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2026-04-23
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Vacation Rentals in Kissimmee

Elegant Villa For Large Groups 6281

2010 Lelani Circle, Kissimmee, United States View map

Welcome to the Elegant Villa, a luxurious retreat designed for large groups seeking a blend of comfort and convenience in the heart of Kissimmee. Just 12 kilometers from the bustling attractions of… More

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2026 Brand New 05 Bedrooms At Solara Resort

1640 Tropical Palms Cir, Kissimmee, United States View map

Nestled in the West Kissimmee district of Kissimmee, 2026 Brand New 05 Bedrooms At Solara Resort Kissimmee villa is approximately 4 km from the Emerald Island Boulevard and offers an indoor pool. More

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All Vacation Mansion W Spa-Pool-Cinema Sleep 40

2560 Shanti Drive, Kissimmee, United States View map

Indulge In Endless Entertainment Next To Themed Parks Apartment Kissimmee is located 3 km from the Dare 2 Escape|the Dare 2 Escape escape room and 10 minutes by car from Medieval Times Dinner &… More

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Rent Your Own Exclusive Villa With Large Private Pool On Solara Resort Orlando Villa 5716

1771 Sawyer Palm Pl, Kissimmee, United States View map

Welcome to Rent Your Own Exclusive Villa With Large Private Pool On Solara Resort Orlando Villa 5716, a luxurious retreat nestled just 32 kilometers from the charming community of Kissimmee. This… More

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Disney Getaway W Pool & Hot Tub Game Room, Bbq

1756 Lima Avenue, Kissimmee, United States View map

Located in the West Kissimmee district of Kissimmee and 2.8 km from Highlands Reserve Boulevard, the 6-bedroom Disney Getaway W Pool & Hot Tub Game Room, Bbq Kissimmee villa provides guests with a… More

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Windsor Palms Resort 6 Bedroom With Game Room 0847

8008 King Palm Circle, Kissimmee, United States View map

Welcome to the exquisite Windsor Palms Resort 6 Bedroom With Game Room 0847, a splendid retreat located just 28 km from the vibrant heart of Kissimmee. Perfectly positioned for families and groups… More

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Aconchegante 3Q No Storey Lake - 10 Min Da Disney!

4741 Clock Tower Dr, Kissimmee, United States View map

Located around 10 minutes by car from Capone's Dinner and Show, the 2-bedroom Aconchegante 3Q No Storey Lake - 10 Min Da Disney! Kissimmee villa provides access to various tourist attractions in the… More

From US$ 302 Book Now

Beautiful Condo With First Class Amenities On Reunion Resort And Spa Orlando Condo 5132

1114 Sunset View Circle, Bldg M - Unit #201, Kissimmee, United States View map

Positioned in the heart of Reunion Resort and Spa, the Beautiful Condo With First Class Amenities On Reunion Resort And Spa Orlando Condo 5132 offers guests an exquisite blend of luxury and comfort… More

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Luxe Villa With Arcade, Game Loft, Theater, Huge Pool

751 Golden Bear Drive, Kissimmee, United States View map

**Luxe Villa is where elegance meets entertainment in the vibrant heart of Kissimmee.** A perfect sanctuary for families and groups, this extraordinary accommodation features an impressive arcade, a… More

From US$ 4537 Book Now

Casa Aconchegante 4Q/3B Piscina Priv.

4560 Baleno Lane, Kissimmee, United States View map

The 3-bedroom Casa Aconchegante 4Q/3B Piscina Priv. Villa Kissimmee offers proximity to nearby tourist spots, such as Xtreme Paintball Xperience, situated around 3 km away. This accommodation offers… More

From US$ 213 Book Now

Magical 6 Bdrm Villa With Themed Bedrooms At Reunion

1157 Castle Pines Ct, Kissimmee, United States View map

**Welcome to the Magical 6 Bedroom Villa with Themed Bedrooms at Reunion in Kissimmee** - an enchanting retreat perfectly situated for families seeking proximity to Florida's iconic attractions. More

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8761 Zd - Elegant 3Br Villa In The Hub Resort - Comfort, Style, And Luxury For Your Perfect Getaway

8761 Zen Dr, Kissimmee, United States View map

**Welcome to 8761 Zd - Elegant 3Br Villa In The Hub Resort**, a sanctuary of sophistication and comfort located just 35 km from the vibrant heart of Kissimmee. This exquisite retreat fuses style and… More

