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

Crystal Cove 4 Bedroom Vacation Home 1527

947 Emerald Green Court, Kissimmee, United States View map

Offering a location only 1.3 km from Medieval Times Dinner & Tournament, the 3-bedroom Crystal Cove 4 Bedroom Vacation Home 1527 Kissimmee gives access to various tourist spots in the area. More

From US$ 209 Book Now

Tuscana Resort Champions Gate

1370 Tuscana Lane, Kissimmee, United States View map

**Discover the Allure of Tuscana Resorts** With a comprehensive range of services, the Tuscana Resort Champions Gate prioritizes guest satisfaction, offering amenities such as a modern fitness center… More

From US$ 87 Book Now

6 Mi To Wdw Family-Friendly Townhome With Foosball!

2448 Caravelle Cir, Kissimmee, United States View map

Offering a hot tub for a relaxing experience, 6 Mi To Wdw Family-Friendly Townhome With Foosball! Kissimmee villa is located 15 minutes by car from the Old Town. More

From US$ 83 Book Now

Perfect Townhome For Your Vacation W Private Pool

4807 Clock Tower Drive, Kissimmee, United States View map

Situated 3 km from the open-air mall "Lake Buena Vista Factory Stores", the welcoming Perfect Townhome For Your Vacation W Private Pool Kissimmee villa entices guests to explore various tourist… More

From US$ 541 Book Now

Stunning 4 Bd W/ Gameroom Close To Disney 5110K

5110 Killarney Way, Kissimmee, United States View map

World of Disney is within 4.4 km of the 4-bedroom Stunning 4 Bd W/ Gameroom Close To Disney 5110K and Orlando International airport is 27 minutes' drive away. The property provides free parking, an… More

From US$ 378 Book Now

6 Bedroom 5 Bathroom Storey Lake 4770Kc

4770 Kings Castle Cir, Kissimmee, Fl 34746, Usa, Kissimmee, United States View map

**Experience Luxurious Comfort at Storey Lake 4770Kc** Discover a captivating retreat at the 6 Bedroom 5 Bathroom Storey Lake 4770Kc, a stunning haven situated just 12 km from the vibrant heart of… More

From US$ 448 Book Now

Cozy Home Near Disney With Private Pool

2656 Montego Bay Boulevard, Kissimmee, United States View map

**Welcome to Cozy Home Near Disney With Private Pool, where comfort meets convenience just a stone's throw from the magical attractions of Florida. Located a mere 20-minute drive from the lively… More

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Marvelous 4 Bd W/ Pool Close To Disney 218

218 Ocean Course Avenue, Kissimmee, United States View map

Located approximately 10 minutes' drive from Mystic Dunes Golf Club, the 3-bedroom Marvelous 4 Bd W/ Pool Close To Disney 218 Kissimmee villa offers a terrace with views of the city. Featuring pool… More

From US$ 1414 Book Now

6Br Resort Home Near Disney - With Private Pool Hot Tub And Games Room

Marcello Boulevard 1091, Kissimmee, United States View map

Escape to the enchanting 6Br Resort Home Near Disney - With Private Pool, Hot Tub, and Games Room, a delightful retreat located just a 10-minute drive from the vibrant attractions of Kissimmee. This… More

From US$ 244 Book Now

Disney Cottage

949 Savanna Drive, Kissimmee, United States View map

**Welcome to Your Magical Escape** Nestled in the enchanting surroundings of Kissimmee, the Disney Cottage offers a delightful retreat just a 20-minute drive from the vibrant offerings of central… More

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Brand New Fantastic Home At Storey Lake

4447 Scene Lane, Kissimmee, United States View map

**Discover the Allure of the Brand New Fantastic Home at Storey Lake** Nestled just 9 km from the enchanting Kissimmee area, the Brand New Fantastic Home at Storey Lake beckons travelers seeking a… More

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Amazing Resort Style Home Walkable To Waterpark

968 Leader Street, Kissimmee, United States View map

**Welcome to Amazing Resort Style Home Walkable To Waterpark, a serene retreat nestled in the heart of Kissimmee, just 29 km from the exciting attractions that define this vibrant region. This… More

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Emerald Island Retreat In Emerald Island Resort

