Short Term Rentals in Kissimmee, FL

This fantastic 4-bedroom, 3-bath apartment offers a spacious 2,165 sq. ft. for up to 8 guests. Enjoy a private west-facing pool with a deep end, plus entertainment with TVs in every bedroom. Located within the gated community of Veranda Palms, just minutes from Disney, it features a fully equipped kitchen, high-speed Wi-Fi, and a game room. A pet-friendly haven with community amenities like a fitness center and water playground makes this an ideal spot for a family getaway.

Experience modern luxury in this stunning 9-bedroom, 9-bath apartment covering 4,628 sq ft. Each uniquely themed bedroom includes a full bath for privacy, complemented by a sprawling kitchen and game room for entertainment. Enjoy a heated pool and hot tub, along with outdoor grilling options. Located in a gated community, this home is just minutes from top attractions like Walt Disney World® and dining at MargaritaVille, offering an unforgettable getaway experience.

This spacious 8-bedroom, 7-bath villa offers a perfect retreat in a serene gated community. Ideal for large groups, it features two downstairs king suites and six additional rooms upstairs, ensuring plenty of space for everyone. Enjoy sunny days by the private pool and take advantage of nearby attractions, just minutes from Disney and Universal. Additional amenities include a driveway for up to 4 cars and pet-friendly options for small pets, making it the ultimate getaway.

This stunning 8-bedroom, 7-bath villa offers the ultimate Orlando vacation experience, boasting a private pool and hot tub. Perfect for family gatherings, it features a fully equipped kitchen, movie room, and entertainment area. Enjoy smart TVs in every room and a game room that guarantees fun! Conveniently located near Disney World and Universal, this pet-friendly home is ready for your unforgettable getaway.

Experience a lavish stay in this expansive 6-bedroom villa, ideal for families and groups up to 14. Spanning 3,498 sq ft, this retreat features a remodeled game room, serene outdoor patio, and a fully equipped kitchen. Each bedroom offers a private bath for comfort. Relax by the shared pool, enjoy Wi-Fi, and revel in the proximity to Disney attractions. Perfect for creating unforgettable memories in a tranquil setting with ample amenities for fun and relaxation.

This stunning 8-bedroom, 6-bathroom home offers the ideal Orlando getaway for up to 16 guests. Enjoy bright, modern living spaces, a fully equipped kitchen, and ample room for family fun. Unwind by your private pool or challenge friends in the game room. Located in Bella Vida Resort, this gated community is just minutes from Walt Disney World and local amenities, making it a perfect blend of luxury and convenience for unforgettable vacations.

Ideal for families and groups, this spacious 6-bedroom, 4-bathroom apartment provides 2,863 sq. ft. of modern comforts just minutes from Walt Disney World. Enjoy a fully equipped kitchen, open living areas, and a private pool. Relax in the game room or have movie nights in style. Optional amenities like pool heating and BBQ rental add convenience for your perfect getaway. Experience the charm of Bella Vida Resort with easy access to nearby shopping and dining.

This spacious 6-bedroom, 4-bath apartment is perfect for up to 12 guests seeking comfort and adventure. The inviting living areas flow into a fully equipped kitchen with stainless steel appliances, ideal for family gatherings. Enjoy a private pool, spa, and a home theater for ultimate relaxation. Located in a gated community with fantastic amenities, including a clubhouse, fitness center, and walking trails, just minutes from Walt Disney World and other attractions.

This spacious 9-bedroom, 6-bath apartment features two large living areas and a fun-filled game room complete with air hockey and pool tables. Enjoy the large kitchen with stainless steel appliances and relax outdoors at your private south-facing pool. Free access to a community water park and clubhouse adds to the fun! Located in a resort-style gated community, it’s just a short drive to Disney World, SeaWorld, and nearby attractions.

This family-friendly 6-bedroom, 4.5-bath apartment in a gated resort community is a perfect vacation haven, accommodating up to 12 guests. Enjoy a fully equipped kitchen, cozy main living area, and a fun game room. The outdoor space features a private pool, hot tub, and patio with BBQ, ideal for relaxation after exploring nearby attractions like Disney World and Universal Studios. With 3,132 square feet of comfort, this retreat combines space, entertainment, and convenience.

Perfect for Disney fans, this spacious 6-bedroom, 5-bath apartment features two living areas, a large kitchen with stainless steel appliances, and a private south-facing pool. Lounge outdoors with BBQ facilities and enjoy access to a community water park. Just 20-25 minutes from Disney World, this pet-friendly home includes free Wi-Fi and parking for three vehicles. Experience ultimate comfort and fun in ChampionsGate, where unforgettable memories await your family!

