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Browse All Kissimmee FL Properties with Pool for Sale

$320,000
4 Beds 3 Baths Poinciana Village 2 Nbhd 1 SubDv. 34758 Zip Code
CASH ONLY! GREAT INVESTMENT OPPORTUNITY!! Welcome home to this spacious and beautifully maintained 4-bedroom, 3-bathroom two-story pool home located in the heart of growing Kissimmee! Offering the perfect blend of comfort, functionality, and lifestyle, this impressive home features an open and versatile floorplan with gorgeous hardwood flooring and tile throughout the main living areas on the first floor for both elegance and easy maintenance. The oversized primary suite is truly a retreat, featuring double walk-in closets, a large soaking tub, and an additional bonus room perfect for a private home office, nursery, fitness space, reading lounge, or craft room. Upstairs, the open loft provides even more flexible living space and could easily serve as a media room, game room, playroom, second living area, or study space. Step outside and enjoy your own Florida oasis with a screened-in pool patio, ideal for entertaining, relaxing, or enjoying year-round outdoor living. Major updates include a BRAND NEW ROOF and complete replumbing completed in May 2026, offering buyers valuable peace of mind for years to come. Conveniently located in the vibrant Poinciana area, residents enjoy easy access to parks, playgrounds, sports fields, fitness trails, shopping, dining, schools, and recreation centers. Commuters will appreciate the proximity to Cypress Parkway, John Young Parkway, US-17/92, Florida’s Turnpike, and Central Florida attractions. Whether you are looking for space to grow, work-from-home flexibility, or the ultimate Florida pool lifestyle, this home checks all the boxes. This one is expected to go fast!

106 Castleford Way, Kissimmee

$960,000
5 Beds 3 Baths Celebration South Village Unit 5 SubDv. 34747 Zip Code
Save Big: 1% lender credit (based on loan amount) toward closing costs or rate buy-down with seller’s preferred lender. Ask for details! Located in Celebration’s highly sought-after South Village, this Victorian-style home offers the perfect blend of timeless architecture, refined finishes, and the exceptional lifestyle that has made Celebration one of Central Florida’s most desirable communities. This beautifully appointed 5-bedroom residence features over 2,800 square feet of living space with soaring ceilings, elegant crown molding, plantation shutters throughout, warm wood hardwood flooring, and multiple living areas. At the front of the home, the open office features its own closet and offers incredible flexibility as a private home office or guest room with convenient access to the adjacent full first floor bathroom, complete with a tub and shower, ideal for overnight visitors or multigenerational living. Perfect for hosting, the home features a formal dining room ready for holiday gatherings, dinner parties, and special occasions. At the heart of the home, the spacious family room flows seamlessly into the chef-inspired kitchen, creating the perfect space for everyday living and entertaining. Designed for the home cook, the kitchen features two gas ranges, making holiday cooking and entertaining a breeze, along with a generous center island ideal for meal prep, casual dining, or gathering with family and friends. A spacious pantry provides ample storage for dry goods, small appliances, and kitchen essentials, while a separate breakfast area offers the perfect spot for casual morning coffee or weekday meals. A separate formal living room offers endless possibilities and could easily serve as a flex space for a playroom, media room, second office, or lounge to suit your needs. Upstairs, the second floor is thoughtfully designed as a private retreat, featuring all sleeping quarters along with a conveniently located laundry room for everyday ease and comfort. The primary bedroom features a spacious closet and a spa-like ensuite with an updated walk-in shower. Three additional bedrooms share another full-size bathroom, ideal for siblings. Enjoy your own private retreat outdoors with a screened outdoor patio complete with an in-ground spa that overlooks lush conservation views. Residents enjoy access to exceptional community amenities, including resort-style pools, fitness centers, tennis and volleyball courts, playgrounds, scenic parks, and miles of walking and biking trails throughout the community. Just minutes away, Celebration Town Center offers boutique shopping, waterfront dining, cafes, farmers markets, and year-round community events, while nearby Walt Disney World Resort, championship golf, upscale dining, and world-class entertainment place the very best of Central Florida right at your doorstep. This is more than a home, it’s a lifestyle.

