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2026-02-21
2026-02-22
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Private Villas in Kissimmee

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

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

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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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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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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4Br House W Perfect Location Pool And Much More

8156 Fan Palm Way, Kissimmee, United States View map

**Welcome to 4Br House with Perfect Location, Pool and Much More**-your ideal getaway in the heart of Kissimmee, just 30 km from Orlando's bustling attractions. Offering an unparalleled blend of… More

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Elegant Home Near Disney With Private Pool And Waterpark & Resort Access At Encore Resorts Reunion - 391Fl

391 Falls Drive, Kissimmee, United States View map

**Elegant Home Near Disney With Private Pool And Waterpark & Resort Access At Encore Resorts Reunion - 391Fl** offers a truly enchanting escape just minutes from the magical world of Disney. Nestled… More

From US$ 667 Book Now

Beautiful Townhome Wprivate Pool 7 Mi To Disney

8911 Geneve Court, Kissimmee, United States View map

**Welcome to Beautiful Townhome Wprivate Pool 7 Mi To Disney - Your Ideal Family Retreat** Situated just 18 km from attractions like ESPN Wide World of Sports, and only 32 km from the enchantment of… More

From US$ 238 Book Now

Marvelous 2 Bd Apt Close To Disney At Storey Lake 106

Paradox Circle, Kissimmee, United States View map

In the heart of Kissimmee, the Marvelous 2 Bd Apt Close to Disney at Storey Lake 106 is a perfect family retreat. This contemporary apartment offers an open and inviting atmosphere, ideal for those… More

From US$ 197 Book Now

5Br 5Bath Pvt Home Bbq Pool 10Min Disney 3077Ft

4773 Kings Castle Circle,, Kissimmee, United States View map

Experience the allure of the 5Br 5Bath Pvt Home in Kissimmee, an idyllic retreat that merges comfort and convenience just 12 kilometers from the magical realm of Disney. This captivating oasis not… More

From US$ 481 Book Now

Gorgeous 4 Bd W/ Pool Close To Disney @ Storey Lake 2963

2693 Penelope Loop, Kissimmee, United States View map

Positioned in the heart of Kissimmee, Gorgeous 4 Bd W/ Pool Close To Disney @ Storey Lake 2963 is a stunning retreat for families and groups seeking a memorable Florida getaway. Just a short 20… More

From US$ 372 Book Now

Paradise Palms-4 Bed Townhome W-Splashpool-3035Pp

8956 Coco Palm Road, Paradise Palms, Kissimmee, United States View map

**Experience the Magic at Paradise Palms-4 Bed Townhome W-Splashpool-3035Pp** Nestled in the vibrant heart of Kissimmee, Paradise Palms-4 Bed Townhome W-Splashpool-3035Pp offers a serene escape just… More

From US$ 146 Book Now

Oasis With Heated Pool Marvel And Nemo Rooms Near Disney

8891 Geneve Ct, Kissimmee, Fl 34747, Usa, Kissimmee, United States View map

**Welcome to Oasis With Heated Pool Marvel And Nemo Rooms Near Disney**-a delightful retreat located just 32 km from the vibrant Kissimmee and within a convenient 50 km from Orlando International… More

From US$ 473 Book Now

Bahama Bay Third Floor Huge Unit Wonderful View

116 Watling Way, Kissimmee, United States View map

Welcome to Bahama Bay, a stunning retreat located just 34 km from the vibrant heart of Kissimmee, Florida. This serene getaway blends the charm of tropical paradise with the comfort of upscale… More

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Lakeview Luxury Oasis

4661 Cumbrian Lakes Drive, Kissimmee, United States View map

**Discover Lakeview Luxury Oasis in Kissimmee** Nestled in the heart of Kissimmee, the Lakeview Luxury Oasis offers guests an unparalleled blend of comfort and style, just a scenic 20-minute drive… More

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