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2026-02-22
2026-02-23
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Luxury accommodations in Kissimmee

Bahama Bay Resort - Grand Bahama Penthouse

210 Watling Way, Kissimmee, United States View map

Situated in the heart of Florida, the Bahama Bay Resort - Grand Bahama Penthouse offers a serene escape just 34 km from the lively town of Kissimmee and a convenient 55 km from Orlando International… More

From US$ 168 Book Now

Vacation Home Near Disney World!

140 Madiera Beach Boulevard, Kissimmee, United States View map

**Welcome to Your Dream Getaway at Vacation Home Near Disney World!** Nestled just 10 kilometers from the enchanting Kissimmee area, the charming Vacation Home Near Disney World! More

From US$ 243 Book Now

Gorgeous Apt 2Bd2Ba At Storey Lake Sl47316

4731 Clock Tower Dr, Unit 106, Kissimmee, Fl 34746, Eua, Unit 106, Kissimmee, United States View map

To enjoy your vacation in Kissimmee, stay at the spacious 2-bedroom Gorgeous Apt 2Bd2Ba At Storey Lake Sl47316 Kissimmee, which is about 25 minutes' walk from the mile-long Kissimmee Go-Karts and 4.5… More

From US$ 150 Book Now

Mickey'S Mansion

8979 Amelia Downs Trail, Kissimmee, United States View map

**Welcome to Mickey's Mansion Villa Kissimmee**, where luxury meets the enchantment of Florida. Nestled just 32 kilometers from the vibrant heart of Kissimmee and approximately 50 kilometers from… More

From US$ 508 Book Now

Emerald Island Kissimmee

8608 La Isla Drive, Kissimmee, United States View map

**Welcome to Emerald Island Kissimmee** Nestled in the vibrant heart of Florida, Emerald Island Kissimmee offers an unparalleled retreat for families and adventure seekers alike. More

From US$ 211 Book Now

Amazing 5 Bedrooms Home With Pool/Bbq Near Disney

2420 Dubai Street, Kissimmee, United States View map

Nestled just 32 kilometers from Kissimmee and a convenient 50 kilometers from Orlando International Airport, the Amazing 5 Bedrooms Home With Pool/Bbq Near Disney offers a perfect blend of comfort… More

From US$ 470 Book Now

Super Comfy And Spacious 3 Bedroom 15-20 Minutes From Disney, With Major Shopping 4 Minutes Away

8945 Shine Drive West Lucaya Village, Kissimmee, United States View map

Nestled in the West Kissimmee district of Kissimmee, Super Comfy And Spacious 3 Bedroom 15-20 Minutes From Disney, With Major Shopping 4 Minutes Away Kissimmee villa is 4.9 km from the zoological… More

From US$ 233 Book Now

Terra Verde Vacation Rentals

4738 Vero Beach Place, Kissimmee, United States View map

**Welcome to Terra Verde Vacation Rentals** Nestled just a 10-minute drive from the vibrant heart of Kissimmee, Terra Verde Vacation Rentals offers a serene retreat equipped with contemporary… More

From US$ 249 Book Now

Poinciana Paradise

2751 North Poinciana Boulevard, Kissimmee, United States View map

Nestled in the serene landscapes of Kissimmee, Poinciana Paradise offers a delightful retreat just 12 km from the heart of Kissimmee and a mere 35 km from the vibrant hub of Orlando International… More

From US$ 89 Book Now

4 Mi To Disney Emerald Island Resort Home!

8456 Crystal Cove Loop, Kissimmee, United States View map

Located about a 25-minute walk from the Windsor Hills, the 3-bedroom 4 Mi To Disney Emerald Island Resort Home! Kissimmee entices guests to relax in a Jacuzzi. Offering parking as well as Wi-Fi, this… More

From US$ 77 Book Now

Emerald Island Diamond On The Island

8578 Sunrise Key Drive, Kissimmee, United States View map

During the stay at Emerald Island Diamond On The Island Kissimmee villa, guests can indulge in a Jacuzzi and a sauna or visit Disney's Blizzard Beach Water Park, located 6 km away. Offering a year… More

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Joyful Home At The Best Resort In Orlando

4881 Romeo Circle, Kissimmee, United States View map

In the heart of Kissimmee, the Joyful Home At The Best Resort In Orlando offers an unparalleled retreat for families and leisure travelers alike. Just a short 20-minute drive from the lively… More

