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

Caraway Cove Cottage Near Disney With Margaritaville Resort & Island H2O Access - 8024Su

8024 Surf St, Kissimmee, United States View map

Located 2.9 km from Mystic Dunes Golf Club at Mystic Dunes Resort, the family-friendly Caraway Cove Cottage Near Disney With Margaritaville Resort & Island H2O Access - 8024Su Kissimmee gives access… More

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4 Bedrooms 3 Bathrooms Paradise 2907Bp

2907 Banana Palm Driver, Kissimmee, United States View map

In the heart of Kissimmee, the enchanting 4 Bedrooms - 3 Bathrooms - Paradise 2907Bp offers guests a serene getaway just 34 kilometers from major attractions. This delightful retreat combines modern… More

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4 Bed Private Yard-Pool Home

2680 Santosh Cove, Kissimmee, United States View map

Featuring a private pool for guests' relaxation, 4 Bed Private Yard-Pool Home Kissimmee is located approximately a 10-minute ride from Fun 'n Wheels Family Fun Park|the Fun 'n Wheels Family Fun Parks… More

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290 Lf - Bellavida Cozy 6Br Pool Home

290 Las Fuentes Dr, Kissimmee, United States View map

290 Lf - Bellavida Cozy 6Br Pool Home Kissimmee is in close proximity to lake berkley, offering guests to unwind at a hot tub and an indoor pool. More

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The Mermosa Cottage With Private Pool Near Disney With Margaritaville Resort & Island H2O Access - 8016St

8016 Sandy Toes Way, Kissimmee, United States View map

Staying at the 4-bedroom The Mermosa Cottage With Private Pool Near Disney With Margaritaville Resort & Island H2O Access - 8016St Kissimmee, guests can easily reach the Acadia Estates|Acadia Estates… More

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5 Bedrooms 5.5 Bathrooms Reunion 701Gb

701 Golden Bear Drive, Kissimmee, United States View map

Located 10 minutes by car from Orlando Tree Trek Adventure Amusement Park Zip Line, 5 Bedrooms 55 Bathrooms Reunion 701Gb Kissimmee villa gives access to various tourist sites in the vicinity. More

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3151 Paradox #306

3151 Paradox Circle, Kissimmee, United States View map

Situated in the heart of Kissimmee, 3151 Paradox #306 offers a harmonious blend of comfort and convenience, making it the perfect choice for your Florida getaway. This charming retreat is situated… More

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4720 Sleepy Hollow

4720 Sleepy Hollow Drive, Kissimmee, United States View map

Set in the enchanting surroundings of Kissimmee, 4720 Sleepy Hollow offers a tranquil escape just 12 km from the vibrant attractions of Kissimmee and a mere 30 km from Orlando International Airport. More

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3150-303 Condo Resort Water Park Pools Near Disney

3150 Paradox Circle Apt303, Kissimmee, United States View map

The 2-bedroom 3150-303 Condo Resort Water Park Pools Near Disney Kissimmee villa provides easy access to various city attractions, such as Lennar at Storey Lake, situated approximately a 5-minute… More

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Kingdoms And Galaxies Luxury Villa

4824 Love Storey Lane, Kissimmee, United States View map

Situated 3.1 km from the miniature Congo River Golf, Kingdoms And Galaxies Luxury Villa Kissimmee provides access to numerous tourist attractions in the area. More

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Private Pool Oasis Solara Resort Stylish Decor

Carey Palm Circle 1533, Kissimmee, United States View map

**Welcome to the Private Pool Oasis at Solara Resort, a stunning retreat nestled just 33 km from the vibrant attractions of Kissimmee.** This luxurious resort combines stylish decor and exceptional… More

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Bsv_Villa8805

8805 Rhodes St, Kissimmee, United States View map

During the stay at the family-friendly Bsv_Villa8805 Kissimmee villa, guests can indulge in a treatment room and a hot tub or visit Orlando Tree Trek Adventure Amusement Park Zip Line, located 4.8 km… More

