, KISSIMMEE, FL 34747
$535,00032 Days on yellowkey MLS ID: S5149922
Bed: 6 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2870 Built: 2011Monthly Fee: $209 Tax: $9,016 (2025)Community: Westside Prcl D CalabriaSpa: YesSingle Family
Taxes:$9,016
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)
8424 CRYSTAL COVE LOOP, KISSIMMEE, FL 34747
$260,00039 Days on yellowkey MLS ID: O6404613
REDUCED by $10,000 (3.7%) on 05/28/2026
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1291 Built: 2003Monthly Fee: $305 Tax: $3,501 (2025)Community: Emerald Island Resort Ph 2Townhouse
Taxes:$3,501
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)
3209 ENERGY DR, KISSIMMEE, FL 34747
$329,500180 Days on yellowkey MLS ID: O6367611
REDUCED by $400 (0.1%) on 06/05/2026
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1360 Built: 2024Monthly Fee: $227 Tax: $4,417 (2025)Community: Hub At Westside ReserveTownhouse
Taxes:$4,417
Remarks: Price to Sell, less than 2 years old, a beautiful and well-appointed 3-bedroom, 3-bath home located in the heart of Kissimmee, FL! This exceptional property offers the perfect combination of comfort, style, and convenience—ideal as a primary residence, vacation home, or investment opportunity. The home features a spacious and functional layout filled with natural light, an open living and dining area perfect for entertaining, and a well-equipped kitchen with ample storage. Each bedroom is generously sized, including a private primary suite, while three full bathrooms provide maximum comfort and flexibility for family members and guests. Enjoy Florida living with a private outdoor space ideal for relaxing or hosting gatherings. Conveniently located just minutes from world-renowned theme parks, shopping, dining, major highways, and entertainment, this property offers both lifestyle and strong rental potential. Whether you’re looking for a place to call home or a smart investment in one of Central Florida’s most desirable markets, this property is a must-see. Schedule your private showing today—this opportunity won’t last!
Listing is courtesy of: FLORIDA CONNEXION PROPERTIES (407-574-2636)
Listing Agent: Mulcy Tenorio (407-403-8229)
3024 BRANSBURY CT, KISSIMMEE, FL 34747
$399,99911 Days on yellowkey MLS ID: O6413949
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1712 Built: 1991 Tax: $2,553 (2025)Community: Lindfields Unit 01Spa: NoSingle Family
Taxes:$2,553
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)
7657 WILMINGTON LOOP, KISSIMMEE, FL 34747
$949,00011 Days on yellowkey MLS ID: O6412755
Bed: 11 Bath: 10.0 Gar: 2 Liv Area Sq Ft: 4723 Built: 2015Monthly Fee: $697 Tax: $11,855 (2025)Community: Reunion West Ph 1 West & Ament Ctr RpltSpa: YesSingle Family
Taxes:$11,855
High School: Poinciana High School
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)
8811 MACAPA DR, KISSIMMEE, FL 34747
$735,000121 Days on yellowkey MLS ID: O6382041
REDUCED by $5,000 (0.7%) on 06/04/2026
Bed: 9 Bath: 6.0 Gar: 2 Liv Area Sq Ft: 4391 Built: 2017Monthly Fee: $563 Tax: $11,694 (2025)Community: Windsor At Westside Ph 2ASpa: YesSingle Family
Taxes:$11,694
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)
1885 GOBI DR, KISSIMMEE, FL 34747
$740,000118 Days on yellowkey MLS ID: O6383464
REDUCED by $25,000 (3.3%) on 06/04/2026
Bed: 8 Bath: 6.0 Gar: 2 Liv Area Sq Ft: 4041 Built: 2016Monthly Fee: $607 Tax: $11,612 (2025)Community: Windsor/Westside, Windsor At WestsideSpa: YesSingle Family
Taxes:$11,612
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)
631 LASSO DR, KISSIMMEE, FL 34747
$965,000121 Days on yellowkey MLS ID: O6382195
REDUCED by $24,000 (2.4%) on 06/04/2026
Bed: 10 Bath: 10.0 Gar: 2 Liv Area Sq Ft: 4724 Built: 2016Monthly Fee: $697 Tax: $13,956 (2025)Community: Encore At Reunion, Reunion WestSpa: YesSingle Family
Taxes:$13,956
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!
308 SOUTHFIELD ST, KISSIMMEE, FL 34747
$1,350,000130 Days on yellowkey MLS ID: O6380091
0 Days Off yellowkey (back on 6/4/2026)
Bed: 13 Bath: 12.5 Gar: 4 Liv Area Sq Ft: 6351 Built: 2020Monthly Fee: $697 Tax: $14,776 (2025)Community: Reunion West Ph 4Spa: YesSingle Family
Taxes:$14,776
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 Agent: Matt Dixon (407-965-8906)
7412 DEVEREAUX ST, KISSIMMEE, FL 34747
$645,00074 Days on yellowkey MLS ID: O6394953
REDUCED by $30,000 (4.4%) on 05/20/2026
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2477 Built: 2005Monthly Fee: $620 Tax: $10,245 (2025)Community: Reunion ResortSpa: YesSingle Family
Taxes:$10,245
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 Agent: Luis German, Pa (407-718-0039)
8029 KNEE DEEP RD, KISSIMMEE, FL 34747
$679,000252 Days on yellowkey MLS ID: O6348965
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1564 Built: 2021Monthly Fee: $592 Tax: $11,482 (2024)Community: Rolling Oaks Ph 6BSpa: YesSingle Family
Taxes:$11,482
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)
7978 MAGNOLIA BEND CT, KISSIMMEE, FL 34747
$540,000118 Days on yellowkey MLS ID: O6383258
0 Days Off yellowkey (back on 5/21/2026)
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2857 Built: 1999Monthly Fee: $54 Tax: $7,089 (2025)Community: Rolling Hills Estates Unit 2 At Formosa GardensSpa: YesSingle Family
Taxes:$7,089
Remarks: Luxury pool home less than 10 miles from Walt Disney World. Make this your new fulltime residence, or earn money on short-term vacation rentals. Top features include a heated pool and spa for year-round enjoyment, private water and conservation view from the pool deck/lanai, 4 full bathrooms with convenient bathroom access from the pool deck, single-story construction, all tile floors, modern open floor plan and split bedroom plan, and low HOA fee. Located within the high-demand Disney "Golden Triangle" resort area, this home is less than 15 minutes door-to-door to the Magic Kingdom and convenient to the extensive amenities right outside the Disney resort without the high resort fees at other properties. Five bedrooms and four bathrooms easily accommodate 10 people. The home works as a vacation rental or as a fulltime residence within easy reach of tens of thousands of Disney and tourism jobs.
Listing Agent: Barbara Liston (407-739-7182)
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