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2026-06-07
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Vacation Rentals in Kissimmee

Sweet Retreat Gated Resort Style Community

Cruden Bay Court 8841, Kissimmee, United States View map

Situated 3.4 km from Highlands Reserve GC, Sweet Retreat Gated Resort Style Community Kissimmee villa provides access to numerous tourist attractions in the area. More

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Key Lime Cabana Cottage Near Disney With Margaritaville Resort & Island H2O Access - 3062Kl

3062 Key Lime Loop, Kissimmee, United States View map

Nestled 2.8 km from the Tree of Life, the 2-bedroom Key Lime Cabana Cottage Near Disney With Margaritaville Resort & Island H2O Access - 3062Kl Kissimmee entices guests to explore various tourist… More

From US$ 391 Book Now

Rr7862 - Marios Bros At Reunion - 8 Guests

7862 Spectrum Dr, Kissimmee, United States View map

Positioned in the heart of Reunion, the Marios Bros offers a delightful retreat for families and groups seeking both relaxation and adventure. Just 24 km from the bustling attractions of Kissimmee… More

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Jlt3076 Storey Lake Resort Vacation Townhome

3076 Juliet Drive, Kissimmee, United States View map

Welcome to the Jlt3076 Storey Lake Resort Vacation Townhome, a serene retreat nestled just 12 km from the vibrant city of Kissimmee. This inviting townhome combines luxury and comfort, making it an… More

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Alluring Home Near Disney With Themed, Media And Game Room With Waterpark & Resort Access At Encore Resorts Reunion - 232Au

232 Auburn Avenue, Kissimmee, United States View map

**Experience Enchantment at Alluring Home Near Disney** Conveniently located, Alluring Home is a stone's throw from attractions, shopping, and dining in Celebration. More

From US$ 691 Book Now

9 Bd 6.5 Ba Solara Resort 1828 Cv

1828 Caribbean View Terrace, Kissimmee, United States View map

The 6-bedroom 9 Bedroom 65 Bathoom Solara Resort 1828 Cv Kissimmee villa is located around 25 minutes' walk from Northeast Regional City Park and provides pool for active guests. More

From US$ 387 Book Now

Comfortable 2Br Condo W Lake Views

3171 Paradox Circle, Kissimmee, United States View map

Positioned just 12 km from the vibrant heart of Kissimmee, the Comfortable 2Br Condo W Lake Views is the ideal retreat for families and couples looking to explore Florida's enchanting attractions. More

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4875 Resort Townhouse By Disney World Orlando

4875 Coral Castle Drive, Kissimmee, United States View map

Situated merely 6 minutes' walk from Eagle Pointe South, the 2-bedroom 4875 Resort Townhouse By Disney World Orlando Kissimmee villa offers easy access to numerous tourist spots in the area. More

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The Nicklaus Oasis-Tt432

511 Muirfield Loop, Kissimmee, United States View map

Nestled a 13-minute walk from Orlando Tree Trek Adventure Amusement Park Zip Line, The Nicklaus Oasis-Tt432 Villa Kissimmee entices guests to explore various tourist destinations nearby. More

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9 Bed Storey Lake Resort Game Room Pool Home

2709 Bookmark Drive, Kissimmee, United States View map

**Welcome to 9 Bed Storey Lake Resort Game Room Pool Home**, your ideal escape to the heart of Kissimmee, conveniently situated just 11 kilometers from the bustling attractions of the area. This… More

From US$ 485 Book Now

Modern Home With Pool Table Near Disney With Waterpark & Resort Access At Encore Resort - 7644Ff

7644 Fairfax Drive, Kissimmee, United States View map

Discover the enchanting allure of the Modern Disney Retreat: Water Park Access & Resort Amenities, a captivating haven nestled in Celebration, Florida-a picturesque town crafted by the Walt Disney… More

From US$ 604 Book Now

Grh9401 - Solara Resort - 4 Bed 3 Baths Villa

9034 Pelican Cove Trace, Kissimmee, United States View map

Located in the West Kissimmee district of Kissimmee and about 25 minutes' walk from Highlands Reserve Boulevard, Grh9401 - Solara Resort - 4 Bed 3 Baths Villa Kissimmee provides guests with a hot tub… More

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Family Fun With Mickey And Frozen At Storey Lake

