Luxury Houses for Rent in Kissimmee, FL

Experience the ultimate Margaritaville lifestyle in this beautiful 2-bed, 2.5-bath cottage featuring upgraded appliances, quartz countertops, and abundant natural light. Enjoy outdoor relaxation with a private hot tub and a patio surrounded by lush tropical landscaping. Rent includes amenities like cable, internet, and access to the Fins Up Beach Club with pools and gym. Just minutes from Disney parks, this home offers a blend of comfort and fun in an exclusive resort setting.

Enjoy peaceful living in this delightful 2-bedroom, 1-bath cabin featuring a spacious living area filled with natural light. This home includes a fully equipped kitchen and a full bathroom, providing modern convenience in a rustic setting. Nestled in a quiet neighborhood, it's conveniently close to shopping, dining, and local attractions, making it the perfect retreat for simple living and relaxation.

This well-kept 3-bedroom, 2.5-bathroom townhouse offers a spacious open floor plan across 1,793 sq ft. Enjoy modern living with stainless steel appliances, stone countertops, and convenient in-unit laundry. The private backyard is ideal for gatherings, while the community pool is just steps away. Located in Osceola County, it’s close to all major attractions, making it perfect for relaxation and fun. Experience comfort and convenience in this lovely townhouse setting.

Experience upscale living in this stunning 5-bedroom, 5.5-bathroom home set on an oversized lot. With nearly 3,000 sq. ft. of pristine space, it features a heated pool, jacuzzi, and a main-floor bedroom for convenience. Move right into this like-new property, only used as a holiday retreat, and enjoy included internet, cable, and maintenance services. Located in the prestigious Reunion Resort, enjoy access to golf courses and water parks just minutes from Orlando attractions.

Available September 1st! This charming 2-bedroom, 2-bathroom townhome features an open floor plan with vaulted ceilings and natural light. The well-appointed kitchen offers ample cabinetry, while the screened patio is perfect for unwinding. Enjoy great community amenities like a pool, tennis courts, and fitness center. Located minutes from Disney World and other attractions, this home combines comfort and convenience in an ideal location. Perfect for a vibrant lifestyle!

This charming 2-bedroom, 2-bath home offers a prime location close to downtown Kissimmee and John Young Ave, providing easy access to local amenities. With a sizable 1,252 sq ft layout and no HOA restrictions, this residence boasts the perfect blend of convenience and freedom. Ideal for those seeking a comfortable living space in a vibrant community.

Experience serene lake views in this stylish 3-bedroom, 2-bath home, featuring a bright open layout and granite countertops in the kitchen. A versatile bonus room adds to the functionality, perfect for work or relaxation. Enjoy resort-style amenities such as a pool, fitness center, and tennis courts in the Tohoqua community. Conveniently located near major highways, theme parks, and shopping, this home is more than just a rental—it's a lifestyle choice.

This spacious 3-bedroom, 2-bathroom home is a perfect retreat, featuring a private pool ideal for relaxation and entertaining. Centrally located just 13 miles from Orlando International Airport and close to local shops like Walmart and Publix, convenience is at your doorstep. With 1,398 square feet of living space, this house combines comfort and accessibility for an enjoyable Florida lifestyle.

This inviting 1-bedroom, 1-bathroom condo spans 661 square feet and features modern comforts including in-unit laundry. Located in Blossom Park Villas, residents enjoy a vibrant community with a refreshing pool, fitness center, playground, and courts for tennis and basketball. A prime location in Kissimmee provides easy access to local attractions and conveniences. Move in by 9/15 to receive $500 off your first month's rent. Pet-friendly options available!

This beautifully updated 3-bed, 2-bath home features a sleek design and an inviting open floor plan. Fully furnished for easy move-in, the primary suite boasts an en-suite bath and private pool access. Enjoy the screened pool area, spacious deck, and an expansive enclosed porch offering total privacy with no rear neighbors. Situated on a large cul-de-sac lot, this property is centrally located near major attractions, hospitals, and entertainment in vibrant Central Florida.

Enjoy resort-style living in this delightful 2-bedroom, 2-bathroom home within the gated Calypso Cay Resort. The first-floor unit features no carpets and comes fully furnished, making it move-in ready. A spacious patio offers a peaceful outdoor space, and residents benefit from community amenities, including a clubhouse and pool. Basic cable and internet are included, and shopping and highways are conveniently nearby. Experience comfort and convenience in vibrant Kissimmee!

