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2026-04-23
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Vacation Rentals in Kissimmee

Beautiful Home Close To Theme Parks With Private Pool, Ac & W/D - Dog-Friendly

4958 Castle St E, Kissimmee, United States View map

Beautiful Home Close To Theme Parks With Private Pool, Ac & W/D - Dog-Friendly Kissimmee is located 15 minutes' drive from Kissimmee Oaks Golf Course and invites guests to enjoy a patio. More

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Last Minute Disney Getaway Private Pool Hot Tub Game Room. Book Now 17194

4793 Kings Castle Circle, Kissimmee, United States View map

Last Minute Disney Getaway Private Pool Hot Tub Game Room. Book Now 17194 Kissimmee villa is only a 5-minute walk from Lennar at Storey Lake, offering guests to unwind at a treatment room and a… More

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Summer Breeze Villa Near Disney With Margaritaville Resort & Island H20 Waterpark Access - 2960Cs

2960 Caribbean Soul Dr, Orlando, United States View map

Featuring a swimming pool for guests' relaxation, the 3-bedroom Summer Breeze Villa Near Disney With Margaritaville Resort & Island H20 Waterpark Access - 2960Cs Kissimmee is located within a 6-km… More

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Family 5Br Retreat Near Disney

4451 Scene Ln, Kissimmee, United States View map

Offering an indoor pool for a relaxing experience, Family 5Br Retreat Near Disney Kissimmee villa is located a 10-minute drive from the Museum of Military History. More

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Beautiful 5Bed Home With Free Resort Access 4817

4817 Love Storey Ln, Kissimmee, United States View map

Nestled just a scenic 20-minute drive from the vibrant heart of Kissimmee, the Beautiful 5Bed Home With Free Resort Access 4817 is the perfect retreat for families seeking both comfort and adventure.… More

From US$ 209 Book Now

4 Bedroom 3 Bath South Facing Pool Spa Villa Villa

8108 Fan Palm Way, Kissimmee, United States View map

**Situated in the heart of Kissimmee, the luxurious 4 Bedroom 3 Bath South Facing Pool Spa Villa promises an unforgettable escape complete with all the comforts of home and the lavish amenities of a… More

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Wondara Retreat - Golf Sim - Star Wars-Frozen-Lego Batman-Pool W-Slide By Disney

745 Desert Mountain Court, Kissimmee, United States View map

Situated nearly a 10-minute drive from the Windsor Hills, Wondara Retreat - Golf Sim - Star Wars-Frozen-Lego Batman-Pool W-Slide By Disney Kissimmee villa offers a private pool, a spa centre for… More

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Le572X Liberty Plaza

7572 Excitement Drive, Kissimmee, United States View map

**Welcome to Le572X Liberty Plaza**, an exquisite retreat nestled in the enchanting locale of Kissimmee, just 23 kilometers from the vibrant heart of Orlando. This gem offers a blend of contemporary… More

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Modern 7 Bdrm Villa With Games Room At Reunion

1141 Castle Pines Ct., Kissimmee, United States View map

**Experience Luxurious Comfort at the Modern 7 Bdrm Villa with Games Room at Reunion** Nestled just 15 km from the bustling Kissimmee Value Outlet Shops, the Modern 7 Bdrm Villa with Games Room at… More

From US$ 1134 Book Now

Peaceful 5 Bedroom Villa Oasis In Orlando6535

745 Golden Bear Drive, Kissimmee, United States View map

Situated just a short drive from the bustling attractions of Kissimmee, the Peaceful 5 Bedroom Villa Oasis in Orlando6535 offers an idyllic retreat for families and groups alike. This charming villa… More

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Compass Point Villa S

3185 Tocoa Circle, Kissimmee, United States View map

**Welcome to the Compass Point Villa S, a luxurious getaway nestled just 13 km from the vibrant heart of Kissimmee and approximately 35 km from the bustling Orlando International Airport. Velvety… More

From US$ 125 Book Now

Townhome 4Q Storey Lake - Piscina & Temas

4379 Scene Lane, Kissimmee, United States View map

Townhome 4Q Storey Lake - Piscina & Temas Kissimmee villa is located nearly a 10-minute drive from the mile-long Kissimmee Go-Karts and provides guests with a hot tub for a more relaxing stay. More