2701 Lido Key Dr, Kissimmee, United States View map

The exquisite Emerald Island Retreat in Emerald Island Resort is where vibrant tropical landscapes meet luxurious accommodations. Nestled just 32 kilometers from the heart of Kissimmee and a… More

From US$ 190 Book Now

A Blissful Stay Near Disney World

9000 Sunshine Ridge Loop, Kissimmee, United States View map

Located in the West Kissimmee district, A Blissful Stay Near Disney World Kissimmee villa is 25 minutes' walk from Highlands Reserve Boulevard and offers a Jacuzzi. Providing an outdoor swimming pool… More

From US$ 429 Book Now

Waterpark Disney Wpoollakeview Storey Lake

3053 Gatsby St, Kissimmee, United States View map

**Welcome to Waterpark Disney Wpoollakeview Storey Lake, a premier retreat nestled just 12 kilometers from the vibrant heart of Kissimmee and an ideal base for exploring Central Florida's enchanting… More

From US$ 137 Book Now

1737Ia Villa 5 Bed/5 Ba

1737 Caribbean View Ter, Kissimmee, United States View map

Welcome to the exquisite 1737Ia Villa, a stunning retreat located just 32 kilometers from the vibrant city of Kissimmee. This luxurious accommodation is an ideal gateway for families or groups… More

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Island Abode -Near Disney

3131 Yellow Lantana Lane, Kissimmee, United States View map

Set in the vibrant heart of Kissimmee, Island Abode - Near Disney offers an enchanting escape for families and adventurers alike. Just a short drive away, at approximately 32 kilometers, the magical… More

From US$ 181 Book Now

2696 Manesty

2696 Manesty Lane, Kissimmee, United States View map

**Discover 2696 Manesty Villa Kissimmee** Nestled in the enchanting town of Celebration, a vibrant master-planned community crafted by Walt Disney Company, 2696 Manesty stands as a premier… More

From US$ 354 Book Now

16-Guest Resort Home W Hottub-Pool-Bbq-Arcade

Coconut Breeze Drive 8935, Kissimmee, United States View map

The 7-bedroom 16-Guest Resort Home W Hottub-Pool-Bbq-Arcade Kissimmee is located 3.3 km from Northeast Regional City Park and provides a private pool, ensuring a relaxing stay. Situated in the West… More

From US$ 135 Book Now

Epic 12 Bedroom Home With Private Pool

348 Marcello Boulevard, Kissimmee, United States View map

The Epic 12 Bedroom Home With Private Pool is an exceptional retreat located just 8 km from the vibrant heart of Kissimmee. This expansive home promises a unique blend of luxurious comfort and… More

From US$ 454 Book Now

La Casa Mediterranean! 3 Bedroom Condo Near Disney!

5006 Laguna Bay Circle 60, Kissimmee, United States View map

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From US$ 148 Book Now

Modern Marvel-Spacious, Themed, Fun-Filled

Bookmark Drive 2719, Kissimmee, United States View map

**Welcome to the Modern Marvel-Spacious, Themed, Fun-Filled, where contemporary luxury meets whimsical design in the heart of Kissimmee.** Just 11 kilometers from the vibrant attractions of Kissimmee… More

From US$ 433 Book Now

5Br Villa With Game Room And Spa, 12 Min To Disney

Scrapbook St, Kissimmee, United States View map

5Br Villa With Game Room And Spa, 12 Min To Disney Kissimmee is located 25 minutes' walk from Give Kids The World Village Resort and provides a hot tub. Guests can relax in a private garden and enjoy… More

From US$ 526 Book Now

Making Dreams 4Br Family Villa With Pool And Game Room Near Disney Parks

143 South Roma Way, Kissimmee, United States View map

During the stay at Making Dreams 4Br Family Villa With Pool And Game Room Near Disney Parks Kissimmee, guests can indulge in horse riding, bowling, and mini golf or visit Medieval Times Dinner &… More

From US$ 145 Book Now

4830Fa Townhouse 4 Bedrooms & 3 Bathrooms + Pool

4830 Dedication St, Kissimmee, United States View map

**4830Fa Townhouse is your serene retreat in Kissimmee** For dining, there are numerous local restaurants and cafes within a short distance, allowing guests to sample delicious regional cuisine. More