1013 Maiden Terrace, Celebration

$589,000
7 Beds 6 Baths Windsor At Westside Ph 2a SubDv. 34747 Zip Code
Experience the ultimate Orlando getaway in this beautifully appointed 7-bedroom, 5.5-bath vacation home located in the highly desirable Windsor at Westside Resort, just minutes from Walt Disney World and Central Florida’s top attractions. Designed for comfort, relaxation, and entertaining, this spacious villa is ideal for large families, vacation groups, or short-term rental investment opportunities. The home features an inviting open-concept layout with generous living spaces on both levels, providing plenty of room for everyone to gather and unwind. The upstairs loft offers an additional entertainment area complete with a large TV, comfortable seating, and ample space for movie nights or game days. Step outside to your private west-facing screened lanai where you can enjoy sunny Florida afternoons by the sparkling pool and spa, lounge poolside, or relax under the covered patio while taking in peaceful views. The equipped kitchen includes a breakfast bar, abundant cabinetry, and things needed for meal preparation. Bedroom accommodations include: First-floor primary suite with king bed and private ensuite bath Additional half bath on the main floor Second-floor king suite with ensuite bath Second-floor queen suite with ensuite bath One queen bedroom Two bedrooms with twin beds One bunk room featuring a twin-over-full bunk bed Shared full bathrooms conveniently located between secondary bedrooms All bedrooms include TVs and generous storage space Residents and guests of Windsor at Westside enjoy access to outstanding resort-style amenities, including a lazy river, water slide, resort pool, tiki bar, clubhouse, fitness center, arcade, sports courts, and hot tubs. Conveniently located near Disney World, Universal Studios, SeaWorld, championship golf courses, shopping outlets, dining, and entertainment. Measurements are approximate and should be independently verified. Some furniture has been updated

1744 Lima Avenue, Kissimmee

$499,999
5 Beds 3 Baths Emerald Island Resort SubDv. 34747 Zip Code
Minutes from Disney's Magic Kingdom and Walt Disney World Resort, this fully furnished 5-bedroom, 3-bath home delivers an immediate return on investment: it's transferring with all future reservations in place and a proven occupancy track record. A new roof is included with a full-price offer — adding long-term value and peace of mind from day one. Set on a private cul-de-sac lot with no rear neighbors, it sits inside the gated Emerald Island Resort community — a quiet retreat that still puts guests minutes from shopping and dining. Outside, a south-facing screened pool and spillover spa anchor the backyard. Inside, the home has been thoughtfully updated with vinyl plank flooring, granite counters in the kitchen and baths, a 2019 AC, a 2023 water heater, and smart-home features that make remote management simple: iAqualink for the pool, Ecobee thermostats throughout, and a new gas grill installed August 2025. The real draw is the guest experience. Five professionally themed bedrooms transport families into the worlds of Star Wars, Harry Potter, Frozen, Minions, and Mickey Mouse, with seven smart TVs spread across the home. The converted garage has been built out as a dedicated game room — stand-up arcade, PS4, foosball table, and a snack station that's become a guest favorite in reviews. Resort amenities round out the offering: clubhouse, Tiki Bar, fitness center, mini-golf, and nature trails, all included for guests. For an investor looking for a property that performs from day one — and lives like a private Florida escape between bookings — this one is ready to go.

