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2026-04-22
2026-04-23
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Kissimmee holiday rentals

Orlando Newest Resort Villa With Pool 1791Spp Home

1791 Sawyer Palm Place, Kissimmee, United States View map

Situated in the West Kissimmee district of Kissimmee, 2.5 km from the Rum Run, Orlando Newest Resort Villa With Pool 1791Spp Home Kissimmee comes with a private pool for guests to unwind. More

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Villas South Monaco

7662 Whisper Way O #104, Kissimmee, United States View map

Welcome to the exquisite essence of luxury and comfort at Villas South Monaco Kissimmee, where the vibrant energy of Florida meets the tranquillity of upscale accommodation. Nestled a mere 40… More

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4Br Retreat With Resort Access And Pool

8952 Coco Palm Road, Kissimmee, United States View map

**Welcome to the 4Br Retreat With Resort Access And Pool, where luxury meets convenience in the heart of Kissimmee.** This idyllic oasis is situated just a 60-minute drive from Orlando, granting… More

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5 Bedrooms 4 Bathrooms Storey Lake 4851 Rc

4851 Romeo Circle, Kissimmee, United States View map

Situated approximately 3 km from the Pioneer Village at Shingle Creek, 5 Bedrooms 4 Bathrooms Storey Lake 4851Rc Kissimmee villa provides access to numerous tourist attractions in the area. More

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Grh9277 - Storey Lake Resort - 2 Bed 2 Baths Condo

4741 Clock Tower Drive, Kissimmee, United States View map

Grh9277 - Storey Lake Resort - 2 Bed 2 Baths Condo Kissimmee villa entices active guests with access to a fitness centre and is located about a 15-minute ride from the Disney's Typhoon Lagoon Water… More

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5 Bd 5 Ba Sonoma Resort 2669 Ca

2669 Calistoga Ave, Kissimmee, United States View map

**Welcome to Sonoma 2669, an exquisite retreat in Kissimmee, Florida, where comfort meets elegance. Nestled just 7 km from the vibrant attractions of Kissimmee and a mere 30 km from Orlando… More

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108 Stetson Court Kissimie

108 Stetson Court, Kissimmee, United States View map

Staying at 108 Stetson Court Kissimie Villa Kissimmee, guests can easily reach the Kissimmee Civic Center, located approximately 7 km away. More

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Paradise Palms 5 Bedroom Vacation Home 8965

8965 Candy Palm Road, Kissimmee, United States View map

Situated approximately 5 minutes' walk from the Paradise Palms Boulevard|the Paradise Palms Resort, the 4-bedroom Paradise Palms 5 Bedroom Vacation Home 8965 Kissimmee offers quick access to numerous… More

From US$ 204 Book Now

Bch3031

3031 Beach Palm Avenue, Kissimmee, United States View map

Nestled just 34 kilometers from the vibrant heart of Kissimmee, Bch3031 Villa offers an alluring getaway that combines comfort with the charm of Florida's sun-kissed landscape. Located in a serene… More

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3 Bedrooms 2 Bathrooms Calabria 9013 Mc

9013 Murano Mews Court, Kissimmee, United States View map

Welcome to the serene oasis of the Calabria 9013 Mc, where comfort meets sophistication. Nestled just 33 kilometers from the vibrant heart of Kissimmee, this stunning vacation sanctuary offers a… More

From US$ 796 Book Now

Spacious 4Br Townhome Private Pool & Resort Access 114

248 Ocean Course Av, Kissimmee, United States View map

**Welcome to Spacious 4Br Townhome Private Pool & Resort Access 114, your ideal getaway in the heart of Kissimmee.** Nestled just 29 km from the vibrant attractions of Kissimmee, this exquisite… More

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Haven Station At Storey Lake By Shine Villas Townhouse

4821 Clock Tower Dr, Kissimmee, United States View map

**Welcome to Haven Station, a serene retreat nestled within the vibrant Storey Lake community, just a 20-minute drive from the charming town of Kissimmee.** This inviting enclave offers a perfect… More

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3 Bd 2 Ba Lucaya Village 2-107