Perfect for large families or groups, this luxurious 6-bedroom, 4-bathroom home spans 2,863 sq ft and features a private pool, themed bedrooms, and a fully equipped kitchen. Enjoy indoor and outdoor dining areas, two living spaces, and a serene gated community with resort-style amenities. Located minutes from Orlando's top attractions, this spacious haven combines relaxation with endless entertainment options for an unforgettable escape.

This charming 3-bedroom, 2-bath condo offers a delightful retreat with a comfy living area and a large kitchen equipped with stainless steel appliances. Enjoy resort-style amenities like a pool, lazy river, and mini-golf, all within a gated community. Perfect location near Walt Disney World and SeaWorld, accommodating up to 8 guests. Relax on the balcony with views of the community, and take advantage of convenient in-unit laundry and free parking.

This stunning 3-bedroom, 3-bathroom home at Sonoma Resort combines luxury and convenience. With spacious bedrooms, a fully equipped kitchen, and high-speed WiFi, it’s perfect for family vacations. Enjoy the resort-style outdoor pool, BBQ facilities, and a well-appointed living area. Located just 21 minutes from Disney and 30 minutes to Universal, this property offers an ideal base for exploring Orlando and a tranquil setting for relaxation.

Experience an unforgettable getaway in this exquisite 6-bedroom, 4.5-bath villa, featuring a gourmet kitchen, spacious game room, and private pool with spa. With 3,132 sq. ft. of elegant living space, relax on the screened patio or venture to nearby Disney World. Enjoy free access to a fantastic community water park and clubhouse. Perfect for families seeking adventure and comfort, this villa offers all the amenities for a memorable vacation retreat.

This expansive 6-bedroom, 6-bathroom villa is a perfect getaway for travelers. The open-concept design includes a game room, king bedroom with en-suite, and inviting living spaces. Enjoy your own private pool and spa, with optional heating. Located just minutes from popular attractions, this home offers a fully equipped kitchen, smart TVs, and a convenient laundry setup. Ideal for large families or groups seeking fun and relaxation near theme parks and entertainment.

This spacious 3-bedroom, 2-bathroom condo accommodates up to 11 guests and features a luxurious living room that flows into a fully equipped kitchen. Highlights include a charming Mickey-themed bedroom and a relaxing balcony with views. Enjoy access to Champions Gate Resort's pools, lazy river, fitness center, and more. Ideal for families, this inviting getaway is just 20 minutes from Disney Parks, making it perfect for fun-filled vacations.

Ideal for families, this 4-bedroom apartment boasts a private heatable pool and easy access to Disney Parks just 10 minutes away. Comfort and convenience abound with a fully equipped kitchen, spacious living areas, and a laundry room. Enjoy exclusive clubhouse amenities, including pools, a lazy river, and mini-golf. Plus, the lovely patio invites relaxation. Perfect for a memorable getaway, every detail enhances your stay!

Experience luxury in this stylish 4-bedroom townhome perfect for family getaways. Accommodating up to 10 guests, it features a bright living area and a modern kitchen. Kids will love the themed bedrooms inspired by Mickey and Harry Potter. Enjoy your own private heatable pool and superb resort amenities, including a tiki bar and mini-golf. Conveniently located just minutes from Disney and local shops, this is the ultimate vacation retreat in Kissimmee.

This beautifully designed 4-bedroom, 3-bathroom townhome is a perfect retreat for up to 10 guests. Enjoy themed bedrooms featuring Mickey Mouse and Avengers, a private heatable pool, and access to Champions Gate Resort amenities, including pools, a lazy river, and tennis courts. The open-concept layout fosters a warm atmosphere for gatherings, while its prime location near shops and restaurants enhances the family getaway experience.

This spacious 2-bedroom, 2-bathroom condo combines comfort and style, featuring a lavish king master suite and a fun Mickey-themed bedroom for kids. The open living space accommodates up to 6 guests, with a fully equipped kitchen and a cozy balcony for relaxing views. Located in Champions Gate, residents enjoy access to fantastic resort amenities, including pools, a lazy river, and a fitness center, all just 20 minutes from Disney Parks. Perfect for your next family getaway!

This spacious 3-bedroom, 2-bathroom condo offers a cozy retreat in Windsor Palms Resort, perfect for up to 6 guests. Boasting a fully equipped kitchen and inviting living area, it features a king suite and private balcony. Enjoy resort amenities like pools, a spa, gym, and movie theater, all just minutes from Disney. Experience comfort and convenience in a secure gated community with something for everyone, making it ideal for families and groups alike.

This enchanting 5-bedroom, 5-bathroom apartment features an inviting design, themed rooms like Harry Potter and Star Wars, and a stunning Avengers family room. Ideal for gatherings, the open layout includes a well-equipped kitchen and leads to a private heatable pool and patio. Enjoy incredible amenities at Champions Gate, with pools, a lazy river, and quick access to Disney Parks—perfect for unforgettable family vacations!