2694 La Isla Court, Kissimmee

$345,000
4 Beds 3 Baths Poinciana Nbrhd 06 Village 07 SubDv. 34759 Zip Code
Under contract-accepting backup offers. Welcome to your own private retreat in the heart of Poinciana! Located in the growing Polk County side of Poinciana, this spacious 2-story home at 2074 Rio Grande Canyon Loop offers the perfect combination of functionality, comfort, and outdoor living that is hard to find at this price point. AND THE SELLER WILL REPLACE THE ROOF BEFORE CLOSING. Featuring 4 bedrooms, 2.5 bathrooms, and approximately 2,154 square feet of living space, this home was designed with family living and entertaining in mind. The first floor offers a formal living room and formal dining room that are ideal for holidays, gatherings, and special occasions. The oversized kitchen provides abundant cabinet and counter space, a breakfast bar, and an additional dinette area, all overlooking the large family room to create an open and inviting atmosphere. A downstairs laundry room and convenient half bath complete the first floor layout. While the interior is in very good condition, the home also presents an excellent opportunity for the next owner to add their own modern touches and upgrades over time. To help make that transition even easier, the seller is willing to offer a flooring credit with a reasonable accepted offer so the new owner can personalize the flooring to their own taste and style. But the TRUE SHOWSTOPPER of this property is the incredible backyard oasis. Step outside and prepare to fall in love with a resort-style outdoor retreat featuring an estimated $70,000 custom pool and spa package designed for year-round Florida living. Whether you are entertaining guests or simply relaxing after a long day, this backyard was built to impress. The outdoor space includes a beautiful pergola, outdoor seating area, grilling station, electric fireplace, and even a pop-up TV — all of which convey with the property. This outdoor paradise creates the perfect setting for family gatherings, game days, weekend BBQs, or peaceful evenings under the stars. Additional upgrades and features include: Recently replaced AC system Pre-wire and electric capability for a generator Spacious floorplan with multiple living areas Large backyard entertainment space Pool and spa retreat perfect for Florida living This is more than just a house — it is an opportunity to own a home with incredible outdoor living potential, solid major upgrades already completed, and the ability to customize the interior to your own personal style.

2074 Rio Grande Canyon Loop, Kissimmee

$270,000
3 Beds 3 Baths Lake Berkley Resort Villas Ph 2 SubDv. 34746 Zip Code
OWNER MOTIVATED – PRESENT YOUR BEST PROPOSAL! Do not miss this exceptional investment opportunity to own a premier vacation villa in a 24-hour guard-gated Lake Berkley Resort. This charming property is offered fully furnished and professionally decorated, currently operating as a high-performing asset within a successful Short-Term Rental (STR) program. This villa stands out for its meticulous maintenance and a major recent upgrade: the Homeowners Association recently replaced the roof, providing significant future savings and peace of mind for the new owner. The home features a smart and functional floor plan designed to maximize guest comfort and rental appeal. The location is unbeatable, situated just minutes from Disney World, Universal Studios, and the finest dining and shopping destinations in Kissimmee. Lake Berkley Resort offers world-class amenities, including a grand clubhouse, heated community pool, fitness center, tennis courts, sand volleyball, and a scenic fishing pier on the private lake. Please note that HOA regulations include a maximum lease duration of 4 months of occupancy and a pet policy strictly reserved for homeowners, ensuring the high standards and tranquility of the resort. This is the ideal turnkey investment for those seeking a property ready to generate income from day one. Due to high occupancy in the rental program, showings are strictly subject to vacancy. Contact us today to check availability and present your proposal before this opportunity is gone!

1043 Park Ridge Circle, Kissimmee

$505,000
5 Beds 4 Baths Emerald Island Resort Ph 5b SubDv. 34747 Zip Code
**For Sale – Spacious 5BR Pool Home in Emerald Island Resort** Welcome to this beautifully maintained 5-bedroom, 4-full bathroom home located in the highly desirable Emerald Island Resort community. This property is an excellent opportunity for investors seeking a short-term rental, or for those looking for a perfect full-time residence in a resort-style, guard-gated neighborhood. Featuring a spacious split floor plan, the home offers comfortable living and a highly functional layout. The open-concept main living area includes a bright living room and dining room combination, along with a granite-counter kitchen complete with a breakfast bar, appliances, and plenty of cabinet space. The oversized primary suite is conveniently located on the first floor and features walk-in closets, a luxurious soaking tub, walk-in shower, and dual vanities. Also on the first floor is a versatile office, studio, or additional bedroom with closet access, along with a full bathroom ideal for guests. Upstairs, you’ll find three additional bedrooms and two full bathrooms, providing ample space for family and visitors. This home has been freshly updated with NEW interior paint throughout the entire property, including the pool deck and garage, as well as NEW waterproof luxury laminate vinyl flooring that enhances both style and durability. A NEW air conditioning system installed in 2025 adds comfort and energy efficiency. Additional highlights include a utility room with washer and dryer, a screened-in patio with private pool and spa, and a 2-car garage. The property is well-suited for entertaining, relaxing, or generating income as a short-term rental. The community offers outstanding resort-style amenities including a clubhouse, fitness center, playground, and scenic natural walking trails, all within a beautifully maintained environment. Residents also benefit from a 24/7 human-guarded gated entrance, providing an added sense of security and peace of mind. Ideally located just minutes from shopping, dining, grocery stores, Walt Disney World Resort, I-4, 429, Universal Studios Florida, and more. Don’t miss this incredible opportunity—schedule your private showing today.

