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2026-04-22
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Vacation Rentals in Kissimmee

Disney Getaway Private Pool Themed Bedrooms. Book Now Wlv83

3211 Oyster Ln, Kissimmee, United States View map

Offering an indoor pool for a relaxing experience, Disney Getaway Private Pool Themed Bedrooms. Book Now Wlv83 Kissimmee villa is located a 10-minute drive from the zoological Disney's Animal Kingdom… More

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Disney Getaway Private Pool Themed Bedrooms. Book Now Dw52

2470 Santorini Dr, Kissimmee, United States View map

Situated in the West Kissimmee district of Kissimmee, 2.9 km from Highlands Reserve Boulevard, Disney Getaway Private Pool Themed Bedrooms. Book Now Dw52 Kissimmee villa comes with an indoor pool for… More

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8965 Paradise

8965 Cuban Palm Road, Four Corners, United States View map

**Discover 8965 Paradise in Kissimmee** Nestled in the vibrant city of Kissimmee, 8965 Paradise is a gem that combines modern comfort with the allure of Florida's enchanting landscapes. More

From US$ 340 Book Now

Beautiful 5 Bedrooms @ Solara Resort-Kissimme

1636 Tropical Palms Cir, Kissimmee, United States View map

Located in the West Kissimmee district of Kissimmee and around 25 minutes' walk from Highlands Reserve Boulevard, Beautiful 5 Bedrooms @ Solara Resort-Kissimme Kissimmee villa provides guests with a… More

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Condominio Encantada C/ Piscina & Vista Ao Lago

3163 Yellow Lantana Ln, Kissimmee, United States View map

Situated 4.1 km from the Avatar Flight of Passage, Condominio Encantada C/ Piscina & Vista Ao Lago Kissimmee villa entices guests to explore various tourist attractions in the area. Offering parking… More

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Spacious Condo Near Disney With Resort & Waterpark Access - B52-105

7740 Sandy Ridge Drive, Kissimmee, United States View map

The 2-room Spacious Condo Near Disney With Resort & Waterpark Access - B52-105 Kissimmee is only 7 minutes' stroll from the Reunion Resort Water Park and welcomes guests with a hot tub. The A World… More

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Coral Cottage With Private Pool Near Disney With Margaritaville Resort And Island H20 Waterpark Access - 2946Sr

2946 Salted Rim Rd, Orlando, United States View map

Coral Cottage With Private Pool Near Disney With Margaritaville Resort And Island H20 Waterpark Access - 2946Sr Orlando is located about 15 minutes' walk from the Emerald Island Boulevard and… More

From US$ 411 Book Now

Beautiful Family Home With Pool And Game Room-2730Bd

Bookmark Drive 2730, Kissimmee, United States View map

**Welcome to the Beautiful Family Home With Pool And Game Room-2730Bd**, a serene retreat nestled just 11 kilometers from the vibrant heart of Kissimmee. This charming haven is designed for family… More

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3180-405Dc Storey Lake, Condo 2/2 Pool View

3180 Paradox Cir #405, Kissimmee, United States View map

**3180-405Dc Storey Lake is Condo 2/2 Pool View** Conveniently located just 5 km from Plaza del Sol Kissimmee and a mere 10 km from the popular attractions of Disney's Animal Kingdom Theme Park, 3180… More

From US$ 157 Book Now

Resort Access - Themed Rooms 8836

8836 Cruden Bay Court, Kissimmee, United States View map

Situated 4.9 km from Orlando Tree Trek Adventure Amusement Park Zip Line, Resort Access - Themed Rooms 8836 Kissimmee villa entices guests to explore various tourist attractions in the area. More

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New Listing Just Remodeled 4 Bedroom - Er2739

2739 Sun Key Pl, Kissimmee, United States View map

Offering a hot tub for a relaxing experience, New Listing Just Remodeled 4 Bedroom - Er2739 Kissimmee villa is located 4.3 km from the zoological Disney's Animal Kingdom Theme Park. More