This spacious 5-bedroom, 4-bathroom apartment spans 2,168 sq/ft and accommodates up to 12 guests. Features include smart TVs in the living room and bedrooms, a south-facing private pool and spa with a safety fence, and family-friendly amenities like baby gear. Located in the magical Storey Lake Resort, enjoy top-notch facilities, including a lazy river and fitness center, just minutes from Disney World and other attractions. Perfect for an unforgettable getaway!

Enjoy a comfortable stay in this spacious 4-bedroom, 3-bathroom apartment, offering 1,940 sq ft of inviting space. Perfect for families or groups, it features smart TVs, high-speed Wi-Fi, and a private west-facing pool. Located in a serene community behind Medieval Times, guests can take advantage of outdoor amenities, including a playground and walking trail. Pet-friendly with a fee, this smoke-free haven is perfect for relaxation and fun in the Florida sun.

Experience the ultimate family getaway in this stunning 7-bedroom, 5.5-bath luxury manor just minutes from Disney World. Accommodating up to 15 guests, this spacious 3,498 sq ft retreat features modern comforts and an inviting open-plan living area. Enjoy your own private pool, spa, and game room for endless entertainment. With fully equipped kitchen amenities and resort privileges, every moment here becomes a cherished memory in your magical Florida escape.

This spacious 3-bedroom, 2-bath condo is perfect for a fun-filled getaway, accommodating up to 6 guests. Enjoy a fully equipped kitchen, a comfy living area, and a private garden patio. Residents has access to resort-style amenities, including a heated pool, hot tub, gym, and sports courts. Just 8 miles from Disney and minutes from dining and shopping, the location is ideal for families seeking adventure in sunny Orlando.

This stylish 4-bedroom, 3-bathroom apartment features spacious accommodations for up to 11 guests, perfect for family vacations. Enjoy two king-size beds, a fun Mickey-themed bunk room, and a fully equipped kitchen. Relax in your private pool after a day at the parks or take advantage of Storey Lake Resort's fantastic amenities, including a tiki bar, lazy river, and mini-golf—all just 10 minutes from Disney!

This inviting downstairs private bedroom features a comfy queen bed and bath, with access to shared living spaces, including a kitchen and screened-in patio with hot tub. Enjoy resort-style amenities like a pool, fitness center, and clubhouse, all while utilities are included. Perfect for those seeking convenience and comfort near local attractions, restaurants, and shopping. A peaceful retreat awaits! Rent is $850/month with a $200 security deposit and cleaning fee.

This beautifully upgraded 3-bedroom, 3-bathroom townhouse offers modern convenience with a fully equipped kitchen and in-unit laundry. Nestled in a gated community, it's just minutes from Disney World and major attractions. Amenities include WiFi, basic cable, and access to a refreshing community pool. Perfect for families or groups looking for a memorable stay in sunny Kissimmee. Enjoy off-street parking and a prime location close to all the fun!

This fabulous 3-bedroom, 2.5-bath townhouse in LakeSide offers 1,382 sq. ft. of comfortable living space. Enjoy the convenience of a well-equipped kitchen, dedicated laundry room, and master bath. Unwind at the community pool just steps away, making relaxation easy and enjoyable. With central A/C and heat, this home promises every comfort for a perfect retreat. Live the Florida lifestyle with modern amenities and a welcoming community atmosphere.

Enjoy the comfort of this fully furnished queen bedroom in a secure, resort-style setting just minutes from Disney and Orlando's attractions. This inviting space features quality linens, high-speed WiFi, and a Smart TV. Residents can take advantage of community amenities, including a pool, gym, and walking trails. With a shared kitchen and living areas, this cozy retreat is perfect for professionals or students seeking convenience and relaxation near the excitement of Orlando.

Settle into this spacious queen bedroom in a fully furnished, resort-style property just moments from Disney and Universal. Enjoy modern comforts with utilities, high-speed WiFi, and a Smart TV included. The community features a pool, clubhouse, gym, and scenic walking trails. Benefit from a shared kitchen and living spaces within a secure gated environment. Ideal for professionals and students seeking a convenient medium-term stay near Orlando's vibrant attractions.

Enjoy a vibrant stay in this fully furnished king bedroom within a gated resort community. Just minutes from Disney and Universal, this space is perfect for professionals or students seeking a convenient medium-term stay. It features a comfy king-size bed, utilities, high-speed WiFi, and access to fantastic amenities like a pool, gym, and walking trails. Shared kitchen and living areas are well-maintained, creating a welcoming atmosphere for all guests.

