Homes For Sale in Kissimmee 34747 - 695 homes

Remarks: Under contract-accepting backup offers. Welcome to your dream vacation retreat or high-performing investment opportunity in Summerville Resort, a sought-after gated townhome community located just minutes from the entrance of Walt Disney World Resort. Zoned for short-term rentals, this property offers exceptional income potential while delivering the perfect personal getaway in the heart of Central Florida. Enjoy unbeatable convenience with premier dining, shopping, and major highways just moments away. Whether you're searching for a cash-flowing short-term rental or a Disney vacation home this property delivers location, lifestyle, and investment potential all in one. Enjoy your own private patio retreat, complete with a BBQ grill, summer kitchen, and relaxing hot tub — the perfect space for entertaining guests or unwinding after a day at the parks. The home is in impeccable condition and already operating as a successful short-term rental, with multiple upcoming bookings secured — offering immediate income potential for the next owner. The summer kitchen and hot tub are included, making this property truly turnkey and guest-ready from day one.

Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)

Listing Agent: Leandro Teixeira (407-758-2072)

Remarks: Ideally located in the main section of the highly sought-after Windsor at Westside, just a short distance from the community’s premier entertainment complex and resort amenities. This exceptional pool home presents an outstanding opportunity as a luxury vacation rental, personal retreat, or high-performing investment property. If you are looking for a completely turnkey property, this is the home for you. In only its first year as an active Airbnb this home is already producing strong revenue numbers primarily due to its location and the tens of thousands spent on recent updates. This IS that extremely turnkey home you’ve been looking for. Projections look fantastic and are expected to continue increasing, this property offers immediate and growing income potential. Even better, all future bookings are transferable if the current management company is retained, allowing for a seamless transition and day-one revenue. Inside, the home showcases tens of thousands of dollars in upgrades and custom theming, designed to maximize guest appeal and long-term durability. Featuring all tile and luxury vinyl plank flooring throughout with absolutely no carpet, this home combines style with easy maintenance. The spacious open-concept floor plan flows beautifully from the main living and dining areas to the private screened lanai with pool and spa, creating the ideal space for entertaining and relaxation. The kitchen is fully upgraded with stainless steel appliances, granite countertops, and a large island with seating, while the first-floor primary suite offers privacy and convenience. Upstairs, a generous media and entertainment space provides the perfect setting for movie nights, gaming, and guest enjoyment. Additional bedrooms include a second primary suite, beautifully appointed guest rooms, and professionally themed bunk rooms that elevate the vacation rental experience. Residents and guests enjoy access to one of Central Florida’s premier resort communities, featuring a 5,000-square-foot clubhouse, resort-style pool, lazy river, water slide, fitness center, tennis, basketball, volleyball, soccer field, kids play area, arcade, on-site restaurant, tiki bar, and shop. The HOA covers landscaping, internet, cable, and daily trash service, making ownership easy and hassle-free. Conveniently located near Walt Disney World, shopping, dining, golf, major highways, and Orlando’s top attractions, this property checks every box for both lifestyle and investment performance. Schedule your private showing today and secure one of the strongest opportunities currently available in Windsor at Westside.

Listing is courtesy of: AVANTI WAY REALTY LLC (305-229-1146)

Listing Agent: Jim Mcquade (407-906-6508)

Remarks: Turnkey and fully furnished, this beautiful corner lot home is located in the highly sought-after Solara Resort, just a 3 minute walk to the Clubhouse. Perfect for short-term rentals or a vacation getaway, this property offers a modern open layout with beautiful decoration throughout. The kitchen features stainless steel appliances, granite countertops, and 42” wood cabinets. Enjoy the Florida lifestyle with a screen-enclosed private pool and spa, plus a covered lanai ideal for relaxing or entertaining. Maintenance-free ownership — lawn care, daily trash removal, internet, and cable are all included, allowing you to enjoy your vacation home worry-free. The Solara Resort Clubhouse offers world-class amenities, including a water park with slides, a Lazy RIver, surf simulator, pool bar and restaurant, coffee bar, fitness and business centers, outdoor basketball and beach volleyball courts, and a full-size soccer field. This is an indeed must see! It will not last long!