From US$ 503 Book Now

Spacious Retreat W Pool Close To Disney 340

362 Ocean Course Ave, Kissimmee, United States View map

**Welcome to Spacious Retreat w/ Pool Close to Disney 340** Nestled in the vibrant heart of Kissimmee, the Spacious Retreat w/ Pool Close to Disney 340 promises an enchanting getaway for families and… More

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Private Heated Pool Resort Access Pool Table Oasis

2950 Buccaneer Palm Rd, Kissimmee, Fl 34747, Usa, Kissimmee, United States View map

Located around a 10-minute ride from The Legends Golf Course, Private Heated Pool Resort Access Pool Table Oasis Kissimmee villa features a private pool, a hot tub, ensuring a relaxing stay. More

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Shvck3 - Coral Cay Resort #3 - 4 Bed 3 Baths Townhome

2424 Caravelle Cir, Kissimmee, United States View map

Situated 4.5 km from Kissimmee Sports Arena and Rodeo, the 3-bedroom Shvck3 - Coral Cay Resort #3 - 4 Bed 3 Baths Townhome Kissimmee villa invites guests to relax at a patio. Guests can enjoy bowling… More

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Magnificent Thematic 2Br With Game Room & Waterpark

Sommerset Hills Drive 9325, Kissimmee, United States View map

**Welcome to Magnificent Thematic 2Br With Game Room & Waterpark,** a stunning retreat nestled just 50 minutes from the vibrant heart of Kissimmee. This enchanting accommodation invites guests to… More

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Charming And Cozy Townhome Near Disney

3162 Tamarind Circle, Kissimmee, United States View map

**Welcome to the Charming And Cozy Townhome Near Disney**, an idyllic retreat nestled just 35 km from the bustling heart of Kissimmee. Perfect for families and adventure seekers alike, this… More

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Flash 20 Off Pvt Pool And Spa Home

8901 Sydney Avenue, Kissimmee, United States View map

Set just a 60-minute drive from the bustling heart of Kissimmee, the Flash 20 Off Pvt Pool And Spa Home serves as an idyllic retreat for those seeking a balance between relaxation and adventure. This… More

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Villa Port - Lucaya Village

2901 Edenshire Way Bld 14 - Unit 106, Kissimmee, United States View map

Staying at Villa Port - Lucaya Village Kissimmee, guests can visit the Museum of Military History, which is merely a 14-minute stroll away. More

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Villa Luxuosa 9Q C/ Piscina Privativa E Temas

4555 Narrative Lane, Kissimmee, United States View map

Positioned 3.5 km from bustling shopping destinations such as the open-air mall "Lake Buena Vista Factory Stores", Villa Luxuosa 9Q C/ Piscina Privativa E Temas Kissimmee offers guests to use parking. More

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Famous 5 Star Home In Kissimmee With Game Room

4722 Cumbrian Lakes Dr, Kissimmee, United States View map

Famous 5 Star Home In Kissimmee With Game Room is located nearly a 10-minute ride from Give Kids The World Village Resort and provides an indoor pool. The Kissimmee holiday home features… More

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Orlando Getaway W Heated Pool

2967 Banana Palm Drive, Kissimmee, United States View map

Situated in the West Kissimmee district of Kissimmee, 4.9 km from the Rum Run, Orlando Getaway W Heated Pool Villa Kissimmee comes with a private pool for guests to unwind. More

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Windsor Palms Resort Vacation Home Wp2209

2209 Wyndham Palms Way, Kissimmee, United States View map

Nestled within the enchanting landscapes of Kissimmee, Windsor Palms Resort Vacation Home Wp2209 offers a serene escape just 28 km from the vibrant attractions of the area. With its contemporary… More

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Disney Getaway Townhouse With Private Pool. Book Now Slr484

4819 Brier Rose Ln, Kissimmee, United States View map

Disney Getaway Townhouse With Private Pool. Book Now Slr484 Kissimmee villa is located within a 6-km distance of the Disney's Typhoon Lagoon Water Park and provides an indoor pool. This Kissimmee… More

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Family Retreat Near Disney

2581 Reading Trail, Kissimmee, United States View map

Offering a location 4.4 km from the Museum of Military History, Family Retreat Near Disney Kissimmee villa gives access to various tourist spots in the area. More

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Condo 3Q Reunion, 15-20Min Da Disney

