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2026-04-23
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Vacation Rentals in Kissimmee

Bright Resort 7Br Home Pool Near Disney

1724 Lima Avenue, Kissimmee, United States View map

Situated about 25 minutes' walk from the Rum Run, Bright Resort 7Br Home Pool Near Disney Kissimmee entices guests to explore various tourist attractions in the area. Located in the West Kissimmee… More

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Amazing 6 Bed Disney Dream Getaway In Windsor Palm

2228 Wyndham Palms Way, Kissimmee, United States View map

**Discover the Magic of Amazing 6 Bed Disney Dream Getaway in Windsor Palm** For those looking to explore beyond the immediate surroundings, Orlando International Airport is conveniently located just… More

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5011Cl Townhome 4 Beds 3 Baths Free Waterpark

5011 Windermere Ave, Kissimmee, United States View map

**Welcome to the 5011Cl Townhome 4 Beds 3 Baths Free Waterpark, a luxurious retreat nestled in the heart of Kissimmee, just 13 kilometers from the vibrant streets of the city. This spacious townhome… More

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W440 - Classy Condo With Private Balcony At Reunion

7501 Mourning Dove Circle #201, Kissimmee, United States View map

**W440 - Classy Condo With Private Balcony At Reunion** offers an exquisite retreat in the heart of Kissimmee, just 24 km from the vibrant attractions of the city. Ideal for both families and couples… More

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Spacious 4 Bed 3 Bath Townhome With Pool 5 Stars!!

8926 Cuban Palm Road, Kissimmee, United States View map

**Welcome to the Spacious 4 Bed 3 Bath Townhome With Pool, a serene oasis in Kissimmee, Florida that promises a perfect blend of comfort and luxury.** Nestled just a short drive from the renowned… More

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Beautiful Townhome With Splash Pool And Game Room

2002 Majorca Drive, Kissimmee, United States View map

**Welcome to Beautiful Townhome With Splash Pool And Game Room**, a charming retreat set in the heart of Kissimmee. Just a short 60-minute drive from the vibrant attractions of Orlando, this… More

From US$ 335 Book Now

Retreat With Pool 25 Mi To Disney

2764 Lido Key Dr, Kissimmee, United States View map

The welcoming Retreat With Pool 25 Mi To Disney Kissimmee villa is located a 25-minute walk from The Legends Golf Course and invites guests to enjoy a patio. Offering private car parking as well as… More

From US$ 270 Book Now

Rainbow Garden

1837 Nice Court, Kissimmee, United States View map

Situated 3.2 km from the Emerald Island Boulevard, Rainbow Garden Villa Kissimmee entices guests to explore various tourist attractions in the area. Offering a free private car park as well as Wi-Fi,… More

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Sea Mist Retreat

2028 Fleming Mist Place, Kissimmee, United States View map

Welcome to the Sea Mist Retreat, an enchanting escape nestled just 32 kilometers from the vibrant heart of Kissimmee and approximately 50 kilometers from the bustling Orlando International Airport. More

From US$ 625 Book Now

Happy Ours Cottage Near Disney With Private Hot Tub And Margaritaville Resort & Island H20 Waterpark Access - 3086Kl

3086 Key Lime Loop, Orlando, United States View map

The family-friendly Happy Ours Cottage Near Disney With Private Hot Tub And Margaritaville Resort & Island H20 Waterpark Access - 3086Kl Kissimmee is located about 6 km from the film-centric theme… More

From US$ 351 Book Now

Disney Magic Championsgate Resort Town Home 15 Min From Disney World, 7 Pools, Gym, Golf, Arcade, Water Park And More!

8899 Cabot Cliffs Dr #102, Kissimmee, United States View map

Situated 3.9 km from the Rum Run, Disney Magic Championsgate Resort Town Home 15 Min From Disney World, 7 Pools, Gym, Golf, Arcade, Water Park And More! Kissimmee provides access to numerous tourist… More

From US$ 182 Book Now

Pink Bliss Villa Near Disney With Margaritaville Resort & Island H20 Access - 3205Cs

3205 Caribbean Soul Dr, Orlando, United States View map

Featuring a swimming pool for guests' relaxation, the 3-bedroom Pink Bliss Villa Near Disney With Margaritaville Resort & Island H20 Access - 3205Cs Kissimmee is located approximately a 10-minute… More