Listing is courtesy of: CELEBRITY GLOBAL REALTY LLC (407-530-9264)

Listing Agent: Valdeci Da Silva Pllc (407-280-2990)

Remarks: If you're searching for a turnkey, custom-designed luxury short-term rental or vacation property in the heart of Kissimmee, look no further! This fully furnished 9-bedroom, 6.5-bathroom house, built in 2022, epitomizes sophistication and comfort. The home features an open floor plan perfect for entertaining guests and large family gatherings. It includes a spacious family/dining room combo, a designer kitchen with a large island, and a spacious loft on the second floor converted into a home theater. Enjoy the large heated pool with a spa and a huge covered lanai. There's one master suite downstairs and 8 well-themed bedrooms upstairs. The garage has been transformed into a game room. Situated on a beautiful lot with a pond view, the property offers great privacy. Solara Resort boasts one of the most amazing clubhouse amenities with a gated entrance, full-service restaurant, ice cream parlor, coffee bar, fitness center, games room, and outdoor activities including basketball, beach volleyball, and soccer field. Water enthusiasts and sun lovers will enjoy the zero-entry pool surrounded by cabanas, poolside tiki bar, and splash pad. Ideally located just a short distance from 192, this delightful short-term rental community provides easy access to major highways I-4 and US-27. Plus, it's only a few miles away from theme parks, attractions, malls, outlets, local restaurants, and grocery stores.

Listing is courtesy of: RATIO REAL ESTATE, LLC (407-674-0460)

Listing Agent: Veronica Li (407-674-0460)

Remarks: Exceptional Location across from the Reunion Waterpark inside exclusive Reunion Guard-Gated Community. The fully furnished 3 bedroom condo is very close to the parking lot and on first floor, open floorplan with natural light throughout the home. Spacious living area, kitchen, living and dining areas have porcelain tile. All three bedrooms provide comfort with a conveniently located laundry closet. Huge patio, fenced in with BBQ and relaxing outdoor patio furniture. The residents enjoy access to an unparalleled lineup of world-class amenities, including three Championship golf courses, Jack Nicklaus, Arnold Palmer and and Watson, a fitness center, a 5 acre water park, lazy river with 6 swimming pools, a tennis center, mini golf, pickleball courts, and many choices of on-site restaurants. Just 10 minutes from Disney Parks and 20 minutes from Universal Studios, this home offers an unbeatable central location with easy access to major highways like I-4, 417, and 429. Flexible terms: primary residence, or long-term rental, or a short-term vacation rental.

Listing is courtesy of: AAA GLOBAL VENTURES PA (407-717-5232)

Listing Agent: Lauren Arcaro (813-299-0477)

Remarks: Amazing investment opportunity! This stunning 6-bedroom, 3.5-bathroom property is located in the highly sought-after Emerald Island Resort in Kissimmee. Designed for both relaxation and entertainment, this spacious home comfortably accommodates large families or groups, making it the perfect short-term rental investment or personal getaway. Step inside to discover beautifully themed bedrooms that delight guests of all ages, creating a fun and immersive experience that keeps visitors coming back. The open-concept living and dining areas offer plenty of space to gather, while the fully equipped kitchen makes hosting effortless. The home features an impressive game room, perfect for friendly competition and indoor entertainment. Outside, your private screened-in pool provides a tranquil retreat—ideal for soaking up the Florida sunshine or unwinding after a day at the parks. Located just minutes from world-class attractions, shopping, and dining, this property offers both convenience and luxury within a gated resort community featuring top-tier amenities. Whether you're looking for a profitable vacation rental or a personal slice of paradise, this Emerald Island gem checks all the boxes!

Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)

Listing Agent: Gabriela Miyamoto (407-800-4385)

Remarks: MUST SEE! Own a piece of paradise with this stunning, fully furnished waterfront townhome in the premier guard-gated resort of Paradise Palms! This 1,900+ sq. ft. retreat is a versatile powerhouse, perfect as a turnkey Airbnb, a high-performing long-term rental, or your own private personal residence. Meticulously maintained, the home features a newer AC system, elegant LVP flooring in the Master, crown molding, and designer accent walls. Guests and family will love the immersive Star Wars and Mickey Mouse themed rooms, while the chef-inspired kitchen boasts granite counters, stainless appliances, and solid wood cabinetry. Step through the spacious family room to your private heated pool and deck, where you can lounge and dine overlooking serene water views. Perfectly situated just a short walk from world-class amenities—including a movie theater, tiki bar, and resort pool—and only minutes from Disney, water parks, and premier dining. The HOA offers total peace of mind, covering cable, internet, lawn care, and 24-hour guarded security. Don’t miss this incredible investment opportunity—schedule your showing today!

Listing is courtesy of: TOP ORLANDO REALTY (407-284-1213)

Listing Agent: Alex Galitsky (321-277-2904)

Remarks: Looking for an investment opportunity or first home? Look no further; this one has it all. Located in Windsor Palms Resort near Orlando's Theme Parks and attractions. NEW ROOF. NEW HVAC system and brand-new pool equipment. Spacious fully equipped kitchen with all appliances, dishware, and cutlery. Dining room with wooden table and 8 chairs. Half-bathroom with access to pool deck. The expansive family room comes with sofa, loveseat, and armchair and 65? Smart TV. Master bedroom with King bed and ultra spacious bathroom. Shower stall. Separate bathtub. Jack and Jill wash basins. Walk-in closet. Direct access to pool. Blackout blinds for your comfort and sleeping time. Second King bedroom with ensuite. Bathtub with shower. 40? Smart TV. Walk-in closet. Bunk bedroom. Full bed on bottom and single on top. Shared bathroom with second king bedroom. 32? Smart TV. Closet. Queen bedroom with ensuite. Shower stall. Walk-in closet. 40? Smart TV. Twin bedroom which shares bathroom with Queen bedroom. Walk-in closet. 32? Smart TV. PRIVATE POOL /JACUZZI with Child Safety Fence. The home comes with a fully enclosed pool and large jacuzzi which nestles up to a marvelous conservation area with Florida pines and other beautiful flora. An outdoor dining set for 6 guests is located in covered lanai area with high ceiling, fan, and light.

Listing is courtesy of: FLORIDA REALTY MARKETPLACE (863-877-1915)

Listing Agent: Lizzy Byrne (863-585-8266)

Remarks: Modern and beautiful Townhouses in a Vacation Community in the Kissimmee area close to all the Parks and Tourist attractions in the city. This resort is one of the most modern and complete with Restaurants, Swimming Pools, Gym, Water Parks, walkways among others. Excellent Investment!!!! Call Agent for Appoiment

Listing is courtesy of: INTERNATIONAL REAL ESTATE LLC (407-760-5150)

Listing Agent: Delia Lugo (407-760-5150)

Remarks: Excellent Investment Opportunity in Orlando! Beautiful fully furnished property, ideal for short-term rental, located just 8 minutes from Walt Disney World, 18 minutes from Universal Studios, and the new Epic Universe park. This property offers a prime location near major attractions, restaurants, supermarkets, and shopping centers, making it highly appealing for both guests and owners. Step inside to discover a welcoming, move-in-ready space designed for comfort and relaxation after a fun-filled day. Perfect as a vacation home or an investment property with strong income potential. HOA includes: electricity, water, sewer, trash, cable, internet, as well as maintenance of common areas and the community pool—providing a truly hassle-free ownership experience. Don’t miss the opportunity to own a turnkey property in one of Florida’s most sought-after areas. Contact us today for more information or to schedule your private showing!