1501 Northern Harrier Way, Kissimmee, United States View map

The family-friendly Condo 3Q Reunion, 15-20Min Da Disney Kissimmee villa is located 10 minutes by car from the Champions Gate Downtown Shopping Center and provides an outdoor swimming pool, ensuring… More

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Luxury Resort Family Home Professionally Furnished Ultra Comfortable Beds Epic Mario Game Room Themed Bedrooms Heated Pool And Spa Outdoor Grill Golf Course View

713 Desert Mountain Court, Kissimmee, United States View map

Positioned just a 50-minute ride from the enchanting Kissimmee, this luxurious oasis offers a unique blend of comfort, style, and family-friendly amenities. The Luxury Resort Family Home is designed… More

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5 Bedrooms 4 Bathrooms Storey Lake 4837Ct

4837 Clock Tower Drive, Kissimmee, United States View map

**Welcome to Storey Lake 4837Ct,** an exquisite getaway nestled just 12 kilometers from the vibrant heart of Kissimmee. This stunning accommodation seamlessly blends comfort and elegance, making it a… More

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Family Oasis W/ Game Room & Pool In Davenport!

144 Rochester Loop, Kissimmee, United States View map

Situated in the West Kissimmee district of Kissimmee, 4.5 km from the West Gate Flea Market, Family Oasis W/ Game Room & Pool In Davenport! Kissimmee villa comes with a private pool for guests to… More

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8460 Crystal Cove Loop 3Bed

8460 Crystal Cove Loop, Kissimmee, United States View map

In the vibrant heart of Kissimmee, the 8460 Crystal Cove Loop 3Bed Villa is the perfect escape for families or groups seeking both adventure and relaxation. A mere 60 minutes' drive from Orlando… More

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8 Bedrooms 5 Bathrooms Storey Lake 2909 Ps

2909 Protagonist St, Kissimmee, United States View map

**Welcome to Storey Lake 2909 Ps, Kissimmee's Premier Retreat** In addition to its spacious layout and inviting ambiance, Storey Lake 2909 Ps boasts an array of services designed to enhance your stay. More

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Modern Villa, Themed Beds, Private Pool

Leader Street 1088, Kissimmee, United States View map

**Welcome to Modern Villa, Themed Beds, Private Pool in Kissimmee** - a delightful sanctuary just 29 kilometers from the vibrant heart of Kissimmee, and a scenic 50 kilometers from the lively… More

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Fairway Prosperity

972 Desert Mountain, Kissimmee, United States View map

**Experience Unforgettable Luxury at Fairway Prosperity Villa** Nestled just a scenic 50-minute drive from the Florida heartland of Kissimmee, Fairway Prosperity Villa offers a unique blend of luxury… More

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4543 Narrative

4543 Narrative Lane, Kissimmee, United States View map

**4543 Narrative Villa Kissimmee is a captivating retreat nestled just 11 kilometers from the charming town of Kissimmee and a convenient 35 kilometers from the bustling Orlando International Airport… More

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Disney Luxury Townhouse With Private Pool Themed Bedrooms. Book Now Dp61

2470 Santorini Dr, Kissimmee, United States View map

Disney Luxury Townhouse With Private Pool Themed Bedrooms. Book Now Dp61 Kissimmee villa is located 7 km from the Na'vi River Journey and provides cycling for active guests. More

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Reunion Village Home Near Disney With Private Pool And Water Park Access At Encore Resorts Reunion - 7880Ml

7880 Marlow Pl, Kissimmee, United States View map

Located around 3 km from Orlando Tree Trek Adventure Amusement Park Zip Line, the family-friendly Reunion Village Home Near Disney With Private Pool And Water Park Access At Encore Resorts Reunion… More

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Casa Com Piscina Privativa A 10 Min Da Disney

5045 Windermere Avenue, Kissimmee, United States View map

Located 500 m from Shadi Agha Mosque, the 3-bedroom Casa Com Piscina Privativa A 10 Min Da Disney Kissimmee provides guests with a hot tub. More

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Luxury 5Br Villa • Private Pool • Near Disney