This well-maintained 4-bedroom, 3-bathroom home offers a generous 4,947 square feet of comfortable living space, perfect for families. Ideally situated in Brighton Lakes, enjoy convenient access to shopping, dining, and major highways. This residence combines functionality with a desirable layout, making it perfect for modern living. Schedule a showing today and experience this welcoming space!

This beautifully maintained 3-bedroom, 2-bath single-family home features an open living and dining layout, well-equipped kitchen, and a private primary suite with generous closet space. Enjoy the convenience of a fully fenced yard and spacious driveway. Perfectly situated just minutes from shopping, dining, and major highways, this home offers easy access to Lake Nona and Orlando attractions, ensuring a lifestyle of comfort and convenience in Kissimmee.

Experience contemporary living in this brand-new 2024 townhome featuring 3 bedrooms and 2.5 baths in Seasons at Big Sky. With a spacious open-concept design, enjoy tile flooring and plush carpets, plus a primary suite with a walk-in closet. Community perks include a sparkling pool, tot lots, and a tennis court. Conveniently located minutes from major highways, shopping, and entertainment, this home balances comfort and accessibility beautifully.

This well-maintained 3-bedroom, 2-bathroom condo offers a practical layout across 1,296 square feet and is move-in ready. Located in the Villas at Somerset, enjoy access to community amenities like a pool, spa, sauna, fitness center, and lounge. Perfectly situated near major attractions, shopping, and dining, this home is ideal for anyone seeking convenience and comfort in a vibrant community.

This beautiful two-story home features 4 bedrooms, 2.5 baths, and a versatile flex room, all within 2,846 sq ft of living space. Enjoy serene pond views from the covered lanai, ideal for relaxation or family gatherings. Conveniently located near Poinciana High School and just minutes from Disney, this property combines comfort and fun in a prime location. Solar panels add an eco-friendly touch, making it a perfect choice for modern living.

This beautifully furnished 4-bed, 3-bath home boasts a screened-in pool and patio, set in the gated resort of Windsor Palms. Enjoy modern updates with a spacious living area, quartz kitchen countertops, and convenient laundry facilities. The master suite features a walk-in closet and pool access. A bonus game room adds extra fun! Resort amenities include a communal pool, fitness center, and more. Perfectly situated near Disney Parks and local attractions for enjoyable family getaways.

This inviting 3-bedroom, 2-bath condo boasts an open-concept living area that flows seamlessly to a screened-in balcony. The spacious kitchen is equipped with essential appliances, ensuring convenience. Located in the desirable Club Cortile community, residents can enjoy amenities like a pool, spa, playground, tennis court, and fitness center. Perfectly situated near shopping, dining, and renowned theme parks, this condo combines comfort with a vibrant lifestyle.

This fully furnished 3-bedroom, 2-bath corner-unit condo boasts 1,245 sq ft of comfort, featuring cozy carpet and laminate flooring. Enjoy abundant natural light and added privacy in the spacious living areas. A private screened balcony offers a perfect spot to relax. Located just minutes from US 192 and a short 5-minute drive to Disney World, this inviting home is designed for a carefree lifestyle, perfect for both leisurely days at home or exciting adventures at the parks.

This fully furnished 4-bedroom, 3-bathroom townhome offers an open floor plan with a spacious living and dining area. Enjoy outdoor living on the sunny patio, while two master bedrooms provide comfort and privacy. Located in the gated Villas at Seven Dwarfs community, residents have access to a clubhouse, pool, playground, and kids' water park. Additional perks include a comprehensive benefits package, ensuring convenience and peace of mind with modern living.

This beautifully upgraded 3-bedroom, 2-bath home features a spacious Florida room, perfect for relaxation and entertaining. An open-concept layout showcases a modern kitchen with granite countertops and stainless steel appliances. Tile and laminate flooring throughout enhances the aesthetic, while the fenced, paved backyard offers outdoor enjoyment. A blend of comfort and style makes this residence a perfect place to call home.

Spacious 4-bed, 3-bath townhouse in a gated community near Disney. The first floor features a bedroom with bathroom access, a family room, and an open-plan kitchen. Upstairs houses the main suite and two more bedrooms. Enjoy a resort-style pool, spa, fitness center, tennis and basketball courts, and playground. Perfectly convenient location near shops, restaurants, motorways, and airports.

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!

This charming studio apartment is fully furnished and move-in ready, featuring modern finishes and efficient appliances including a mini cooktop and refrigerator. At 400 sq. ft., the space is perfect for a low-maintenance lifestyle. Utilities are included for added convenience, and the location offers quick access to Disney and local dining and shopping. Enjoy comfort and ease in this delightful apartment, just minutes from the excitement of the theme parks!