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2026-06-07
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Vacation Rentals in Kissimmee

Blue Oasis Cottage With Private Pool Near Disney And Margaritaville Resort & Island H20 Access - 7968Sh

7968 Shaker Street, Kissimmee, United States View map

Located in the Disney World district and approximately 10 minutes' drive from the 145 - foot Tree of Life Sculpture, the 4-bedroom Blue Oasis Cottage With Private Pool Near Disney And Margaritaville… More

From US$ 828 Book Now

Timeless 4 Bdrm Oasis With Private Screened In Pool At Reunion

7724 Linkside Loop, Kissimmee, United States View map

Timeless 4 Bdrm Oasis with Private Screened In Pool at Reunion is a serene retreat located just 40 minutes from Kissimmee and comfortably distant from the enchanting throngs at Orlando International… More

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8883 Candy Palm

8883 Candy Palm Road, Kissimmee, United States View map

Nestled in the vibrant heart of Kissimmee, the 8883 Candy Palm offers an exquisite retreat for those seeking both adventure and tranquility. This charming property ensures guests experience the… More

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Seas The Day Cottage Near Disney With Margaritaville Resort & Island H2O Access - 8001Ff

8001 Flip Flop Way, Kissimmee, United States View map

Situated 2.7 km from the Wild Africa Trek, the 3-bedroom Seas The Day Cottage Near Disney With Margaritaville Resort & Island H2O Access - 8001Ff Kissimmee entices guests to explore various tourist… More

From US$ 288 Book Now

The Ultimate Mansion On Reunion Resort And Spa Orlando Mansion 5144

8166 Valhalla Terrace, Kissimmee, United States View map

**Welcome to The Ultimate Mansion On Reunion Resort And Spa Orlando Mansion 5144, a stunning retreat tucked away just 25 kilometers from the vibrant Kissimmee and 50 kilometers from Orlando… More

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Poolside Retreat At Reunion Resort Steps From The Water & Minutes To Disney

7925 Putting Green Way, Kissimmee, United States View map

Situated 3.8 km from Watson Golf Course, Poolside Retreat At Reunion Resort Steps From The Water & Minutes To Disney Kissimmee villa entices guests to explore various tourist attractions in the area. More

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2767Lkd-Emerald Island Resort Home

2767 Lido Key Drive, Kissimmee, United States View map

**Welcome to 2767Lkd-Emerald Island Resort Home**, an exquisite retreat nestled just 33 km from the vibrant heart of Kissimmee. This luxurious haven, set against the backdrop of lush landscapes… More

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Epic Storybook Hideaway Private Pool Themed Rooms Near Disney

2788 Rocella Court, Kissimmee, United States View map

Epic Storybook Hideaway Private Pool Themed Rooms Near Disney Kissimmee villa is located about 10 minutes by car from the Emerald Island Boulevard and provides cycling for active guests. Offering… More

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Spectacular Condo Only 4 Miles To Disney!

3177 Feltrim Place Feltrim Place, Kissimmee, United States View map

Situated approximately a 10-minute drive from Dinoland U.S.A., Spectacular Condo Only 4 Miles To Disney! Kissimmee also boasts easy access to Kissimmee train station which is 34 km away. To diversify… More

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8 Bedroom 5 Bathroom Champions Gate 1193 Cd

1193 Challenge Drive, Kissimmee, United States View map

**Welcome to Champions Gate, the ultimate retreat for your vacation in the heart of Florida. Just 28 kilometers from the vibrant town of Kissimmee and a short drive of 50 kilometers from Orlando… More

From US$ 541 Book Now

Bsv_Villa1965

1965 Majorca Dr, Kissimmee, United States View map

**Welcome to Bsv_Villa1965 Kissimmee**, an idyllic retreat nestled just 32 kilometers from the vibrant heart of Kissimmee and 50 kilometers from the hustle and bustle of Orlando International Airport… More

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8951 Coco Palm

8951 Coco Palm Road, Kissimmee, United States View map

Set in the heart of Kissimmee, the charming 8951 Coco Palm offers an unforgettable escape with an abundance of modern comforts and vibrant surroundings. Just 34 kilometers from the bustling heart of… More

