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2026-04-23
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Kissimmee holiday rentals

1370 Tuscana Ln Davenport 3Bed

1370 Tuscana Lane, Kissimmee, United States View map

Situated in the tranquil surrounds of Davenport, Tuscana offers a serene getaway, just 24 kilometers from the vibrant heart of Kissimmee. This exquisite 3-bedroom retreat promises an ideal blend of… More

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Spacious Chic House On Solara Resort With 5Be5Ba

9036 Egret Mills Terrace, Kissimmee, United States View map

**The Solara Resort is a tranquil haven nestled in the heart of Kissimmee, just 32 km from the vibrant attractions of the city.** This exquisite resort offers the perfect blend of spacious elegance… More

From US$ 174 Book Now

Apartment Minutes From Disney

Spigold Court 4560, Kissimmee, United States View map

Welcome to the Apartment Minutes From Disney, a delightful haven for families and travelers seeking an unforgettable experience near the enchantment of Orlando's theme parks. This vibrant apartment… More

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2585La Townhouse 4 Bedrooms & 3 Bathrooms + Pool

2585 Reading Trail, Kissimmee, United States View map

Staying at 2585La Townhouse 4 Bedrooms & 3 Bathrooms + Pool Kissimmee villa, guests can easily reach Medieval Times Dinner & Tournament, located approximately a 25-minute walk away. More

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Upscale Condo Near Disney With Resort & Waterpark Access - B16-139

7770 Sandy Ridge Drive, B16 #139, Kissimmee, United States View map

The 3-bedroom Upscale Condo Near Disney With Resort & Waterpark Access - B16-139 Kissimmee villa is located about 25 minutes' walk from the Indian Ridge and provides lawn tennis and mini golf for… More

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9Br W Private Pool Theater Near Disney

4517 Target Blvd, Kissimmee, United States View map

Located within a 10-minute drive of the Osceola County Welcome Center and History Museum, 9Br W Private Pool Theater Near Disney Kissimmee villa gives access to various tourist sites in the vicinity. More

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8949 Cuban Palm

8949 Cuban Palm Road, Kissimmee, United States View map

**Discover the Charm of 8949 Cuban Palm Villa** Nestled just 34 kilometers from the vibrant heart of Kissimmee, the 8949 Cuban Palm Villa offers an attractive blend of comfort and luxury. More

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Mango Keys Getaway Near Theme Parks

3158 Tamarind Circle, Kissimmee, United States View map

Mango Keys Getaway Near Theme Parks Villa Kissimmee is located 3.8 km from Orange Lake Legends and invites guests to enjoy a patio. More

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Family Paradise Space Themed Perfect Location

Target Boulevard 4533, Kissimmee, United States View map

Welcome to Family Paradise Space Themed Perfect Location, where extraordinary adventures await just 11 km from the charming heart of Kissimmee. This exceptional destination offers a unique space… More

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Tuscana Resort 9305 Orlando

1301 Tuscan Terrace, Kissimmee, United States View map

**Welcome to Tuscana Resort 9305 Orlando, where luxury meets comfort in the heart of Kissimmee.** Nestled just 25 kilometers from the vibrant town of Kissimmee and a mere 50 kilometers from Orlando… More

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Coral Cottage Near Disney With Margaritaville Resort & Island H2O Access - 8063Kd

8063 Knee Deep Road, Orlando, United States View map

The family-friendly Coral Cottage Near Disney With Margaritaville Resort & Island H2O Access - 8063Kd Kissimmee is located 13 minutes' walk from the Formosa Gardens Boulevard|Formosa Gardens… More

From US$ 490 Book Now

New Epic Escape Theater Pool & Golf Views

815 Golden Bear Drive, Kissimmee, United States View map

Along with proximity to the Reunion Resort Water Park, located only 500 metres away, New Epic Escape Theater Pool & Golf Views Villa Kissimmee provides access to a fitness centre. Featuring a patio… More

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Private Heated Pool Near Full Disney Resort Access

8851 Geneve Ct, Kissimmee, Fl 34747, Usa, Kissimmee, United States View map

Escape to the enchanting **Private Heated Pool Near Full Disney Resort Access**, an exceptional retreat just 60 minutes' drive from the vibrant Kissimmee area. This exquisite oasis seamlessly… More

