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2026-04-23
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Vacation Rentals in Kissimmee

8102-3-Pp-Vacation Getaway Condo At Windsor

8102 Princess Palm Lane, Kissimmee, United States View map

The 46 m² 8102-3-Pp-Vacation Getaway Condo At Windsor Kissimmee is located within a 10-minute drive of the Emerald Island Boulevard and 4.9 km from Disney's Blizzard Beach Water Park. More

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9 Bd 6.5 Ba Solara Resort 8900 Th

8900 Tropical Haven Ct, Kissimmee, United States View map

Situated in the West Kissimmee district of Kissimmee, 4.7 km from the Indian Ridge, 9 Bd 6.5 Ba Solara Resort 8900 Th Kissimmee villa comes with a private swimming pool for guests to unwind. More

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Disney Luxury Townhouse With Private Pool Themed Bedrooms. Book Now Dp62

2470 Santorini Dr, Kissimmee, United States View map

Located in the West Kissimmee district of Kissimmee, Disney Luxury Townhouse With Private Pool Themed Bedrooms. Book Now Dp62 Kissimmee villa is 3.9 km from Northeast Regional City Park and offers a… More

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Ev1600 - Be Our Guest

1600 Carey Palm Circle, Kissimmee, United States View map

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Modern 4Bedprivatepool Resort Style 8959

8959 Cabot Cliffs Drive, Kissimmee, United States View map

**Discover the Elegance of Modern 4Bedprivatepool Resort Style 8959** Nestled just 29 km from the vibrant attractions of Kissimmee, the Modern 4Bedprivatepool Resort Style 8959 is a stylish getaway… More

From US$ 91 Book Now

Rr796Drc - High-End Getaway In Reunion

796 Driving Range Ct, Kissimmee, United States View map

**Welcome to Rr796Drc - High-End Getaway in Reunion**, a luxurious retreat thoughtfully situated just 27 km from the bustling heart of Kissimmee. This exquisite getaway combines elegance with modern… More

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Easy-To-Reach Home With Private Screened Pool, Lanai, & Ac - Snowbird-Friendly

2344 Chadwick Cir, Kissimmee, United States View map

Positioned 4.1 km from bustling shopping destinations such as the open-air mall "Lake Buena Vista Factory Stores", Easy-To-Reach Home With Private Screened Pool, Lanai, & Ac - Snowbird-Friendly… More

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Gorgeous 4 Bed Home In Gated Community! Villa

8433 Secret Key Cove, Kissimmee, United States View map

Situated within a serene gated community, the Gorgeous 4 Bed Home In Gated Community! Villa offers an exquisite getaway just 32 km from the vibrant heart of Kissimmee. This charming villa is ideally… More

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Extraordinary Solara 7Br Private Pool/Spa Near Disney

8907 Coconut Breeze Dr, Kissimmee, United States View map

Located in the West Kissimmee district, the 6-bedroom Extraordinary Solara 7Br Private Pool/Spa Near Disney Kissimmee villa provides active guests with access to a fitness centre. Featuring a patio… More

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Championsgate Resort Vacation Townhome

1160 Challenge Dr, Kissimmee, United States View map

**Championsgate Resort Vacation Townhome is a haven of luxury and comfort just 29 km from Kissimmee. This idyllic retreat offers an exceptional combination of family-friendly amenities and upscale… More

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Relax And Unwind In This Cozy Home Away From Home

1037 Park Ridge Circle, Kissimmee, United States View map

**Welcome to Relax And Unwind In This Cozy Home Away From Home**, a delightful retreat located just 8 km from the vibrant heart of Kissimmee. Nestled amid lush scenery and charming landscapes, this… More

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The Entertaining Bear'S Den-Tb006

978 Jack Nicklaus Ct., Kissimmee, United States View map

Nestled in a serene environment, this villa promises an unforgettable blend of comfort and leisure, ideal for families and groups seeking an escape from the everyday hustle. The spacious… More

From US$ 1391 Book Now

New Disney Themed 12Br Home Pool/Spa/Game/Tiki Bar

2532 Shanti Dr, Kissimmee, United States View map

The 11-bedroom New Disney Themed 12Br Home Pool/Spa/Game/Tiki Bar Kissimmee is located within 10 minutes' drive of the open-air mall "Lake Buena Vista Factory Stores" and provides a Jacuzzi. This… More