From US$ 179 Book Now

Apartamento Moderno 2Q | Quarto Tematico Do Mickey

3161 Paradox Circle, Kissimmee, United States View map

Apartamento Moderno 2Q | Quarto Tematico Do Mickey Kissimmee villa is located 10 minutes' drive from the Falcon's Fire Golf Course and provides a swimming pool, ensuring a relaxing stay. More

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Cozy Retreat-Heated Pool, Grill, Pickle Ball, Gym

8921 Bismarck Palm Road, Kissimmee, United States View map

Cozy Retreat-Heated Pool, Grill, Pickle Ball, Gym Kissimmee villa is located 7 km from the Tree of Life and provides a private swimming pool, ensuring a relaxing stay. More

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Bsv_Villa2701

2701 Lido Key Dr, Kissimmee, United States View map

Bsv_Villa2701 Kissimmee villa is located 7 km from the film-centric theme park "Disney's Hollywood Studios" and provides a treatment room, a Jacuzzi, and a sauna. The holiday home features… More

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Modern Condo Near Disney With Resort & Waterpark Access - B31-234

7770 Sandy Ridge Drive, B31 #234, Kissimmee, United States View map

The spacious 4-bedroom Modern Condo Near Disney With Resort & Waterpark Access - B31-234 Kissimmee is located approximately 25 minutes' walk from the Indian Ridge and offers Wi-Fi for either business… More

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Rr791Gbd - 5 Bedrooms Pool-Spa Home On Golf Course

791 Golden Bear Dr, Kissimmee, United States View map

Welcome to the Rr791Gbd - 5 Bedrooms Pool-Spa Home On Golf Course, an exquisite retreat nestled in the heart of Kissimmee. Just a scenic 40-minute drive from the bustling attractions of Orlando, this… More

From US$ 214 Book Now

Bright Hub Townhome Near Attractions

3292 Tranquil Trail, Kissimmee, United States View map

Bright Hub Townhome Near Attractions Kissimmee villa entices active guests with access to a fitness suite and is located approximately a 10-minute ride from the Emerald Island Boulevard. Featuring a… More

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Disney Getaway Private Pool Themed Bedrooms. Book Now Dw5

2470 Santorini Dr, Kissimmee, United States View map

Disney Getaway Private Pool Themed Bedrooms. Book Now Dw5 Kissimmee villa is located approximately 7 km from the Avatar Flight of Passage and provides cycling for active guests. More

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Storey Lake Resort 1086 - Hosted By Top Villas

4350 Rhyme Street, Kissimmee, United States View map

Featuring horse riding tours to make your visit more entertaining, the 5-bedroom Storey Lake Resort 1086 - Hosted By Top Villas Kissimmee is 2.9 km from the Osceola County Welcome Center and History… More

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New Cozy 2 Bedrooms2Baths At Encantada

3069 White Orchid Rd, Kissimmee, United States View map

To enjoy your vacation in Kissimmee, stay at the 123 m² New Cozy 2 Bedrooms2Baths At Encantada Kissimmee apartment, which is 3.5 km from the Dinosaur attraction and approximately 10 minutes' drive… More

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Condo Near Disney With Resort

3180 Paradox Circle 304, Kissimmee, United States View map

Located approximately 10 minutes by car from Give Kids The World Village Resort, Condo Near Disney With Resort Kissimmee villa entices guests to relax in a hot tub. More

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Grh14777 - Champions Gate Resort - 9 Bed 5 Baths Townhome

9290 Sommerset Hills Dr, Kissimmee, United States View map

Offering a hot tub for a relaxing experience, Grh14777 - Champions Gate Resort - 9 Bed 5 Baths Townhome Kissimmee villa is located a 10-minute ride from Highlands Reserve Boulevard. This holiday home… More

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Disney Getaway Private Pool Themed Bedrooms. Book Now Cg845

781 Ocean Course Ave, Kissimmee, United States View map

Offering beauty services and spa therapy for guests' leisure, Disney Getaway Private Pool Themed Bedrooms. Book Now Cg845 Kissimmee villa is situated 3.9 km from Highlands Reserve Boulevard. Located… More

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Disney Getaway Private Pool Themed Bedrooms. Book Now Slr1162

