Displaying: For Sale
Location: Kissimmee
Property Type(s): Single Family
Beds: 6+
Do Not Show Listings
Kissimmee - 353 properties found
3052 PARROT HEAD PL, KISSIMMEE, FL 34747
$1,399,000133 Days on yellowkey MLS ID: S5143539
Bed: 8 Bath: 9.0 Liv Area Sq Ft: 4815 Built: 2019Monthly Fee: $603 Tax: $19,435 (2025)Community: MargaritavilleSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$19,435
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Kick back and embrace the laid-back island rhythm at this breezy lakefront retreat in Margaritaville Resort Orlando, perfectly positioned on Parrot Head Place. Wrapped in carefree Key West charm, this home delivers sun-splashed interiors, coastal hues, and a relaxed, barefoot-friendly layout that makes every day feel like vacation. Out back, your private pool and spa overlook tranquil water views, creating the ultimate setting for lazy mornings, afternoon floats, and sunset cocktails with a soundtrack of good vibes (NEW POOL HEATER FEB 2026). The open living spaces flow effortlessly for easy entertaining, while spacious bedrooms provide a calm, salt-air escape after long days of fun and sun. Perfectly located just minutes from Walt Disney World, Universal Orlando Resort, including the highly anticipated Universal Epic Universe, and SeaWorld Orlando, this home offers the best of both worlds—action-packed adventures by day and laid-back island living by night. Whether you’re chasing thrills, fireworks, or unforgettable family memories, you’ll love coming home to your own private oasis where the pace slows, the music softens, and relaxation takes center stage. Designed for both personal enjoyment and short-term rental success, this home captures the essence of island living with a splash of luxury. Just steps from resort amenities, dining, and entertainment, it’s a place where worries drift away, flip-flops are the dress code, and life moves at a perfectly unhurried pace. Multiple tropical pools with cabanas, lounging areas, and full food & beverage service. Island-inspired restaurants, poolside bars, and casual spots all within walking distance. The St. Somewhere Spa offers massages, facials, body treatments, and salon services. Find your latitude, adjust your attitude, and come home to a true five-o’clock-somewhere lifestyle—complete with lake views, poolside living, and pure Margaritaville Magic! Sale is contingent upon Buyer entering into a property management agreement with Vstays Property Management and assuming and honoring all existing future reservations/bookings.
Listing is courtesy of: FLORIDA IN MOTION REALTY INC (407-947-2757)
Listing Agent: Susan Koptieff (407-334-7770)
2514 DHARMA CIR, KISSIMMEE, FL 34746
$530,500390 Days on yellowkey MLS ID: S5127601
REDUCED by $4,000 (0.7%) on 06/05/2026
Bed: 6 Bath: 5.5 Gar: 2 Liv Area Sq Ft: 2874 Built: 2010Monthly Fee: $333 Tax: $6,617 (2024)Community: Veranda PalmsSingle Family
Taxes:$6,617
Tax Year: 2024
Remarks: Income-Ready | 6 Bedrooms | 5.5 Bathrooms | Private Pool (heated) home is the perfect blend of vacation and investment potential. Resort is approved for short-term rental. This home is it’s ready to welcome guests—or become your personal Florida getaway. Step inside and enjoy the spacious, open-concept living and dining areas, perfect for entertaining family or vacationers. The fully-equipped kitchen. The highlight? A private screened-in pool and spa, complete with a brand-new pool heating system for worry-free maintenance and year-round enjoyment. Whether you're relaxing in the Florida sun or cooling off after a day at the parks, this backyard oasis is a major guest favorite. All 6 bedrooms are generously sized, including multiple ensuite options, ideal for large groups or multi-generational stays. With 4.5 well-appointed bathrooms, everyone has their own space and comfort. Meet your new property today!