4820 Brier Rose Lane, Kissimmee, United States View map

**Welcome to Family Fun With Mickey And Frozen At Storey Lake** Ideally situated just 20 minutes by car from Kissimmee, Family Fun With Mickey And Frozen At Storey Lake provides an enchanting escape… More

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9 Bedrooms 5 Bathrooms Champions Gate 9170Sh

9170 Sommerset Hills Drive, Kissimmee, United States View map

The enchanting 9 Bedrooms 5 Bathrooms Champions Gate 9170Sh is a sophisticated retreat nestled just 29 km from the vibrant city of Kissimmee. This exquisite residence offers an unparalleled blend of… More

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Private Vacation Home At Storey Lake, Orlando Florida

4294 Paragraph Drive, Kissimmee, United States View map

Private Vacation Home At Storey Lake, Orlando Florida is at a 3.3 km distance from Shingle Creek Regional Park and about 20 minutes' walk from from Capone's Dinner and Show. While staying at the 5… More

From US$ 247 Book Now

The Family Fun House-Tt350

1007 Coyote Creek Way, Kissimmee, United States View map

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Seaweed Bay Cottage With Hot Tub Near Disney And Margaritaville Resort & Island H2O Access - 8061Dr

8061 Dreamsicle Drive, Kissimmee, United States View map

The 2-bedroom Seaweed Bay Cottage With Hot Tub Near Disney And Margaritaville Resort & Island H2O Access - 8061Dr Kissimmee is located about 5 minutes' drive from the Avatar Flight of Passage and… More

From US$ 363 Book Now

3 Bedroom 2 Ba Deluxe Condo 8Min To Disneyworld Stl105

3150 Paradox Circle, Kissimmee, United States View map

**Experience Family-Friendly Comfort at 3 Bedroom 2 Ba Deluxe Condo 8Min To Disneyworld Stl105** Welcome to the 3 Bedroom 2 Ba Deluxe Condo 8Min To Disneyworld Stl105, an ideal retreat for families… More

From US$ 164 Book Now

8564 Bay Lilly Loop

8564 Bay Lilly Loop, Kissimmee, United States View map

Featuring parking, 8564 Bay Lilly Loop Villa Kissimmee is located in the West Kissimmee district and 4.3 km from such cultural tourist attractions as the 145 - foot Tree of Life Sculpture. Located a… More

From US$ 297 Book Now

Luxury Home W All The Amenities!!-3701Ww

2171 Tripoli Court, Kissimmee, United States View map

Offering a location 3.2 km from Highlands Reserve GC, Luxury Home W All The Amenities!!-3701Ww Kissimmee gives access to various tourist spots in the area. More

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Centre Court Sunbeam

1368 Centre Court Ridge Dr, Unit 103, Kissimmee, United States View map

Welcome to the enchanting Centre Court Sunbeam Villa, where southern charm meets modern luxury. Nestled just 22 kilometers from the bustling heart of Kissimmee, this remarkable villa serves as the… More

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5 Bedroom4.5 Bathroom Windsor Westside 2444 Ds

2444 Dubai Street, Kissimmee, United States View map

The 4-bedroom 5 Bedroom45 Bathroom Windsor Westside 2444 Ds Kissimmee villa offers proximity to nearby tourist spots, such as the Rum Run, situated nearly 25 minutes' walk away. More

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Sunshine Villa Near Disney With Margaritaville Resort & Island H20 Waterpark Access - 2922Cl

2922 Castaway Ln, Kissimmee, United States View map

Situated about 6 km from the film-centric theme park "Disney's Hollywood Studios", the family-friendly Sunshine Villa Near Disney With Margaritaville Resort & Island H20 Waterpark Access - 2922Cl… More

From US$ 341 Book Now

Magical 9 Bed Villa In Orlando6540

1224 Castle Pines Court, Kissimmee, United States View map

**Discover the Enchantment of Magical 9 Bed Villas in Orlando** Experience the exceptional allure of the Magical 9 Bed Villa, superbly situated just 25 km from the vibrant heart of Kissimmee. More

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Storey Lake Beautiful 2-Br Condo, Resort Amenities