From US$ 263 Book Now

Storey Lake Resort 1083 - Hosted By Top Villas

4241 Paragraph Drive, Kissimmee, United States View map

Offering a treatment room and an indoor pool, Storey Lake Resort 1083 - Hosted By Top Villas Kissimmee is located about a 25-minute walk from the miniature Congo River Golf. Providing a private pool,… More

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Stunning 4 Bed Townhome With Splash Pool-1160Ks

1160 Kingsbarn Street, Kissimmee, United States View map

Featuring a private pool for guests' relaxation, Stunning 4 Bed Townhome With Splash Pool-1160Ks Kissimmee villa is located approximately a 10-minute drive from Highlands Reserve GC. More

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Disney Getaway Private Pool Themed Bedrooms. Book Now Dw49

2470 Santorini Dr, Kissimmee, United States View map

Situated nearly 25 minutes' walk from the Rum Run, Disney Getaway Private Pool Themed Bedrooms. Book Now Dw49 Kissimmee villa offers guests to enjoy beauty services and spa therapy. Featuring an… More

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Kissimmee Getaway W/ Pool ~ 7 Mi To Disney!

1310 Seasons Blvd, Kissimmee, United States View map

Featuring a heated swimming pool for guests' relaxation, the 3-bedroom Kissimmee Getaway W/ Pool ~ 7 Mi To Disney! villa is located within 6 km of Old Town Shopping Mall. More

From US$ 251 Book Now

Chic Golf-View Condo - Simply Amazing

Ocean Course Avenue 729, Kissimmee, United States View map

**Chic Golf-View Condo - Simply Amazing** offers a splendid getaway nestled in the heart of Kissimmee. This spacious two-bedroom apartment features air-conditioned accommodation with a private pool… More

From US$ 164 Book Now

Centre Court Seagrove

1356 Centre Court Ridge D #204, Kissimmee, United States View map

Nestled just 22 km from the vibrant heart of Kissimmee, Centre Court Seagrove offers an idyllic retreat for travelers seeking both tranquility and convenient access to Central Florida's attractions. More

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Appealing, Large 5Bd Home Close To Themed-Parks #5Pp961

Cuban Palm Road 8961, Kissimmee, United States View map

Welcome to the Appealing, Large 5Bd Home Close To Themed-Parks #5Pp961, a delightful retreat nestled in the heart of Kissimmee, just a short 60-minute drive from world-famous attractions. More

From US$ 577 Book Now

Resort Condo Close To Theme Parks With On-Site Pool, Bar, Restaurant, & Gym

1361 Tuscan Terrace, Kissimmee, United States View map

Situated 4.7 km from the Best Buy, Resort Condo Close To Theme Parks With On-Site Pool, Bar, Restaurant, & Gym Kissimmee villa entices guests to explore various tourist attractions in the area. More

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Special Offer Stunning Townhome With Private Pool Close To Disney 8960Pp

8960 Candy Palm Road, Kissimmee, United States View map

Experience a perfect blend of luxury, comfort, and convenience at the Special Offer Stunning Townhome With Private Pool Close To Disney 8960Pp. Nestled just an hour's drive from Kissimmee, this… More

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Storey Lake 6Br Cozy Home Private Pool Near Disney

2745 Bookmark Dr, Kissimmee, United States View map

The 5-bedroom Storey Lake 6Br Cozy Home Private Pool Near Disney Kissimmee is nestled within 6 km of Hawks Landing Golf Club and provides a Jacuzzi. More

From US$ 452 Book Now

3141-405Il Storey Lake, Condo 2/2 Lake View

3141 Paradox Cir #405, Kissimmee, United States View map

**Discover the Unparalleled Charm of Storey Lake** Nestled in the heart of Kissimmee, the inviting ambience of 3141-405Il Storey Lake, Condo 2/2 Lake View offers a peaceful retreat just a short 20… More

From US$ 163 Book Now

Luxurious 10 Bedroom Villa In Orlando Oasis6602

480 Muirfield Loop, Kissimmee, United States View map

**Luxurious 10 Bedroom Villa In Orlando Oasis6602** offers an unforgettable escape in the heart of Kissimmee, just a short 27 km drive from the bustling town center. Nestled in a serene environment… More

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The Pearl Cottage Near Disney With Margaritaville Resort & Island H20 Waterpark Access - 3078Pi