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Aria Pedroso (321-284-9197)
3850 OAKVILLE AVE, KISSIMMEE, FL 34741
$696,000544 Days on yellowkey MLS ID: S5117582
REDUCED by $1,000 (0.1%) on 06/05/2026
Bed: 6 Bath: 6.5 Gar: 2 Liv Area Sq Ft: 3701 Built: 2015Monthly Fee: $517 Tax: $10,309 (2023)Community: Sonoma Resort At Tapestry Ph 1Single Family
Taxes:$10,309
Tax Year: 2023
Remarks: MOTIVATE SELLER! Beautiful luxury home located in the exclusive Sonoma Resort at Tapestry! This spacious property features 6 bedrooms and 6.5 bathrooms ( ALL bedrooms are ensuite) with an open-concept living, dining, and kitchen area perfect for entertaining. Enjoy your own private pool and access to resort-style amenities including a clubhouse, fitness center, and tennis courts. Used only as a personal vacation home. Zoned for short-term rentals, making it a perfect vacation home or investment opportunity. Sold semi-furnished. Schedule your visit today!
4496 MONADO DR, KISSIMMEE, FL 34746
$775,000111 Days on yellowkey MLS ID: O6387375
3 Days Off yellowkey (back on 6/5/2026)
REDUCED by $20,000 (2.5%) on 05/23/2026
Bed: 12 Bath: 11.5 Gar: 2 Liv Area Sq Ft: 4762 Built: 2023Monthly Fee: $400 Tax: $13,686 (2025)Community: Bellavida Ph 2CSingle Family
Taxes:$13,686
Remarks: Exceptional opportunity to own a 12-bedroom luxury vacation home with lake views in the highly sought-after BellaVida Resort in Kissimmee. Motivated sellers make this one of the best large vacation home values in the community. This impressive two-story pool home features 12 bedrooms and 11.5 bathrooms and was designed to comfortably host large groups and multi-family gatherings while maximizing short-term rental potential. Located in the 24-hour guard-gated BellaVida Resort, the property combines space, luxury, and resort-style amenities just minutes from Orlando’s world-famous attractions, shopping, dining, and entertainment. Inside, the home offers an expansive open-concept layout with high ceilings, recessed lighting, and nearly floor-to-ceiling sliding glass doors that fill the living space with natural light while showcasing views of the private heated pool, spa, and peaceful lake behind the home. The chef-inspired kitchen is the centerpiece of the home and perfect for entertaining large vacation groups. It features: • Modern white solid wood cabinetry • White quartz countertops • Stainless steel appliances • Two refrigerators, two dishwashers, and two microwaves • Abundant cabinetry and prep space • A large center island with pendant lighting The kitchen flows seamlessly into the spacious family room and dining areas, all overlooking the pool and the large covered lanai with spillover spa, creating a perfect indoor-outdoor entertainment space. First Floor Layout • 4 bedrooms including a luxurious master suite • Private en-suite bathroom with dual sink vanity, oversized mirror, walk-in closet, and separate water closet • Easy access to the pool area and entertainment spaces Second Floor Layout • 8 additional bedrooms including • A second master suite • Five junior suites with private bathrooms • Two additional bedrooms sharing a full bathroom that also connects to the upstairs loft area Several of the bedrooms have been virtually staged with creative vacation themes to inspire buyers with design possibilities—showcasing ideas such as adventure travel rooms, kids’ themed spaces, and a nursery concept. The home does not come furnished, giving the new owner a perfect blank canvas to design and customize a dream vacation rental or family retreat. BellaVida Resort offers outstanding resort-style amenities, including: • 24-hour guard-gated security • Luxury clubhouse • Two resort-style pools • Fitness center • Game room and movie room • Playground • Basketball court • Sand volleyball court • Walking areas and green space • New splash pad currently under construction • On-site café and gathering areas High-speed internet is available throughout the home, making it ideal for today’s travelers. Whether you're seeking a high-performing short-term rental investment or a spacious vacation retreat near Orlando’s attractions, this property offers size, flexibility, lake views, and incredible value. With motivated sellers — this is a rare opportunity in BellaVida Resort. Schedule your private showing today!