Experience ultimate comfort in this fully furnished 5-bedroom, 5-bathroom home, perfect for families or groups. Enjoy a spacious open layout with high ceilings and granite countertops. The screened-in pool and deck offer privacy and relaxation. Located in Paradise Palms Resort, just 10 minutes from Disney World, this property includes access to amazing amenities like a movie theater, fitness center, and multiple sports courts, making it a delightful retreat.

This stunning 3-bedroom, 2.5-bath townhouse is completely move-in ready and features premium finishes throughout. With 1,683 square feet of stylish living space, it offers a perfect blend of comfort and modern appeal. Ideal for those who appreciate high-quality craftsmanship and a low-maintenance lifestyle. Enjoy the convenience of this beautiful home and make it your own today!

This spacious 4-bedroom, 3.5-bath residence is set in the coveted Kissimmee Bay community, offering over 3,400 sq ft of comfort. Featuring a main-floor primary suite and a private balcony overlooking the golf course, it’s ideal for relaxation and entertaining. Enjoy an inground pool and spa, along with included landscaping and pool maintenance for a carefree lifestyle. Conveniently located near schools, shopping, and dining, it’s the perfect blend of luxury and convenience.

This spacious 3-bedroom, 2-bathroom home offers an open-concept design with stylish finishes throughout. Enjoy a sleek kitchen with granite countertops and stainless steel appliances, plus a master suite with a walk-in closet. Located in the sought-after Kindred community, residents can take advantage of a resort-style pool, clubhouse, and walking trails. With a great location near schools and shopping, this home balances comfort and convenience for modern living.

This stylish 3-bedroom, 2-bath rental features modern laminate flooring and vaulted ceilings, creating a bright, open feel. Enjoy your private screened lanai overlooking serene conservation views. With a new AC system for comfort and access to community amenities like a resort-style pool and sports courts, this home is ideal for anyone seeking a blend of leisure and convenience, just minutes from shopping and theme parks.

Experience a magical getaway in this updated 6-bedroom, 4-bath home offering 2,812 sq ft of fun! The highlight is a private pool, along with a thrilling Star Wars gaming center and home theater. Located in a gated resort community just 1.5 miles from Disney, enjoy amenities like water slides and tennis courts. With dedicated entertainment spaces and modern comforts, this villa is perfect for families seeking an unforgettable vacation experience.

This newly remodeled 5-bedroom, 5-bath home is just 1.5 miles from Disney World, combining adventure and relaxation. Enjoy the private heated pool, spa, and a state-of-the-art game room with immersive features. The outdoor patio boasts a TV for fun al fresco gatherings. With resort-like amenities and ample space for 12 guests, this is the ultimate family-friendly getaway in a secured, scenic community. Perfect for creating unforgettable memories!

Experience the thrill of vacationing in this luxurious 4-bedroom villa that accommodates 11 guests. Located just 2 miles from Disney, this home features the best-rated game room in Windsor Hills, a private movie theater, and themed kids' rooms. Enjoy outdoor fun with a private pool and spillover spa, while resort amenities include community pools, a gym, and more. Perfect for families seeking unforgettable adventures!

Experience the allure of the **Selena model** in the coveted **Tapestry Community**. This light-filled 3-bedroom, 2.5-bath townhouse features beautiful ceramic tile, a modern kitchen with stainless steel appliances, and a spacious primary suite on the first floor. Enjoy relaxing on the front or rear balcony, and take advantage of resort-style amenities including a fitness center, pool, and playground. Convenient access to Orlando attractions makes this home a fantastic choice!

Live in this upgraded 3-bedroom, 3-bath townhouse with 1,394 sq ft of comfort, just a short stroll from Margaritaville's vibrant amenities. Enjoy full access to resort pools, a fitness center, and dining options. Located in a guard-gated community, this home offers quick access to Disney parks and local entertainment. A perfect blend of convenience and leisure awaits in this paradise retreat!

This lovely 2-bedroom, 2-bathroom home features vinyl flooring and a spacious layout within 1,200 sq. ft. An attached 2-car garage and washer/dryer hookups enhance convenience. Enjoy outdoor living in the fenced yard with a screened patio, perfect for relaxation. The property also includes a yearly HVAC maintenance plan, pest-control service, and basic cable and internet through Spectrum, making it a comfortable choice for pet lovers looking for a cozy retreat.

This charming 2-bedroom, 2-bathroom townhouse has been fully renovated, showcasing sleek new flooring, cabinets, and appliances throughout. The inviting living space offers a view of the community pool and clubhouse, perfect for relaxation. Located close to schools, shopping, and restaurants, this pet-friendly home makes for a convenient lifestyle. With in-unit laundry and a blend of tile and hardwood floors, comfort and style are at the forefront in this cozy property.