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8147 Fan Palm

8147 Fan Palm Way, Kissimmee, United States View map

**Experience the Charm of 8147 Fan Palm Villa Kissimmee** Nestled just 30 kilometers from the enchanting city of Kissimmee, 8147 Fan Palm Villa offers a tranquil retreat that blends modern amenities… More

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3 Bd 3 Ba The Hub At Westside 3444 Tt

3444 Tranquil Trail, Kissimmee, United States View map

Offering a location 4.5 km from Bonanza Golf Gifts, 3 Bd 3 Ba The Hub At Westside 3444 Tt Kissimmee villa gives access to various tourist spots in the area. More

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8939Ad Amazing Solara

8939 Amelia Downs Trail, Kissimmee, United States View map

Welcome to the 8939Ad Amazing Solara, an exquisite retreat located just 31 kilometers from the vibrant heart of Kissimmee. This enchanting villa offers a perfect blend of luxury and comfort, making… More

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Cozy Home With Private Pool At Encantada Resort

8580 Bay Lilly Loop, Kissimmee, United States View map

This charming oasis harmoniously blends comfort and convenience, making it an ideal escape for families and couples alike. With Orlando International Airport located a mere 45 kilometers away, your… More

From US$ 129 Book Now

5-Br Townhouse With Pool, Games, Disney

8925 Sydney Ave, Kissimmee, Fl 34747, Usa, Kissimmee, United States View map

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Dreamy 7 Bedroom Villa In Orlando6517

1200 Wynstone Way, Kissimmee, United States View map

Dreamy 7 Bedroom Villa In Orlando6517 Kissimmee is located 25 minutes' walk from Arnold Palmer Golf Course and provides a swimming pool, ensuring a relaxing stay. More

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4 Bedrooms 3 Bathrooms Bella Vida 400Lf

400 Las Fuentes Dr, Kissimmee, United States View map

Nestled in the enchanting surroundings of Kissimmee, the 4 Bedrooms 3 Bathrooms Bella Vida offers an idyllic retreat conducive to both relaxation and adventure. This charming private residence is… More

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Sunkissed Cottage With Private Pool Near Disney With Margaritaville Resort & Island H2O Access - 8024Kd

8024 Knee Deep Rd, Orlando, United States View map

Situated just a 13-minute walk from Splendid China, the 4-bedroom Sunkissed Cottage With Private Pool Near Disney With Margaritaville Resort & Island H2O Access - 8024Kd Kissimmee invites guests to… More

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Villas South Paradise, 3 Bed, 3 Bath, Near Attractions, Reunion Membership, 1347

7613 Cabana Court (Building A) Unit # 304, Kissimmee, United States View map

Situated about 25 minutes on foot from Oak Hill Baptist Church, the spacious 151 m² Villas South Paradise, 3 Bed, 3 Bath, Near Attractions, Reunion Membership, 1347 Kissimmee apartment also boasts… More

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The Beauty At Emerald Island

8422 Crystal Cove Loop, Kissimmee, United States View map

Located approximately a 25-minute walk from the Windsor Hills, The Beauty At Emerald Island Kissimmee villa boasts an outdoor swimming pool with a Jacuzzi and a sauna. Featuring bicycle rentals, this… More

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New To Market Spacious Private Pool Retreat

9105 Stromboli Court, Kissimmee, United States View map

**Welcome to New To Market Spacious Private Pool Retreat, an enchanting getaway nestled just 34 km from the heart of Kissimmee. This inviting residence offers a perfect blend of contemporary… More

From US$ 252 Book Now

Beautiful Condo On Reunion Resort And Spa Orlando Condo 5185

7600 Sandy Ridge Drive (Building A) Unit #104, Kissimmee, United States View map

Welcome to the Beautiful Condo On Reunion Resort And Spa Orlando Condo 5185, a stunning retreat nestled in the heart of Kissimmee. This exquisite condo offers the perfect combination of luxury and… More

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Large Home Pool Spa & Game Room Near Disney

4815 Cumbrian Lakes Drive, Kissimmee, United States View map

Staying at Large Home Pool Spa & Game Room Near Disney Kissimmee, guests can visit the miniature Congo River Golf, which is approximately a 15-minute ride away. More

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Disney Luxury Townhouse With Private Pool Themed Bedrooms. Book Now Dp57