4751 Clock Tower Dr Unit 302, Kissimmee, United States View map

Storey Lake Beautiful 2-Br Condo, Resort Amenities Kissimmee villa offers easy access to such tourist spots as Lennar at Storey Lake, located just a 5-minute walk away. Offering a hot tub, the… More

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1301Tt Unit 9108- Tuscana Resort Condo

1301 Tuscan Terrace Unit 9108, Kissimmee, United States View map

**Discover the Tuscana Resort Condo Experience** Beyond the confines of the condo, guests benefit from private onsite parking and complimentary WiFi, ensuring that every comfort is catered to. More

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15 Bd 16.5 Ba Sonoma Resort 4071 Sb

4071 Sonoma Boulevard, Kissimmee, United States View map

Featuring a swimming pool for guests' relaxation, the 16-bedroom 15 Bedrooms 165 Bathrooms Sonoma 4071Sb Kissimmee villa is located about a 15-minute drive from the Lake Buena Vista Factory Stores. More

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5Br Paradise Palms Townhome Pool By Disney

8871 Candy Palm Rd, Kissimmee, Fl 34747, Usa, Kissimmee, United States View map

Offering a hot tub, 5Br Paradise Palms Townhome Pool By Disney Kissimmee villa is located 25 minutes' walk from Kissimmee Sports Arena and Rodeo. More

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Beautiful 5 Bed Family Home With Game Room Home

651 Drop Shot Drive, Kissimmee, United States View map

**Welcome to the Beautiful 5 Bed Family Home With Game Room Home** - an exquisite retreat nestled just 29 km from Kissimmee and 50 km from the vibrant attractions of Orlando International. This… More

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Cumbrian Sunset Villa Home

4703 Cumbrain Lakes Drive, Kissimmee, United States View map

Offering a location 3.1 km from Kissimmee Sports Arena and Rodeo, Cumbrian Sunset Villa Home Kissimmee gives access to various tourist spots in the area. More

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9 Bedrooms 5 Bathrooms Storey Lake 4564 Tb

4564 Target Boulevard, Kissimmee, United States View map

9 Bedroom 5 Bathroom Storey Lake 4564Tb Kissimmee villa is located about a 10-minute ride from local amusement parks and provides a swimming pool, ensuring a relaxing stay. Guests can enjoy pool at… More

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Stunning 6Br Lakeview At Storey Lake Next To Disney - 2929

2929 Fable Street, Kissimmee, United States View map

Situated about 25 minutes' walk from Kissimmee Oaks Golf Course, Stunning 6Br Lakeview At Storey Lake Next To Disney - 2929 Kissimmee villa provides access to numerous tourist attractions in the area. More

From US$ 435 Book Now

Bright Ground Floor Condo Minutes To Parks

5006 Laguna Bay Circle, Kissimmee, United States View map

Offering a location 4.1 km from local amusement parks, Bright Ground Floor Condo Minutes To Parks Kissimmee villa gives access to various tourist spots in the area. More

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Stylish 5 Bedroom Villa - Orlandos Best6571

869 Desert Mountain Ct, Kissimmee, United States View map

**Stylish 5 Bedroom Villa - Orlandos Best6571 Kissimmee** is an inviting oasis located just 27 kilometers from the vibrant streets of Kissimmee. Perfectly positioned for relaxation, this villa not… More

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8153 Roseville Blvd

8153 Roseville Blvd, Kissimmee, United States View map

Situated nearly a 10-minute drive from Mystic Dunes Golf Club, the 152 m² 8153 Roseville Blvd Kissimmee apartment also boasts easy access to Kissimmee train station which is approximately 25 km away.… More

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Last Minute Disney Getaway Private Pool Hot Tub Game Room. Book Now 60493

4516 Monado Dr, Kissimmee, United States View map

Featuring horseback riding to make your visit more entertaining, the 5-bedroom Last Minute Disney Getaway! Private Pool, Hot Tub & Games Room. Book Now! #60493 Kissimmee villa is just 1.3 km from the… More

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Sonoma Resort Private Amazing Pool Home

2619 Calistoga Avenue, Kissimmee, United States View map

Located about a 10-minute drive from Give Kids The World Village Resort, Sonoma Resort Private Amazing Pool Home Kissimmee features a private swimming pool, a Jacuzzi, ensuring a relaxing stay. More