Listing is courtesy of: LA ROSA REALTY INTERNACIONAL L (407-600-7542)

Listing Agent: Alexais Montenegro (407-530-8548)

Remarks: Welcome to the ultimate Florida resort lifestyle! Positioned in the premier gated vacation community of Windsor at Westside Resort- this 8-bedroom, 6-bath lakeview home offers thoughtfully designed living space. This fully furnished, rental-ready home presents an outstanding opportunity for both savvy investors and families seeking a high-performing vacation property just minutes from Walt Disney World, dining, and premier shopping.   Inside, the expansive open-concept design creates a seamless flow between the kitchen, dining, and main living areas — ideal for entertaining large groups. The oversized upstairs loft provides an additional gathering space perfect for movie nights, gaming, or relaxing after long days at the parks. Constructed in 2017, this residence embodies the Florida resort lifestyle. Step outside to your private heated pool and spa, perfectly positioned to capture sweeping lake views — one of the most sought-after settings within the community. Whether hosting guests or enjoying a quiet sunset, the outdoor space delivers both privacy and a true vacation atmosphere. Ownership includes access to Windsor at Westside’s impressive resort amenities, including a grand clubhouse, resort-style pool with lazy river and waterslide, tiki bar, fitness center, arcade, and more — enhancing both guest experience and rental appeal.Whether expanding your investment portfolio or securing a luxury vacation home, this property offers both lifestyle and income potential in one of Central Florida’s top-performing short-term rental communities. Sold fully furnished and rental-ready with future bookings conveying if you keep the rental company. Call for your showing today!

Listing is courtesy of: MAINFRAME REAL ESTATE (407-513-4257)

Listing Agent: Katie Bray (407-779-6677)

Remarks: Under contract-accepting backup offers. FANTASTIC POOL HOME IN INDIAN CREEK! This 4-bedroom, 3-bathroom heated pool home is located in a highly desirable community with NO HOA and no rental restrictions. Major updates include BRAND NEW ROOF (April 2026), Screen Enclosure (2019), A/C (2020), Water Heater (2026), and Range (2024). Whether you're looking for a primary residence, vacation home, or investment property, this home offers the flexibility of short-term or long-term rentals and is located in an AIRBNB-approved community. The home features an open floor plan with spacious living and dining areas, creating a bright and inviting space perfect for entertaining or relaxing with family. Step outside to enjoy your private fenced backyard with no rear neighbors, where you'll find a beautiful screened pool area designed for year-round Florida living. The pool features solar hydronic heating (free heat) with a backup natural gas heater and electric automation panel, giving you efficient and convenient temperature control. Conveniently located just minutes from world-famous theme parks, shopping, dining, and major highways, this property provides easy access to everything Central Florida has to offer. Don’t miss this opportunity to own a versatile pool home in a prime location!

Listing is courtesy of: REMAX PREMIER PROPERTIES (407-343-4245)

Listing Agent: Janet Mcquagge (407-927-7399)

Remarks: Welcome to this beautifully updated second-floor condo located at 3138 Britannia Blvd, Unit C—an exceptional opportunity whether you're seeking a primary residence, a vacation retreat, or a high-performing investment property. Currently operating as a successful Airbnb, this fully furnished, turn-key unit offers both comfort and convenience from day one. The open-concept layout is thoughtfully designed, with vaulted ceilings featuring stylish updates throughout and abundant natural light. Elegant French doors lead to a private balcony from the primary bedroom, creating the perfect space to relax and unwind. Situated within a quiet, gated community, residents enjoy a peaceful atmosphere while being just minutes from Disney, world-renowned attractions, shopping, and dining. Whether you're looking for a personal getaway or a property with rental potential, this condo checks every box. Schedule your showing today! Don't miss the chance to own a versatile and beautifully maintained property in one of Central Florida’s most desirable locations.