Listing is courtesy of: COLDWELL BANKER REALTY (407-647-1211)
Listing Agent: Ozzie Quiroz (407-687-9136)
2576 SHANTI DR, KISSIMMEE, FL 34746
$988,93961 Days on yellowkey MLS ID: O6401148
REDUCED by $8,900,900 (90.0%) on 06/05/2026
Bed: 10 Bath: 8.0 Gar: 2 Liv Area Sq Ft: 4275 Built: 2020Monthly Fee: $345 Tax: $10,029 (2025)Community: Veranda Palms Ph 2B1Spa: NoSingle Family
Taxes:$10,029
Remarks: 10 Bedrooms. 8 Bathrooms. A Lake View. And It's Already Making Money. This isn't just a house. It's a business with a pool. Fully furnished, turnkey, and actively managed — this 10-bedroom, 8-bathroom Orlando vacation villa is generating income right now. And every confirmed future booking? It transfers to you at closing. You don't inherit a vacant property. You inherit a revenue stream. Sleeping up to 23 guests, this home was built for groups. Two living rooms. Two full laundry setups. A game room in the converted garage. A gourmet kitchen with granite countertops, stainless steel appliances, and an oversized island that becomes the center of every gathering. There's even a crib and high chair for the families traveling with little ones — the kind of thoughtful detail that drives five-star reviews and repeat bookings. Step outside and you've got a private screened pool overlooking a peaceful lake. No neighbors staring back at you. Just water, sky, and Florida sunshine. The location is the unfair advantage. You're 8 miles from Walt Disney World, 14 miles to Universal Studios, 10 miles to SeaWorld, and 19 miles to Orlando International Airport. The Space Coast and Atlantic beaches are just about an hour east. This is the address that guests search for — and book on repeat. Use it as a pure investment. Or make it your primary home and rent it when you travel. The flexibility here is real. The current property management company handles everything, and the entire operation — bookings, systems, and brand — conveys with the sale. You can be completely hands-off from day one. Opportunities like this don't sit on the market. A fully operational short-term rental in one of the most visited zip codes on the planet, with income in place and a private lake-view pool waiting for you. Schedule your showing today!
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Abiel Sanchez (305-345-4195)
2438 TANGER DR, KISSIMMEE, FL 34747
$588,000269 Days on yellowkey MLS ID: O6347903
Bed: 7 Bath: 5.5 Gar: 2 Liv Area Sq Ft: 3314 Built: 2019Monthly Fee: $587 Tax: $9,467 (2024)Community: Windsor At Westside Ph 3Single Family
Taxes:$9,467
Remarks: Don’t miss this amazing opportunity to buy this beautifully 7 bedroom 5 1/2 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 resort community , one of the favorite desired resort style communities around Orlando and Kissimmee. This community has it all, clubhouse, lake & pier, zero-entry resortstyle pool complete with a waterslide, lazy river, and Kid's water playground, fitness center, volleyball courts, a sundry shop, and a video arcade. This is an ideal location it offers easy access to Disney World® attractions and many others theme parks in the areas. This home sleep up to 14 comfortably and features an open concept floor plan with a large living area. With plenty space spread out for entertaining and relax throughout entire house. The first floor Master Bedroom offers privacy and space, the kitchen has granite countertops and stainless steel appliances. Heated pool and spa to enjoy it at any time of the day. Don't miss this great opportunity
Listing is courtesy of: DOUBLE PINES REALTY, LLC (954-756-1835)
Listing Agent: Richard Lee (954-756-1835)
7657 WILMINGTON LOOP, KISSIMMEE, FL 34747
$949,00019 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
Elementary School: Westside K-8
High School: Poinciana High School
Middle School: West Side
