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2026-06-08
2026-06-09
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Kissimmee holiday rentals

Nice Second Floor Upgraded Condo In Bahama Bay

211 Rum Run, Kissimmee, United States View map

Located around a 5-minute walk from the Rum Run, the 2-bedroom Nice Second Floor Upgraded Condo In Bahama Bay Kissimmee villa offers a private swimming pool for guests to relax by. Offering parking… More

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Charming Home Near Disney With Private Pool And Waterpark & Resort Access At Encore Resorts Reunion - 7389Mr

7389 Marker Avenue, Orlando, United States View map

**Charming Home Near Disney With Private Pool And Waterpark & Resort Access At Encore Resorts Reunion - 7389Mr** invites guests into a vibrant stay located in Celebration, Florida-a uniquely designed… More

From US$ 394 Book Now

6 Bed Villa Close To Disney

4510 Monado Drive, Kissimmee, United States View map

Experience an enchanting getaway at the 6 Bed Villa Close To Disney, a family-friendly retreat conveniently located just 8 km from the magic of Kissimmee. This charming villa provides an intimate and… More

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The Sensational Sanctuary-Tt207

7840 Palmilla Ct., Kissimmee, United States View map

**Welcome to The Sensational Sanctuary-Tt207 Villa**, an exquisite retreat nestled 27 km from the bustling heart of Kissimmee. This captivating getaway offers the perfect blend of tranquility and… More

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Gorgeous 4Bd W Pool Close To Disney 8979 At Paradise Palms Resort

8979 Bismarck Palm Rd, Four Corners, United States View map

**Gorgeous 4Bd W Pool Close To Disney 8979 At Paradise Palms Resort** is a splendid retreat situated just a short drive from the enchanting attractions of Disney, making it a perfect escape for… More

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Spacious Home With Fun Decore And Game Room-4544Tb

4544 Target Boulevard, Kissimmee, United States View map

Situated only 1.4 km from the miniature Congo River Golf, the 6-bedroom Spacious Home With Fun Decore And Game Room-4544Tb Kissimmee includes a private pool, as well as a Jacuzzi to relax in. More

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Villa Near Disney Themed Luxury 5Bd With Pool

2481 Dubai Street, Kissimmee, United States View map

Along with access to such natural sites as Northeast Regional City Park, about a 25-minute walk away, Villa Near Disney Themed Luxury 5Bd With Pool Kissimmee offers a private swimming pool. Guests… More

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Le Reve 4 Bedroom Vacation Home 4412

4412 Le Reve Ct, Kissimmee, United States View map

Located merely a 6-minute walk from Give Kids The World Village Resort, Le Reve 4 Bedroom Vacation Home 4412 Kissimmee is suitable for 10 guests and provides a private swimming pool to relax in. More

From US$ 316 Book Now

1793 Caribbean View

1793 Caribbean View Terrace, Kissimmee, United States View map

**Welcome to the Luxurious 1793 Caribbean View Villa** Nestled in the picturesque surroundings of Kissimmee, the stunning 1793 Caribbean View Villa invites guests to indulge in an exceptional getaway… More

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Bahama Bay Third Floor Unit Close To Disney

516 Lucaya Loop, Kissimmee, United States View map

Nestled just a stone's throw from the enchanting realms of Disney, the Bahama Bay Third Floor Unit Close To Disney offers an idyllic sanctuary for families and vacationers alike. This picturesque… More

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Liberty Dunes

1527 Euston Drive, Kissimmee, United States View map

**Welcome to Liberty Dunes Kissimmee**, a vibrant retreat that expertly combines the magic of central Florida with the allure of modern comfort. Nestled just 24 kilometers from the bustling epicenter… More

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Last Minute Disney Getaway! Private Pool, Hot Tub & Games Room. Book Now! #56201

8949 Candy Palm Road, Kissimmee, United States View map

Last Minute Disney Getaway! Private Pool, Hot Tub & Games Room. Book Now! #56201 Kissimmee villa is located 6 km from the Avatar Flight of Passage and provides a treatment room and a Jacuzzi. The… More

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12 Min Da Disney • Casa 3 Q C/ Resort

3212 Oyster Ln, Kissimmee, United States View map

Located within 6 km of the Avatar Flight of Passage, the 2-bedroom 12 Min Da Disney • Casa 3 Q C/ Resort Kissimmee provides access to various tourist attractions in the vicinity. Offering a car park… More

