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2026-04-22
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Vacation Rentals in Kissimmee

Newly Completed Avatar 6 Bedroom Getaway

2117 Morocco Way, Kissimmee, United States View map

Welcome to the Newly Completed Avatar 6 Bedroom Getaway, a luxurious retreat nestled just 32 kilometers from the vibrant heart of Kissimmee and conveniently located 50 kilometers from Orlando… More

From US$ 194 Book Now

Windsor Palms Resort Vacation Home Wp2243

2243 Wyndham Palms Way, Kissimmee, United States View map

Situated in the enchanting surroundings of Kissimmee, the Windsor Palms Resort Vacation Home Wp2243 boasts unparalleled comfort and convenience for your next getaway. Just a short 50-minute journey… More

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Dreamy Cottage Near Disney With Margaritaville Resort & Island H20 Waterpark Access - 2950Sr

2950 Salted Rim Road, Orlando, United States View map

Nestled 3.6 km from the Wild Africa Trek, the 3-bedroom Dreamy Cottage Near Disney With Margaritaville Resort & Island H20 Waterpark Access - 2950Sr Kissimmee entices guests to explore various… More

From US$ 448 Book Now

The Relaxation Retreat-Tb020

1087 Jack Nicklaus Court, Kissimmee, United States View map

Positioned just 23 kilometers from the vibrant heart of Kissimmee, the Relaxation Retreat-Tb020 offers an exceptional escape for travelers seeking tranquility and rejuvenation. This stunning villa is… More

From US$ 725 Book Now

Liberty Hope

7564 Excitement Drive, Kissimmee, United States View map

**Welcome to Liberty Hope, a serene retreat nestled in the heart of Kissimmee, just 24 kilometers from the vibrant attractions of the Orlando area. This enchanting villa promises an unforgettable… More

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Modern Condo With Mickey Room - Family Perfection

Ocean Course Avenue 851, Kissimmee, United States View map

**Welcome to the Modern Condo With Mickey Room - Family Perfection, a delightful retreat nestled in the heart of Kissimmee.** This comfortable and spacious 2-bedroom apartment invites families to… More

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Last Minute Disney Private Pool Hot Tub Game Room Themed Bedrooms. Book Now Slr550

3017 Protagonist St, Kissimmee, United States View map

Last Minute Disney Private Pool Hot Tub Game Room Themed Bedrooms. Book Now Slr550 Kissimmee villa is located 25 minutes' walk from the miniature Congo River Golf and invites guests to join hiking… More

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Orlando Villa 6244: Luxury 5-Star Villa Minutes From Disney

Crystal Cove Loop, Kissimmee, United States View map

Situated 4.4 km from the Finding Nemo attraction, the 3-bedroom Orlando Villa 6244: Luxury 5-Star Villa Minutes From Disney Kissimmee provides access to numerous tourist attractions in the area. More

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Luxury Condo On Reunion Resort And Spa Orlando Condo 5135

7656 Whisper Way, (Building L) Unit #103, Kissimmee, United States View map

Situated within the acclaimed Reunion Resort and Spa in Kissimmee, the Luxury Condo on Reunion Resort and Spa Orlando Condo 5135 presents an unparalleled escape into comfort and elegance. Surrounded… More

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Lovely Villa Near Disney With Margaritaville Resort & Island H20 Access - 8146Cp

8146 Coconut Place, Orlando, United States View map

Located just a 13-minute walk from Splendid China, the family Lovely Villa Near Disney With Margaritaville Resort & Island H20 Access - 8146Cp Kissimmee gives access to various tourist sites in the… More

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Storey Lake Resort 1085 - Hosted By Top Villas

5045 Windermere Avenue, Kissimmee, United States View map

Situated about 500 metres from Shadi Agha Mosque, Storey Lake Resort 1085 - Hosted By Top Villas Kissimmee offers guests to take advantage of beauty services and spa therapy. Featuring a treatment… More

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Splendid Thematic 3Br With Garage & Waterpark

Sommerset Hills Drive 9337, Kissimmee, United States View map

**Welcome to the Splendid Thematic 3Br With Garage & Waterpark Villa, an enchanting retreat nestled just 30 km from Kissimmee and 50 km from Orlando International Airport. This unique villa combines… More