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)
8505 PALM HARBOR DR, KISSIMMEE, FL 34747
$524,90021 Days on yellowkey MLS ID: O6412850
Bed: 7 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 2881 Built: 2005Monthly Fee: $115 Tax: $6,996 (2025)Community: Emerald Island ResortSpa: YesSingle Family
Taxes:$6,996
Remarks: Welcome to Emerald Island Resort, one of the most sought-after vacation home communities in the Disney area. This fully furnished 7-bedroom, 4.5-bath pool home offers 2,881 square feet of living space and is zoned for short-term rentals, making it an excellent choice as a vacation home, investment property, or primary residence. The thoughtfully designed floor plan features two primary suites, including one on the first floor, making it ideal for large families and multi-generational groups. The spacious kitchen offers ample counter space, a breakfast bar, and opens to the family room with soaring ceilings, while separate living and dining areas provide plenty of room for entertaining. Step outside to your private screened pool and heated spa, complete with a covered lanai and a fully equipped outdoor kitchen featuring a built-in grill, burners, sink, and prep area. Whether relaxing after a day at the parks or entertaining guests, this outdoor living space is a standout feature rarely found in competing homes. Additional highlights include laminate flooring in the bedrooms, a garage game room, a roof replaced in 2023, downstairs AC replaced in 2021, and a two-car garage. The home is being sold fully furnished and turnkey. Emerald Island Resort offers an impressive list of amenities including a 24-hour guarded entrance, clubhouse, resort-style pool and spa, fitness center, sauna, tennis courts, sand volleyball court, playgrounds, tiki bar, walking trails, and more. All of this is located just minutes from Walt Disney World, shopping, dining, golf, and major highways. Priced to sell and offering exceptional value in today's market, this is an opportunity you won't want to miss.
Listing is courtesy of: HOPKEY REALTY (407-454-1217)
Listing Agent: Uno Sorlie (407-454-1217)
8811 MACAPA DR, KISSIMMEE, FL 34747
$735,000129 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
High School: Celebration High
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)
8832 MACAPA DR, KISSIMMEE, FL 34747
$699,000602 Days on yellowkey MLS ID: O6252445
Bed: 8 Bath: 6.0 Gar: 2 Liv Area Sq Ft: 4041 Built: 2016Monthly Fee: $607 Tax: $10,965 (2023)Community: Windsor At Westside Ph 2ASpa: YesSingle Family
Taxes:$10,965
Middle School: Horizon Middle
Remarks: 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 vacation/ winter time residence. Airy and bright, the open-concept floor plan connects the living, dining, and kitchen areas, providing the perfect layout. The sliding doors in the family room area lead you directly to the pool patio area, creating a seamless indoor-outdoor living experience. An oversized heated pool with a jacuzzi and large patio space allows for cookouts, pool parties and watching the sunsets. The first-floor primary suite with a private bathroom and direct access to the lanai provides you a great personal space. An additional first-floor bedroom offers flexibility. Upstairs, there are six more spacious bedrooms and a loft space suitable for movie nights or a play area. Located in the luxurious community of Windsor at Westside, you'll have access to a variety of resort-style amenities, including a grand clubhouse, fitness center, lazy river, and more. Theme parks , beaches and shopping are just a short drive away, you'll have endless entertainment options at your fingertips. The HOA covers cable, internet, lawn care, trash, 24 hr security guard for a smooth and worry free life style. Make your appointment today! Equal Opportunity Housing.