2808 Lido Key Court, Kissimmee

$434,999
5 Beds 5 Baths Windsor At Westside SubDv. 34747 Zip Code
Discover the pinnacle of Florida living in this stunning, fully furnished 5-bedroom, 4.5-bathroom townhome, nestled within the highly sought-after Windsor at Westside resort community. Turnkey and professionally designed, this property is thoughtfully appointed to host large groups in style and comfort—an exceptional opportunity for investors seeking a high-performing short-term rental, or for buyers searching for the ultimate vacation retreat. A standout feature you won't find in most resort homes? Your own private garage—a rare and valuable bonus that offers added convenience, secure storage, and an extra layer of everyday practicality that sets this property apart from the competition. For out-of-state owners and short-term rental investors, this home delivers true peace of mind: a whole-home leak defense system actively monitors for water issues and helps prevent costly damage when you're miles away, while a brand-new refrigerator, washer, and dryer—along with recently replaced smoke detectors throughout—mean fewer maintenance worries down the road. The current owners have also invested in a series of thoughtful upgrades that elevate both comfort and style: sleek, modern light-and-fan fixtures in every bedroom and the loft add a contemporary touch while keeping guests cool and comfortable year-round, and custom-framed mirrors in each bathroom lend a polished, designer finish throughout. Even better, the home is just steps from the clubhouse, resort pool, and full lineup of community amenities—putting the very best of Windsor at Westside right at your doorstep. And when you're ready for quieter moments, step outside to your own private, screened-in pool—a tranquil escape where you can unwind in complete privacy after a day of adventure. As an owner at Windsor at Westside, you and your guests enjoy access to a world-class collection of amenities, including a resort-style main pool with a children's splash pad, a relaxing hot tub, a lazy river, a fully equipped fitness center, an arcade, a kids' activity room, and basketball and volleyball courts. Ideally situated just minutes from Walt Disney World, Universal Studios, and SeaWorld, the home also places you near premier dining, championship golf, and upscale shopping at The Florida Mall and nearby outlet centers. Don't miss your chance to own a slice of paradise in one of Central Florida's most prestigious gated communities—where magical memories and smart investment go hand in hand.

1909 Majorca Drive, Kissimmee

$319,000
4 Beds 3 Baths Reunion Ph 1 Prcl 2 SubDv. 34747 Zip Code
Discover this striking TURN-KEY 1862-square-foot townhome at Carriage Pointe in the Reunion Resort. This home is a UNIQUELY POSITIONED CORNER/END UNIT AND IS DIRECTLY ON THE GOLF COURSE with an unobstructed straight on view of notable HOLE 17 of the Independence Golf Course designed by Tom Watson. Welcome to your private GATED COMMUNITY that blends modern comfort with resort-style living. This two-story CORNER UNIT features 4 bedrooms and 2.5 baths, including a COVENIENT FIRST FLOOR BEDROOM. The high ceiling layout showcases CEILING SURROUND SOUND BUILT IN SPEAKERS, STAINLESS STEEL GAS APPLIANCES in a chef-ready kitchen, while upgraded furniture with modern finishes create an inviting place to call home. Enjoy sunlit moments on a second balcony that is right off the primary suite overlooking the golf course. This townhome sits just across the street from the COMMUNITY POOL. Short term rentals are allowed, providing the option as a primary residence or vacation investment. With STRONG BOOKING HISTORY, this fully furnished unit is a GREAT INVESTMENT OPPORTUNITY, ideal for easy maintenance and steady income in Reunion Florida. Ownership here means access to three championship golf courses designed by Arnold Palmer, Tom Watson, and Jack Nicklaus; multiple resort pools; a multi-acre water park with lazy river and slides; tennis and pickleball courts; fitness center; full-service spa; and award-winning restaurants. The home is located within very close proximity to Walt Disney World, shopping/restaurants, and multiple major highways. HOA includes cable, high speed internet, landscaping, community pool, and more. -MUST SEE IN PERSON- Contact your agent today to see for yourself how nice this unit really is! *SHOWINGS ARE BY APPOINTMENT ONLY*