From US$ 236 Book Now

Beautiful Emerald Island Resort Retreat With Private Pool And Spa Close To Disney

8541 Palm Harbour Drive, Kissimmee, United States View map

Featuring horseback riding to make your visit more entertaining, Beautiful Emerald Island Resort Retreat With Private Pool And Spa Close To Disney Kissimmee villa is 4.7 km from the Avatar Flight of… More

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Disney Getaway Private Pool Themed Bedrooms. Book Now Dw34

2470 Santorini Dr, Kissimmee, United States View map

Disney Getaway Private Pool Themed Bedrooms. Book Now Dw34 Kissimmee villa entices guests to enjoy cycling and is located 4.1 km from such natural sites as Northeast Regional City Park. More

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Ruby-Rose Retreat

1204 Winding Hollow Court, Kissimmee, United States View map

Offering a location 4.4 km from the Osceola County Welcome Center and History Museum, Ruby-Rose Retreat Villa Kissimmee gives access to various tourist spots in the area. More

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7740 Comrow

7740 Comrow Street, Kissimmee, United States View map

**Welcome to 7740 Comrow Villa Kissimmee** Nestled in the charming town of Celebration, a picturesque community crafted by the Walt Disney Company, 7740 Comrow Villa Kissimmee offers a superb retreat… More

From US$ 256 Book Now

Beautiful 4 Bed Family Town Home With Splash Pool-1160Ks

1160 Kingsbarn Street, Kissimmee, United States View map

Situated 3.2 km from Highlands Reserve Boulevard, Beautiful 4 Bed Family Town Home With Splash Pool-1160Ks Kissimmee entices guests to explore various tourist attractions in the area. More

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6 Bed Property - Indian Creek

2527 Oneida Loop, Kissimmee, United States View map

**Explore the Charm of 6 Bed Property - Indian Creek** Nestled just 30 kilometers from the vibrant heart of Kissimmee, the 6 Bed Property - Indian Creek offers a tranquil retreat without sacrificing… More

From US$ 273 Book Now

Championsgate 855 - Hosted By Top Villas

8115 Roseville Blvd, Kissimmee, United States View map

**Welcome to Championsgate 855 - Hosted By Top Villas**, a luxurious oasis just 24 kilometers from the heart of Kissimmee. Nestled within a tranquil community, this exceptional retreat is perfect for… More

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631Dsd-The Retreat At Championsgate

631 Drop Shot Drive, Kissimmee, United States View map

**Welcome to 631Dsd-The Retreat at Championsgate**, a serene oasis nestled just 29 km from the vibrant heart of Kissimmee. This exceptional retreat caters to those seeking an elegant getaway, while… More

From US$ 290 Book Now

8 Bedroom 5 Bathroom Storey Lake 2992 Pl

2992 Penelope Loop, Kissimmee, United States View map

**Experience Luxurious Comfort at Storey Lake 2992 Pl** Nestled in the serene surroundings of Kissimmee, the 8 Bedroom-5 Bathroom Storey Lake beckons travelers seeking an indulgent escape just 10 km… More

From US$ 327 Book Now

Cozy Four Bedrooms Townhouse At West Lucaya Village Resort 8924

8924 Shine Drive, Kissimmee, United States View map

**Cozy Four Bedrooms Townhouse At West Lucaya Village Resort 8924** invites you to experience a delightful stay in the heart of Kissimmee, Florida, ideal for families or groups seeking comfort and… More

From US$ 172 Book Now

8993 Luxury Champions Gate Home

8996 Cabot Cliffs Dr, Kissimmee, United States View map

Located 4.9 km from Mystic Dunes Golf Club, the 4-bedroom 8993 Elegant 4Br Champions Gate Home Kissimmee gives access to various tourist sites in the vicinity. The villa features a private pool and… More

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Dog-Friendly Retreat With Hot Tub, Outdoor Pool, & Tennis Court - Great Location

5007 Laguna Bay Circle, Kissimmee, United States View map

Staying at Dog-Friendly Retreat With Hot Tub, Outdoor Pool, & Tennis Court - Great Location Kissimmee villa, guests can easily reach local amusement parks, located 3.6 km away. More

