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2026-02-14
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Kissimmee holiday rentals

W412 - Cozy Condo With Third Floor Balcony At Reunion

1358 Centre Court Ridge Dr. Unit 301, Kissimmee, United States View map

Discover an extraordinary retreat at W412 - Cozy Condo With Third Floor Balcony At Reunion, nestled approximately 22 km from the vibrant heart of Kissimmee. This exceptional condo offers a unique… More

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Lakeview Home Sleeps 25 Vpr103

2571 Shanti Dr Kissimmee, Kissimmee, United States View map

**Welcome to Amazing View VPR103, your quintessential getaway in Kissimmee, Florida.** Nestled just 9 km from the vibrant heart of Kissimmee, this stunning property offers a delightful mix of… More

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8114 Princess Palm

8114 Princess Palm Lane, Kissimmee, United States View map

**8114 Princess Palm is your tranquil escape nestled just 30 km from the enchanting city of Kissimmee.** This amazing property artfully blends modern luxury with captivating design, creating an ideal… More

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Wyndham Star Island Resort-1Br- Apartment With Resort Access

5000 Avenue Of The Stars, Kissimmee, United States View map

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5 Bedrooms 4 Bathrooms Storey Lake 4890 Rc

4890 Romeo Circle, Kissimmee, United States View map

**Welcome to Storey Lake 4890 Rc**, where comfort meets convenience in the heart of Kissimmee. Just 12 kilometers from the lively attractions of Kissimmee, this charming retreat serves as an ideal… More

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Lakeview Pool Spacious Villa

4645 Cumbrian Lakes Drive, Kissimmee, United States View map

Welcome to the exquisite Lakeview Pool Spacious Villa Kissimmee, a tranquil oasis meticulously designed for relaxation and rejuvenation. Nestled just 12 km from the vibrant heart of Kissimmee, this… More

From US$ 246 Book Now

Pool Hot Tub Game Room Near Theme Parks

4633 Cumbrian Lakes, Kissimmee, United States View map

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Beautiful 4Bd 3Bath Pool Townhome Near Disney 36

4835 Memories Ln, Kissimmee, United States View map

Welcome to the Beautiful 4Bd 3Bath Pool Townhome Near Disney 36, an enchanting retreat that captures the spirit of Florida's charm. Nestled just a short 20-minute drive from the vibrant heart of… More

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Stunning 5Br Home - Your Dream Getaway

Bookmark Drive 2761, Kissimmee, United States View map

Welcome to the Stunning 5Br Home - Your Dream Getaway, a picturesque retreat nestled in the heart of Kissimmee, just a short 20-minute drive from the vibrant attractions of Orlando. This exceptional… More

From US$ 252 Book Now

Tropical Fountains Condo

8211 Roseville Blvd Fountains At Champions Gate, Kissimmee, United States View map

**Welcome to Tropical Fountains**, a captivating resort that promises a unique blend of comfort and fun in the heart of Kissimmee. Nestled just a 40-minute drive from the vibrant attractions of… More

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Casa 9Q C/ Piscina E Game Room - Perto Disney

9202 9202 Sommerset Hills Drive, Kissimmee, United States View map

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4766 - 5Br W Pool 10Min Disney 2 Water Parks

4766 Kings Castle Circle, Kissimmee, United States View map

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4 Bed Villa - Eagle Pointe - Kissimmee

566 Eagle Pointe South, Kissimmee, United States View map

**Welcome to the 4 Bed Villa - Eagle Pointe - Kissimmee, an idyllic retreat situated just 10 km from the vibrant heart of Kissimmee.** This inviting villa offers an exceptional blend of comfort and… More

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Disney Getaway Private Pool Themed Bedrooms. Book Now Dw33

2470 Santorini Dr, Kissimmee, United States View map

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Newly Renovated Close To Disney W Private Pool

534 Ella Mae Drive, Kissimmee, United States View map

Discover the charm of Newly Renovated Close To Disney W Private Pool, a delightful getaway just 36 km from the vibrant attractions of Kissimmee. Perfect for families and travelers alike, this stylish… More

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Sunny Cottage Near Disney With Margaritaville Resort & Island H20 Waterpark Access - 3013Sp

3013 Sea Plane Ln, Kissimmee, United States View map

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3147 - 5Br W Pool 10Min Disney 2 Water Parks

3147 Pequod Place, Kissimmee, United States View map

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The Ultimate Disney Experience Plus More!