From US$ 126 Book Now

Grand Home Near Disney With Private Pool, Air Hockey Table And Waterpark & Resort Access At Encore Resorts Reunion - 401Sf

401 Southfield Street, Kissimmee, United States View map

**Welcome to the Grand Home Near Disney With Private Pool, Air Hockey Table And Waterpark & Resort Access At Encore Resorts Reunion - 401Sf** in Celebration, a vibrant, master-planned community… More

From US$ 190 Book Now

Large Lakeside 5 Bed Villa With Private Pool

2423 Peace Circle, Kissimmee, United States View map

Welcome to the Large Lakeside 5 Bed Villa With Private Pool, a serene oasis just 16 km from the heart of Kissimmee. Nestled beside tranquil waters, this villa promises an unforgettable stay with its… More

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10Br Resort Home - Pool Hot Tub Games - Near Disney

Marcello Boulevard 258, Kissimmee, United States View map

**Welcome to 10Br Resort Home - Pool Hot Tub Games - Near Disney, your ultimate getaway in beautiful Kissimmee, Florida. Nestled just a 10-minute drive from the heart of Kissimmee, this luxurious… More

From US$ 494 Book Now

Luxury Villa Near Disney 8 Bedroom Private Pool & Playground1

4542 Narrative Lane, Kissimmee, United States View map

Set just a short 20-minute drive from the magical gates of Disney, the Luxury Villa Near Disney 8 Bedroom Private Pool & Playground1 is a serene escape for families and groups seeking a blend of… More

From US$ 475 Book Now

Family Friendly 2 Bd Close To Disney @Champions Gate 8899

8899 Cabot Cliffs Drive, Kissimmee, United States View map

**Welcome to Family Friendly 2 Bd Close To Disney @Champions Gate 8899, an idyllic retreat designed for families eager to explore the magic of Orlando. Nestled just 29 km from the charming town of… More

From US$ 167 Book Now

Excellent 7 Bedroom Eir Vacation Villa - Private Pool

2708 Lido Key Drive, Kissimmee, United States View map

Welcome to the Excellent 7 Bedroom Eir Vacation Villa - Private Pool, an exquisite retreat located a mere 32 km from the vibrant attractions of Kissimmee and 45 km from the bustling Orlando… More

From US$ 373 Book Now

Updated Condo, 5 Mi To Disney, On-Site Water Park

3150 Paradox Circle #206, Kissimmee, United States View map

**Welcome to 3150 Paradox Circle 206, Your Home Away from Home** Conveniently located just a short distance from popular hotspots like Gatorland and ESPN Wide World of Sports, the condo allows easy… More

From US$ 368 Book Now

Remarkable Cozy 4Bed-3Ba Townhouse

4562 Baleno Lane, Kissimmee, United States View map

Located around a 25-minute walk from the Osceola County Welcome Center and History Museum, the 3-bedroom Remarkable Cozy 4Bed-3Ba Townhouse Kissimmee villa features a private swimming pool, an indoor… More

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Gorgeous 5 Beds Home With Game Room And Pool

2742 Bookmark Dr, Kissimmee, United States View map

During the stay at the 5-bedroom Gorgeous 5 Beds Home With Game Room And Pool Kissimmee, guests can indulge in a Jacuzzi or visit Fun Spot America Kissimmee, located about 6 km away. More

From US$ 126 Book Now

4 Bedroom No Carpet Just Remodeled Unit Sr1205

1205 Seasons Blvd, Kissimmee, United States View map

Welcome to the 4 Bedroom No Carpet Just Remodeled Unit Sr1205, your ideal escape in Kissimmee. Nestled just 8 km from the heart of Kissimmee and a short 35 km drive from Orlando International Airport… More

From US$ 245 Book Now

2947Bpd-Svh

2947 Banana Palm Drive, Kissimmee, United States View map

Positioned in the enchanting realm of Kissimmee, the 2947Bpd-Svh Villa promises an exceptional getaway characterized by comfort and sophistication. This alluring sanctuary is perfectly positioned 34… More

From US$ 409 Book Now

Exquisite First-Floor Condo, 7 Min To Disney

3180 Paradox Cir, Unit 106, Kissimmee, Fl, 34746., Kissimmee, United States View map

To enjoy your vacation in Kissimmee, stay at the spacious 111 m² Exquisite First-Floor Condo, 7 Min To Disney Kissimmee, which is 4.2 km from the nonprofit Give Kids The World Village Resort and… More