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Peachy Dream Cottage With Private Pool Near Disney And Margaritaville Resort &Land H2O Access - 8016Kd

Knee Deep Road, Orlando, United States View map

Nestled about 6 km from the film-centric theme park "Disney's Hollywood Studios", the 5-bedroom Peachy Dream Cottage With Private Pool Near Disney And Margaritaville Resort &Land H2O Access - 8016Kd… More

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My Happy Place Twoi

5362 Paradise Cay Circle, Kissimmee, United States View map

**Welcome to My Happy Place Twoi in Kissimmee** Nestled in vibrant Kissimmee, My Happy Place Twoi offers a delightful retreat for families and travelers alike. More

From US$ 128 Book Now

Luxury Villa 09 Brdgames Roomsolara Resort

1816 Caribbean View Terrace, Kissimmee, United States View map

Situated in the West Kissimmee district of Kissimmee, approximately 3 km from Highgate Park Boulevard, Luxury Villa 09 Brdgames Roomsolara Resort Kissimmee comes with a private pool for guests to… More

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Disney Getaway Private Pool Themed Bedrooms. Book Now Dw3

2470 Santorini Dr, Kissimmee, United States View map

Disney Getaway Private Pool Themed Bedrooms. Book Now Dw3 Kissimmee villa is located within 7 km of the Na'vi River Journey and welcomes its guests to enjoy cycling. More

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Liberty Luxor

7518 Excitement Dr, Kissimmee, United States View map

Welcome to the exquisite Liberty Luxor, a sophisticated retreat nestled just 24 kilometers from the vibrant heart of Kissimmee. With its elegant architecture and serene atmosphere, this property… More

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Alluring Home With Private Pool Near Disney With Waterpark Resort Access At Encore Resort - 7732Ff

7732 Fairfax Drive, Kissimmee, United States View map

Set in the enchanting community of Celebration, the Alluring Home With Private Pool Near Disney offers a unique retreat just moments away from the magic of Orlando. This delightful property… More

From US$ 234 Book Now

Luxury Villa With Theater Private Pool Spa - Free Resort Access

8837 Cruden Bay Court, Kissimmee, United States View map

Staying at Luxury Villa With Theater Private Pool Spa - Free Resort Access Kissimmee, guests can easily reach the Rum Run, located approximately a 10-minute ride away. More

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Last Minute Disney Getaway Private Pool Themed Bedrooms. Book Now 91349

4387 Scene Lane, Kissimmee, United States View map

Situated within a 7-km distance of Old Town Shopping Mall, Last Minute Disney Getaway Private Pool Themed Bedrooms. Book Now 91349 Kissimmee villa boasts a treatment room, as well as a spa salon for… More

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4736 Family Home Near Disney Sea World

4736 Blue Diamond Street, Kissimmee, United States View map

Situated 2.5 km from the Osceola County Welcome Center and History Museum, 4736 Family Home Near Disney Sea World Kissimmee entices guests to explore various tourist attractions in the area. More

From US$ 332 Book Now

Unit 4406 - Tuscana Resort

8000 Tuscana Way, Kissimmee, United States View map

Set within the enchanting embrace of Kissimmee, the Unit 4406 - Tuscana Resort offers an idyllic retreat just 24 kilometers from the vibrant heart of Kissimmee and 45 kilometers from Orlando… More

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Spacious Family Villa With Private Pool, Spa And Movie Loft

628 Whistling Straits Blvd, Kissimmee, United States View map

Spacious Family Villa With Private Pool, Spa And Movie Loft Kissimmee is located 10 minutes' drive from Highlands Reserve GC and invites guests to enjoy a patio. More

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2098Ee Villa 5 Bed/4.5 Ba

2098 Fleming Mist Pl, Kissimmee, United States View map

Welcome to the exquisite 2098Ee Villa, an ideal getaway located just a 60-minute drive from the sunny charm of Kissimmee. With spacious accommodations designed to evoke a sense of home, this… More

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Spacious 7Br W Pool, Theater, Game Room And Much More

2179 Fleming Mist Place, Kissimmee, United States View map

Spacious 7Br W Pool, Theater, Game Room And Much More Kissimmee villa is located in the West Kissimmee district of Kissimmee, around a 25-minute walk from the Northeast Regional Park and features a… More

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5 Mi To Disney Ideal Family Getaway With Theater!