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Unwind In Style: Your Perfect Vacation Retreat Awaits

808 Driving Range Court, Kissimmee, United States View map

**Unwind In Style: Your Perfect Vacation Retreat Awaits** Nestled just 27 km from Kissimmee, Unwind In Style provides a serene escape where breathtaking natural beauty meets modern luxury. More

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Di0101 Centre Court Rio

1366 Centre Court Ridge I #101, Kissimmee, United States View map

Offering a location 4.1 km from Mickey Pylon Transmission Tower, Di0101 Centre Court Rio Villa Kissimmee gives access to various tourist spots in the area. More

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Windsor Palms Resort 141 - Hosted By Top Villas

8114 Sun Palm Drive, Kissimmee, United States View map

Nestled in the Windsor Palms district, the 3-bedroom Windsor Palms Resort 141 - Hosted By Top Villas Kissimmee is about a 10-minute ride from Mystic Dunes Golf Club and offers a treatment room, a… More

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601Dsd-The Retreat At Championsgate

601 Drop Shot Drive, Kissimmee, United States View map

**Discover Unmatched Luxury at 601Dsd - The Retreat At Championsgate** Nestled in the heart of Kissimmee, 601Dsd - The Retreat At Championsgate beckons travelers seeking a serene escape infused with… More

From US$ 290 Book Now

Celtic Palms: Private Pool & Near Disney Magic

2356 Silver Palm Dr, Kissimmee, United States View map

This charming accommodation is an unbeatable choice, combining easy access to Disney attractions with the comforts of a home away from home. More

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Charming 1Br Home In Orlando Minutes To Disney

5565 West Irlo Bronson Memorial Highway 554, Kissimmee, United States View map

Welcome to the Charming 1Br Home in Orlando Minutes to Disney, a delightful retreat that perfectly combines comfort and convenience, making it an ideal destination for families and adventurers alike.… More

From US$ 164 Book Now

5 Bedrooms 4 Bathrooms Storey Lake 2689 Ss

2689 Scrapbook St, Kissimmee, United States View map

Featuring a private swimming pool for guests' relaxation, 5 Bedroom- 4 Bathroom- Storey Lake 2689Sb Kissimmee villa is located around 10 minutes by car from the working Kissimmee Air Museum. More

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Disney Getaway Private Pool Themed Bedrooms. Book Now Slr1181

4830 Lullaby Ln, Kissimmee, United States View map

Located 4.6 km from Give Kids The World Village Resort, Disney Getaway Private Pool Themed Bedrooms. Book Now Slr1181 Kissimmee villa provides beauty services, along with an indoor pool. Featuring an… More

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Modern Oasis At Storey Lake W 4Br & Heated Pool

4912 Windermere Avenue, Kissimmee, United States View map

Offering a location 4.6 km from the nonprofit Give Kids The World Village Resort, Modern Oasis At Storey Lake W 4Br & Heated Pool Kissimmee villa gives access to various tourist spots in the area. More

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Sleeps8- Worldcup2026- Neardisney- Universal

4609 Via Veneto Court, Kissimmee, United States View map

Offering a location 2.6 km from the Osceola County Welcome Center and History Museum, the 2-bedroom Sleeps8- Worldcup2026- Neardisney- Universal Kissimmee villa gives access to various tourist spots… More

From US$ 135 Book Now

Orlando Oasis: 7 Bedroom Villa6514

7441 Excitement Drive, Kissimmee, United States View map

**Discover the Enchantment of Orlando Oasis: 7 Bedroom Villa6514** Nestled near the vibrant attractions of Kissimmee, Orlando Oasis: 7 Bedroom Villa6514 is an exquisite retreat designed for families… More

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Perfect 3 Bedroom Townhome On Reunion Resort And Spa Orlando Townhome 5693

7526 Seven Eagles Way, Kissimmee, United States View map

**Discover the Perfect 3 Bedroom Townhome on Reunion Resort and Spa** Nestled within the enchanting Reunion Resort and Spa, the Perfect 3 Bedroom Townhome 5693 offers a serene retreat just 22 km from… More