7400 Soiree Way, Kissimmee, United States View map

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6-Bd In Champions Gate Resort

9239 Sommerset Hills, Kissimmee, United States View map

Welcome to the luxurious 6-Bd In Champions Gate Resort, an oasis of tranquility and modern sophistication nestled just 29 kilometers from the vibrant city of Kissimmee. This stunning resort is… More

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Charming Home With Themed Rooms, Game Room And Waterpark & Resort Access Near Disney At Encore Resorts Reunion - 300Pn

300 Pendant Court, Kissimmee, United States View map

Situated in the enchanting town of Celebration-a carefully crafted community by the Walt Disney Company-Charming Home With Themed Rooms, Game Room, and Waterpark & Resort Access Near Disney at Encore… More

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Comfortable 4 Bedrooms At Storey Lake

5047 Windermere Ave, Kissimmee, Fl 34746, Usa, Kissimmee, United States View map

**Experience Unmatched Comfort at Comfortable 4 Bedrooms At Storey Lake** Located just 13 kilometers from the heart of Kissimmee and conveniently 35 kilometers from Orlando International Airport… More

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Redone Private Guesthouse Suite With Community Pool

2606 Judge Loop, Kissimmee, United States View map

Cozy 1-Bedroom Guesthouse W/ Community Pool is located within 4.8 km of Osceola Heritage Park Event Venue and nearly a 10-minute ride from Silver Spur Rodeo Arena. This villa is equipped with 1… More

From US$ 113 Book Now

Kissimmee Getaway With Pool Access 5 Mi To Disney

3074 Tom Sawyer Dr, Kissimmee, United States View map

**Discover the Kissimmee Getaway With Pool Access, the ideal retreat just a stone's throw from the enchanting attractions of Disney. Nestled in the heart of Kissimmee, this delightful destination… More

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Grh13978 - Solara Resort - 5 Bed 4.5 Baths Townhome

2147 Cooper Bell Place, Kissimmee, United States View map

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Amplo 2 Quartos | Sala De Jogos & Comodidades

8889 Cabot Cliffs Drive, Kissimmee, United States View map

**Welcome to Your Home Away from Home** Nestled just 29 km from the vibrant attractions of Kissimmee, the Spacious 2Br Condo | Game Room & Resort Amenities offers a serene retreat for families and… More

From US$ 272 Book Now

Windsor Westside Luxury Oasis, Pool, Spa, By Disney

1622 Lima Ave, Kissimmee, Fl 34747, Usa, Kissimmee, United States View map

**Windsor Westside Luxury Oasis, Pool, Spa, By Disney** offers an exceptional retreat just 32 km from the vibrant heart of Kissimmee, making it an ideal sanctuary for families and leisure seekers. More

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Sunset Hideaway - South Facing Lake Home

8878 Geneve Court, Kissimmee, United States View map

**Welcome to Sunset Hideaway - South Facing Lake Home,** a serene retreat nestled just 32 kilometers from the vibrant center of Kissimmee. This enchanting getaway offers a perfect blend of comfort… More

From US$ 315 Book Now

Cozy Farmhouse Villa W/ Pool Near Airport & Parks

2214 Stonehedge Loop, Kissimmee, United States View map

Welcome to the Cozy Farmhouse Villa W/ Pool Near Airport & Parks, a serene retreat nestled just 7 km from the vibrant heart of Kissimmee and a mere 20 km from Orlando International Airport. This… More

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Rc152P Fairway Gem

1152 Castle Pines Court, Kissimmee, United States View map

In the heart of Kissimmee, the Rc152P Fairway Gem Villa offers an oasis of tranquility, providing an exceptional getaway for families and couples alike. This beautifully appointed retreat features a… More

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Tranquility At Bear'S Den

942 Jack Nicklaus Ct, Kissimmee, United States View map

Set within a serene enclave, Tranquility At Bear's Den offers an idyllic escape just 22 km from the bustling heart of Kissimmee. This charming villa combines sophistication with comfort, making it a… More

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Family Getaway Wpvt Pool Close To Disney

841 Las Fuentes Dr, Kissimmee, United States View map

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Og534D Homestead Cypress

7534 Gathering Drive, Kissimmee, United States View map

Welcome to the Og534D Homestead Cypress, an enchanting retreat nestled just 23 kilometers from the vibrant heart of Kissimmee. This idyllic destination seamlessly blends luxury and comfort, offering… More

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Spacious Cottage With Private Pool Near Disney With Margaritaville Resort & Island H2O Access - 8009Su

8009 Surf Street, Kissimmee, United States View map

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From US$ 819 Book Now

3 Bedrooms 2 Bathrooms Eagle Pointe 573Ep

573 Eagle Pointe South, Kissimmee, United States View map

**Experience Comfort and Convenience at Eagle Pointe 573Ep** Nestled in the serene embrace of Kissimmee, the Eagle Pointe 573Ep beckons guests with a unique blend of luxury and homely charm. More