This beautifully remodeled 3-bedroom, 2-bathroom home offers a spacious 2,898 sq ft layout, featuring brand new interior and exterior paint, upgraded lighting, and a completely renovated kitchen with granite countertops and stainless-steel appliances. Enjoy two large living rooms, a climate-controlled Florida room, and an oversized garage. Fresh landscaping enhances the curb appeal, while the private 5+ acre lot provides plenty of room to relax and entertain.

This stunning split-level luxury townhouse features two master bedrooms and themed rooms, perfect for up to 12 guests. Enjoy amazing amenities including a private hot tub, outdoor kitchen, resort pool, and full gym. Conveniently located just minutes from Walt Disney World and zoned for A-rated schools, this fully furnished property is ideal for vacation rentals or a comfortable living experience. Don't miss out on the fun-filled lifestyle near theme parks, dining, and shopping!

This stunning 3-story cottage offers 4 bedrooms and 4.5 bathrooms, featuring luxurious primary suites on both the second and third floors with en-suite bathrooms. Enjoy a modern kitchen with quartz countertops, spacious living areas, and large balconies for relaxation. The large paved patio is surrounded by tropical foliage, creating a serene oasis. Rent includes cable, internet, and access to Margaritaville's vibrant amenities like pools, a gym, and the on-site water park—perfectly located near Disney parks!

Experience an island lifestyle in this stunning 3-bedroom, 3-bath townhouse featuring high-end quartz countertops and bright open spaces. The beautiful paved patio surrounded by tropical foliage offers a serene outdoor retreat. Enjoy included utilities, premium amenities like pools and a gym, plus proximity to Disney parks. Fully furnished and move-in ready, this villa is perfect for long-term living or extended stays.

Move into this stunning 2-bed, 2.5-bath townhome featuring a bonus room, elegant quartz countertops, and beautiful wood tile floors. Enjoy your own patio surrounded by tropical landscaping. Rent includes utilities and access to resort amenities like pools, a gym, and the Fins Up Beach Club. Located just minutes from Disney Parks, this property offers the perfect blend of comfort and recreation in a vibrant resort community. Ideal for long-term rentals in a unique setting!

Experience the charm of this spacious 3-bedroom, 2.5-bath townhouse featuring an open concept kitchen perfect for gatherings. Sunlight fills the airy rooms, while the private balcony offers a serene spot to unwind. Enjoy resort-style living in Tapestry with a sparkling pool, fitness center, and community security. Conveniently located near The Loop and Disney, this corner unit is not just a home but a vibrant lifestyle waiting for you!

This stunning 3-bedroom, 3-bathroom townhouse, built in 2023, boasts spacious en-suites for each bedroom and an open-concept living area perfect for entertaining. Enjoy sleek plank flooring and plush carpeting throughout, plus included furniture for a hassle-free move. Amenities include a resort-style pool, fitness center, and clubhouse, all within a vibrant community. This move-in ready home is ideal for short- or long-term stays, blending style and convenience beautifully.

Embrace the Margaritaville lifestyle in this stunning 3-bedroom, 3-bathroom cottage featuring luxurious quartz countertops and upgraded appliances. The home boasts a beautiful patio amidst tropical landscaping, perfect for relaxation. Enjoy ample amenities including high-capacity laundry, fitness center, and multiple pools. Utilities are covered up to $300/month and membership to Fins Up Beach Club amenities is included, enhancing your resort experience just minutes from Disney parks.

refrigerator, oven, and dishwasher. Renters benefit from essential services like identity theft protection and HVAC filters delivered monthly. Small pets welcomed with approval, making this villa a perfect fit for pet lovers!

This charming 1-bedroom, 1-bath house offers a cozy living experience in the heart of Kissimmee. With a functional kitchen and a bright, airy bedroom, it’s an ideal sanctuary. Enjoy communal outdoor spaces and convenient access to dining and shopping. Perfect for professionals or students seeking affordable comfort. Experience ease of commuting with nearby highways, making this residence a practical choice for any lifestyle.

This stunning 3-bedroom, 2.5-bathroom townhome in Storey Lake offers a beautiful water view and a spacious layout across 1,797 sq ft. The first floor features a living and dining area, while the second floor includes a master suite with private bath. Enjoy resort-style amenities like a lazy river and water slides, plus community perks including a pool, gym, and playground. Long-term rental only, perfect for a convenient and stress-free lifestyle near all major parks.