8570 Sunrise Key Dr, Kissimmee, United States View map

Situated within a 5-km distance of Disney's Animal Kingdom|the Disney's Animal Kingdom, the 5-bedroom 5 Mi To Disney Ideal Family Getaway With Theater! Kissimmee villa entices guests with a hot tub… More

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4 Bd 4.5 Ba Solara Resort 1569 Cp

1569 Carey Palm, Kissimmee, United States View map

The 4-bedroom 4 Bedrooms 45 Bathrooms Solara 1569 Cp Kissimmee villa offers proximity to nearby tourist spots, such as Highlands Reserve GC, situated nearly 25 minutes' walk away. More

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Amazing 4 Bedroom House Near Disney

5125 Killarney Way, Kissimmee, United States View map

**Welcome to the Amazing 4 Bedroom House Near Disney, a stunning retreat nestled in the heart of Kissimmee.** This charming residence offers the perfect blend of comfort and convenience, located… More

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New Home Luxury 04 Bedrooms At Storey Lake

2992 Protagonist St, Kissimmee, Fl 34746, Usa, Kissimmee, United States View map

New Home Luxury 04 Bedrooms At Storey Lake Kissimmee is located 10 minutes' drive from the Dare 2 Escape|the Dare 2 Escape escape room and invites guests to enjoy a patio. More

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Luxuoso 2Q C/ Quarto Mickey E Resort Completo!

879 Ocean Course Ave, Kissimmee, United States View map

Featuring a swimming pool for guests' relaxation, the 0-bedroom Luxuoso 2Q C/ Quarto Mickey E Resort Completo! Kissimmee villa is located around a 10-minute ride from Tuscan Hills Boulevard. More

From US$ 248 Book Now

Fully Equipped Comfortable Townhouse

8967 Coco Palm Road, Kissimmee, United States View map

Welcome to the Fully Equipped Comfortable Townhouse, your serene sanctuary nestled in the heart of Kissimmee, just a 60-minute drive from Orlando's bustling entertainment scene. This charming… More

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Disney Luxury Townhouse With Private Pool Themed Bedrooms. Book Now Dp72

2470 Santorini Dr, Kissimmee, United States View map

Located approximately a 10-minute ride from Highlands Reserve GC, Disney Luxury Townhouse With Private Pool Themed Bedrooms. Book Now Dp72 Kissimmee villa boasts an indoor pool with a treatment room… More

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9 Bedrooms 5 Bathrooms Storey Lake 4548Tb

4548 Target Boulevard, Kissimmee, United States View map

**Welcome to 9 Bedrooms - 5 Bathrooms - Storey Lake 4548Tb, a luxurious haven located just a 20-minute drive from the vibrant heart of Kissimmee. More

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Cozy 4 Bedroom Close To Disney

4722 Flagler Beach Way, Kissimmee, United States View map

During the stay at Cozy 4 Bedroom Close To Disney Kissimmee villa, guests can indulge in an indoor pool or visit Medieval Times Dinner & Tournament, located 3.8 km away. More

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Elegant Emerald Island - Near Disney

2682 Emerald Island Blvd, Kissimmee, United States View map

Offering an indoor pool for a relaxing experience, Elegant Emerald Island - Near Disney Kissimmee villa is located a 10-minute drive from the Disney's Animal Kingdom Theme Park. This holiday home… More

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4 Bedrooms 3 Bathrooms Storey Lake 3075 Pp

3075 Pequod Place, Kissimmee, United States View map

**Welcome to Storey Lake 3075 PP, a luxurious retreat located just 12 km from the vibrant heart of Kissimmee.** This exquisite property seamlessly combines comfort and elegance, making it an ideal… More

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7 Bd 4.5 Ba Solara Resort 2347 Cs

2347 Calm Shore Way, Kissimmee, United States View map

7 Bd 4.5 Ba Solara Resort 2347 Cs Kissimmee villa is located 2.2 km from Highlands Reserve GC and provides a swimming pool, ensuring a relaxing stay. Offering parking as well as Wi-Fi, the holiday… More