7586 Assembly Lane, Reunion

$408,900
4 Beds 2 Baths Turnberry Reserve Unit 1 SubDv. 34744 Zip Code
Beautiful Move-In Ready 4-bedroom, 2-bath home offering 2,148 sq. ft. with no rear neighbors for added privacy! Located in the desirable Turnberry community, tucked just off Boggy Creek Road! This charming residence offers a lifestyle of comfort and convenience, with community amenities including playgrounds, a pool, tennis courts, and a basketball court—perfect for families or anyone who values active, fun outdoor living. As you enter, you’re welcomed by a bright and open living and dining room combo featuring soaring cathedral ceilings and new luxury vinyl plank flooring throughout, creating a modern and inviting atmosphere.The newly updated kitchen is a chef’s dream with quartz countertops, a large center island, two pantries, and a window overlooking the covered lanai. The kitchen nook features sliding glass doors leading to the lanai, making indoor/outdoor entertaining effortless.This desirable split-bedroom floor plan offers comfort and privacy, while the oversized screened-in patio is perfect for entertaining guests or enjoying your morning coffee. Roof replaced in (2018), AC replaced in (2017). Step outside to the large backyard with plenty of room to add a pool and create your own private outdoor oasis! Ideally located near the renowned Medical City Complex, this exceptional home offers convenient access to top-tier healthcare and education facilities, including Nemours Children's Hospital, the Orlando VA Medical Center, and the UCF College of Medicine. Enjoy an abundance of nearby shopping, dining, and golf course options, all while being just 10–15 minutes from Orlando International Airport. Whether you're planning a day at the beach or visiting the world-famous theme parks, this location truly offers the best of Central Florida living—peacefully tucked away from the hustle and bustle. Don’t miss this incredible opportunity—schedule your private showing today! A must-see!

4020 Sunny Day Way, Kissimmee

$585,000
4 Beds 4 Baths Crestwood Ph 2 SubDv. 34741 Zip Code
Virtually Staged. Seller willing to contribute up to $15,000 to buyer! Welcome to 3463 Forest Ridge Ln, located in the gated community of Crestwood in Kissimmee. This beautifully maintained 4 bedroom, 3.5 bath home with a designated office and 3 car garage offers more than 3,800 square feet of spacious living, combining comfort, functionality, and an outstanding Central Florida location. Designed for both everyday living and entertaining, the home features an open and inviting floor plan with expansive living and dining areas, a spacious family room filled with natural light, and a well-appointed kitchen, a center island, pantry, and abundant counter space. The screened private pool creates the perfect outdoor retreat for relaxing, entertaining, and enjoying Florida's year-round sunshine. The flexible layout includes a first-floor office or den and a private guest suite with its own full bath, making it ideal for visitors or multi-generational living. Upstairs, the spacious primary suite is joined by two additional bedrooms, offering privacy and a functional layout for family or guests. The home is conveniently located near the community pool and playground, providing easy access to neighborhood amenities. Major updates provide added value and peace of mind, including a new roof installed in 2021, two HVAC systems that are less than three years old, a newer water heater, and a newer pool pump and regular maintenance to keep the home in great shape! Ideally situated near The Loop shopping and dining district, Walt Disney World Resort, Universal Orlando Resort, SeaWorld Orlando, Orlando International Airport, major highways, medical facilities, golf courses, and top-rated attractions, this home offers an exceptional combination of space, location, and value. If you have been searching for a move-in ready pool home in a gated community with generous square footage, modern updates, and an unbeatable location, this is an opportunity you do not want to miss.