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8947Ar Townhouse 4 Bedrooms & 3 Bathrooms + Pool

8947 Cabot Cliffs Dr, Kissimmee, United States View map

**The 8947Ar Townhouse is a modern gem nestled in the charming city of Kissimmee, just 29 km from the vibrant surroundings of the area and a mere 50 km from the bustling Orlando International Airport… More

From US$ 211 Book Now

4561 Enchanted 9Bd Kingdom Ideal For Large Groups

4561 Target Blvd, Kissimmee, United States View map

**4561 Enchanted 9Bd Kingdom is the perfect retreat for large groups seeking the ideal getaway in Kissimmee.** Nestled just 20 minutes by car from the vibrant heart of Kissimmee, this charming… More

From US$ 676 Book Now

Family-Friendly Home With Pool & Movie Theater

8878 Cabot Cliffs Dr, Kissimmee, United States View map

The 5-bedroom Champions Gate Sunny Greenview 8878 offers accommodation in Kissimmee, 2.6 km from ChampionsGate Golf Club and within 4.8 km of Indian Ridge. The Kissimmee villa comprises 5 bathrooms… More

From US$ 1131 Book Now

8569 Crystal Cove

8569 Crystal Cove Loop, Kissimmee, United States View map

Positioned in the heart of Kissimmee, the 8569 Crystal Cove Villa embodies the essence of a luxurious retreat, offering an idyllic escape for families and travelers seeking comfort and convenience. More

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1830 Sawyer Palm Kissimmee 9 Beds

1830 Sawyer Palm Place, Kissimmee, United States View map

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Shvcc2 - Crystal Cove #2 - 7 Bed 45 Baths Villa

1002 Tourmaline Drive, Kissimmee, United States View map

The 7-bedroom Crystal Cove 2 - 7 Bed 4,5 Baths Villa is located a 10-minute drive from Fantasy Surf and 35 km from Orlando International airport. The villa also comes with a full kitchen, which is… More

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Nm401L Legends Tranquil

401 Muirfield Loop, Kissimmee, United States View map

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Shvck4 - Coral Cay Resort #4 - 4 Bed 3 Baths Townhome

2380 Caravelle Cir, Kissimmee, United States View map

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Private Oasis With Pool Spa- 3401Clr

9053 Paolos Place, Kissimmee, United States View map

**Welcome to Your Private Oasis with Pool Spa - 3401Clr** Conveniently located near Kissimmee, this private refuge boasts accessibility to various recreational activities and nearby attractions… More

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W410 - Gorgeous Golf-View Villa With Galactic Themed Bedroom At Reunion

311 Muirfield Loop, Kissimmee, United States View map

### Welcome to W410 - Gorgeous Golf-View Villa at Reunion Conveniently located, W410 allows easy access to Florida's top attractions, including world-renowned theme parks. More

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Storey Lake 9 Bedroom Villa With Games Room And Theater Home

137 Minniehaha Circle, Kissimmee, United States View map

Welcome to the Storey Lake, an exquisite retreat that promises an unforgettable experience for families and groups seeking the perfect blend of luxury and comfort. Nestled in charming Kissimmee, just… More

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Gorgeous Home With Pool And Lake View

4867 Romeo Circle, Kissimmee, United States View map

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Beautiful Villa With First Class Amenities Orlando Villa 1000

7925 Jacks Club Drive, Kissimmee, United States View map

Set in a vibrant locale, the Beautiful Villa With First Class Amenities Orlando Villa 1000 offers an exquisite blend of luxury and comfort just 23 km from the charming city of Kissimmee. This… More

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Patriots Delight

1457 Fairview Circle, Kissimmee, United States View map

Set in the heart of Kissimmee, Patriots Delight Villa offers a tranquil retreat just 22 km from the vibrant attractions of downtown. This exquisite villa combines luxurious amenities with a welcoming… More

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Sunset On Shaker Cottage With Private Pool Near Disney With Margaritaville Resort & Island H20 Access - 7960Sh

7960 Shaker Street, Kissimmee, United States View map

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From US$ 669 Book Now

Dluxx Dream House Pool At Windsor Resort 8877

8877 Bengal Court, Kissimmee, United States View map

**Welcome to Dluxx Dream House Pool At Windsor Resort 8877**, an enchanting retreat nestled just a short 60-minute drive from the vibrant heart of Kissimmee. This exquisite sanctuary is thoughtfully… More

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