3078 Pirate Way, Kissimmee, United States View map

Nestled 2.5 km from the Pandora, the family-friendly The Pearl Cottage Near Disney With Margaritaville Resort & Island H20 Waterpark Access - 3078Pi Kissimmee entices guests to explore various… More

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5 Bedrooms4 Bathrooms Windsor Westside 8924 Pw

8924 Prague Way, Kissimmee, United States View map

Featuring a private swimming pool for guests' relaxation, the 4-bedroom 5 Bedrooms4 Bathrooms Windsor Westside 8924 Pw Kissimmee villa is located approximately a 10-minute ride from Highlands Reserve… More

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Cozy & Magical Place Sleeps 12/10 Min From Disney

2605 Reading Trail, Kissimmee, United States View map

**Welcome to Cozy & Magical Place Sleeps 12/10 Min From Disney, where comfort meets enchantment just minutes away from Florida's most iconic attractions. Situated a mere 8 kilometers from Kissimmee… More

From US$ 811 Book Now

840 Reunion

840 Assembly Ct, Kissimmee, United States View map

Positioned in the heart of Florida's enchanting landscape, 840 Reunion offers a serene escape just 23 km from the vibrant city of Kissimmee and a convenient 45 km from Orlando International Airport. More

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Last Minute Disney Getaway Villa With Private Pool Hot Tub. Book Now 85715

4318 Scene Lane, Kissimmee, United States View map

Offering beauty services and spa therapy for guests' leisure, Last Minute Disney Getaway Villa With Private Pool Hot Tub. Book Now 85715 Kissimmee is situated 25 minutes' walk from Medieval Times… More

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Stunning Home With Private Pool/Pool Spa, Golf Course View, & Home Theater

1128 Castle Pines Court, Kissimmee, United States View map

Stunning Home With Private Pool/Pool Spa, Golf Course View, & Home Theater Kissimmee entices active guests with access to a fitness studio and is located around a 10-minute ride from Oak Hill Baptist… More

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Amazing 3Bdrms At Encantada- 6 Miles From Disney

8527 Bay Lilly Loop, Kissimmee, United States View map

Situated nearly a 15-minute drive from The Legends Golf Course, Amazing 3Bdrms At Encantada- 6 Miles From Disney Kissimmee villa includes an indoor swimming pool, as well as an indoor pool to relax… More

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Sun Ridge Villa: Private Pool/Spa & 24/7 Support

9059 Sunshine Ridge Loop, Kissimmee, United States View map

Situated 2.4 km from the Rum Run, Sun Ridge Villa: Private Pool/Spa & 24/7 Support Kissimmee entices guests to explore various tourist attractions in the area. More

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Bon Voyage Cottage With Private Pool Near Disney With Margaritaville Resort & Island H2O Access - 8045Su

8045 Surf Street, Kissimmee, United States View map

Staying at the 5-bedroom Bon Voyage Cottage With Private Pool Near Disney With Margaritaville Resort & Island H2O Access - 8045Su Kissimmee, guests can easily reach Mighty Jungle Golf, located just 1… More

From US$ 1012 Book Now

Cozy Thematic 2Br With 2 Clubhouses

507 Ocean Course Avenue, Kissimmee, United States View map

Nestled in the vibrant area of Kissimmee, Cozy Thematic 2Br With 2 Clubhouses offers a delightful retreat for families and travelers seeking comfort and fun. This charming destination is conveniently… More

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Stylish Home Near Disney Free Waterpark 4407

4407 Scene Lane, Kissimmee, United States View map

Situated 4.3 km from the open-air mall "Lake Buena Vista Factory Stores", the 3-bedroom Stylish Home Near Disney Free Waterpark 4407 Kissimmee entices guests to explore various tourist attractions in… More

From US$ 144 Book Now

Eagle Bay

1129 Grand Traverse, Kissimmee, United States View map

Set in the heart of Florida, the Eagle Bay Villa offers a tranquil retreat just a 40-minute drive from the vibrant attractions of Kissimmee. With its sleek modern design and spacious accommodations… More

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Disney-Area 3Br Townhome | Sleeps 9 | Pool + Gym

2221 San Vittorino Circle, Kissimmee, United States View map

Staying at Disney-Area 3Br Townhome | Sleeps 9 | Pool + Gym Kissimmee villa, guests can visit Fun 'n Wheels Family Fun Park|the Fun 'n Wheels Family Fun Parks, which is only 0.7 km away. The… More