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Romeo Circle #239854 Townhouse

4832 Romeo Circle, Kissimmee, United States View map

**Welcome to Romeo Circle #239854 Townhouse Villa Kissimmee, where comfort meets convenience in the heart of Florida's most beloved attractions.** Just a short 20-minute drive unveils the charming… More

From US$ 207 Book Now

Opulent 5 Bedroom Villa Private Pool - 12 Guests - 3085 Ts

3085 Tom Sawyer Dr, Kissimmee, United States View map

The Opulent 5 Bedroom Villa Private Pool is a luxurious retreat nestled in the heart of Kissimmee, just 12 kilometers away from the vibrant attractions that define central Florida. This stunning… More

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4 Bedroom 3 Bathroom Villas At Sevendwarfs 17-101

4562 Jona Free Lane 17-101, Kissimmee Fl, 34746, Kissimmee, United States View map

**Welcome to Sevendwarfs: Your Gateway to the Magic of Kissimmee** Nestled just 10 kilometers from the vibrant heart of Kissimmee, Sevendwarfs offers a perfect blend of comfort and convenience for… More

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Beautiful 5 Star Villa On Solara Resort With Private Pool Orlando Villa 5296

1710 Sawyer Palm Place, Kissimmee, United States View map

**Experience Tranquility at Beautiful 5 Star Villa On Solara Resort** Nestled within the lush grounds of Solara Resort, the Beautiful 5 Star Villa On Solara Resort With Private Pool Orlando Villa… More

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Surf And Sun Stitch Studio Kissimmee

5245 West Irlo Bronson Memorial Highway, Kissimmee, United States View map

The 30 m² Surf And Sun Stitch Studio Kissimmee is only 10 minutes' walk from the Dare 2 Escape|the Dare 2 Escape escape room. This apartment is situated 12 km from Kissimmee train station and right… More

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5 Star Mansion With Private Pool On Veranda Palms Orlando Mansion 5377

2409 Rama Drive, Kissimmee, United States View map

**Welcome to the 5 Star Mansion With Private Pool On Veranda Palms Orlando Mansion 5377**, a quintessential escape nestled in the heart of Kissimmee, just 7 km from vibrant attractions and 35 km from… More

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7705 Comrow

7705 Comrow Street, Kissimmee, United States View map

**Welcome to 7705 Comrow Villa Kissimmee**, a stunning escape nestled in the picturesque community of Celebration, Florida. This delightful villa combines the charm of a master-planned environment… More

From US$ 390 Book Now

E511Ja - Our Happy Place 3B/2Bath - Pool & Arcade

511 Jaybee Ave, Kissimmee, United States View map

Offering a location approximately a 5-minute walk from Lake Davenport, E511Ja - Our Happy Place 3B/2Bath - Pool & Arcade Kissimmee villa gives access to various tourist spots in the area. More

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Modern 4 Bedroom Villa Steps From The Beach 6344

790 Pebble Beach Dr, Kissimmee, United States View map

Welcome to the Modern 4 Bedroom Villa Steps From The Beach 6344, an exquisite retreat nestled in the heart of Kissimmee, just 29 km from the vibrant hustle and bustle of the city center. This… More

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Tranquil Villa Near Disney With Margaritaville Resort & Island H20 Waterpark Access - 2928Cs

2928 Caribbean Soul Dr., Orlando, United States View map

Situated 25 minutes' walk from Mystic Dunes Golf Club, Tranquil Villa Near Disney With Margaritaville Resort & Island H20 Waterpark Access - 2928Cs Kissimmee invites guests to relax at a terrace. More

From US$ 453 Book Now

Ev860 - Coral Breeze Retreat

860 Pebble Beach, Kissimmee, United States View map

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7Br Solara Resort Theme House Disney Orlando

9040 Flamingo Key Way, Kissimmee, United States View map

Offering a Jacuzzi for a relaxing experience, 7Br Solara Resort Theme House Disney Orlando Kissimmee villa is located a 25-minute walk from Highlands Reserve Boulevard. This holiday home features… More

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Two-Story, Dog-Friendly Gem Near Theme Parks With Pool, Central Ac & On-Site Gym