Listing is courtesy of: LAWHUN ENTERPRISES IV, LLC DBA:FLORIDA REALTY INVESTMENTS IV (407-207-2220)
Listing Agent: Magdalena Danos, Pll (407-760-9286)
1885 GOBI DR, KISSIMMEE, FL 34747
$740,000126 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)
164 CASTAWAY BEACH WAY, KISSIMMEE, FL 34746
$539,00062 Days on yellowkey MLS ID: O6401551
REDUCED by $20,000 (3.6%) on 06/04/2026
Bed: 7 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 2834 Built: 2004Monthly Fee: $467 Tax: $7,111 (2025)Community: Terra Verde Ph 02Spa: YesSingle Family
Taxes:$7,111
Remarks: Preferred lender credit available. Vacation investment opportunity located in the 24-hour guard gated and award winning resort community of Terra Verde. This 7-bedroom, 4.5-bath home with a private pool is fully furnished, meticulously maintained and professionally managed making it short-term rental ready. Updates from 2022 include a new roof, a/c unit, and upstairs flooring. Spacious interior layout ideal for entertaining large families or gatherings with the primary bedroom downstairs and guest bedrooms upstairs. Enjoy the resort lifestyle right outside your door surrounded by palm trees, tropical plants and community lakeside living. Outdoor community amenities include a heated zero-entry pool, hot tub, basketball and tennis courts, sand volleyball, lakeside hammocks, adult-only lounge, children's play area, fitness equipment, cornhole, Terra Verde Tiki Bar & Grill, walking trail and two stocked resort lakes for catch and release fishing. The 6,000 sqft clubhouse provides a movie theater room, game room, fitness center with sauna and more. Terra Verde allows short term rentals up to 120 days or less and the owner occupancy can not exceed 25%. Prime location for all residents and guests, conveniently located to Walt Disney World, Universal Studios, SeaWorld, Orlando International Airport, world-class golf, shopping, and dining making this the perfect vacation investment or personal getaway.
Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)
Listing Agent: Michael Domi (407-212-8841)
631 LASSO DR, KISSIMMEE, FL 34747
$965,000129 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
Elementary School: Westside Elem
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!
1829 CARIBBEAN VIEW TER, KISSIMMEE, FL 34747
$797,000342 Days on yellowkey MLS ID: TB8408125
0 Days Off yellowkey (back on 6/4/2026)
REDUCED by $52,999 (6.2%) on 05/27/2026
Bed: 9 Bath: 6.5 Gar: 2 Liv Area Sq Ft: 4363 Built: 2019Monthly Fee: $731 Tax: $11,563 (2023)Community: Solara ResortSpa: YesSingle Family
Taxes:$11,563
Remarks: Under contract-accepting backup offers. PRICE TO SELL. Under market value. AIRBNB ACTIVE AND FULLY BOOK EVERY MONTH. GREAT INVESTMENT This beautiful home is completely furnished with high-quality furniture and is completely decorated by a professional interior designer, bringing refinement and modernity to the property. Excellent location at the SOLARA RESORT CLUBHOUSE, which offers Clubhouse with Heated Grand Pool, FlowRider® Surf Simulator, Fitness Center & Fitness Lawn, Sand Volleyball Court, Soccer Field, & Basketball Court, Nearby Shopping & Dining, Bar and grill, Coffee bar, Sundries store, and Indoor and outdoor lounge for you to have memorable moments with family and friends! The interior of the house is a spectacle apart: this property has themed rooms for all preferences: you will have fun and creative moments in the world of Minions or classic Mickey and teenagers will freak out at the magic of Harry Potter! If you prefer, you can immerse yourself in greater New York in a modern, urban bedroom. This floor plan has 9 Bedrooms, 6.1 Bathrooms, and is perfect in its proposal to comfort along with infinite possibilities of recreation, including a garage transformed into a beautiful play area that includes board games, hero decor, and chairs for racing simulator games (or simply relaxing watching TV) for all ages. READY FOR YOU TO MOVE OR TO RENT!
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Thao Bui (646-552-8509)
308 SOUTHFIELD ST, KISSIMMEE, FL 34747
$1,350,000138 Days on yellowkey MLS ID: O6380091
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)
290 MARCELLO BLVD, KISSIMMEE, FL 34746
$615,000109 Days on yellowkey MLS ID: O6388092
1 Days Off yellowkey (back on 6/3/2026)
REDUCED by $5,000 (0.8%) on 04/13/2026
Bed: 6 Bath: 6.5 Gar: 2 Liv Area Sq Ft: 3567 Built: 2022Monthly Fee: $437 Tax: $11,316 (2025)Community: Bellavida Ph 2CSpa: YesSingle Family
Taxes:$11,316
Remarks: Under contract-accepting backup offers. Fully furnished 6-bedroom, 6-bathroom home in the sought-after BellaVida resort community offering the perfect blend of luxury and investment potential. With a proven rental history, this turnkey property is ideal as a primary residence, vacation home, or income-producing rental. The spacious layout features open living and dining areas, a well-appointed kitchen with granite countertops and a large island, and generously sized bedrooms with multiple en-suite options. A dedicated theater room adds a unique entertainment experience. Enjoy outdoor living with a private screened-in lanai featuring a pool and spa. BellaVida offers resort-style amenities including a clubhouse, pool, fitness center, playground, and sports courts, all just minutes from shopping, dining, and Central Florida attractions.