From US$ 889 Book Now

Themed 2Br Condo Near Disney + Resort Amenities

3176 Feltrim Pl Apt 202, Kissimmee, Fl 34747, Usa, Kissimmee, United States View map

Themed 2Br Condo Near Disney + Resort Amenities Kissimmee villa is located 4.1 km from the Pandora and provides golf for active guests. More

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4 Bedrooms 3 Bathrooms Terra Verde 210Hb

210 Hideaway Beach Lane, Kissimmee, United States View map

**Welcome to Terra Verde 210Hb, Kissimmee's Premier Retreat** Nestled just 9 km from the vibrant heart of Kissimmee, Terra Verde 210Hb offers an enchanting escape for families and groups seeking both… More

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Pro Decor Disney Resort Style Free Waterpark 4467

4467 Scene Lane, Kissimmee, United States View map

Welcome to the enchanting Pro Decor Disney Resort Style Free Waterpark 4467, an idyllic retreat just 9 km from the vibrant heart of Kissimmee. Nestled amidst lush surroundings, this family-friendly… More

From US$ 279 Book Now

High Tide Cottage With Private Pool Near Disney With Margaritaville Resort & Island H2O Access - 8053Su

8053 Surf Street, Kissimmee, United States View map

Located 2.7 km from the Dinosaur attraction, the family-friendly High Tide Cottage With Private Pool Near Disney With Margaritaville Resort & Island H2O Access - 8053Su Kissimmee gives access to… More

From US$ 1096 Book Now

Casa Moderna 6Q C/ Piscina E Resort

9005 Flamingo Key Way, Kissimmee, United States View map

Situated in the West Kissimmee district, about a 10-minute drive from the Emerald Island Boulevard, Casa Moderna 6Q C/ Piscina E Resort Kissimmee comes with a swimming pool for guests to unwind. More

From US$ 397 Book Now

4837 Lullaby

4837 Lullaby Lane, Kissimmee, United States View map

Welcome to 4837 Lullaby Villa, a serene retreat nestled just 13 km from the enchanting heart of Kissimmee. Ideal for families and travelers seeking a blend of luxury and comfort, this villa promises… More

From US$ 244 Book Now

7950 Boyden Way

7950 Boyden Way, Kissimmee, United States View map

Nestled about 6 km from the Reunion Resort Water Park, 7950 Boyden Way Villa Kissimmee entices guests to explore various tourist destinations nearby. More

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Casa 6Q Tematica Disney C/ Piscina

8952 8952 Takeaway Way, Kissimmee, United States View map

Casa 6Q Tematica Disney C/ Piscina Kissimmee is located around 10 minutes' drive from the Rum Run and provides a hot tub. This Kissimmee holiday home boasts spa therapy and a play area, while… More

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The Grove At Reunion-Tt485

1145 Grand Traverse Parkway, Kissimmee, United States View map

Welcome to The Grove At Reunion-Tt485 Villa, an exceptional escape nestled just 25 kilometers from the vibrant heart of Kissimmee. This luxurious villa offers a harmonious blend of comfort and… More

From US$ 5130 Book Now

Disney Getaway Private Pool Themed Bedrooms. Book Now Slr411

4291 Paragraph Dr, Kissimmee, United States View map

Disney Getaway Private Pool Themed Bedrooms. Book Now Slr411 Kissimmee villa is located 3.4 km from Shingle Creek Regional Park and provides cycling for active guests. More

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Tranquil Villa Retreat With Mountain Views 6338

4891 Clock Tower Dr, Kissimmee, United States View map

**Welcome to the Tranquil Villa Retreat With Mountain Views 6338, a serene escape nestled just 12 kilometers from the vibrant heart of Kissimmee.** This luxurious retreat harmonizes nature and… More

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3076 Juliet

3076 Juliet Drive, Kissimmee, United States View map

**Welcome to 3076 Juliet Villa, a premier destination nestled just 12 kilometers from the vibrant heart of Kissimmee.** Ideal for both families and couples, this exquisite getaway offers a level of… More

From US$ 241 Book Now

Family Fun Kissimmee Retreat

2707 Lido Key Drive, Kissimmee, United States View map

Welcome to the Family Fun Kissimmee Retreat, a fascinating getaway situated a mere 32 km from the heart of Kissimmee. Nestled amid lush landscapes, this exceptional villa is the perfect destination… More

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