2470 Santorini Dr, Kissimmee, United States View map

Nestled in the West Kissimmee district, Disney Luxury Townhouse With Private Pool Themed Bedrooms. Book Now Dp57 Kissimmee villa is about a 10-minute drive from Tuscan Hills Boulevard and offers a… More

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Flash 20 Off Gorgeous Vacation Home Near Everywhere

2661 Calistoga Avenue, Kissimmee, United States View map

**Flash 20 Off Gorgeous Vacation Home Near Everywhere Kissimmee - Your Gateway to Leisure and Comfort** More

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Qj942N Tranquility At Bear'S Den

942 Jack Nicklaus Ct, Kissimmee, United States View map

Positioned just 23 km from Kissimmee, Qj942N Tranquility At Bear's Den offers an inviting sanctuary where adventure meets relaxation. This exquisite villa serves as an ideal retreat for families and… More

From US$ 1601 Book Now

Disney-Themed Oasis With Private Pool & Spa

2916 Simile Street, Kissimmee, United States View map

Situated 3.1 km from Medieval Times Dinner & Tournament, the 6-bedroom Disney-Themed Oasis With Private Pool & Spa Kissimmee villa invites guests to relax at a patio. Guests can enjoy cycling… More

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Luxurious Home With Private Pool In Kissimmee

681 Drop Shot Drive, Kissimmee, United States View map

Luxurious Home With Private Pool In Kissimmee entices active guests with access to a fitness area and is located 10 minutes' drive from the Rum Run. Featuring a patio, this holiday home is situated 3… More

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New Luxury Oasis At Magic Village

5533 Torino Rd, Kissimmee, United States View map

**Welcome to New Luxury Oasis At Magic Village**, an exquisite retreat nestled just 14 km from the vibrant heart of Kissimmee, Florida. Surrounded by lush gardens and palm trees, this elegant… More

From US$ 315 Book Now

Disney Getaway Private Pool Themed Bedrooms. Book Now Dw17

2470 Santorini Dr, Kissimmee, United States View map

During the stay at Disney Getaway Private Pool Themed Bedrooms. Book Now Dw17 Kissimmee villa, guests can indulge in an indoor pool or visit Highlands Reserve Boulevard, located 2.9 km away. This… More

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Your Orlando Escape - Gated Resort With Amenities

4005 Venetian Bay Drive, Kissimmee, United States View map

**Your Orlando Escape - Gated Resort With Amenities** is a premier destination offering an exquisite blend of luxury and comfort just 10 minutes' drive from the vibrant city of Kissimmee. Nestled in… More

From US$ 316 Book Now

Disney Luxury Townhouse With Private Pool Themed Bedrooms. Book Now Dp58

2470 Santorini Dr, Kissimmee, United States View map

Located approximately a 10-minute drive from the Emerald Island Boulevard, Disney Luxury Townhouse With Private Pool Themed Bedrooms. Book Now Dp58 Kissimmee villa features an indoor pool, a… More

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Near Parks Private Heated Pool Resort Access Games

2968 Buccaneer Palm Rd, Kissimmee, Fl 34747, Usa, Kissimmee, United States View map

During the stay at Near Parks Private Heated Pool Resort Access Games Kissimmee villa, guests can indulge in a hot tub or visit the Emerald Island Boulevard, located 3.1 km away. More

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Pet Friendly Escape Pool Spa Minutes From Disney 185

8860 Cabot Cliffs Drive, Kissimmee, United States View map

**Pet Friendly Escape Pool Spa Minutes From Disney 185** Nestled just 29 kilometers from the vibrant city of Kissimmee, the Pet Friendly Escape Pool Spa Minutes From Disney 185 welcomes families and… More

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Dluxx Stylish Retreat 3 Suites Near Disney 3216

3216 Sustainable Wy, Kissimmee, United States View map

Located 4.9 km from the Windsor Hills, Dluxx Stylish Retreat 3 Suites Near Disney 3216 Kissimmee villa gives access to various tourist sites in the vicinity. More

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Magical 3Br Luxury Condo - 15 Mins To Disney

2336 Prime Cir B, Kissimmee, United States View map

Located 10 minutes' drive from Medieval Times Dinner & Tournament, the spacious Magical 3Br Luxury Condo - 15 Mins To Disney Kissimmee overlooks the pool. Wi-Fi is provided for both business and… More