4977 Windermere Ave, Kissimmee, United States View map

Offering a location around a 10-minute ride from the air mall "Lake Buena Vista Factory Stores", Disney Getaway Private Pool Themed Bedrooms. Book Now Slr1162 Kissimmee villa gives access to various… More

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Cinema Paradise

831 Sticks Street, Kissimmee, United States View map

Cinema Paradise Kissimmee villa offers proximity to nearby tourist spots, such as the Rum Run, situated about 10 minutes' drive away. More

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Casa 3Q West Lucaya - Perto Da Disney C/ Clubhouse

8990 Silver Place, Kissimmee, United States View map

Situated in the West Kissimmee district of Kissimmee, 4.8 km from Highlands Reserve Boulevard, the 2-bedroom Casa 3Q West Lucaya - Perto Da Disney C/ Clubhouse Kissimmee comes with an outdoor… More

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Elegant Orlando Home: Pool, Spa & Theme Parks

8803 Macapa Dr, Kissimmee, United States View map

Located in the West Kissimmee district of Kissimmee, the 6-bedroom Elegant Orlando Home: Pool, Spa & Theme Parks Kissimmee is 3.2 km from the Emerald Island Boulevard and offers a Jacuzzi. More

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Lakeview 7Br W Pool Disney Area

2879 Stanza Court, Kissimmee, United States View map

Experience a perfect blend of luxury and family-friendly fun at the Lakeview 7Br W Pool Disney Area, where comfort meets convenience just 11 kilometers from the enchantment of Kissimmee. More

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Upscale 7 Bdrm Oasis With Home Theater At Reunion

440 Muirfield Loop, Kissimmee, United States View map

**The Upscale 7 Bdrm Oasis With Home Theater at Reunion is Kissimmee** - an exquisite holiday home designed for both relaxation and adventure. Nestled just a short drive from Orlando International… More

From US$ 965 Book Now

Kissimmee Villa Spacious 4Br Home Near Disney Parks

750 Pebble Beach Drive, Kissimmee, United States View map

Kissimmee Villa Spacious 4Br Home Near Disney Parks entices active guests with access to a fitness centre and is located around 10 minutes' drive from Orlando Tree Trek Adventure Amusement Park Zip… More

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Bb115 3Rd-Floor Bahamas Bay Apt No Rear Neighbor

115 Andros Avenue, Kissimmee, United States View map

Situated 4.3 km from the Emerald Island Boulevard, Bb115 3Rd-Floor Bahamas Bay Apt No Rear Neighbor Kissimmee villa entices guests to explore various tourist attractions in the area. Offering parking… More

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Unit 1301 - Tuscana Resort

1375 Tuscana Lane Unit 1301, Kissimmee, United States View map

**Welcome to the Tuscana Resort Kissimmee, where charm and comfort converge in a tropical paradise.** Nestled just 24 km from vibrant Kissimmee and a mere 45 km from Orlando International Airport… More

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Beautiful 5 Bed Pool Home In Reunion Home

1223 Molona Street, Kissimmee, United States View map

Welcome to the Beautiful 5 Bed Pool Home In Reunion Home, a tranquil retreat nestled just 22 km from the vibrant township of Kissimmee, perfect for families or groups seeking space, leisure, and… More

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Cheerful Home Near Disney With Themed Rooms, Pool Table & Waterpark And Resort Access At Encore Resorts Reunion - 200Mn

200 Minton Loop, Kissimmee, United States View map

**Welcome to Cheerful Home Near Disney** Conveniently located, Cheerful Home Near Disney allows easy access to major highways and the delightful sights of Osceola County, making transportation a… More

From US$ 591 Book Now

Gorgeous Vacation Home Near Everywhere

2661 Calistoga Avenue, Kissimmee, United States View map

**Gorgeous Vacation Home Near Everywhere** offers a sublime retreat ideal for families and travelers seeking convenience and comfort in Kissimmee. Just a 10-minute drive from the bustling heart of… More

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Amazing Brand New 5Bd, Resort Home/Games Room/Pool

4254 Paragragh Drive, Kissimmee, United States View map

**Welcome to Amazing Brand New 5Bd Resort Home/Games Room/Pool**, an exquisite retreat nestled just 10 km from the vibrant heart of Kissimmee. This stunning property offers an inviting blend of… More