2958 Lucayan Habour Circle, Kissimmee, United States View map

Situated around 7 km from the film-centric theme park "Disney's Hollywood Studios", the 2-bedroom 3 Bedroom 2 Bathroom Lucaya Village 2-107 Kissimmee villa provides access to numerous tourist… More

From US$ 358 Book Now

4 Bedroom 3 Bathroom Villas At Sevendwarfs 20-102

4565 Yellowgold Road East 20-102, Kissimmee Fl, 34746, Kissimmee, United States View map

Welcome to the exquisite 4 Bedroom 3 Bathroom Villas At Sevendwarfs 20-102, an idyllic retreat just 10 minutes by car from the vibrant attractions of Kissimmee. Nestled within a serene landscaped… More

From US$ 186 Book Now

4774 - 7Br W Pool 10Min Disney 2 Water Parks

4774 Kings Castle Circle, Kissimmee, United States View map

4774 - 7Br W Pool 10Min Disney 2 Water Parks Kissimmee villa offers swift access to various city sites, such as Lennar at Storey Lake, situated about 5 minutes' walk away. Located 4.5 km from Fun… More

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Cld4676

4676 Cumbrian Lakes Drive, Kissimmee, United States View map

Welcome to Cld4676 Villa Kissimmee, an exquisite retreat nestled just 12 kilometers from the vibrant heart of Kissimmee, where relaxation and adventure intertwine seamlessly. This stunning… More

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4749 Kings Castle

4749 Kings Castle Circle, Kissimmee, United States View map

**Welcome to 4749 Kings Castle Villa**, a tranquil haven nestled just 12 kilometers from the vibrant heart of Kissimmee, making it an ideal retreat for families and travelers seeking both adventure… More

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Coral Cay - 4 Bed 3 Baths Townhome

2306 Caravelle Cir, Kissimmee, United States View map

Offering a Jacuzzi for a relaxing experience, Coral Cay - 4 Bed 3 Baths Townhome Kissimmee villa is located 25 minutes' walk from the Congo River Golf. The 3-bedroom holiday home features… More

From US$ 223 Book Now

Tranquility

8708 Papaya Dr, Kissimmee, United States View map

**Experience Unparalleled Comfort at Tranquility Villa Kissimmee** Nestled just 35 kilometers from the vibrant city of Kissimmee, Tranquility Villa Kissimmee offers a serene escape for travelers… More

From US$ 104 Book Now

Woodland Yard

4754 Windwood Dr, Kissimmee, United States View map

Located within a 6-km distance of the Old Town, Woodland Yard Villa Kissimmee offers a patio with views of the pool. Offering a private pool, the property invites guests to visit Fun Spot America… More

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4005 San Sabastian Drive 3Bed

4005 San Sebastian Drive, Kissimmee, United States View map

Welcome to the 4005 San Sabastian Drive 3Bed Villa Kissimmee, a charming retreat located just 6 km from the vibrant heart of Kissimmee. This captivating villa offers a perfect blend of comfort and… More

From US$ 397 Book Now

Beautiful 5 Bed Home In Solara With Private Pool

9035 Sunshine Ridge Loop, Kissimmee, United States View map

Experience the elegance of the Beautiful 5 Bed Home In Solara With Private Pool, an exquisite retreat nestled just 32 kilometers from the vibrant heart of Kissimmee. With its serene surroundings and… More

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Fast Pass To Fun - The Disney Magic Starts Here

8110 Roseville Boulevard, Kissimmee, United States View map

Fast Pass To Fun - The Disney Magic Starts Here Kissimmee villa is located about 20 minutes' walk from Oak Hill Baptist Church, giving access to various tourist spots nearby. More

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Pool And Lazy River Windsor House 9 Mi To Disney!