8906 Sydney Ave, Kissimmee, United States View map

Luxury 5Br Villa • Private Pool • Near Disney Kissimmee offers proximity to nearby tourist spots, such as The Legends Golf Course, situated around 6 km away. Located in the West Kissimmee district of… More

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Stylish Home With Themed Rooms, Game Room And Waterpark & Resort Access Near Disney At Encore Resorts Reunion - 267Sf

267 Southfield Street, Orlando, United States View map

Set in the idyllic Celebration community, Stylish Home With Themed Rooms, Game Room And Waterpark & Resort Access Near Disney At Encore Resorts Reunion - 267Sf is the perfect retreat for families and… More

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Brand New Home With 4 En-Suites, Near Disney

5552 Torino Road, Kissimmee, United States View map

Situated around a 10-minute ride from Fantasy Surf, Brand New Home With 4 En-Suites, Near Disney Kissimmee entices guests with a Jacuzzi, ensuring a more relaxing stay. More

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Casa 4Q Luxo C/ Piscina No Champions Gate

1216 Challenge Drive, Kissimmee, United States View map

The 3-bedroom Casa 4Q Luxo C/ Piscina No Champions Gate Villa Kissimmee is located 4.7 km from the Rum Run and provides a hot tub. More

From US$ 428 Book Now

Comfy Vacation Home At Solara! Sla102

2186 Fleming Mist Pl, Kissimmee, United States View map

The 4-bedroom Comfy Vacation Home At Solara! Sla102 Kissimmee entices active guests with access to a fitness room and is located within 25 minutes' walk of Highlands Reserve Boulevard. This Kissimmee… More

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Super Mario Level Up Studio Near Disney

5245 West Irlo Bronson Memorial Highway, Kissimmee, United States View map

Located 2.9 km from the open-air mall "Lake Buena Vista Factory Stores", Super Mario Level Up Studio Near Disney Kissimmee villa gives access to various tourist sites in the vicinity. More

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Solara Resort 6 Bedroom Vacation Home 8905

8905 Caroline Bay Ct., Kissimmee, United States View map

Located around 10 minutes' drive from Highgate Park Boulevard, the 6-bedroom Solara Resort 6 Bedroom Vacation Home 8905 Kissimmee has a private swimming pool and is ideal for up to 15 guests. More

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Disney Getaway Private Pool Themed Bedrooms. Book Now Dw41

2470 Santorini Dr, Kissimmee, United States View map

Disney Getaway Private Pool Themed Bedrooms. Book Now Dw41 Kissimmee villa is located about 7 km from the Avatar Flight of Passage and provides cycling for active guests. More

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Ccl8536

8536 Crystal Cove Loop, Kissimmee, United States View map

Welcome to Ccl8536, a sophisticated retreat nestled just 31 kilometers from the bustling attractions of Kissimmee. This elegant villa combines modern comforts with a touch of luxury, making it an… More

From US$ 153 Book Now

Amazing 8Br Villa W Theme Rms Game Room Theater

Prologue Way 4312, Kissimmee, United States View map

**Welcome to the Amazing 8Br Villa W Theme Rms Game Room Theater**, a premier family-friendly retreat located just a short 20-minute drive from the enchanting attractions of Kissimmee. Nestled in a… More

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Castaway Oasis - 5 Bed Townhome, Heated Pool & Bbq

1949 Majorca Drive, Kissimmee, United States View map

Welcome to the Castaway Oasis, a stunning 5 Bed Townhome located in the heart of Kissimmee. Just an hour's drive from the vibrant city of Orlando, this luxurious retreat offers the perfect escape for… More

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3 Bedrooms 2.5 Bathrooms Encantada 8515 Bl

8515 Bay Lilly Loop, Kissimmee, United States View map

**Discover the Charm of Encantada Resort** Situated just a 60-minute drive from the excitement of Orlando, the 3 Bedroom-3 Bathroom Encantada Resort 8515 Bl serves as a gateway to world-class… More

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2774 Almaton #204

2774 Almaton Loop, Kissimmee, United States View map

**Welcome to 2774 Almaton #204 Villa** - your perfect getaway nestled in the enchanting community of Celebration, just a stone's throw from the magic of Walt Disney World. This idyllic destination… More

From US$ 154 Book Now