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Tranquility At Storey Lake By Shine Villas #828

3131 Paradox Circle Unit 107, Kissimmee, United States View map

To enjoy your vacation in Kissimmee, stay at the 116 m² Tranquility At Storey Lake By Shine Villas #828 Kissimmee apartment, which is about 25 minutes' walk from the air mall "Lake Buena Vista… More

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Ev8887 - Windsor Serenity Villa

8887 Menton Loop, Kissimmee, United States View map

Ev8887 - Windsor Serenity Villa Kissimmee is located 10 minutes' drive from Northeast Regional City Park and provides a heated pool, ensuring a relaxing stay. More

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670 Drop Shot Drive

670 Drop Shot Drirve, Kissimmee, United States View map

The exquisite 670 Drop Shot Drive Villa is an idyllic haven nestled just 29 kilometers from the bustling heart of Kissimmee. This captivating retreat offers a harmonious blend of luxury and comfort… More

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The Bear

967 Jack Nicklaus Court, Kissimmee, United States View map

Set in the enchanting landscape of Kissimmee, The Bear Villa stands as a serene retreat just 23 kilometers from the lively attractions of downtown. Surrounded by lush greenery, this exquisite… More

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Plush Condo Escape Near Disney With Resort & Waterpark Access - B44-139

7740 Sandy Ridge Dr. B44 #139, Kissimmee, United States View map

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8881 - Royal Oasis Retreat Luxurious Haven Near Disney World

8881 Qin Loop, Kissimmee, United States View map

Welcome to the Royal Oasis Retreat, a luxurious haven located just a short distance from the magical excitement of Disney World and the vibrant atmosphere of Kissimmee. Nestled in an exclusive area… More

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New Great Townhouse In The Hub

3206 Sustainable Way, Kissimmee, United States View map

Situated 4.9 km from Mystic Dunes Golf Course, the 3-bedroom New Great Townhouse In The Hub Villa Kissimmee entices guests to explore various tourist attractions in the area. More

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9Br Bella Vida Home W Game Room Theater

4520 Monado Drive, Kissimmee, United States View map

Located a mere 8 minutes' walk from the themed Give Kids The World Village Resort, 9Br Bella Vida Home W Game Room Theater Kissimmee offers an indoor swimming pool for guests to relax by. Featuring… More

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Orlando Condo 6420: Family-Friendly Resort Near Disney

2302 Butterfly Palm Way, Kissimmee, United States View map

Nestled in a prime location, this resort is conveniently located 45 kilometers from Orlando International Airport, ensuring seamless access for travelers arriving by air. More

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Solara 1870 #6S870

Sawyer Palm Place 1870, Kissimmee, United States View map

Nestled in the enchanting region of Kissimmee, the Solara 1870 #6S870 Villa offers an exquisite getaway for those seeking relaxation and adventure alike. Just a short 60-minute drive will lead you to… More

From US$ 247 Book Now

Family 3Br Home Minutes From Disney

8753 Zen Drive, Kissimmee, United States View map

Family 3Br Home Minutes From Disney Kissimmee is located about 10 minutes by car from Bonanza Golf Gifts, giving access to various tourist spots nearby. More

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4714 - 5Br W Pool 10Min Disney 2 Water Parks

4714 Sleepy Hollow Drive, Kissimmee, United States View map

4714 - 5Br W Pool 10Min Disney 2 Water Parks Kissimmee villa is located fairly close to Lennar at Storey Lake and offers guests to relish a patio as well as a private pool. Offering Wi-Fi, this… More

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Cozy Luxury 04 Bedrooms At Bella Vida

741 Las Fuentes Dr, Kissimmee, United States View map

Cozy Luxury 04 Bedrooms At Bella Vida Kissimmee villa is located just 5 minutes' walk from lake berkley and offers guests to relish a patio as well as a private swimming pool. More

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4423 Scene Lane

4423 Scene Lane, Kissimmee, United States View map

Welcome to the enchanting 4423 Scene Lane Villa, a serene retreat nestled in Kissimmee, just a short 10-minute drive from the vibrant heart of the city. This exceptional villa is the perfect blend of… More

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