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Champions Gate Hideaway With Game Room

1173 Challenge Drive, Kissimmee, United States View map

Champions Gate Hideaway With Game Room Kissimmee villa entices active guests with access to a fitness centre and is located approximately a 10-minute drive from Highlands Reserve Boulevard. Featuring… More

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4 Bedrooms 3 Bathrooms Storey Lake 2893 Ss

2893 Simile Street, Kissimmee, United States View map

**Welcome to Storey Lake 2893 SS, your ideal retreat in the heart of Kissimmee, Florida.** Just a short 13 kilometers from downtown Kissimmee, this sophisticated getaway places you within easy reach… More

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Summer Getaway In Fl - 6Br Home With Private Pool!

4501 Monado Drive, Kissimmee, United States View map

During the stay at the 4-bedroom Summer Getaway In Fl - 6Br Home With Private Pool! Kissimmee, guests can indulge in a sauna or visit Shingle Creek Regional Park, located nearly 25 minutes' walk away. More

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Dluxx Townhome With Pool At Encantada Resort 3087

3087 Yellow Lantana Ln, Kissimmee, United States View map

With the capacity to host 8 guests, the 4-bedroom Dluxx Townhome With Pool At Encantada Resort 3087 Kissimmee villa is located approximately a 10-minute ride from such significant cultural landmarks… More

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Disney Area 4 Bed 3,5 Bathroom Emerald Island Townhouse

2736 Sun Key Dr, Kissimmee, United States View map

**Welcome to the Elegant Retreat at Emerald Island** Nestled in the charming West Kissimmee district, the Disney Area 4 Bed 3.5 Bathroom Emerald Island Townhouse presents a perfect blend of comfort… More

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Private 4 Bed 3 Bath Townhome - Cozy Family Vacation Home Sleeps Up To 10 Guests

3027 Beach Palm Avenue, Kissimmee, United States View map

Private 4 Bed 3 Bath Townhome - Cozy Family Vacation Home Sleeps Up To 10 Guests Kissimmee provides an opportunity to stay a 5-minute walk from the Paradise Palms Boulevard|the Paradise Palms Resort… More

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Reunion Resort Family And Pet Friendly Home

7683 Heritage Crossing Way #101 Reunion, Kissimmee, United States View map

**Welcome to Reunion Resort Family And Pet Friendly Home** Nestled just 40 minutes by car from Kissimmee, Reunion Resort Family And Pet Friendly Home offers a captivating retreat designed for… More

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Resort Home Private Pool And Spa Outdoor Theater

Windsor At Westside, 8989 Rhodes Street, Kissimmee, United States View map

Located 4.7 km from Mystic Dunes Golf Club at Mystic Dunes Resort, Resort Home Private Pool And Spa Outdoor Theater Kissimmee gives access to various tourist sites in the vicinity. More

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Brand New 4Br House Waterpark Disney Orlando 2697

2697 Scrapbook Street, Kissimmee, United States View map

**Welcome to the brand new 4-bedroom house with a waterpark, located just minutes away from the iconic Disney attractions in Kissimmee. This modern retreat is perfect for families seeking both… More

From US$ 184 Book Now

Stylish Family Retreat With Themed Bedrooms

2464 Reading Trail, Kissimmee, United States View map

**Stylish Family Retreat With Themed Bedrooms** offers a delightful blend of comfort and creativity, situated just 8 km from Kissimmee's vibrant attractions. Perfectly designed for families, this… More

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Castle Keys Salt Water Pool Home 10 Mins To Disney

2552 Oneida Loop, Kissimmee, United States View map

Featuring a private swimming pool for guests' relaxation, Castle Keys Salt Water Pool Home 10 Mins To Disney Kissimmee is located nearly a 10-minute drive from Disney's Blizzard Beach Water Park. More

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Beautiful 6Bd Pool Hm Veranda Palms-4464Np

Nirvana Parkway 4464, Kissimmee, United States View map

**Welcome to Beautiful 6Bd Pool Hm Veranda Palms-4464Np**, an exquisite retreat nestled just a short 10-minute drive from the vibrant heart of Kissimmee. Perfectly positioned for accessibility, this… More