Listing Agent: Liz Hambsh (407-308-9300)
4651 GOLDEN BEACH CT, KISSIMMEE, FL 34746
$564,900153 Days on yellowkey MLS ID: O6375657
1 Days Off yellowkey (back on 5/20/2026)
Bed: 7 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 2834 Built: 2004Monthly Fee: $350 Tax: $7,265 (2025)Community: Terra Verde Ph 02Spa: YesSingle Family
Taxes:$7,265
Remarks: Under contract-accepting backup offers. NEW ROOF - Welcome to your Florida dream retreat located in the guard-gated Terra Verde Resort. This fully furnished, turnkey 7-bedroom, 4.5-bath pool home offers 2,834 square feet of well-designed living space and is ideal for personal use, short-term rental income, or both. Positioned on a rare oversized lot with no rear neighbors, the home backs to peaceful conservation, creating a private setting that immediately feels calm and inviting. Inside, the open-concept layout is bright and spacious, designed for effortless entertaining. The updated kitchen features quartz countertops, a center island, and an oversized breakfast bar, making it the natural hub of the home. The first floor features a single en-suite bedroom, ideal for guests who prefer privacy and convenience. Upstairs, you will find six additional bedrooms, including one en-suite, offering excellent flexibility for large families or rental groups while maintaining comfort and flow throughout the home. Step outside to your screened, heated in-ground pool and take in the serene conservation views, perfect for relaxing mornings and laid-back evenings. The home includes a new roof, multiple living and dining areas, and is truly a move-in ready, fully furnished opportunity. Terra Verde Resort offers an exceptional lineup of amenities, including a resort-style pool with tiki bar, clubhouse, fitness center, spa, movie theater, arcade, sports courts, and mini golf. The HOA covers internet, cable, lawn care, and full access to resort amenities. Ideally located just minutes from Disney, Highway 192, Celebration, and major attractions, and zoned for short-term rentals, this home delivers a rare combination of lifestyle, location, and income potential. Opportunities like this do not come along often. Schedule your private showing today and experience firsthand why this home stands out from the moment you arrive.
Listing is courtesy of: ZOOM REALTY GROUP LLC (321-610-8899)
Listing Agent: Dany Vallee (954-639-6666)
8017 SURF ST, KISSIMMEE, FL 34747
$1,300,000114 Days on yellowkey MLS ID: O6386683
REDUCED by $25,000 (1.9%) on 06/03/2026
Bed: 7 Bath: 8.5 Liv Area Sq Ft: 4319 Built: 2019Monthly Fee: $603 Tax: $18,556 (2025)Community: Rolling Oaks Ph 5Spa: YesSingle Family
Taxes:$18,556
Remarks: **7 Bedrooms | 8.5 Bathrooms | Waterfront Living at Its Finest** ENJOY DISNEY MAGIC KINGDOM AND EPCOT FIREWORKS FROM THE TOP DECK. Welcome to your dream home on the lake! This stunning 7-bedroom, 8.5-bathroom house just hit the market and it's everything you've been looking for. Sitting right on the water, you'll enjoy gorgeous sunsets from your backyard every single evening. No hauling suitcases up the stairs here — this home comes with its own elevator! Three balconies give you plenty of outdoor space to relax, and one of the balconies even has a TV and overlooks the lake. Talk about the perfect spot to unwind. Inside, you'll find beautiful tile flooring throughout, quartz countertops, solid wood cabinets, and stainless steel appliances in the kitchen. Every bedroom is generously sized with a private bath, giving everyone plenty of room to spread out. The large game room with a wet bar with a pool table is ideal for entertaining guests. Step outside to your private pool and spa, where lakefront views make every swim feel like a vacation. The sunsets from this property are truly something special. Location is a huge bonus here. You're just minutes from Walt Disney World, Island H2O Waterpark, Sunset Walk, and plenty of shopping — including Target Grocery just down the road on Rolling Oaks Boulevard. Here's the best part — live here full-time as your forever home or rent it out on Airbnb for excellent rental income. Either way, this lakefront gem is a smart investment you don't want to miss!
