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2026-02-14
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Kissimmee holiday rentals

4 Bedroom 3 Bathroom Paradise Palms 8953Bp

8953 Bismarck Palm Rd, Kissimmee, United States View map

Welcome to the exquisite Paradise Palms 8953Bp, a splendid retreat nestled just 34 kilometers from the enchanting streets of Kissimmee and approximately 50 kilometers from the dynamic attractions of… More

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Cheerful 5 Bdr Sunny Pool

8922 Cuban Palm Road, Kissimmee, United States View map

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Diamond-Alhambra At Poinciana2Bd

500 Cypress Parkway, Kissimmee, United States View map

The Diamond-Alhambra At Poinciana2Bd is a charming retreat nestled just 21 kilometers from the vibrant cityscape of Kissimmee. Surrounded by lush greenery and offering a convenient escape, this… More

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Shore To Please Cottage Near Disney With Margaritaville Resort & Island H2O Access - 3044Sp

3044 Sea Plane Ln, Kissimmee, United States View map

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From US$ 448 Book Now

Family Fun 6-Bedroom Villa Near Disney With Private Pool

711 Drop Shot Drive, Kissimmee, United States View map

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Pool And Lanai Emerald Isle Resort Home!

2766 Lido Key Dr, Kissimmee, United States View map

Emerald Isle Resort Home Lanai, Private Pool offers accommodation 4.8 km from Disney's Animal Kingdom, while Emerald Island Boulevard is approximately a 10-minute walk away. This villa is equipped… More

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2764 Sun Key

2764 Sun Key Place, Kissimmee, United States View map

Situated in the heart of Kissimmee, 2764 Sun Key offers an inviting retreat with a perfect blend of comfort and convenience. Just a short one-hour drive from the vibrant attractions of Orlando and… More

From US$ 179 Book Now

830Hm Villa 6 Bed/5 Ba

830 Sticks St, Kissimmee, United States View map

The exquisite 830Hm Villa 6 Bed/5 Ba is a luxurious retreat nestled in the vibrant Kissimmee area. Just 29 km from the heart of the charming city and a mere 50 km from the bustling Orlando… More

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Casa 4Q Storey Lake C/ Quarto Tematico & Piscina

4210 Paragraph Drive, Kissimmee, United States View map

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Cal8955

8955 California Palm Road, Kissimmee, United States View map

**Welcome to Cal8955 Villa Kissimmee, a luxurious retreat nestled just an hour away from the vibrant attractions of Kissimmee.** With its elegant architecture and chic interiors, this villa offers a… More

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New 9Bdrm S. Facing Pool On Preserve Near Dis/Univ

2977 Protagonist Street, Kissimmee, United States View map

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Family-Friendly Luxury Home Near Disney & More

294 Marcello Blvd, Kissimmee, United States View map

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15 Bedrooms15 Bathrooms Veranda Palms 2393Sd

2393 Shanti Drive, Kissimmee, United States View map

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Windsor Palms 8144

8144 Fan Palm Way, Kissimmee, United States View map

Offering a Jacuzzi for a relaxing experience, Windsor Palms 8144 Villa Kissimmee is located a 10-minute drive from the Pandora. Offering parking as well as Wi-Fi, the 3-bedroom villa is situated in… More

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Go06 - Champions Gate

1156 Challenge Dr, Kissimmee, United States View map

Welcome to the Go06 - Champions Gate, an exceptional retreat just 50 minutes by car from Kissimmee, where relaxation and adventure harmoniously blend. This sophisticated villa complex is a premier… More

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4 Bedrooms 3 Bathrooms Storey Lake 4829 Rc

4829 Romeo Circle, Kissimmee, United States View map

Experience the tranquility and luxury of the 4 Bedrooms - 3 Bathrooms - Storey Lake 4829 Rc, an enchanting retreat located a mere 12 km from the charming attractions of Kissimmee. Nestled in the lush… More

From US$ 372 Book Now

First Floor Beach Style Unit With Lake View In Bahama Bay

1003 Gran Bahama Boulevard, Kissimmee, United States View map

Welcome to the idyllic First Floor Beach Style Unit With Lake View In Bahama Bay, your ultimate Caribbean-inspired getaway nestled in Kissimmee. Just 33 km from the vibrant attractions of Kissimmee… More

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Srl9004

9004 Sunshine Ridge Loop, Kissimmee, United States View map

**Discover the Unique Charm of Srl9004 Villa Kissimmee** Conveniently located, Srl9004 Villa Kissimmee places guests within easy reach of major highways and local attractions, making transportation… More

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Resort Bliss Near Disney Longer Stays Welcome

4014 Santa Maria Drive, Kissimmee, United States View map

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Great 5Br 5 Bath Villa Heated Pool 302

701 Whistling Straits Blvd, Kissimmee, United States View map

Welcome to the Great 5Br 5 Bath Villa Heated Pool 302 Kissimmee, a stunning retreat just 29 kilometers from the vibrant attractions of Kissimmee. This exquisite villa offers a perfect blend of… More

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Resort Perks And Private Pool Kissimmee Retreat!