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Lovely Villa Near Disney With Margaritaville Resort And Island H20 Waterpark Access - 2904Or

2904 On The Rocks Pt., Orlando, United States View map

Lovely Villa Near Disney With Margaritaville Resort And Island H20 Waterpark Access - 2904Or Kissimmee offers quick access to such city attractions as Splendid China, located 6 minutes' walk away. More

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Villa Crayson

8800 Crayson Court, Kissimmee, United States View map

Villa Crayson Kissimmee is a luxurious retreat set against the enchanting backdrop of Florida's vibrant attractions. Located just 35 kilometers from the bustling heart of Kissimmee, this exquisite… More

From US$ 262 Book Now

Poolside 5Br Escape With Pool Table & Parking

4683 Cumbrian Lakes Drive, Kissimmee, United States View map

Poolside 5Br Escape With Pool Table & Parking Villa Kissimmee offers quick access to such tourist spots as cumbrian lakes, situated approximately a 5-minute walk away. More

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Villa Crayson Home

8800 Crayson Court, Kissimmee, United States View map

Situated in the West Kissimmee district, 3.6 km from the Rum Run, Villa Crayson Home Kissimmee comes with a private swimming pool for guests to unwind. More

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Top Villas - Championsgate 2238

651 Drop Shot Drive, Kissimmee, United States View map

Welcome to Championsgate, a luxurious retreat perfectly nestled just 29 km from the vibrant heart of Kissimmee and 50 km from the bustling Orlando International Airport. This exquisite villa offers… More

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Amazing Mansion On Veranda Palms Resort With The Best 5 Star Amenities Orlando Mansion 5533

2505 Shanti Drive, Kissimmee, United States View map

Escape to the exquisite Amazing Mansion on Veranda Palms Resort, a distinguished retreat nestled just 9 km from the vibrant hub of Kissimmee. This luxurious haven offers an unparalleled experience… More

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Four Bed In Emerald Island Resort Mins To Disney

8419 Secret Key Cove, Kissimmee, United States View map

**Welcome to the Four Bed In Emerald Island Resort Mins To Disney, a captivating retreat that combines comfort, convenience, and an abundance of family-friendly amenities. Nestled in the bustling… More

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Last Minute Disney Private Pool Game Room Themed Bedrooms. Book Now 25514

8877 Bengal Court, Kissimmee, United States View map

Offering a treatment room for a relaxing experience, Last Minute Disney Private Pool Game Room Themed Bedrooms. Book Now 25514 Kissimmee villa is located 10 minutes' drive from Northeast Regional… More

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Last Minute Disney Luxury Townhouse With Private Pool. Book Now Slr557

4184 Paragraph Dr, Kissimmee, United States View map

During the stay at Last Minute Disney Luxury Townhouse With Private Pool. Book Now Slr557 Kissimmee villa, guests can indulge in an indoor pool or visit the Kissimmee Go-Karts, located 2.5 km away. More

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Lake View Pool Home Near Disney - 5Br 4Ba

8855 Candy Palm Road, Kissimmee, United States View map

Welcome to the Lake View Pool Home Near Disney, where the charm of Kissimmee meets modern luxury. Nestled just 34 kilometers from the vibrant heart of Kissimmee, this stunning retreat offers a… More

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Stunning 4Bd W Pool Gameroom Solara Resort 9008

9008 Egret Mills Terrace, Kissimmee, United States View map

During the stay at Stunning 4Bd W Pool Gameroom Solara Resort 9008 Kissimmee villa, guests can indulge in cycling or visit the Emerald Island Boulevard, located 4 km away. Situated in the West… More

From US$ 412 Book Now

Go19 - Champions Gate

1220 Challenge Dr, Kissimmee, United States View map

**Discover the Luxury of Go19 - Champions Gate Villa Kissimmee** Located within close proximity to iconic attractions and theme parks, guests will find themselves perfectly positioned to explore the… More

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7 Mi To Usta Waterfront Tennis House With Yard!