Enjoy modern living in this 2-bed, 2.5-bath townhome within a gated Kissimmee community. Featuring updated appliances and a spacious living area, it's perfect for relaxation and entertaining. Unwind at the community pool and savor the sun in this serene setting. This 1,386 sq ft townhouse offers both comfort and convenience in a prime location.

This stunning 3-bedroom, 2.5-bathroom townhouse features a spacious open floor plan that enhances modern living. The well-appointed kitchen is perfect for culinary adventures, while the master suite offers a private ensuite for relaxation. Enjoy a wealth of community amenities, including playgrounds, pools, BBQ areas, and scenic walking trails. Experience comfort and convenience in this pet-friendly retreat, complete with a 2-car garage and a vibrant community atmosphere.

This beautifully furnished 3-bed, 2-bath home boasts a spacious 1,789 sq. ft. layout with high ceilings and ceramic tile floors. The kitchen features a large granite countertop and ample storage in stylish wood cabinetry. Enjoy relaxing on the back porch surrounded by lush greenery or utilize the convenient laundry room. Located close to Disney and Universal, shopping, and highways, this vibrant home is perfect for families wanting to embrace the excitement of Kissimmee living.

This beautifully maintained 3-bedroom, 3-bathroom home boasts modern touches in an inviting layout across 1,726 sq ft. A newer kitchen with ample counter space is perfect for entertaining, while a large den offers versatile space for a home office or guest room. Each updated bathroom enhances comfort, complemented by a generous garage and expansive driveway. The half-acre lot invites outdoor opportunities in a peaceful neighborhood with no HOA restrictions, allowing for creativity and freedom.

Experience luxury living in this spacious 6-bedroom, 5-bathroom home, featuring a modern open layout and stunning wood flooring. This beautifully furnished residence includes themed bedrooms, a gym, and a private screened-in heated pool overlooking serene nature views. With over 3,600 sq ft of comfort, it provides the perfect escape just minutes from Disney, shopping, and dining, making it an ideal long-term rental for families seeking a peaceful lifestyle.

This delightful 3-bedroom, 2-bathroom pool home offers a spacious layout and is completely furnished for your comfort. Enjoy the bright kitchen with eat-in space and an open dining/living area with vaulted ceilings. The primary suite boasts a walk-in closet and an ensuite bathroom. Step outside to a private screened-in pool surrounded by a vinyl fence for utmost privacy. Located minutes from major roadways and attractions, this home is perfect for families seeking a peaceful retreat with easy access to everything.

Enjoy resort-style living in this spacious 3-bedroom, 3-bath townhouse set in a guard-gated community. Offering 1,440 sq ft of comfort, amenities include a zero-depth pool, movie theater, fitness center, and playgrounds. Stay active with tennis courts, basketball, and walking trails, all while relishing the community spirit of Windsor Hills. Ideal for families seeking fun and relaxation!

This stunning 3-bedroom, 3-bath townhome features a spacious open floor plan in the sought-after Summerville Resort community. Enjoy modern shaker cabinetry, granite counters, and stainless steel appliances in the chef's kitchen. The main floor offers a bedroom suite with en-suite access. Relax on the private paver patio or take advantage of community amenities like a pool, fitness center, and playground. Experience the excitement of nearby theme parks, shopping, and dining!

Explore 2,175 sq. ft. of elegance in this stunning 3-bed, 3-bath home designed for modern 55+ living. With an open-concept layout, a chic gourmet kitchen with Quartz countertops, and a vast great room, this residence ensures comfort and style. The primary suite offers a serene retreat, while the community boasts a resort-style pool, fitness center, and vibrant social spaces. Ideal location near amenities and Orlando attractions.

Experience contemporary living in this stunning 2024 home, featuring 3 bedrooms, 2 bathrooms, and a home office within the desirable Tohoqua community. Spanning 2,113 sq ft, the open-concept design is filled with natural light, showcasing upgraded 42" kitchen cabinets and modern appliances. Enjoy exceptional amenities including a resort-style pool, gym, clubhouse, tennis courts, and picturesque walking trails, offering a vibrant lifestyle just moments from major highways.

Embrace resort-style living in this stunning 3-bedroom, 3-bath cottage featuring upgraded appliances and quartz countertops. The inviting patio is surrounded by lush tropical landscaping, perfect for relaxation. Rent includes utilities up to $300/month, cable, internet, and access to fabulous amenities like pools and a gym. Enjoy the vibrant Margaritaville lifestyle, just minutes from Disney parks and lively Sunset Walk!