From US$ 182 Book Now

Beautiful Villa At Champions Gate

8203 Roseville Boulevard, Kissimmee, United States View map

**Discover Luxurious Stays at Beautiful Villa at Champions Gate** Conveniently located just 16 km from the renowned ESPN Wide World of Sports and 17 km from Plaza del Sol Kissimmee, this villa… More

From US$ 209 Book Now

Modern 6Br Home - Pool Games Bbq - Near Disney

Monado Drive 4505, Kissimmee, United States View map

### Experience the Charm of Modern Living at the Modern 6Br Home - Pool Games Bbq - Near Disney The prime location of this remarkable residence makes it a fantastic hub for exploring the surrounding… More

From US$ 212 Book Now

Disney Retreat

8911 Sydney Avenue, Kissimmee, United States View map

Welcome to the serene Disney Retreat Kissimmee, a luxurious escape just 32 kilometers from the enchanting heart of Kissimmee and a short drive from Orlando International Airport. This exquisite… More

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Private Pool Villa, Free Water Park, Near Disney

1909 Nice Court, Kissimmee, United States View map

Welcome to the exquisite **Private Pool Villa**, nestled in the picturesque Windsor at Westside, just a delightful 10-minute drive from the iconic Walt Disney World. More

From US$ 315 Book Now

Ground Floor Gathering Up To 9 Guests Bl387

387 Marcello Boulevard, Kissimmee, United States View map

Discover the inviting ambiance of Ground Floor Gathering, a thoughtfully designed haven in Kissimmee that perfectly accommodates up to nine guests. Nestled just 10 minutes from the vibrant heart of… More

From US$ 196 Book Now

Posh Home With Media And Game Room Near Disney With Waterpark & Resort Access At Encore Resort - 7659Ff

7659 Fairfax Drive, Orlando, United States View map

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From US$ 392 Book Now

Themed House W Disney Rooms Private Pool & Spa

Leader Street 969, Kissimmee, United States View map

Located 3.2 km from Highlands Reserve Boulevard, the 5-bedroom Themed House W Disney Rooms Private Pool & Spa Kissimmee villa gives access to various tourist sites in the vicinity. More

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3 Bed-Near Disney-Tuscana Resort

1370 Tuscana Lane, Kissimmee, United States View map

Situated in the vibrant heart of Kissimmee, the 3 Bed-Near Disney-Tuscana Resort offers an enchanting retreat just a stone's throw from the magic of Disney. This family-friendly haven, only 24 km… More

From US$ 154 Book Now

Charming Dog Friendly Villa With Pool-3815Ww

9033 Rhodes Street, Kissimmee, United States View map

Offering a location 25 minutes on foot from the Rum Run, Charming Dog Friendly Villa With Pool-3815Ww Kissimmee gives access to various tourist spots in the area. More

From US$ 209 Book Now

Amazing 3 Bdrm At Encantada- 6 Miles From Disney

3016 Yellow Lantana Ln, Kissimmee, Fl 34747, Eua, Kissimmee, United States View map

Offering a location 3.2 km from Orange Lake Legends, the 2-bedroom Amazing 3 Bdrm At Encantada- 6 Miles From Disney Kissimmee villa gives access to various tourist spots in the area. More

From US$ 100 Book Now

Grand Getaway - 6 Bedroom Luxury Vacation Rental

Rhodes Street, Kissimmee, United States View map

**Welcome to Your Dream Escape at Grand Getaway** Ideally situated, the Grand Getaway allows you to reap the benefits of both tranquility and accessibility. More

From US$ 333 Book Now

8Br Resort Home With Games Room And Bbq

Marcello Boulevard 302, Kissimmee, United States View map

Welcome to the enchanting 8Br Resort Home With Games Room And BBQ, a luxurious family retreat located just a 10-minute drive from the vibrant heart of Kissimmee. Ideal for those seeking both… More

From US$ 406 Book Now

Remarkable Home Near Disney With Theater & Themed Rooms With Waterpark & Resort Access At Encore Resort - 7660Ff

7660 Fairfax Dr, Kissimmee, United States View map

Located a 16-minute walk from the Brinson Park, Remarkable Home Near Disney With Theater & Themed Rooms With Waterpark & Resort Access At Encore Resort - 7660Ff Kissimmee offers themed dinners and… More