Listing is courtesy of: COVENANT HERITAGE REALTY, LLC (321-209-3007)

Listing Agent: Tara Yeager (407-340-1016)

Remarks: Welcome to a beautifully and brand new 6 bedrooms and 4 1/2 baths designed home created for comfort, entertainment, and unforgettable experiences. A grand foyer opens to a bright, open-concept layout ideal for gathering and hosting. The living room are integrated with a beautiful kitchen features a large island with granite countertops, stainless-steel appliances, a breakfast bar, pantry, and breakfast nook, flowing seamlessly into the living area. Sliding doors lead to a covered lanai and private covered pool, perfect for enjoying the Florida lifestyle. The first-floor owner’s suite offers a peaceful retreat with generous closet space and a spacious en-suite bath with dual sinks. Upstairs, a huge loft has been thoughtfully converted into a tv room . Located in Solara Resort, owners and guests enjoy access to a grand clubhouse, fitness center, game rooms, and comfortable lounges, all just minutes from Orlando’s world-famous attractions, shopping, and dining. A turnkey opportunity that blends luxury living, themed entertainment, and exceptional investment potential.

Listing is courtesy of: CELEBRITY GLOBAL REALTY LLC (407-530-9264)

Listing Agent: Dani Rotondo, Pa (407-575-5723)

Remarks: Investor Alert! Fully remodeled condo-hotel unit in Galleria Palms near Orlando attractions, dining, and entertainment. This turnkey suite features 2 queen beds, new tile flooring, fresh paint, updated furnishings, 49” wall-mounted TV, granite vanity, wet bar, microwave, mini-fridge, and upgraded Wi-Fi. The bathroom includes dual sinks with granite counters. The property offers a pool, sun deck, daily hot breakfast, and shuttle to parks. On-site property management is in place for hassle-free ownership. Ownership restrictions apply: Max 14-day owner occupancy stay; unit must remain in the onsite rental program.

Listing is courtesy of: PREFERRED RE BROKERS III (407-440-4900)

Listing Agent: Viv Cunningham Pa (321-231-8487)

Remarks: Experience the pinnacle of serene luxury in this exquisitely designed 2-bedroom, 2-bathroom villa, perfectly situated to offer breathtaking VIEWS of a gorgeous GOLF COURSE. Picture starting your mornings with a warm cup of coffee on the SCREENED-IN BACK PORCH, brick-paved lanai, FENCED back yard enveloped by mature trees and the soothing sounds of nature. As the day winds down, let this peaceful retreat become your personal sanctuary under the stars. Step inside to a thoughtfully crafted open floor plan that seamlessly blends elegance and comfort, ideal for both entertaining and quiet relaxation. Crisp ceramic tile flooring flows effortlessly throughout, enhancing the bright and airy ambiance. The family room and dining area are graced by a stunning oversized tray ceiling, with a custom ceiling fan and elegant chandeliers adding an elevated touch of sophistication—all while framing the lush golf course views through expansive triple sliding glass doors. At the heart of the home lies the chef-inspired GOURMET kitchen, a masterpiece of both form and function. Anchored by a large granite counter top island, the kitchen boasts a sleek STAINELESS STEEL undermount sink, a gooseneck faucet, and stylish pendant lighting. High-end appliances—including a GAS cooktop, BUILT-IN microwave, WALL OVEN, and side-by-side refrigerator—make this space a dream for culinary enthusiasts, all while staying seamlessly connected to the surrounding living and dining areas. The PRIMARY suite, a private retreat tucked at the rear of the home, offers sweeping VIEWS of the verdant GOLF COURSE. The spa-like ensuite is a study in luxury, featuring dual undermount sinks, granite countertops, an oversized walk-in shower with bench seating, and a custom-built closet designed with jewelry drawers and ample storage in mind. The second bedroom, thoughtfully positioned for privacy, is perfect for hosting guests, setting up a home office, or creating a personalized creative space, complete with built-in shelving. This villa’s appeal extends beyond its interiors. A large SCREENED IN FRONT PORCH provides a welcoming space to unwind with neighbors or a convenient spot for unloading groceries in a pest-free environment. Additional features include a dedicated laundry room with built-in cabinetry, a washer and dryer, and an attached two-car garage complemented by a two-car parking pad—offering ample space for all your needs. With its impeccable design, luxurious finishes, and breathtaking natural surroundings, this villa isn’t just a house—it’s the home you’ve been waiting for.