3463 Forest Ridge Lane, Kissimmee

$465,000
3 Beds 2 Baths Cypress Reserve Ph 02 SubDv. 34741 Zip Code
Beautiful and well-maintained single-family home located in a gated community in the heart of Kissimmee, Florida. This stunning property offers 3 bedrooms, a bonus room, 2 bathrooms, and a spacious 2-car garage. The home features 2 A/C units that are approximately one 1/2 year old, smart thermostats for energy efficiency and comfort, a central vacuum system, and a modern wall-mounted water heater. The interior doors and front door have also been freshly painted, giving the home a clean and updated appearance. Inside, you will find an open floor plan with vaulted ceilings and ceramic tile flooring throughout the home. The spacious family room and dining room combination create the perfect setting for entertaining and everyday living. The open kitchen includes an island with electrical outlets, a range hood, a bar, a wine rack, and stainless steel appliances. The bonus room can easily be used as a nursery, office, guest room, or additional bedroom. The primary bathroom features a double vanity, a walk-in closet, and a separate shower. Skylights provide beautiful natural lighting throughout the bathrooms and living areas. Step outside to your screened patio and enjoy breathtaking pond views with a relaxing fountain backdrop, peacecul outdoor setting perfect for morning coffee or evening relaxation. The backyard is surrounded by beautiful palm views, bringing the best of Florida living right to your backyard. Community amenities include a resort-style pool, basketball courts, a tennis court, a playground, and beautifully maintained common areas. Conveniently located just 15-20 minutes from Disney World, Disney Springs, SeaWorld, Universal Studios, International Drive, Downtown Orlando, and Orlando International Airport. Easy access to the Florida Turnpike, plus proximity to schools, shopping centers, restaurants, and hospitals. Schedule your private showing today and experience everything this beautiful home.

2886 Oconnell Drive, Kissimmee

$438,000
4 Beds 3 Baths Paradise Palms Resort Ph 2 SubDv. 34747 Zip Code
Under contract-accepting backup offers. RESORT AMENITIES !! PRIVATE POOL !! WATER VIEWS !! FULLY RENOVATED !! Welcome to Paradise Palms – where it’s paradise every day! This HIGH-PRODUCING SHORT TERM RENTAL is the complete package, offering 12+ MONTHS OF VERIFIED OWNER STATEMENTS with real income data already in place – no speculation, just proven performance! FULLY FURNISHED, thoughtfully designed, and completely TURN-KEY, this 4-bedroom, 3-full bath townhome is ready to continue generating income from day one, while also offering incredible flexibility as a primary residence, second home, or vacation getaway in the heart of Central Florida. The fresh and modern interior delivers an OPEN CONCEPT layout designed for both every day living and entertaining, featuring durable NEW LUXURY VINYL PLANK FLOORING throughout, a bright and inviting living and dining area, and a well appointed kitchen overlooking it all with easy access to the outdoor living space. Sliding glass doors open to your PRIVATE SCREENED POOL, extended patio, and peaceful POND VIEWS – the ideal setup for indoor/outdoor Florida living guests love. The MAIN FLOOR BEDROOM and FULL BATH add convenience and flexibility, while upstairs you will find the spacious primary suite along with two fully themed bedrooms that create an unforgettable guest experience and keep visitors coming back year after year. A convenient laundry closet and UPDATED A/C (2024) add even more value and peace of mind. Located inside the GUARD-GATED RESORT COMMUNITY of Paradise Palms, owners and guests enjoy access to incredible amenities including a clubhouse, resort-style pool, fitness center, restaurant, sand volleyball court, scenic trails, and so much more. The HOA also includes cable, internet, phone, and valet trash for added convenience. Just under 10 miles from Disney Parks and minutes from world-famous attractions, shopping, dining, golf, lakes, and area resorts, this property also offers easy access to I-4, US-192, Hwy 27, and SR-429 for seamless travel throughout Central Florida. Whether you are looking to expand your investment portfolio or own a vacation retreat close to everything Orlando has to offer, this exceptional property delivers EVERYTHING YOU COULD WANT in an income-producing property in one of the area’s most sought-after resort communities. Call today to schedule a tour! **Seller may consider buyer concessions if made in an offer**