From US$ 123 Book Now

Luxurious Decor 4 Bd W/ Pool Close To Disney 4820

4820 Lullaby Lane, Kissimmee, United States View map

Luxurious Decor is where opulence meets comfort in the heart of Kissimmee. Just a short 20-minute drive from the enchanting thrills of Disney, this exquisite four-bedroom sanctuary offers an idyllic… More

From US$ 363 Book Now

New To Market 5 Bed - Storey Lake Retreat

Reading Trail 2501, Kissimmee, United States View map

**Welcome to New To Market 5 Bed - Storey Lake Retreat**, an exquisite haven that perfectly blends homey comfort with modern elegance. Just a short 10-minute drive from the enchanting attractions of… More

From US$ 229 Book Now

Relax In Ultimate Comfort With Pool & Bbq Area

4805 Dedication St, Kissimmee, Fl 34746, Usa, Kissimmee, United States View map

The 3-bedroom Relax In Ultimate Comfort With Pool & Bbq Area Kissimmee villa is located 3.6 km from Fun Spot America Kissimmee and provides mini golf for active guests. Featuring a hot tub and an… More

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15 Mins From Disney World L Theme Room L Pool

8651 Belle Bass Lane 207, Kissimmee, United States View map

The spacious 67 m² 15 Mins From Disney World L Theme Room L Pool Kissimmee is located in Kissimmee, around a 10-minute ride from Mighty Jungle Golf, and offers guests a private pool and a fitness… More

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Perfect Vacation Home Hot Tub Villa Domani 168

168 Villa Domani Cir, Kissimmee, United States View map

Boasting the location 10 minutes by car from West Gate Flea Market, Moradda Gorgeous Home Next To Club At Solara 1706 is also approximately a 10-minute drive from Tuscan Hills Boulevard. The villa… More

From US$ 104 Book Now

Pn Orlando Vacation Home

2653 Emerald Island Boulevard, Kissimmee, United States View map

Discover the enchanting allure of Pn Orlando, a vacation home nestled in the heart of Kissimmee, just 33 kilometers from the vibrant attractions of Kissimmee and a convenient 45 kilometers from… More

From US$ 491 Book Now

Vibrant Home Near Disney With Private Pool, Themed Rooms And Waterpark & Resort Access At Encore Resorts Reunion - 401No

401 Novi Path,, Kissimmee, United States View map

Situated in the charming town of Celebration, Vibrant Home Near Disney with Private Pool, Themed Rooms and Waterpark & Resort Access at Encore Resorts Reunion - 401No offers an enchanting getaway for… More

From US$ 597 Book Now

Ground Level Condo With Garden Patio

Britannia Boulevard 3159, Kissimmee, United States View map

Nestled in the vibrant heart of Kissimmee, the Ground Level Condo with Garden Patio offers a uniquely tranquil retreat. With a seamless blend of comfort and style, this exceptional accommodation… More

From US$ 99 Book Now

Relaxing Getaway In Emerald Island Near Disney

8518 Crystal Cove Loop, Kissimmee, United States View map

Set within the enchanting Emerald Island community, the Relaxing Getaway In Emerald Island Near Disney invites guests to bask in its captivating charm while being just 31 km from the vibrant heart of… More

From US$ 297 Book Now

Look Over Nature, Pool Home Near Disney Parks

2617 Santosh Cove, Kissimmee, United States View map

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From US$ 102 Book Now

Our Happy Place

8931 Bismarck Palm Road, Kissimmee, United States View map

Welcome to the Happy Place Villa Kissimmee, where comfort meets convenience in a stunning environment designed for relaxation and enjoyment. Nestled just 34 km from the vibrant attractions of… More

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Tuscana Resort Near Disney

1351 Tuscana Lane, Kissimmee, United States View map

Tuscana Resort Near Disney Kissimmee is a 10-minute ride from Oak Hill Baptist Church and has an outdoor swimming pool and a fitness club. More

From US$ 121 Book Now

Bahama Bay- Two Bedrooms Condo Fully Equipped

605 Gran Bahama Boulevard, Kissimmee, United States View map

**Experience the Tranquility of Bahama Bay-Fully Equipped Accommodations** Nestled just 33 kilometers from the vibrant city of Kissimmee, the Bahama Bay - Two Bedrooms Condo Fully Equipped offers a… More