From US$ 221 Book Now

Sleek Condo Near Disney With Resort & Waterpark Access - B2-106

7740 Sandy Ridge Drive, Kissimmee, United States View map

To enjoy your vacation in Kissimmee, stay at the family-friendly 139 m² Sleek Condo Near Disney With Resort & Waterpark Access - B2-106 Kissimmee, which is 3.9 km from Mystic Dunes Golf Club at… More

From US$ 457 Book Now

4 Bedroom 3 Bathroom Villas At Sevendwarfs 12-108

2624 Lodi Circle 12-108, Kissimmee, United States View map

Situated in the heart of Kissimmee, the 4 Bedroom 3 Bathroom Villas at Sevendwarfs 12-108 offer an exquisite retreat for families and groups seeking both comfort and convenience. Located just 10 km… More

From US$ 202 Book Now

Encantada Resort: Pool, Gym, Clubhouse, Near Disney

8574 Bay Lilly Loop, Kissimmee, Fl 34747, Kissimmee, United States View map

Welcome to the enchanting Encantada Resort, a premier haven nestled near the vibrant attractions of Kissimmee, just 32 km from the magical doors of Disney. This inviting locale blends exquisite… More

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Serenity Haven, Bliss, Storey Lake By Shine Villas #701

3151 Paradox Circle Unit 203, Kissimmee, United States View map

Serenity Haven, Bliss, Storey Lake By Shine Villas #701 Kissimmee apartment is situated a stone's throw from Lennar at Storey Lake and 30 km from Orlando International airport. This apartment offers… More

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Storey Lake Brand New Near Disney Lake Club View

3131 Paradox Cir, Unit 401, Kissimmee, United States View map

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10 Minutes To Disney Pool Home *Renovated*

3120 Bear Path, Kissimmee, United States View map

Situated 2.7 km from the family-friendly Kissimmee Go-Karts, the 2-bedroom 10 Minutes To Disney Pool Home *Renovated* Kissimmee provides access to numerous tourist attractions in the area. More

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Solara Resort 317 - Hosted By Top Villas

2194 Fleming Mist Pl, Kissimmee, United States View map

Offering an indoor pool for a relaxing experience, Solara Resort 317 - Hosted By Top Villas Kissimmee is located a 25-minute walk from Northeast Regional City Park. This villa features opportunities… More

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3 Bedrooms Condo In Gated Resort Bahama Bay

710 New Providence Promenade, Kissimmee, United States View map

Northeast Regional Park is within 3 km of the 2-bedroom 3 Bedrooms Condo In Gated Resort Bahama Bay and Orlando International airport is 44 minutes' drive away. A car park is available on site. More

From US$ 133 Book Now

4 Bedrooms 3 Bathrooms Storey Lake 4792Ct

4792 Clock Tower Drive, Kissimmee, United States View map

4 Bedrooms 3 Bathrooms Storey Lake 4792Ct Kissimmee villa provides easy access to various city attractions, such as Lennar at Storey Lake, situated 5 minutes' walk away. More

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3Q/2.5B ✰ Jacuzzi ✰ Cama King

3074 Yellow Lantana Lane, Kissimmee, United States View map

3Q/2.5B ✰ Jacuzzi ✰ Cama King Kissimmee villa is located about 15 minutes' drive from the Emerald Island Boulevard and provides a hot tub. More

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W402J - Eclectic Estate With Location Themed Bedrooms At Reunion

8005 Twin Eagles Loop, Kissimmee, United States View map

Welcome to the mesmerizing Eclectic Estate, where unique design meets serene luxury just 25 km from the vibrant heart of Kissimmee and within easy reach of the Orlando International airport, located… More

From US$ 3415 Book Now

Bright 5 Bdrm Home With Game Room Theater At Reunion

1068 Castle Pines Court, Kissimmee, United States View map

Positioned within the vibrant community of Reunion, the Bright 5 Bdrm Home with Game Room Theater is a luxurious retreat that promises both comfort and entertainment for families and groups. This… More

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Themed 15Br Mansion - Near Parks