8928 Cuban Palm Road, Kissimmee

$899,800
8 Beds 5 Baths Cove At Storey Lake Iii SubDv. 34746 Zip Code
Welcome to this exceptional, fully furnished vacation home located in the highly sought-after resort community of Storey Lake Resort in Kissimmee, Florida. Situated at 2876 Simile Street, this spacious 8-bedroom, 5-bathroom luxury home offers over 4,300 square feet of beautifully designed living space, making it the perfect short-term rental investment, vacation retreat, or second home opportunity just minutes from Orlando’s world-famous attractions. Built in 2022, this modern home features an open-concept floor plan designed for entertaining large groups and maximizing vacation rental income potential. The expansive living and dining areas flow seamlessly into a stylish gourmet kitchen with oversized island seating, ample cabinetry, and plenty of space for guests and family gatherings. The home also features a dedicated first-floor game room along with a spacious upstairs loft media and entertainment area, creating multiple spaces for relaxation and fun for guests of all ages. One of the standout features of this property is the beautiful water view backyard with no rear neighbors, offering added privacy and a peaceful resort-style setting. Step outside to enjoy your own private screened-in pool and patio area — the perfect place to unwind after a day at Disney or enjoy Florida’s year-round sunshine. The home showcases beautifully themed bedrooms with classic custom designs that create a memorable vacation experience and elevate the property’s appeal in the short-term rental market. Every detail has been thoughtfully designed to provide both luxury and comfort, making this property highly attractive for vacation guests and large family gatherings. Located within Storey Lake Resort, owners and guests enjoy access to world-class resort amenities, including a resort-style swimming pool, lazy river, water slides, splash pad, fitness center, clubhouse, mini golf, sports courts, kayak rentals, tiki bar, and multiple recreational areas. Storey Lake remains one of Central Florida’s premier vacation resort communities due to its prime location and outstanding amenities. The location is unbeatable — only minutes from Walt Disney World, Disney Springs, Universal Studios, SeaWorld, premium outlet shopping, golf courses, restaurants, and Orlando International Airport. With strong year-round tourism demand and one of the best resort locations in Central Florida, this property offers incredible investment potential and lifestyle value. Whether you are looking for a high-performing income-producing property or a luxury vacation getaway for your family and guests, 2876 Simile Street offers the perfect combination of location, privacy, resort amenities, and vacation home luxury in the heart of Central Florida.

2876 Simile Street, Kissimmee

$460,000
5 Beds 3 Baths Emerald Island Resort Ph 5b SubDv. 34747 Zip Code
Booked from June 16 to Junly 20! 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!

2756 Lido Key Drive, Kissimmee

$1,999,999
10 Beds 10 Baths Reunion Phase 1 Parcel 1 Unit 3 SubDv. 34747 Zip Code
Luxury 10-Bedroom Golf Front Estate in Reunion Resort. This property comes with the Gold Membership and access to Golf, Water Parks and the Tennis Facilities. – Fully Turnkey Investment Opportunity Welcome to an exceptional 10-bedroom, 9.5-bath luxury estate perfectly positioned on a premium oversized lot backing directly onto the golf course—offering rare privacy and stunning views just off the tee box in Reunion Resort. This fully furnished, turnkey vacation home is designed to impress, combining high-end living with unbeatable income potential. Property Highlights 10 Bedrooms | 9.5 Bathrooms 3 Bedrooms on the ground floor, ideal for multi-generational living 7 Bedrooms upstairs, including multiple en-suites, great kitchen with 2 Refrigerators, 2 Ranges, 2 Microwaves and 2 Dishwashers and there is an upstairs and downstairs laundry rooms. Two luxurious master suites with walk-in showers and a Butler's Pantry. Professionally designed with high-end, luxury furnishings included Entertainment Like No Other This home is built for unforgettable guest experiences: Huge private theater room with luxury electric recliners Custom karaoke stage – a rare and fun showpiece First floor, fully loaded games room 13x19. Upstairs an expansive loft/game area featuring pool table & poker table Three fully themed bedrooms: Moana, Monsters Inc and Minions. Resort-Style Outdoor Living Step outside into your private oasis: Large pool & spa with elegant block pavers Natural gas fire pit for evening relaxation Fully equipped outdoor kitchen No rear neighbors – enjoy peaceful golf course views and total privacy Convenient pool bath (half bath) for outdoor access, there is a 5x19 owners closet. ?? Investment + Lifestyle Whether you’re looking for a high-performing short-term rental or an incredible full-time residence, this home delivers both lifestyle and returns. Located just minutes from Disney and Orlando attractions, homes of this caliber in Reunion Resort are in high demand for luxury vacation rentals. This is a rare opportunity to own one of the most feature-packed, guest-ready homes in one of Central Florida’s premier resort communities.