From US$ 134 Book Now

Minnies Townhouse In Windsor Palms Resort

2389 Silver Palm Drive, Kissimmee, United States View map

Minnies Townhouse in Windsor Palms Resort is a tropical oasis nestled just 30 kilometers from the vibrant town of Kissimmee, offering an ideal base for your holiday adventures. This charming… More

From US$ 261 Book Now

Storey Lake Pool Home With Resort Amenities Near Disney

4802 Kings Castle Circle, Kissimmee, United States View map

Situated just 12 kilometers from the vibrant heart of Kissimmee, the exquisite Storey Lake Pool Home with Resort Amenities Near Disney offers an idyllic retreat for families and adventurers alike. More

From US$ 231 Book Now

Wonderful 5 Bd W Pool @ Storey Lake Resort 2545

2545 Reading Trail, Kissimmee, United States View map

Welcome to the Wonderful 5 Bd W Pool @ Storey Lake Resort 2545, a stunning retreat nestled just 8 km from the vibrant heart of Kissimmee. This exquisite accommodation serves as the perfect gateway to… More

From US$ 211 Book Now

4813 Crusoe Street

4813 Crusoe Street, Kissimmee, United States View map

The 4813 Crusoe Street Villa Kissimmee is an exquisite retreat situated just 20 minutes from the vibrant heart of Kissimmee. This charming villa is designed for travelers seeking both relaxation and… More

From US$ 164 Book Now

8 Bedroom Home Inside The Best Resort In Orlando!

8890 Cabot Cliffs Drive, Kissimmee, United States View map

Welcome to the exquisite 8 Bedroom Home Inside the Best Resort In Orlando!, Where luxury meets family fun in the heart of Florida. Nestled just a 50-minute drive from the vibrant attractions of… More

From US$ 301 Book Now

Amazing 8Br W Pool Theater Game Room By Disney

2936 Penelope Loop, Kissimmee, United States View map

Experience the epitome of luxury and fun at the Amazing 8Br W Pool Theater Game Room By Disney, nestled just 10 kilometers from the enchanting attractions of Kissimmee. This magnificent residence… More

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Awesome 9 Br-10 Min To Disney W Game & Theme Rooms

1864 Caribbean View Terrace, Kissimmee, United States View map

**Welcome to Awesome 9 Br-10 Min To Disney W Game & Theme Rooms**, a sprawling escape designed for both thrill-seekers and leisure travelers. Just 10 minutes away from the enchanting world of Disney,… More

From US$ 445 Book Now

9203 Sommerset Hills Drive

9203 Sommerset Hills Drive, Kissimmee, United States View map

**Welcome to Sommerset Hills**, a serene retreat nestled just 29 kilometers from the vibrant city of Kissimmee. Offering a perfect blend of modern comfort and elegant charm, this exquisite property… More

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Third Floor Unit In Bahama Bay

114 Lucaya Loop, Kissimmee, United States View map

**Welcome to the Third Floor Unit in Bahama Bay Villa**, a splendid retreat that combines comfort and convenience in the heart of Kissimmee. Situated just an hour's drive from the vibrant energy of… More

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7Bdm Prvt Pool Villa - Gated Resort 10Min To Disney

8591 Sunrise Key Drive, Kissimmee, United States View map

Positioned within a gated resort, the exquisite 7Bdm Prvt Pool Villa - Gated Resort 10Min To Disney offers an idyllic retreat just 10 minutes away from the magical allure of Disney. This elegantly… More

From US$ 339 Book Now

Villa Madiera 6 Bedroom Huge House

131 Madiera Beach Boulevard, Kissimmee, United States View map

Situated just 10 kilometers from the vibrant heart of Kissimmee, the Villa Madiera 6 Bedroom Huge House offers an idyllic retreat for families and groups. With spacious accommodations that boast… More

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A - New 4 Bedroom Home - 5 Miles To Disney - Free Water Park - Private Pool

3140 Pequod Place, Kissimmee, United States View map

**Welcome to New 4 Bedroom Home - 5 Miles To Disney - Free Water Park - Private Pool, where luxury meets convenience in the heart of Kissimmee.** Ideal for families and groups looking to experience… More

From US$ 210 Book Now

Spectacular! Townhome 9 Miles To Disney World!

4767 Terra Esmeralda Drive, Kissimmee, United States View map

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