4181 Sonoma Blvd, Kissimmee, United States View map

Themed 15Br Mansion - Near Parks Villa Kissimmee is situated nearly 25 minutes' walk from Fun 'n Wheels Family Fun Park|the Fun 'n Wheels Family Fun Parks and provides an indoor pool, ensuring a… More

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Pp8114 Windsor Palms Resort Vacation Townhome

8114 Princess Palm Lane, Kissimmee, United States View map

The Pp8114 Windsor Palms Resort Vacation Townhome is an idyllic retreat nestled in the heart of Kissimmee, just 30 km from the vibrant attractions of central Orlando. This striking townhome blends… More

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2968 Penelope Loop 10 Bed

2968 Penelope Loop, Kissimmee, United States View map

Set in the heart of Kissimmee, the 2968 Penelope Loop 10 Bed Villa offers an unparalleled blend of luxury, comfort, and convenience. Just 10 kilometers from the bustling heart of Kissimmee, this… More

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New Nature View Penthouse At Reunion

7656 Whisper Way, Kissimmee, United States View map

Located 22 km from Kissimmee railway station, New Nature View Penthouse At Reunion Kissimmee apartment is merely a 5-minute walk from the Reunion Resort Water Park. More

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Magical Dreams Home

4500 Dakota Point Ct,, Kissimmee, United States View map

Situated 4.2 km from the working Kissimmee Air Museum, Magical Dreams Home Kissimmee entices guests to explore various tourist attractions in the area. More

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Spacious Villa Near Disney With Margaritaville Resort & Island H20 Waterpark Access - 2938Cl

2938 Castaway Lane, Orlando, United States View map

Located approximately 25 minutes' walk from Mystic Dunes Golf Club, the 3-bedroom Spacious Villa Near Disney With Margaritaville Resort & Island H20 Waterpark Access - 2938Cl Kissimmee provides… More

From US$ 504 Book Now

Your Oasis Awaits! Indulge At Florida Hideaways 4Bd Pool Home

1071 Marcello Blvd, Kissimmee, United States View map

The 3-bedroom Your Oasis Awaits! Indulge At Florida Hideaways 4Bd Pool Home Kissimmee is located about a 25-minute walk from the Osceola County Welcome Center and History Museum and provides an… More

From US$ 325 Book Now

Tuscana Resort Retreat

1371 Tuscan Terrace 6308, Kissimmee, United States View map

Welcome to the Tuscana Resort Retreat Kissimmee, an idyllic oasis located just 24 km from the enchanting attractions of Kissimmee and 45 km from the bustling Orlando International Airport. This… More

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Beautiful Home, Great For Kids Near Disney! Villa

5334 Coral Vine Way, Kissimmee, United States View map

### Beautiful Home, Great For Kids Near Disney! Villa Strategically located, Beautiful Home, Great For Kids Near Disney! More

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Gorgeous Snowbird-Friendly Home With Pool, Hot Tub, & Gym - Close To Theme Parks

8095 Brooksville Dr., Kissimmee, United States View map

Situated about a 15-minute walk from the Champions Gate Downtown Shopping Center, Gorgeous Snowbird-Friendly Home With Pool, Hot Tub, & Gym - Close To Theme Parks Kissimmee entices guests to explore… More

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4 Mi To Disney! Family Escape With Poolside Oasis

4831 Lullaby Ln, Kissimmee, United States View map

During the stay at 4 Mi To Disney! Family Escape With Poolside Oasis Kissimmee villa, guests can indulge in a hot tub or visit local amusement parks, located 3.8 km away. More

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Resort-Style Private Pool & Spa Modern 2920

2920 Protagonist Street, Kissimmee, United States View map

Offering a Jacuzzi, the 5-bedroom Resort-Style Private Pool & Spa Modern 2920 Kissimmee villa is located about a 25-minute walk from the Congo River Golf. More

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4639Epd - Comfort Island

4639 Eagle Peak Drive, Kissimmee, United States View map

### Discover Comfort Island Kissimmee Ideally situated just 45 km from Orlando International Airport, Comfort Island offers convenient access to all the excitement Central Florida has to offer. More

From US$ 333 Book Now

Grand Laguna 3Br Penthouse Near Disney Parks

59 Laguna Bay Circle, Kissimmee, United States View map

The 113 m² Grand Laguna 3Br Penthouse Near Disney Parks Kissimmee apartment is located in Kissimmee, 2.5 km from Medieval Times Dinner & Tournament, and boasts an indoor pool. The apartment is… More