8542 Bay Lilly Loop, Kissimmee, United States View map

Nestled 4.2 km from the Avatar Flight of Passage, Two-Story, Dog-Friendly Gem Near Theme Parks With Pool, Central Ac & On-Site Gym Kissimmee villa entices guests to explore various tourist… More

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Last Minute Disney Private Pool Hot Tub Themed Bedrooms. Book Now 56873

4290 Paragraph Drive, Kissimmee, United States View map

During the stay at Last Minute Disney Private Pool Hot Tub Themed Bedrooms. Book Now 56873 Kissimmee villa, guests can indulge in a treatment room and a Jacuzzi or visit Medieval Times Dinner &… More

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Family Townhouse 10 Min To Parks With Themed Room

2788 Sun Key Place, Kissimmee, United States View map

Staying at the 116 m² Family Townhouse 10 Min To Parks With Themed Room Kissimmee, guests can visit the Rum Run, located 3.8 km away. Offering access to a swimming pool, this spacious apartment is… More

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Book Your Dream Stay: Orlando Villa 6455 Awaits You

1749 Caribbean View Terrace, Kissimmee, United States View map

Situated just 32 kilometers from the vibrant town of Kissimmee, Book Your Dream Stay: Orlando Villa 6455 Awaits You offers a serene escape for travelers seeking a blend of comfort and leisure. With… More

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Veranda Home, 8Br, 6 En-Suites, Lake View,Pool/Spa

4439 Shiva Loop, Kissimmee, United States View map

In the heart of Kissimmee, Veranda Home, an exquisite residence featuring eight luxurious bedrooms and six en-suite bathrooms, offers an unparalleled escape for families and groups seeking a tranquil… More

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Family Paradise: Spacious 10 Bedroom Villa6627

865 Golden Bear Dr, Kissimmee, United States View map

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Luxurious Home | Private Pool + Spa

1136 Castle Pines Ct, Kissimmee, United States View map

Staying at Luxurious Home | Private Pool + Spa Kissimmee, guests can visit Mickey Pylon Transmission Tower, which is nearly a 10-minute drive away. More

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Ev1893 - Serenity Sol Villa

1893 Nice Court, Kissimmee, United States View map

Situated around 10 minutes' drive from Northeast Regional City Park, Ev1893 - Serenity Sol Villa Kissimmee offers a heated pool, a spa centre for guests to relax in. More

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7740 Sandy Ridge Dr Unit 3-214

7740 Sandy Ridge Dr Unit 3-214, Kissimmee, United States View map

Situated 4.4 km from the A World of Orchids, 7740 Sandy Ridge Dr Unit 3-214 Kissimmee villa entices guests to explore various tourist attractions in the area. More

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Private Pool Townhome At Windsor At Westside

8901 Sydney Avenue, Kissimmee, United States View map

**Welcome to Private Pool Townhome At Windsor At Westside** - a tranquil retreat nestled just 32 km from the vibrant heart of Kissimmee and 50 km from the hustle and bustle of Orlando International… More

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Entire Pool Home Near Disney Resort Amenities

991 Lake Berkley Drive, Kissimmee, United States View map

Entire Pool Home Near Disney Resort Amenities Kissimmee entices active guests with access to a fitness area and is located nearly a 15-minute drive from Indigo Lakes Golf Club. Featuring a patio, the… More

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9 Bedrooms 5 Bathrooms Storey Lake Home

4559 Narrative Lane, Kissimmee, United States View map

Offering a location just 1.4 km from the miniature Congo River Golf, 9 Bedrooms 5 Bathrooms Storey Lake Home Kissimmee gives access to various tourist spots in the area. More

From US$ 1074 Book Now

New Reunion Resort-Custom Bunks- Private Theater

7468 Gathering Drive, Kissimmee, United States View map

New Reunion Resort-Custom Bunks- Private Theater Kissimmee villa is located 18 minutes' walk from Watson Golf Course and provides a swimming pool, ensuring a relaxing stay. Featuring cycling, as well… More

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Storey Lake Cozy Resort Home Pool Spa Disney Theme

2791 Punctuation Pl, Kissimmee, United States View map

The 5-bedroom Storey Lake Cozy Resort Home Pool Spa Disney Theme Kissimmee is situated within 7 km of the Old Town and provides a hot tub, ensuring a relaxing stay. Featuring access to a patio, this… More

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Luxury Villa At Windsor Island Resort 2010 Lelani Villa