8974 Cat Palm Rd, Kissimmee, United States View map

**Kissimmee Home: An Oasis of Comfort and Elegance** Nestled just 34 km away from the bustling heart of Kissimmee, Kissimmee Home With Resort Amenities, Private Pool offers a delightful retreat for… More

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Berkeley Pool Home Home

1031 Berkeley Dr, Kissimmee, United States View map

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Peq3141

3141 Pequod Place, Kissimmee, United States View map

Nestled just 12 km from the lively attractions of Kissimmee, the Peq3141 Villa offers a serene escape where comfort meets convenience. More

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Shvck1 - Coral Cay Resort #1 - 4 Bedroom Townhouse

2306 Caravelle Cir, Kissimmee, United States View map

**Welcome to Shvck1 - Coral Cay Resort #1 - 4 Bedroom Townhouse, a perfect retreat for families and groups seeking a luxurious experience while staying in the heart of Kissimmee. Just a ten-minute… More

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9Br Home In Champions Gate W/ Gameroom & Pool + Bar

8912 Cabot Cliffs Dr, Kissimmee, United States View map

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Stunning Retreat Townhouse 4 Beds And 10 Mins To Disney With Pool

4834 Dedication St, Kissimmee, Fl 34746, Ee. Uu., Kissimmee, United States View map

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2616 Tranquility Kissimmee 6 Bed

2616 Tranquility Way, Kissimmee, United States View map

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5 Bedrooms 4 Bathrooms Storey Lake 2373 Rt

2373 Reading Trail, Kissimmee, United States View map

**Stunning Getaway at 5 Bedrooms - 4 Bathrooms - Storey Lake 2373 Rt** Nestled just 9 kilometers from the vibrant community of Kissimmee, 5 Bedrooms - 4 Bathrooms - Storey Lake 2373 Rt offers an… More

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Amazing 4Bdr House With Pool - Pp

8979 California Palm Road, Kissimmee, United States View map

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Ef1333 Seven Eagles Seychelles

1333 Seven Eagles Court, Kissimmee, United States View map

Welcome to the Ef1333 Seven Eagles Seychelles, where elegant design meets Caribbean charm, located just 22 km from the bustling heart of Kissimmee. Nestled in lush tropical surroundings, this… More

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4 Bedrooms 3 Bathrooms Paradise Palms 8962 Cp

8962 California Palm Road, Kissimmee, United States View map

**Welcome to Paradise Palms 8962 Cp, a serene getaway retreat nestled in the heart of Kissimmee, just 34 km from the vibrant atmosphere of Kissimmee and 50 km from the bustling excitement of Orlando… More

From US$ 262 Book Now

Charming Four Bedrooms Townhome With Private Splash Pool At Le Reve Resort

4416 Le Reve Court, Kissimmee, United States View map

Set in the vibrant heart of Kissimmee, the Charming Four Bedrooms Townhome with Private Splash Pool at Le Reve Resort offers a family-friendly escape with modern amenities designed for comfort and… More

From US$ 150 Book Now

3 Bedrooms 25 Bathrooms Lake Berkley 1121Pr

1121 Park Ridge Circle, Kissimmee, United States View map

**Welcome to Lake Berkley 1121Pr, where comfort and convenience converge in a serene setting.** Located an ideal 8 km from the vibrant heart of Kissimmee, this enchanting retreat offers easy access… More

From US$ 149 Book Now

W457 - Charming Townhouse With Private Patio At Reunion

7596 Assembly Lane, Kissimmee, United States View map

**Discover the Charming Allure of W457 - Charming Townhouse With Private Patio At Reunion** Nestled in the enchanting Reunion neighborhood, the W457 - Charming Townhouse With Private Patio At Reunion… More