8857 Rhodes St, Kissimmee, United States View map

**, An enchanting retreat perfectly nestled just 32 km from the heart of Kissimmee and a mere stone's throw from the magical world of Disney. This exquisite destination combines serene relaxation… More

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Bd012J - Luxurious Oasis With Immersive Circus Bedroom At Reunion

918 Jack Nicklaus Ct., Kissimmee, United States View map

**Welcome to Bd012J - Luxurious Oasis With Immersive Circus Bedroom At Reunion, where opulence meets whimsy in a vibrant setting perfect for families and couples. Nestled in Kissimmee, this unique… More

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Modern Storey Lake Resort Disney Orlando 3191-106

3191 Paradox Circle Apt 106, Kissimmee, United States View map

In the heart of Kissimmee, Modern Storey Lake Resort Disney Orlando 3191-106 is a charming retreat that redefines the idea of a family-friendly getaway. With a convenient location just 20 minutes… More

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2505 Archfeld

2505 Archfeld Blvd, Kissimmee, United States View map

Situated in the charming community of Celebration, the 2505 Archfeld Villa Kissimmee offers a serene escape that harmoniously combines luxury with family-friendly amenities. This beautifully… More

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Casa 6 Quartos Com Piscina E Game Room

8914 Zurich Lane, Kissimmee, United States View map

Located approximately a 25-minute walk from the Rum Run, Casa 6 Quartos Com Piscina E Game Room Kissimmee entices guests to relax in a hot tub. More

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Villas South Preserve

7652 Whisper Way, K203, Kissimmee, United States View map

**Discover the Enchantment of Villas South Preserve** The perfect blend of accessibility and charm, Villas South Preserve is conveniently located near major thoroughfares, making it easy for guests… More

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Upscale 8 Bdrm Mansion With Pool And Slide At Reunion

971 Golden Bear Dr., Kissimmee, United States View map

The luxurious Upscale 8 Bdrm Mansion With Pool And Slide At Reunion is a splendid retreat nestled just 23 km from the lively heart of Kissimmee. This opulent mansion seamlessly combines comfort with… More

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Oasis Hideaway At Bahama Bay - 3 Bedroom Resort Living

406 Rum Run, Kissimmee, United States View map

Welcome to Oasis Hideaway At Bahama Bay - 3 Bedroom Resort Living, a tranquil retreat nestled just 33 kilometers from the vibrant heart of Kissimmee. This idyllic resort seamlessly blends luxury with… More

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3 Bedroom Townhome Close To Disney

4733 Vero Beach Pl, Kissimmee, Fl 34746, Usa, Kissimmee, United States View map

Welcome to the 3 Bedroom Townhome Close To Disney, a premium retreat ideally situated just a 10-minute drive from the enchanting attractions of Kissimmee. This charming townhome offers the perfect… More

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2 Bedrooms 2 Bathrooms Champions Gate 1053 Ss

1053 Splash Shot Place, Kissimmee, United States View map

**Welcome to Champions Gate 1053 Ss** Nestled in the heart of Kissimmee, the remarkable Champions Gate 1053 Ss is a serene retreat offering an ideal blend of comfort and convenience. More

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Blue Haven Cottage Near Disney With Margaritaville Resort & Island H20 Waterpark Access - 7996Ls

7996 Lost Shaker - Pf 1829, Orlando, United States View map

Situated 10 minutes' drive from The Legends Golf Course, Blue Haven Cottage Near Disney With Margaritaville Resort & Island H20 Waterpark Access - 7996Ls Kissimmee invites guests to relax at a… More

From US$ 485 Book Now

Patriots Breeze

1507 Fairview Circle, Kissimmee, United States View map

**Welcome to Patriots Breeze** - a delightful retreat nestled in the heart of Kissimmee, where luxury meets convenience. Located just a scenic 40-minute drive from exciting Orlando, this enchanting… More

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Casa 5Q Champions Gate C/ Piscina + Avengers

1102 Kingsbarn Street, Kissimmee, United States View map

Situated 2.6 km from ChampionsGate Golf Club, Casa 5Q Champions Gate C/ Piscina + Avengers Villa Kissimmee provides access to numerous tourist attractions in the area. More

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9 Bedrooms 5 Bathrooms Storey Lake 2976 Pl

2976 Penelope Loop, Kissimmee, United States View map

Positioned in the heart of kissimmee, the luxurious 9 Bedrooms Storey Lake 2976 Pl offers an inviting retreat for families and groups seeking an exceptional escape. This expansive enclave boasts an… More

From US$ 819 Book Now

Luxury Stay: Pool, Spa, Near Disney & Outlets

2703 Bookmark Dr, Kissimmee, United States View map

Offering a location 3.7 km from the Falcon's Fire Golf Course, Luxury Stay: Pool, Spa, Near Disney & Outlets Kissimmee villa gives access to various tourist spots in the area. More