7442 Gathering Court, Kissimmee

$1,239,000
11 Beds 13 Baths Encore At Reunion SubDv. 34747 Zip Code
Welcome to the Crown Jewel of Encore at Reunion! This extraordinary 11-bedroom, 13-bathroom (11 full, 2 half) LUXURY RESORT ESTATE is one of Encore's most celebrated and HEAVILY BOOKED short-term rentals - a rare, one-owner masterpiece sitting on ONE OF THE LARGEST LOTS IN ALL OF ENCORE, offering an unparalleled opportunity to own a proven, HIGH-PERFORMING ASSET. Located just minutes from Disney and Central Florida’s world-famous attractions, 7734 Graben delivers the ideal combination of luxury lifestyle, guest experience, and income-producing potential. Sold FULLY FURNISHED with timeless coastal-inspired décor and designer-selected finishes, this TURN KEY property has been thoughtfully curated to maximize both owner enjoyment and rental performance. Designed for unforgettable vacations and effortless entertaining, this expansive estate offers 10 bedrooms with private ensuite baths, including three spacious primary suites. The downstairs primary retreat features oversized walk-in closets, while two upstairs primaries open directly to an OVERSIZED BALCONY where guests can enjoy Disney fireworks and Kennedy Space Center rocket launches. Every space in the home was designed for creating lasting memories. Guests can enjoy a PRIVATE LUXURY THEATER with projection screen and tiered cinema seating, a large upstairs entertainment loft with brand-new pool table, professional shuffleboard table, and classic Pac-Man cocktail arcade, plus a resort-style game room complete with epoxy flooring, dual air hockey tables, foosball, and ping pong. THEMED SUITES add personality and excitement for guests of all ages, including “Stitch’s Island Surf Shack,” “Wild Safari Adventure Suite,” and “Flamingo Oasis.” Recent updates including freshly painted interiors and new outdoor furnishings help the property feel fresh, polished, and ready for immediate enjoyment. At the center of the home is a spacious kitchen featuring granite counters, 42-inch white shaker cabinetry, breakfast bar seating, dual refrigerators, dual dishwashers, coffee bar, and walk-in pantry. The open-concept layout flows seamlessly into the main living and dining spaces, making it ideal for vacation group travel. Outside, the private resort-style backyard creates the ultimate Florida retreat with an oversized heated pool and spa, expansive paver patio, tropical landscaping, covered lanai with ceiling fans, and outdoor grilling area. Whether relaxing poolside after a park day or enjoying evenings under the stars, the outdoor living spaces are designed for both relaxation and connection. Additional upgrades and conveniences include luxury vinyl plank flooring, hardwood staircase treads, tankless water heaters, two A/C units, upstairs and downstairs laundry rooms, abundant storage, ceiling fans throughout, and an oversized paver driveway. Located just a short walk from Encore’s resort amenities, owners and guests enjoy access to the waterpark, pools, clubhouse, restaurant and bar, fitness center, tennis and volleyball courts, concierge services, shuttle transportation to the parks, and more. HOA dues include fiber optic internet, cable, landscaping, irrigation, valet trash service, pest control, and gated security. Whether you are looking for a luxury vacation home or a proven short-term rental that helps offset ownership costs while creating incredible experiences, 7734 Graben offers a rare opportunity to own one of Encore’s standout properties, schedule your private showing today!

7734 Graben Street, Kissimmee

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