2010 Lelani Circle, Kissimmee, United States View map

**Escape to the Stunning Lelani Villa at Windsor Island Resort** Nestled in the heart of Central Florida, Lelani Villa at Windsor Island Resort offers an idyllic retreat just 12 km from the vibrant… More

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Rc168P Fairway Magic

1168 Castle Pines Court, Kissimmee, United States View map

Rc168P Fairway Magic is a charming villa retreat nestled in the heart of Kissimmee, just 25 kilometers from the vibrant attractions of the area. This enchanting destination offers a perfect blend of… More

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Palm Tree Paradise Villa Near Disney With Margaritaville Resort & Island H20 Waterpark Access - 3113Cs

3113 Caribbean Soul Dr, Orlando, United States View map

Staying at the 3-bedroom Palm Tree Paradise Villa Near Disney With Margaritaville Resort & Island H20 Waterpark Access - 3113Cs Kissimmee, guests can visit Orange Lake Legends, which is nearly a 10… More

From US$ 433 Book Now

Wyndham Reunion 3Br Apartment With Resort Access

Gathering Drive 7593, Kissimmee, United States View map

**Welcome to the Wyndham Reunion 3Br Apartment With Resort Access**, where luxury living meets family-friendly adventure. Nestled in the heart of Kissimmee, this exquisite accommodation is just a 40… More

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Home 3Q Reunion — 10 Min Da Disney

832 Driving Range Ct, Kissimmee, United States View map

Staying at Home 3Q Reunion — 10 Min Da Disney Kissimmee, guests can easily reach Watson Golf Course, located nearly 10 minutes' drive away. More

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Perfect 6 Bedroom Villa On Reunion Resort And Spa Orlando Villa 5226

781 Golden Bear Drive, Kissimmee, United States View map

**Perfect 6 Bedroom Villa On Reunion Resort And Spa Orlando Villa 5226: A Luxurious Retreat** Positioned just 45 km from Orlando International Airport, the Perfect 6 Bedroom Villa On Reunion Resort… More

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Welcoming Home With Air Hockey Table And Waterpark & Resort Access Near Disney At Encore Resorts Reunion - 321Bu

321 Burma St, Kissimmee, United States View map

**Welcoming Home With Air Hockey Table And Waterpark & Resort Access Near Disney At Encore Resorts Reunion - 321Bu** offers an enchanting retreat nestled in the heart of Celebration, a picturesque… More

From US$ 303 Book Now

Escape To A 5 Bedroom Villa In Paradise 6316

2775 Bookmark Dr, Kissimmee, United States View map

**Escape To A 5 Bedroom Villa In Paradise 6316: Your Tropical Retreat** Located just 11 km from the vibrant heart of Kissimmee, Escape To A 5 Bedroom Villa In Paradise 6316 is an ideal sanctuary for… More

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Infinity Pool 11 Bdrm Oasis With Golf Views At Reunion

941 Golden Bear Drive, Kissimmee, United States View map

**Welcome to Infinity Pool 11 Bdrm Oasis With Golf Views At Reunion**, where luxury meets comfort in the heart of Kissimmee. Perfectly situated just 44 kilometers from Orlando International Airport… More

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Magic Vacation Villa Near Disney With Margaritaville Resort & Island H20 Waterpark Access - 2932Or

2932 On The Rocks Pt, Orlando, United States View map

Located approximately a 10-minute ride from the zoological Disney's Animal Kingdom Theme Park, the 3-bedroom Magic Vacation Villa Near Disney With Margaritaville Resort & Island H20 Waterpark Access … More

From US$ 504 Book Now

Ocean Waves Cottage Near Disney With Margaritaville Resort & Island H20 Waterpark Access - 2983La

2983 Latitude Lane, Orlando, United States View map

Staying at the 4-bedroom Ocean Waves Cottage Near Disney With Margaritaville Resort & Island H20 Waterpark Access - 2983La Kissimmee, guests can visit Island H2O Live, which is only 0.8 km away. More

From US$ 531 Book Now

Serenity Haven, Bliss, Storey Lake By Shine Villas Condo

3125 Riachuelo Lame, Kissimmee, United States View map

Welcome to Serenity Haven, a delightful retreat nestled in the heart of Kissimmee. This exceptional condo offers the perfect blend of comfort and convenience, making it an ideal choice for families… More

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