3069 Sangria St, Kissimmee, United States View map

Welcome to the delightful 7 Mi To Usta Waterfront Tennis House With Yard!, A charming retreat just a short 20-minute drive away from Kissimmee. Nestled in a serene setting, this property offers a… More

From US$ 344 Book Now

Tg220T Heritage Rock Spring

1220 Grand Traverse Parkway, Kissimmee, United States View map

**Welcome to Tg220T Heritage Rock Spring** - an enchanting retreat nestled just 25 km from the vibrant heart of Kissimmee, offering a sanctuary amid Florida's natural beauty. This captivating haven… More

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Modern Storey Lake Resort Disney Orlando 3161-305

3161 Paradox Circle Apt 305, Kissimmee, United States View map

**Discover Modern Elegance at Modern Storey Lake Resort Disney Orlando 3161-305** Nestled just 12 km from the vibrant streets of Kissimmee, the Modern Storey Lake Resort Disney Orlando 3161-305… More

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Colorful Villa Near Disney With Margaritaville Resort & Island H20 Access - 8195Cp

8195 Coconut Place, Kissimmee, United States View map

Located around a 15-minute walk from the Emerald Island Boulevard, the family Colorful Villa Near Disney With Margaritaville Resort & Island H20 Access - 8195Cp Kissimmee gives access to various… More

From US$ 332 Book Now

Homestead Holly

7550 Gathering Drive, Kissimmee, United States View map

Set in the enchanting region of Kissimmee, Homestead Holly is a serene escape just a 40-minute drive from Orlando's bustling attractions. This charming haven boasts a captivating retreat designed for… More

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Holiday Home Florida Breeze Mit Whirlpool By Interhome

960 Marcello Blvd, Kissimmee, United States View map

Holiday Home Florida Breeze Mit Whirlpool By Interhome Kissimmee is located a mere 8 minutes' walk from Give Kids The World Village Resort and features a private pool as well as a terrace for guests'… More

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Close To Disney! Pool/Spa/Game & Movie Room!

4503 Narrative Lane, Kissimmee, United States View map

During the stay at Close To Disney! Pool/Spa/Game & Movie Room! Kissimmee villa, guests can indulge in canoeing or visit the open-air mall "Lake Buena Vista Factory Stores", located 3.5 km away. More

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1961 Majorca Dr Kissimmee

1961 Majorca Drive, Kissimmee, United States View map

Situated about a 25-minute walk from the Northeast Regional Park, 1961 Majorca Dr Kissimmee Villa invites guests to relax at a patio. More

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8496 Resort 3Br Condo By Disney World Orlando

8496 Crystal Cove Loop, Kissimmee, United States View map

Nestled in the West Kissimmee district, the 2-bedroom 8496 Resort 3Br Condo By Disney World Orlando Kissimmee villa is within a 5-km distance of Disney's Blizzard Beach Water Park and offers a… More

From US$ 314 Book Now

High End 7 Beds Reunion Resort Home Pool Hot Tub Near Disney

7898 Poplin Street, Kissimmee, United States View map

Located within 3 km of Orlando Tree Trek Adventure Park|the Orlando Tree Trek Adventure Park, High End 7 Beds Reunion Resort Home Pool Hot Tub Near Disney Kissimmee provides access to various tourist… More

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Ultimate 9-Bed Luxury Retreat - Movie Theater, Game Room, Pool, Spa & Themed Bedrooms In Resort Paradise

9031 Sunset Palms Terrace, Kissimmee, United States View map

The 6-bedroom Ultimate 9-Bed Luxury Retreat - Movie Theater, Game Room, Pool, Spa & Themed Bedrooms In Resort Paradise Kissimmee villa is situated around 25 minutes' walk from Highlands Reserve… More

From US$ 360 Book Now

Orangebaum Condo: 8 Min To Disney + Resort Perks

2301 Butterfly Palm Way #305, Kissimmee, United States View map

Situated in the vibrant Kissimmee area, the Orangebaum Condo: 8 Min To Disney + Resort Perks provides an idyllic retreat for families and travelers eager to experience the magic of Disney. Just a… More

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7 Bd 7.5 Ba Sonoma Resort 3901 Oa

3901 Oakville Avenue, Kissimmee, United States View map

Offering a location 3.3 km from the working Kissimmee Air Museum, 7 Bd 7.5 Ba Sonoma Resort 3901 Oa Kissimmee villa gives access to various tourist spots in the area. More