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Disney 8Mi Heated Resort Pool Hot Tub Fitness

4551 Jona Free Ln #103, Kissimmee, Fl 34746, Usa, Kissimmee, United States View map

Disney 8Mi Heated Resort Pool Hot Tub Fitness Kissimmee villa entices active guests with access to a fitness area and is located nearly a 10-minute drive from the Pioneer Village at Shingle Creek. More

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2645 Casa Luxuosa Com Piscina Privativa Perto Da Disney

2645 Scrapbook Street, Kissimmee, United States View map

Staying at the 3-bedroom 2645 Casa Luxuosa Com Piscina Privativa Perto Da Disney Kissimmee, guests can visit the Dare 2 Escape|the Dare 2 Escape escape room, which is about a 10-minute drive away. More

From US$ 284 Book Now

Regal Oaks Escape Home

2739 Corvette Lane, Kissimmee, United States View map

**Experience Regal Oaks Escape Home in Celebration, Florida** Conveniently located just minutes away from Disney World and other popular attractions, Regal Oaks Escape Home in Celebration provides… More

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Disney Dreams Townhouse 6 Miles To Disney

887 Assembly Court, Kissimmee, United States View map

Disney Dreams Townhouse 6 Miles To Disney Kissimmee villa is located a 25-minute walk from Orlando Tree Trek Adventure Amusement Park Zip Line and invites guests to enjoy a patio. More

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Striking Disney Themed10Br Pool/Spa/Game Room

9130 Sommerset Hills Drive, Kissimmee, United States View map

The 5-bedroom Striking Disney Themed10Br Pool/Spa/Game Room Kissimmee villa is located about 10 minutes by car from Highlands Reserve Boulevard and provides cycling and pool for active guests. More

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Disney Getaway Private Pool Themed Bedrooms. Book Now Dw2

2470 Santorini Dr, Kissimmee, United States View map

Disney Getaway Private Pool Themed Bedrooms. Book Now Dw2 Kissimmee villa is located around 10 minutes' drive from the Emerald Island Boulevard and provides a treatment room and an indoor pool. This… More

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Brand New Home 9 Bedrooms5 Baths At Storey Lake

2924 Penelope Loopkissimmee, Fl 34746, Kissimmee, United States View map

Welcome to the exquisite Brand New Home 9 Bedrooms 5 Baths at Storey Lake, a perfect oasis for families and groups looking for a lavish getaway in Kissimmee, just 10 kilometers from the vibrant… More

From US$ 355 Book Now

Magical Stay Near Disney I Pool And Resort Access

2320 Silver Palm Dr, Kissimmee, United States View map

Situated in the West Kissimmee district of Kissimmee, 2.6 km from Bonanza Golf Gifts, Magical Stay Near Disney I Pool And Resort Access Kissimmee villa comes with an indoor swimming pool for guests… More

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9 Bd 6.5 Ba Solara Resort 2135 Fm

2135 Fleming Mist Place, Kissimmee, United States View map

Located about 10 minutes' drive from Highlands Reserve Boulevard, 9 Bd 6.5 Ba Solara Resort 2135 Fm Kissimmee villa provides access to various tourist attractions in the vicinity. More

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9 Bedrooms 5 Bathrooms Storey Lake 2874 Bd

2874 Bookmark Drive, Kissimmee, United States View map

**Welcome to Storey Lake, where luxury meets comfort in the heart of Kissimmee.** This exquisite 9 Bedrooms-5 Bathrooms-Storey Lake 2874 Bd offers a delightful retreat for families and groups… More

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3251 Comfortable 3Br Near Theme Parks

3251 Energy Dr, Kissimmee, United States View map

Staying at 3251 Comfortable 3Br Near Theme Parks Kissimmee villa, guests can easily reach the Pandora, located approximately a 10-minute drive away. More

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Aspen Homestead

7720 Excitement Drive, Kissimmee, United States View map

In the heart of Central Florida, Aspen Homestead Kissimmee offers a serene escape just 22 km from the vibrant attractions of Kissimmee. With its inviting ambiance and beautiful surroundings, this… More

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