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Last Minute Disney Getaway Private Pool Themed Bedrooms. Book Now 17142

3076 Tom Sawyer Drive, Kissimmee, United States View map

During the stay at Last Minute Disney Getaway Private Pool Themed Bedrooms. Book Now 17142 Kissimmee villa, guests can indulge in hiking, horse riding, and cycling or visit the World of Disney… More

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Bookmark Villa 8Q No Storey Lake C/ Piscina

2866 Bookmark Drive, Kissimmee, United States View map

Situated within a 6-km distance of the creative Mortem Manor Haunted Attraction, Bookmark Villa 8Q No Storey Lake C/ Piscina Kissimmee entices guests with a Jacuzzi, ensuring a more relaxing stay. More

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Be Our Guest At 1600Cpc Townhouse

1600 Carey Palm Circle, Kissimmee, United States View map

This charming townhouse offers an ideal blend of comfort and convenience, perfectly situated 32 kilometers from the attractions of Kissimmee and just a scenic drive of 50 kilometers from Orlando… More

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The Venue Mansion

2421 Rama Dr, Kissimmee, United States View map

Located nearly a 10-minute ride from the Museum of Military History, The Venue Mansion Villa Kissimmee offers a terrace with views of the lake. Offering a swimming pool, the accommodation invites… More

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Casa 5Q Com Piscina Privada - Perto Da Disney

8863 Geneve Court, Kissimmee, United States View map

Located in the West Kissimmee district of Kissimmee and 3.9 km from Highgate Park Boulevard, the 4-bedroom Casa 5Q Com Piscina Privada - Perto Da Disney Kissimmee provides guests with a Jacuzzi, hot… More

From US$ 249 Book Now

Sail Away! Beautiful Cottage With Private Hot Tub Near Disney With Margaritaville Resort & Island H2O Access - 3045Sp

3045 Sea Plane Ln, Orlando, United States View map

Staying at the 2-bedroom Sail Away! Beautiful Cottage With Private Hot Tub Near Disney With Margaritaville Resort & Island H2O Access - 3045Sp Kissimmee, guests can easily reach Dinoland U.S.A. More

From US$ 300 Book Now

9 Bedroom 5 Bathroom Champions Gate 771Pb

771 Pebble Beach Dr, Kissimmee, United States View map

### Experience Luxury at Champions Gate 771Pb Nestled just 29 kilometers from the vibrant heart of Kissimmee, 9 Bedroom - 5 Bathroom - Champions Gate 771Pb offers an unparalleled blend of elegance… More

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Storey Lake 6 Bed Home- King Master On 1St Floor Villa

4569 Target Blvd, Kissimmee, United States View map

In the charming enclave of Kissimmee, the Storey Lake 6 Bed Home - King Master on 1st Floor Villa offers an indulgent retreat for families and groups seeking both comfort and adventure. Just 11… More

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4721-201Ab Storey Lake, Condo 3/2 Garden View

4721 Clock Tower Dr #201, Kissimmee, United States View map

Welcome to the charming 4721-201Ab Storey Lake, Condo 3/2 Garden View, an enchanting retreat nestled just a short 20-minute drive from the vibrant attractions of Kissimmee. This welcoming condo… More

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Waterview 4 Miles To Disney 3Br 2Ba Pool Home

5265 Broken Arrow Drive, Kissimmee, United States View map

Situated 4.7 km from House of Blues Live Music Venue, Waterview 4 Miles To Disney 3Br 2Ba Pool Home Kissimmee invites guests to relax at a patio. More

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Kcc4741

4741 Kings Castle Circle, Kissimmee, United States View map

Kcc4741 is a premier retreat just 12 kilometers from the vibrant heart of Kissimmee. This exquisite villa seamlessly blends modern comfort with enchanting elegance, making it an idyllic choice for… More

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Casa 5Q Em Resort C/ Piscina Perto Da Disney

770 Sticks Street, Kissimmee, United States View map

Offering a Jacuzzi for a relaxing experience, Casa 5Q Em Resort C/ Piscina Perto Da Disney Kissimmee is located a 10-minute drive from Tuscan Hills Boulevard. Providing guests with Wi-Fi and parking,… More