From US$ 304 Book Now

Cm3 Sw030-2F

2454 Sweetwater Club Cir Unit 30, Kissimmee, Fl 34746, Usa, Kissimmee, United States View map

Nestled a 14-minute walk from the mile-long Kissimmee Go-Karts, Cm3 Sw030-2F Villa Kissimmee entices guests to explore various tourist destinations nearby. More

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Disney Area Private Pool Resort Waterpark 2956

2956 Protagonist Street, Kissimmee, United States View map

The 3-bedroom Disney Area Private Pool Resort Waterpark 2956 Kissimmee villa, located about 25 minutes' walk from Capone's Dinner and Show, invites guests to relax in a Jacuzzi. Featuring a patio… More

From US$ 223 Book Now

New - Townhome On Amazing Resort - Private Hot Tub

3011 White Orchid Rd, Kissimmee, United States View map

New - Townhome On Amazing Resort - Private Hot Tub Kissimmee villa is situated within 5 km of The Legends Golf Course and provides a Jacuzzi, ensuring a relaxing stay. More

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4 Bedrooms 3 Bathrooms Encantada 3150 Yl

3150 Yellow Lantana Lane, Kissimmee, United States View map

In the heart of Kissimmee, the 4 Bedroom-3 Bathroom-Encantada 3150Yl offers an idyllic retreat for families and groups seeking both comfort and convenience. With spacious accommodations designed to… More

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No Shoes Retreat! Cottage With Hot Tub Near Disney With Margaritaville Resort & Island H2O Access - 8085Dr

8085 Dreamsicle Dr, Kissimmee, United States View map

Located 2.9 km from the zoological Disney's Animal Kingdom Theme Park, the 3-bedroom No Shoes Retreat! Cottage With Hot Tub Near Disney With Margaritaville Resort & Island H2O Access - 8085Dr… More

From US$ 514 Book Now

7 Mi To Disney Pet-Friendly Home With Yard

8125 Shelley Trail, Kissimmee, United States View map

Staying at 7 Mi To Disney Pet-Friendly Home With Yard Kissimmee, guests can visit the Pandora, which is approximately a 15-minute ride away. More

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12 Bedroom With Private Pool And Theatre

4473 Monado Drive, Kissimmee, United States View map

12 Bedroom With Private Pool And Theatre Kissimmee villa offers proximity to nearby tourist spots, such as the Dare 2 Escape escape room, situated around 5 km away. More

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Superb 2Br With 2 Clubhouses & Private Game Room

Splash Shot Place 965, Kissimmee, United States View map

ChampionsGate Golf Club is 10 minutes by car from this 2-bedroom villa, while Highlands Reserve Boulevard is 3.2 km from here. Guests, staying at the villa, can use a kitchen with coffee/tea makers… More

From US$ 77 Book Now

Sunrise Cottage With Private Pool Near Disney With Margaritaville Resort & Island H2O Access - 8017Su

8017 Surf St, Kissimmee, United States View map

During the stay at Sunrise Cottage With Private Pool Near Disney With Margaritaville Resort & Island H2O Access - 8017Su Kissimmee, guests can indulge in a Jacuzzi or visit the Tree of Life, located… More

From US$ 895 Book Now

Reunion Elegance - Tt483

900 Golden Bear Drive, Kissimmee, United States View map

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From US$ 4020 Book Now

Island Time Cottage With Hot Tub Near Disney With Margaritaville Resort & Island H2O Access - 8040Su

8040 Surf Street, Kissimmee, United States View map

Situated 2.9 km from Mystic Dunes Golf Club at Mystic Dunes Resort, the 2-bedroom Island Time Cottage With Hot Tub Near Disney With Margaritaville Resort & Island H2O Access - 8040Su Kissimmee… More

From US$ 240 Book Now

Spacious Luxury Home With Pool, Spa & Game Room

8907 Caroline Bay Court, Kissimmee, United States View map

Located around a 10-minute drive from Highgate Park Boulevard, the 7-bedroom Spacious Luxury Home With Pool, Spa & Game Room Kissimmee features an outdoor swimming pool, a hot tub, ensuring a… More

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Storey Lake Home Mickey & Minions Beds Sleeps 12

4807 Memories Lane, Kissimmee, United States View map

**Storey Lake is where fantasy and comfort unite for an unforgettable getaway.** Delve into the enchanting world of the Storey Lake Home Mickey & Minions Beds Sleeps 12, ideally situated just a 20… More

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