From US$ 917 Book Now

Bahama Bay Beautiful 3 Bedrooms Condo

1114 New Providence Promenade, Kissimmee, United States View map

Welcome to the exquisite Bahama Bay Beautiful 3 Bedrooms Condo, an enchanting retreat located just 33 km from the vibrant heart of Kissimmee, Florida. This tropical haven offers guests a serene… More

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Gorgeous 3Bd Close To Disney @Champions Gate 993

993 Splash Shot Place, Kissimmee, United States View map

Set just 30 kilometers from the heart of Kissimmee, the Gorgeous 3Bd Close To Disney @Champions Gate 993 offers a perfect blend of comfort and convenience for travelers eager to explore the… More

From US$ 154 Book Now

Luxurious 5Br Villa Your Disney Getaway

9001 Paolos Place, Kissimmee, United States View map

**Experience the Magic of Luxurious 5Br Villa Your Disney Getaway** Conveniently located just 50 km from Orlando International Airport, Luxurious 5Br Villa Your Disney Getaway serves as an ideal base… More

From US$ 354 Book Now

Bahama Bay

807 Gran Bahama Boulevard, Kissimmee, United States View map

The idyllic Bahama Bay Villa Kissimmee is where comfort meets tropical elegance. Nestled in a lush landscape, this exquisite retreat offers guests unparalleled accommodations, complete with… More

From US$ 148 Book Now

The Windermere - Pool Lazy River & Waterslides

4980 Windermere Avenue, Kissimmee, United States View map

**Welcome to The Windermere - Pool Lazy River & Waterslides**, a premier family-friendly destination that seamlessly combines leisure and adventure in the heart of Kissimmee. Just a short 20-minute… More

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Retreat To Nice Court 7Bd/6Bath/Pool/Spa

1861 Nice Court, Kissimmee, United States View map

**Retreat To Nice Court 7Bd/6Bath/Pool/Spa** is an exquisite sanctuary nestled in the charming town of Kissimmee, just a short 60-minute drive from the vibrant attractions of Orlando. This stunning… More

From US$ 244 Book Now

4 Bedroom 3 Bathroom Villas At Seven Dwarfs 8-108

4601 Yellowgold Road West Building 10 Unit 102, Kissimmee Fl, 34746, Kissimmee, United States View map

**Discover the Charm of 4 Bedroom 3 Bathroom Villas at Seven Dwarfs 8-108** Nestled in the heart of Kissimmee, the 4 Bedroom 3 Bathroom Villas At Seven Dwarfs 8-108 offer an inviting retreat for… More

From US$ 185 Book Now

Cute With Private Pool At Storey Lake Sl4802

4802 Romeo Cr, Kissimmee, United States View map

**Welcome to Cute With Private Pool At Storey Lake SL4802**, a charming retreat nestled just 12 kilometers from the vibrant heart of Kissimmee. This delightful accommodation brings together comfort… More

From US$ 249 Book Now

4Bd Sleeps 9 W Jacuzzi Close To Disney @ Compass Bay 5113C

5113 Crown Haven Dr, Kissimmee, United States View map

Set just 20 minutes by car from the enchanting vibrant city of Kissimmee and only 35 kilometers from the bustling Orlando International Airport, 4Bd Sleeps 9 W Jacuzzi Close To Disney @ Compass Bay… More

From US$ 274 Book Now

Modern Family-Friendly Townhome - 10 Min Parks

8968 Silver Place, Kissimmee, United States View map

Located in the West Kissimmee district, the 2-bedroom Modern Family-Friendly Townhome - 10 Min Parks Kissimmee villa is 3.3 km from Polo Park Golf Course and offers a hot tub. More

From US$ 156 Book Now

8400 Blue Lagoon Drive

8400 Blue Lagoon Drive, Kissimmee, United States View map

**Welcome to 8400 Blue Lagoon Drive, Kissimmee**-a vibrant oasis nestled just 31 km from the heart of Kissimmee and a convenient 45 km from Orlando International Airport. This enchanting retreat… More

From US$ 164 Book Now

Modern 2Bdrm Condo-Championsgate

1099 Splash Shot Place, Kissimmee, United States View map

Welcome to the Modern 2Bdrm Condo-Championsgate, a beautifully appointed retreat nestled in the heart of Championsgate, just a 50-minute ride from the vibrant attractions of Kissimmee. This stunning… More

From US$ 175 Book Now