Listing is courtesy of: LUXE PROPERTIES LLC (305-809-7650)
Listing Agent: Deanna Meredith (407-331-6542)
1505 NASSAU POINT TRL, KISSIMMEE, FL 34747
$719,900388 Days on yellowkey MLS ID: O6314025
Bed: 7 Bath: 7.5 Gar: 2 Liv Area Sq Ft: 4093 Built: 2019Monthly Fee: $717 Tax: $10,696 (2024)Community: Solara ResortSingle Family
Taxes:$10,696
Remarks: HIGH OCCUPANCY RATINGS!! Beautiful 7 bedroom, 7 bath home with a Private Pool, zoned for short-term rentals, located in the gated community of SOLARA RESORT in Kissimmee. Great for a vacation home or an investment property! FULLY FURNISHED and professionally decorated. This home is almost 4100 sqft and offers a open concept floorplan with a large kitchen and family room overlooking the covered patio and screened-in pool area. Kitchen comes with stainless steel appliances, quartz countertops, solid wood cabinets, and a big island with eating space. One master suite downstairs and 6 other bedrooms + a loft upstairs. Solara Resorts Grand Clubhouse has amazing features including fitness center, outdoor fitness area, indoor and outdoor lounges, workstations, teen hang out center, basketball court, play beach volleyball, soccer field and more. HOA fee includes Basic Cable & Internet, Landscaping Maintenance, Valet Trash Service, Common Area Maintenance. Perfectly located off of US-192, very close to Walt Disney World theme parks and lots of shopping, dining, nightlife and other attractions. Schedule a visit today!
Listing is courtesy of: KASA REAL ESTATE LLC (407-462-2578)
Listing Agent: Luiz Silva (407-462-2578)
2558 SHANTI DR, KISSIMMEE, FL 34746
$1,550,00097 Days on yellowkey MLS ID: O6391796
REDUCED by $100,000 (6.1%) on 06/03/2026
Bed: 12 Bath: 11.5 Gar: 2 Liv Area Sq Ft: 4762 Built: 2023Monthly Fee: $500 Tax: $12,147 (2025)Community: Veranda Palms Ph 2B1Single Family
Taxes:$12,147
Elementary School: Floral Ridge Elementary
Middle School: Kissimmee Middle
Remarks: Welcome to this stunning and well-maintained 12-bedroom, 11-bathroom fully furnished home located in the highly desirable Veranda Palms community! This exceptional property is the perfect opportunity for a primary residence or vacation home. Designed with comfort and functionality in mind, the home features a spacious open-concept layout, a modern kitchen with ample cabinetry, and expansive living and dining areas ideal for entertaining large groups. The property also includes a dedicated game room and beautifully designed themed bedrooms, creating a fun and memorable experience for guests of all ages. Each bedroom is generously sized, offering both comfort and privacy. Ideally situated just minutes from Walt Disney World, world-class attractions, shopping, dining, and major highways, this home offers an unbeatable location in the heart of Central Florida. The property is fully furnished and has been meticulously maintained, making it truly move-in or rental-ready. Don’t miss this incredible opportunity to own a turnkey investment property in one of Kissimmee’s most sought-after resort-style communities!
Listing is courtesy of: KARDOSH REALTY (407-499-4466)
Listing Agent: Allan Kardosh (407-499-4466)
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