From US$ 279 Book Now

Popular Illusion Home •Waterfront Private Pool

105 Moss Bluff Road, Kissimmee, United States View map

Situated about 6 km from the Kissimmee Civic Center, Popular Illusion Home •Waterfront Private Pool Kissimmee entices guests to explore various tourist attractions in the area. More

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Championsgate Resort Vacation Townhome Stdrd

1160 Challenge Dr, Kissimmee, United States View map

Positioned in the heart of Florida, the Championsgate Resort Vacation Townhome Stdrd is an exquisite retreat that encapsulates luxury and comfort. Just a short 50-minute drive from the bustling… More

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2900Ss Sl Family Lakeview Escape Disney-Themed Fun 8 Mins To Parks

2900 Simile Street, Kissimmee, United States View map

Welcome to the enchanting 2900Ss Sl Family Lakeview Escape, a delightful retreat just eight minutes from the magical worlds of Disney. Nestled in beautiful Kissimmee, this haven captures the vibrancy… More

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Gorgeous Storey Lake 4Br

4317 Quote Street, Kissimmee, United States View map

Offering an indoor pool for a relaxing experience, Gorgeous Storey Lake 4Br Kissimmee villa is located a 15-minute drive from Fun Spot America Kissimmee. More

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5 Bedroom Luxury Home By Disney-338

1145 Kingsbarn St, Kissimmee, United States View map

**Discover an Oasis of Comfort at Luxury Home Kissimmee** Nestled in the enchanting surroundings of Kissimmee, the 5 Bedroom Luxury Home By Disney-338 offers an exquisite retreat just 29 km from the… More

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8976 Amelia Downs

8976 Amelia Downs Trail, Kissimmee, United States View map

**Welcome to 8976 Amelia Downs Villa Kissimmee**, a serene sanctuary mere minutes from the vibrant heart of Kissimmee. Nestled within a picturesque setting, this villa offers an inviting escape… More

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Ideally Located Modern Townhome With Open Layout & Pool - Snowbird-Friendly

3154 Tamarind Circle, Kissimmee, United States View map

Ideally Located Modern Townhome With Open Layout & Pool - Snowbird-Friendly Kissimmee villa offers proximity to nearby tourist spots, such as the Rum Run, situated 3.1 km away. More

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Last Minute Disney Getaway Private Pool Themed Bedrooms. Book Now 99589

4355 Scene Lane, Kissimmee, United States View map

Situated approximately a 10-minute ride from Shingle Creek Regional Park, the 4-bedroom Last Minute Disney Getaway Private Pool Themed Bedrooms. Book Now 99589 Kissimmee villa boasts a treatment room… More

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Last Minute Disney Getaway Townhouse With Private Pool. Book Now 17074

4815 Brier Rose Lane, Kissimmee, United States View map

During the stay at the 3-bedroom Last Minute Disney Getaway Townhouse With Private Pool. Book Now 17074 Kissimmee villa, guests can indulge in hiking, horse riding, and cycling or visit the World of… More

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Luxury Villa South Facing Pool No Rear Neighbors Themed Rooms Theatre & Game Room #8So8956

Hilton Ridge Ave 8956, Kissimmee, United States View map

**Experience Unmatched Comfort at Luxury Villa South Facing Pool** For ultimate convenience, the villa offers essential services to enhance your stay. More

From US$ 432 Book Now

Themed Rooms & Pool In Storey Lake Resort

2984 Penelope Loop, Kissimmee, United States View map

During the stay at the 5-bedroom Themed Rooms & Pool In Storey Lake Resort Kissimmee villa, guests can indulge in cycling and billiards or visit the adventure-themed Congo River Golf, located around… More

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Anchor Cottage With Private Pool Near Disney And Margaritaville Resort & Island H2O Access - 8020Kd

8020 Knee Deep Road, Orlando, United States View map

The 3-bedroom Anchor Cottage With Private Pool Near Disney And Margaritaville Resort & Island H2O Access - 8020Kd Kissimmee is located 6 km from the film-centric theme park "Disney's Hollywood… More

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