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Ev3180 Unit203 - Captains Cove Villa

3180 Paradox Unit 203, Kissimmee, United States View map

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4Th Floor Poolside Condo

1351 Tuscana Ln, Kissimmee, Fl 34747, Usa, Kissimmee, United States View map

**Welcome to 4Th Floor Poolside Condo, the ideal retreat nestled just 40 minutes' drive from Kissimmee.** This serene getaway highlights the essence of comfort and convenience, perfectly suited for… More

From US$ 224 Book Now

Family Dream Home Near Disney

4678 Prairie Point Boulevard, Kissimmee, United States View map

Situated around 7 km from Old Town Shopping Mall, Family Dream Home Near Disney Kissimmee provides access to numerous tourist attractions in the area. More

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Luxury Family Townhouse Near Disney & Dining

5573 Torino Road, Kissimmee, United States View map

To enjoy your vacation in Kissimmee, stay at the spacious 4-bedroom Luxury Family Townhouse Near Disney & Dining Kissimmee, which is merely 14 minutes' walk from Old Town Shopping Mall and 3.1 km… More

From US$ 240 Book Now

Trendy Condo Near Disney With Resort & Waterpark Access - B22-113

7770 Sandy Ridge Drive B22 # 213, Kissimmee, United States View map

The 139 m² Trendy Condo Near Disney With Resort & Waterpark Access - B22-113 Kissimmee is located 10 minutes' drive from Mystic Dunes Golf Club and 3.1 km from ChampionsGate Golf Club. Welcoming… More

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Rr7740Srd - Reunion Resort - Brand New Condo

7740 Sandy Ridge Drive , Unit 123 Bldg 48,, Kissimmee, United States View map

**Discover Reunion Resort and Rr7740Srd - Brand New Condo Kissimmee** Nestled in the vibrant heart of Kissimmee, Reunion Resort offers an exceptional getaway just 23 kilometers from the bustling… More

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Flip Flops And Tank Tops Cottage With Private Pool Near Disney With Margaritaville Resort & Island H2O Access - 8098Kd

8098 Knee Deep Rd, Orlando, United States View map

Situated approximately 7 km from the Disney's Boardwalk, the 5-bedroom Flip Flops And Tank Tops Cottage With Private Pool Near Disney With Margaritaville Resort & Island H2O Access - 8098Kd Kissimmee… More

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Lakefront Retreat Wpvt Splashpool-1617St

3163 Pequod Place,, Kissimmee, United States View map

Offering a Jacuzzi, the 4-bedroom Lakefront Retreat Wpvt Splashpool-1617St Kissimmee villa is located 4.6 km from Give Kids The World Village Resort. Guests can enjoy mini golf at the property… More

From US$ 383 Book Now

Three Bed Private Pool Villa Just Steps Away From

8148 Fan Palm Way, Kissimmee, United States View map

Staying at Three Bed Private Pool Villa Just Steps Away From Kissimmee, guests can easily reach The Legends Golf Course, located about a 10-minute ride away. More

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Disney Luxury Townhouse With Private Pool Themed Bedrooms. Book Now Dp66

2470 Santorini Dr, Kissimmee, United States View map

Offering beauty services and spa therapy for guests' leisure, Disney Luxury Townhouse With Private Pool Themed Bedrooms. Book Now Dp66 Kissimmee villa is situated within a 10-minute drive of… More

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Cozy 4Bd Home Pool & Hot Tub At Trafalgar Resort

4978 Strand St, Kissimmee, United States View map

Set within the serene landscapes of Kissimmee, the Cozy 4Bd Home Pool & Hot Tub At Trafalgar Resort offers a perfect escape for families and groups seeking relaxation and adventure. Just 14 km from… More

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7 Bd 7 Ba Solara Resort 8959 Ad

8959 Amelia Downs Trail, Kissimmee, United States View map

Situated in the West Kissimmee district, 4.4 km from the West Gate Flea Market, 7 Bd 7 Ba Solara Resort 8959 Ad Kissimmee villa comes with a private pool for guests to unwind. More

From US$ 462 Book Now