From US$ 141 Book Now

5 Bedrooms 4 Bathrooms Storey Lake 2432Rt New

2432 Reading Trail, Kissimmee, United States View map

Welcome to the exquisite 5 Bedrooms-4 Bathrooms-Storey Lake 2432Rt New, where sophisticated comfort meets prime location just 8 km from the enchanting city of Kissimmee and a mere 35 km from the busy… More

From US$ 416 Book Now

Storey Lake 10Br Lakeview Home Pool/Spa Game Room

4304 Prologue Way, Kissimmee, United States View map

The 5-bedroom Storey Lake 10Br Villa 4304 is 10 minutes by car from Give Kids The World Village Resort, and 6 km from Falcon's Fire Golf Course. At the villa parking is available on site. More

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Disney Getaway Private Pool Themed Bedrooms. Book Now Cg814

1140 Kingsbarn St, Kissimmee, United States View map

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Disney Townhome 4 Bedroom - Private Bbq / Splash Pool

4412 Le Reve Court, Kissimmee, United States View map

Welcome to the enchanting Disney Townhome, a delightful haven located just 10 minutes from the vibrant heart of Kissimmee, where the magic of the Disney parks awaits. This extraordinary accommodation… More

From US$ 179 Book Now

Luxury 4 Bedroom 3 Bath Pool Home 267

1086 Splash Shot Pl., Kissimmee, United States View map

**Welcome to the Luxury 267, where comfort and sophistication seamlessly intertwine to create an unforgettable escape. Nestled just 29 kilometers from the vibrant city of Kissimmee, this property is… More

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Comfortable Vacation Home Great Resort Pool/Spa Sleeps 20

8852 Corcovado Drive, Kissimmee, United States View map

**Welcome to Comfortable Vacation Home Great Resort Pool/Spa Sleeps 20, your ideal retreat located just 33 km from the lively streets of Kissimmee.** Perfectly positioned for access to the… More

From US$ 1323 Book Now

651Dsd-The Retreat At Championsgate Home

651 Drop Shot Drive, Kissimmee, United States View map

**Welcome to 651Dsd - The Retreat At Championsgate Home** Nestled just 29 kilometers from the vibrant amenities of Kissimmee and a mere 50 kilometers from Orlando International Airport, 651Dsd - The… More

From US$ 570 Book Now

Ferias Perfeitas! Casa 4Q+Piscina Perto Disney

4824 Dedication Street, Kissimmee, United States View map

**Welcome to Stylish 4Br Townhome W/ Pool Near Disney**, a harmonious blend of comfort and luxury just a short drive from the enchanting world of Disney. Located in the vibrant Kissimmee area, this… More

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Windsor Westside Elegant 5Br Home, Pool, By Disney

2432 Dubai St, Kissimmee, Fl 34747, Usa, Kissimmee, United States View map

Nestled in the West Kissimmee district of Kissimmee, Windsor Westside Elegant 5Br Home, Pool, By Disney Kissimmee is approximately 7 km from the Na'vi River Journey and offers a hot tub. More

From US$ 254 Book Now

Big Family Home With Game Room Sleeps 28 Blv104

610 Marcello Blvd, Kissimmee, United States View map

**Welcome to Big Family Home** Experience the ultimate family getaway at Big Family Home With Game Room Sleeps 28 Blv104, ideally located just a short 10-minute drive from the vibrant heart of… More

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2505 Maneshaw

2505 Maneshaw Lane, Kissimmee, United States View map

**Experience the Charm of 2505 Maneshaw Villa Kissimmee** Location is a key highlight, as 2505 Maneshaw Villa Kissimmee is ideally situated within close proximity to popular attractions, such as… More

From US$ 172 Book Now

Charmosa Casa 4Q C/ Piscina - Perto Da Disney

3076 3076 Tom Sawyer Drive, Kissimmee, United States View map

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9 Mi To Disney W Pool Cinema & Free Waterpark

4547 Narrative Lane, Kissimmee, United States View map

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W253 - Happy Abode With Annex At Reunion

7437 Gathering Ct., Kissimmee, United States View map

Welcome to the W253 - Happy Abode With Annex At Reunion, a delightful retreat that promises relaxation and entertainment in the heart of Kissimmee. Nestled just 21 kilometers from the vibrant… More

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Newly Completed Avatar 6 Bedroom Getaway

2117 Morocco Way, Kissimmee, United States View map

Welcome to the Newly Completed Avatar 6 Bedroom Getaway, a luxurious retreat nestled just 32 kilometers from the vibrant heart of Kissimmee and conveniently located 50 kilometers from Orlando… More

From US$ 194 Book Now