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Amazing Condo With Resort Access

1129 Challenge Drive, Kissimmee, United States View map

Nestled 3.2 km from Highlands Reserve Boulevard, Amazing Condo With Resort Access Kissimmee villa entices guests to explore various tourist destinations nearby. This accommodation offers guests a… More

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Stunning 6 Bedrooms Storey Lake

2805 Bookmark Dr, Kissimmee, United States View map

Located within 7 km of the Catholic church "Mary Queen of the Universe Shrine", Stunning 6 Bedrooms Storey Lake Kissimmee villa boasts a swimming pool with an indoor pool. More

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3043 Beach Palm

3043 Beach Palm Avenue, Kissimmee, United States View map

**Welcome to 3043 Beach Palm Kissimmee, a serene oasis that blends luxury with the charm of a tropical retreat. Nestled just 34 kilometers from the vibrant town of Kissimmee and a short drive from… More

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Inviting Home Near Theme Parks With Private Heated Pool, Lanai, Patio & W/D

242 Ocean Course Avenue, Kissimmee, United States View map

Inviting Home Near Theme Parks With Private Heated Pool, Lanai, Patio & W/D Kissimmee is located about 10 minutes by car from Highgate Park Boulevard, giving access to various tourist spots nearby. More

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Solara Resort Vacation Home 6Br

1749 Caribbean View Terrace, Kissimmee, United States View map

Situated in the heart of Kissimmee, the Solara Resort Vacation Home 6Br invites you to experience unparalleled luxury and comfort. This stunning residence seamlessly blends modern elegance with the… More

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Storey Lake 9Br Lakeview Home Pool/Spa/Game Disney

2993 Protagonist St, Kissimmee, United States View map

Situated within a 3-km distance of Shingle Creek Regional Park, the 5-bedroom Storey Lake 9Br Lakeview Home Pool/Spa/Game Disney Kissimmee entices guests with a hot tub, ensuring a more relaxing stay… More

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Villa Magic- Lucaya Villa Resort

5368 Diplomat Ct Bld 22 - Unit 107, Kissimmee, United States View map

**Welcome to Villa Magic - Lucaya Villa Resort, an exquisite retreat nestled just 7 km from the vibrant heart of Kissimmee. This luxurious sanctuary offers a perfect blend of comfort, style, and… More

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Modern Storey Lake Resort Disney Orlando 3191-103

3191 Paradox Circle Apt 103, Kissimmee, United States View map

**Experience the Splendor of Modern Storey Lake Resort Disney Orlando** Nestled just a short drive from the vibrant city of Kissimmee, Modern Storey Lake Resort Disney Orlando 3191-103 offers a… More

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8936 New Listing Stunning New House Windsor Westside

8936 Sydney Ave, Celebration, Kissimmee, United States View map

The 5-bedroom 8936 New Listing Stunning New House Windsor Westside Villa is at a 2.9 km distance from Highlands Reserve Boulevard, and about 25 minutes' walk from Tuscan Hills Boulevard. Located in… More

From US$ 219 Book Now

Emerald Island 4 Bed Mins To Disney

8411 Secret Key Cove, Kissimmee, United States View map

**Welcome to Emerald Island, your gateway to an enchanting vacation experience just minutes from the magic of Disney. Nestled in the heart of Kissimmee, this exceptional retreat is strategically… More

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3131-305Ra Storey Lake, Condo 2/2 Lake View

3131 Paradox Cir #305, Kissimmee, United States View map

This exceptional accommodation offers guests an unbeatable blend of comfort and convenience, located just 12 kilometers from the vibrant attractions of Kissimmee and 30 kilometers from Orlando… More

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Landing Chic 1Bd Yoga Studio Gym

1000 Western Breeze Circle, Kissimmee, United States View map

If you want to stay in the West Kissimmee district of Kissimmee, Landing Chic 1Bd Yoga Studio Gym Kissimmee is a good choice located, around a 25-minute walk from Northeast Regional City Park. This… More

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Perfect 4 Bedroom Villa Reunion Resort Villa 1013

1459 Fairview Cir, Kissimmee, United States View map

Set in the desirable Reunion Resort, the Perfect 4 Bedroom Villa Reunion Resort Villa 1013 offers an exquisite retreat just 22 km from the vibrant attractions of Kissimmee. This elegant villa is… More

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