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Patriots Shell

1471 Fairview Circle, Kissimmee, United States View map

Situated just 24 km from the vibrant heart of Kissimmee, Patriots Shell offers a tranquil escape complemented by modern luxuries that elevate your stay. Surrounded by lush greenery, this stunning… More

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Ev2753 - Golden Horizon Villa

2753 Lido Key Drive, Kissimmee, United States View map

Situated in the West Kissimmee district, 4.6 km from the Dinosaur attraction, Ev2753 - Golden Horizon Villa Kissimmee comes with a swimming pool for guests to unwind. More

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Luxurious 9 Bedroom Oasis At Reunion Resort

1121 Grand Traverse Pkwy, Kissimmee, United States View map

**Luxurious 9 Bedroom Oasis At Reunion Resort** offers an unparalleled retreat in the heart of Kissimmee, an idyllic destination just a 40-minute drive from the vibrant energy of Orlando. This… More

From US$ 1818 Book Now

Tranquil Retreat In The Heart Of Orlando6548

7467 Gathering Loop, Kissimmee, United States View map

**Discover the Tranquil Retreat In The Heart Of Orlando** Nestled in a serene locale, the Tranquil Retreat offers guests a peaceful escape mere minutes away from the vibrant attractions of Orlando. More

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Emerald Island Getaway - Sleeps 13!

8607 La Isla Dr, Kissimmee, United States View map

**Emerald Island Getaway - Sleeps 13!** Offers a luxurious retreat, nestled just 60 minutes by car from the vibrant attractions of Kissimmee. This stunning vacation home serves as a perfect escape… More

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4792Ad Villa 6 Bed/5 Ba

Kissimmee, United States View map

**Welcome to 4792Ad Villa 6 Bed/5 Ba**, an exquisite abode situated just 12 kilometers from the vibrant heart of Kissimmee, offering a spacious retreat for families and groups seeking both relaxation… More

From US$ 335 Book Now

Amazing Apartment 3Brdm - 5 Miles From Disney

3176 Feltrim Pl, Kissimmee, United States View map

The 2-room Amazing Apartment 3Brdm - 5 Miles From Disney Kissimmee is located about 10 minutes' drive from the Finding Nemo attraction and 4.1 km from the Pandora. This 117 m² apartment is situated… More

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Premium Pool Villa Centrally Located Near Disney

5365 Warrior Lane, Kissimmee, United States View map

Staying at the 2-bedroom Premium Pool Villa Centrally Located Near Disney Kissimmee, guests can visit Fun Spot America Kissimmee, which is approximately a 10-minute ride away. More

From US$ 204 Book Now

Casa 4Q C/ Piscina E Padaria - Perto Da Disney

2941 Lucayan Harbour Circle, Kissimmee, United States View map

Staying at Casa 4Q C/ Piscina E Padaria - Perto Da Disney Kissimmee, guests can visit the Pioneer Village at Shingle Creek, which is nearly a 10-minute drive away. More

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Candy Palm Townhouse

403 Melrose Place Unit 13 D, Kissimmee, United States View map

Set in the heart of Kissimmee, the Candy Palm Townhouse offers a serene retreat just 34 km from the vibrant attractions of the city and 50 km from the bustling Orlando International Airport. This… More

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Family Villa Near Disney - 15 Min

961 Park Terrace Circle, Kissimmee, United States View map

Family Villa Near Disney - 15 Min Kissimmee provides easy access to various city attractions, such as lake berkley, situated approximately 5 minutes' walk away. More

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Retreat & Relax Screened In Pool Home Kid Rooms Townhouse

4987 Windermere Avenue, Kissimmee, United States View map

Located 10 minutes by car from the Osceola County Welcome Center and History Museum, Retreat & Relax Screened In Pool Home Kid Rooms Townhouse Kissimmee gives access to various tourist sites in the… More

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Glimmering Blue Villa Near Disney With Margaritaville Resort & Island H20 Waterpark Access - 3016Cs

3016 Caribbean Soul Dr, Orlando, United States View map

Featuring a swimming pool for guests' relaxation, the 3-bedroom Glimmering Blue Villa Near Disney With Margaritaville Resort & Island H20 Waterpark Access - 3016Cs Kissimmee is located nearly 25… More

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