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Storey Lake Resort 1071 - Hosted By Top Villas

4824 Dedication Street, Kissimmee, United States View map

Storey Lake Resort 1071 - Hosted By Top Villas Kissimmee is located just 6 minutes' stroll from Shadi Agha Mosque and offers a treatment room for guests' relaxation. Offering a swimming pool, the… More

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Lime Green Villa Near Disney With Margaritaville Resort & Island H20 Waterpark Access - 2965Cs

2965 Caribbean Soul Dr, Orlando, United States View map

Offering a location 3.7 km from Dinoland U.S.A., the family-friendly Lime Green Villa Near Disney With Margaritaville Resort & Island H20 Waterpark Access - 2965Cs Kissimmee gives access to various… More

From US$ 457 Book Now

Clean & Decor Free Waterpark Flowrider 1872

1872 Tropical Palms Circle, Kissimmee, United States View map

Situated within a 4-km distance of the Emerald Island Boulevard, the 4-bedroom Clean & Decor Free Waterpark Flowrider 1872 Kissimmee villa includes a swimming pool, as well as a Jacuzzi and an indoor… More

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8038 King Palm

8038 King Palm Circle, Kissimmee, United States View map

**Welcome to 8038 King Palm Villa, a tranquil oasis nestled just 28 km from the heart of Kissimmee and a short drive from the magic of Orlando International Airport. This charming retreat promises… More

From US$ 241 Book Now

Casa 5Q Solara C/ Piscina E Quartos Tematicoss

9035 9035 Sunshine Ridge Loop, Kissimmee, United States View map

Situated around 4 km from the Emerald Island Boulevard, Casa 5Q Solara C/ Piscina E Quartos Tematicoss Kissimmee offers guests to enjoy spa therapy and a play area. Featuring a hot tub, this… More

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Superior Villa

2175 Flemming Mist Place, Kissimmee, United States View map

Featuring a private swimming pool for guests' relaxation, Superior Villa Kissimmee is located nearly 25 minutes on foot from Tuscan Hills Boulevard. This Kissimmee villa is nestled in the West… More

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Welcoming Condo Near Disney With Resort & Waterpark Access - B7-230

7740 Sandy Ridge Drive, B7 #230, Kissimmee, United States View map

The 248 m² Welcoming Condo Near Disney With Resort & Waterpark Access - B7-230 Kissimmee is located about a 25-minute walk from the Indian Ridge and 3.9 km from Mystic Dunes Golf Club at Mystic Dunes… More

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7 Bedrooms 5.5 Baths Windsor Westside 2476 Ds

2476 Dubai Street, Kissimmee, United States View map

Situated in the West Kissimmee district, 2.5 km from Tuscan Hills Boulevard, 7 Bedrooms 55 Bathrooms Windsor Westside2476 Kissimmee villa comes with a swimming pool for guests to unwind. More

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Barefoot Breeze - Storey Lake By Shine Villas #833 Townhouse

2897 Simile Street, Kissimmee, United States View map

**Welcome to Barefoot Breeze - Storey Lake By Shine Villas #833 Townhouse**, a serene escape nestled within the vibrant Kissimmee area, just 13 km from the charming attractions of the city. This… More

From US$ 186 Book Now

Casa 6Q C/ Piscina, Spa E Resort — Perto Da Disney

8978 Cabot Cliffs Drive, Kissimmee, United States View map

Featuring a private swimming pool for guests' relaxation, Casa 6Q C/ Piscina, Spa E Resort — Perto Da Disney Kissimmee is located approximately a 10-minute ride from Mystic Dunes Golf Club at Mystic… More

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3180-202Bv Storey Lake, Condo 2/2 Garden View

3180 Paradox Cir #202, Kissimmee, United States View map

**Welcome to 3180-202Bv Storey Lake, Condo 2/2 Garden View, a delightful retreat in Kissimmee's serene surroundings.** This beautiful vacation rental condo features stunning lake views and is set… More

From US$ 182 Book Now

3097Pequod Townhouse

3097 Pequod Pl, Kissimmee, United States View map

Situated in the charming community of Kissimmee, the 3097Pequod Townhouse offers a delightful retreat just 12 kilometers from the vibrant attractions of central Kissimmee. This beautifully appointed… More

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