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Centre Court Splendor, Corner Unit, Great Views, 1014

1354 Centre Court Ridge Dr (Building C) Unit #301, Kissimmee, United States View map

Situated approximately a 10-minute ride from Watson Golf Course, the spacious 148 m² Centre Court Splendor, Corner Unit, Great Views, 1014 Apartment Kissimmee also boasts easy access to Kissimmee… More

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Upstay Bella Vida Retreat W Pool Cinema And Games

307 Marcello Boulevard, Kissimmee, United States View map

Located about 10 minutes' drive from Kissimmee Golf Club, Upstay Bella Vida Retreat W Pool Cinema And Games Kissimmee villa offers a patio with views of the city. Offering a private pool, this… More

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Windsor Palms Villa: Pool & Close To Disney

8022 King Palm Circle, Kissimmee, United States View map

**Windsor Palms Villa: Pool & Close to Disney** Among the extensive services offered, Windsor Palms Villa features 24-hour concierge assistance, ensuring guests enjoy seamless and stress-free stays. More

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Private Family Oasis In Championsgate

1154 Kingsbarn Street, Kissimmee, United States View map

Situated 4.5 km from Tuscan Hills Boulevard, Private Family Oasis In Championsgate Villa Kissimmee provides access to numerous tourist attractions in the area. More

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Free Resort Heated Pool & 9Mi Disney

2058 Rome Drive, Kissimmee, United States View map

Situated in the charming area of Kissimmee, Free Resort Heated Pool & 9Mi Disney offers a delightful retreat for families and travelers seeking convenience and comfort. Situated just 31 km from the… More

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Villas North Sunshine

1108 Sunset View Circle,, Kissimmee, United States View map

**Experience Unmatched Serenity at Villas North Sunshine** Location is key at Villas North Sunshine, conveniently situated near popular attractions, shopping districts, and the breathtaking scenery… More

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3 Bed 2,5 Bath Perfect Family Home Bunk Beds Townhouse

3006 White Orchid Road, Kissimmee, United States View map

**Welcome to the 3 Bed 2.5 Bath Perfect Family Home Bunk Beds Townhouse**, a delightful retreat located just 32 km from the vibrant city of Kissimmee. This charming townhouse provides an ideal base… More

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Windsor At Westside #230868 Home

2167 Tripoli Court, Kissimmee, United States View map

Welcome to Windsor At Westside #230868 Home, an exquisite retreat set in Kissimmee, ideal for families and travelers seeking a blend of luxury and comfort. Nestled just 18 kilometers from the… More

From US$ 445 Book Now

Beautiful Sun-Inspired Home In Champions Gate Community With Resort Amenities

1046 Splash Shot Place, Kissimmee, United States View map

Located within a 10-minute drive of Tuscan Hills Boulevard, Beautiful Sun-Inspired Home In Champions Gate Community With Resort Amenities Kissimmee provides access to various tourist attractions in… More

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2614 Veranda Palms

2614 Tranquility Way, Kissimmee, United States View map

Offering a location around a 25-minute walk from Osceola County, 2614 Veranda Palms Kissimmee villa gives access to various tourist spots in the area. More

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8908 Cc - 6Br Luxury Home: Private Pool

8908 Cabot Cliffs Dr, Kissimmee, United States View map

Set in the vibrant heart of Kissimmee, the 8908 CC - 6Br Luxury Home: Private Pool provides an exquisite escape for families and groups seeking an unforgettable Florida vacation. This opulent six… More

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Plush Pelican, At Storey Lake By Shine Villas #839

2889 Simile Street, Kissimmee, United States View map

The spacious 178 m² Plush Pelican, At Storey Lake By Shine Villas #839 Kissimmee apartment is located in Kissimmee, approximately a 10-minute ride from the Eagle Park Orlando, and boasts a Jacuzzi. More

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Unit 9108- Tuscana Resort

1301 Tuscan Terrace Unit 9108, Kissimmee, United States View map

**Welcome to the Tuscana Resort Kissimmee, where comfort meets convenience in the heart of Central Florida.** Just 25 kilometers from the vibrant city of Kissimmee, this inviting retreat is perfect… More

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