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

Listing Agent: Marissa Crawford (407-361-7400)

Remarks: Welcome to Secret Lake! This lovely Condo which is best suited for someone searching for a Vacation Rental or a Home away from Home is located in the Gated Community of Secret Lake. This 3 bedroom, 2 bath condo has a very spacious and beautifully FULLY FURNISHED open floor plan ideal for relaxing and entertaining. It also has a lovely terrace equipped to enjoy Florida's weather all year round. The home has a ceramic tile entry, tile flooring in the kitchen and baths followed by carpets in each room. Enjoy your day in the Community Pool or get active at the Fitness center. The HOA fee includes Water, Pest Control, Internet and is Conveniently located minutes to Four Corners and Disney Parks. Schedule a tour today!

Listing is courtesy of: LPT REALTY, LLC (877-366-2213)

Listing Agent: Hilda Mercuro (305-316-1584)

Remarks: Experience vibrant resort-style living at 3151 Sunset Walk Dr, Suite 511—a beautifully appointed condo-hotel unit located within Embassy Suites by Hilton. This studio-style suite offers stunning views, exceptional amenities, and full rental flexibility with the option for professional management. Ideally situated in the heart of Kissimmee’s lively Sunset Walk district, this turnkey property places you just steps from premier dining, shopping, live entertainment, and Island H2O Water Park, with Walt Disney World only minutes away. Enjoy walkable access to popular spots like Ford’s Garage, Rock & Brews, and Capone’s, along with quick drives to Celebration, major retailers, and countless attractions. Whether you’re seeking a personal vacation retreat or a high-performing investment opportunity, this suite offers the perfect blend of comfort, convenience, and excitement.

Listing is courtesy of: BROKER HUB REALTY GROUP LLC (219-730-8364)

Listing Agent: Robert Rivera (407-369-2018)

Remarks: Seize this incredible opportunity to own a fully furnished, sophisticated 1-bedroom, 1-bathroom condo located on the 2nd floor of Building 1 at the prestigious Embassy Suites by Hilton Orlando Sunset Walk. Complete with a private balcony for enjoying the beautiful Florida weather, this unit is a dream vacation home and a powerful rental asset. Owners and guests benefit from exceptional on-site amenities and services designed for effortless luxury, including the spectacular Beach Club with its refreshing pool and convenient bar/grill, a top-tier 24/7 gym, a dedicated front office providing seamless service, and a professional hotel management system for hands-off income generation. Situated in a premium location close to all of Central Florida’s major attractions, world-class dining, and exciting shopping, this property offers the perfect combination of personal escape and a smart, high-performing investment in a prime tourist corridor.

Listing is courtesy of: TEAM DONOVAN (407-705-2616)

Listing Agent: James Donovan (407-705-2616)

Remarks: Well-maintained, fully furnished 5-bedroom, 4-bath pool home now used as a short-term rental. Furnishings are very nice, and most are not very old. The kitchen has tile floors and stainless steel appliances and beautiful Silestone countertops with a breakfast area. There’s a large living room/dining room combo, tile floors, and sliders leading out to the pool with built-in blinds. Also, there are three skylights. All bedrooms have new vinyl plank floors; two of them are Primary with their own en-suite bathrooms and have doors leading out to the pool. Another bedroom in the front has its own bath. There are two split bedrooms with a bath in between. The garage has been converted to a game room with a pool table and foosball; the sliders in the living room lead out to the beautiful, maintained heated pool and spa with a large deck and outside furniture. The yard is fenced in with vinyl plank for privacy. The roof was new in 2018, and the AC was installed in 2016. The pool equipment is in excellent condition. Don’t miss seeing this beautiful home.

Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)

Listing Agent: Jerry Osser (321-624-5133)