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2026-11-07
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Holiday Homes in Kissimmee

Family Friendly Pool Home 4Rooms

2411 Regent Way, Kissimmee, United States Show map

Staying at Family Friendly Pool Home 4Rooms Kissimmee, guests can easily reach Kissimmee Oaks Golf Course, located approximately 7 km away. More

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3 Bd 2 Ba Lucaya Village 26-102

2900 Edenshire Way Building 26 - Unit 102, Kissimmee, United States Show map

Offering a location approximately 10 minutes' drive from the air mall "Lake Buena Vista Factory Stores", 3 Bd 2 Ba Lucaya Village 26-102 Kissimmee villa gives access to various tourist spots in the… More

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

San Vittorino Circle 2221, Kissimmee, United States Show map

Located a mere 1.9 km from Fun 'n Wheels Family Fun Parks, the 3-bedroom Disney-Area 3Br Townhome | Sleeps 9 | Pool + Gym Kissimmee villa provides access to various tourist attractions in the… More

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Legends Belleview

7845 Palmilla Ct, Kissimmee, United States Show map

Situated around 6 km from Reunion Resort Water Park, the 9-bedroom Legends Belleview Villa Kissimmee offers guests to enjoy an aqua park and a golf course. Featuring a hot tub, this holiday home is… More

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3 Bd 25 Ba Encantada Resort 3134 Yl

3134 Yellow Lantana Lane, Kissimmee, United States Show map

Featuring a swimming pool, 3 Bd 25 Ba Encantada Resort 3134 Yl Kissimmee villa is suitable for up to 6 people and is located a 10-minute drive from Avatar Flight of Passage Tourist Information Center. More

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8 Bedroom 5 Bathroom Storey Lake 2928 Pl

2928 Penelope Loop, Kissimmee, United States Show map

Hosting up to 21 guests, the 8-bedroom 8 Bedroom 5 Bathroom Storey Lake 2928 Pl Kissimmee villa offers a convenient location within a 5-km distance of sports attractions such as Falcon's Fire Golf… More

From US$ 598 Book Now

5 Bd 4 Ba Paradise Palms 3073 Bp

3073 Beach Palm Avenue, Kissimmee, United States Show map

Situated in the West Kissimmee district of Kissimmee, within 6 km of the 145-foot Tree of Life Sculpture, the 5-bedroom 5 Bd 4 Ba Paradise Palms 3073 Bp Kissimmee villa comes with a swimming pool for… More

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Vacation Home In Orlando Florida United States

1172 Marcello Boulevard, Kissimmee, United States Show map

Staying at the 3-bedroom Vacation Home In Orlando Florida United States Kissimmee, guests can visit Medieval Times Dinner & Tournament, which is merely 1 km away. With a maximum capacity of 6 guests,… More

From US$ 720 Book Now

2301 Butterfly Palm #301

2301 Butterfly Palm Way, Kissimmee, United States Show map

The 3-bedroom 2301 Butterfly Palm #301 Villa Kissimmee is located nearly a 25-minute walk from Windsor Hills and provides bowling and mini golf for active guests. Featuring a hot tub, the villa is… More

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Large 8Br Home Prime Location Orlando

518 Marcello Blvd, Kissimmee, United States Show map

The 8-bedroom Large 8Br Home Prime Location Orlando Kissimmee is located 2.4 km from Medieval Times Dinner & Tournament and provides a hot tub. This holiday home hosts up to 17 guests and provides… More

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5 Bedrooms 4 Bathrooms Storey Lake 2612 Rt

2612 Reading Trail, Kissimmee, United States Show map

The 5-bedroom 5 Bedrooms 4 Bathrooms Storey Lake 2612 Rt Kissimmee villa is located about a 25-minute walk from Medieval Times Dinner & Tournament and provides billiard for active guests. The holiday… More

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

8960 Candy Palm Road, Kissimmee, United States Show map

Located around 5 minutes' walk from Paradise Palms Boulevard, the 4-bedroom Special Offer Stunning Townhome With Private Pool Close To Disney 8960Pp Kissimmee villa offers quick access to various… More

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Relaxing Championsgate Vacation Spot

9338 Sommerset Hills Drive, Kissimmee, United States Show map

Offering an aqua park and a patio for guests' leisure, Relaxing Championsgate Vacation Spot Villa Kissimmee is situated 10 minutes by car from Highlands Reserve Boulevard. Located 4.5 km from Tuscan… More

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Celestial Cottage Near Disney With Margaritaville Resort & Island H2O Access - 8036Dr

8036 Dreamsicle Drive, Kissimmee, United States Show map

The 2-bedroom Celestial Cottage Near Disney With Margaritaville Resort & Island H2O Access - 8036Dr Kissimmee provides easy access to various city attractions, such as Splendid China, situated just a… More

From US$ 644 Book Now

Sunny Condo With Pool, Hot Tub, Tennis Court, & Gym - Balcony & Washer/Dryer

8831 Coral Palms Ct, Kissimmee, United States Show map

Located in the West Kissimmee district of Kissimmee and approximately 6 km from the 145 - foot Tree of Life Sculpture, the 3-bedroom Sunny Condo With Pool, Hot Tub, Tennis Court, & Gym - Balcony &… More

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Go19 - Champions Gate

1220 Challenge Dr, Kissimmee, United States Show map

During the stay at Go19 - Champions Gate Villa Kissimmee, guests can indulge in a Jacuzzi or visit Tuscan Hills Boulevard, located 5 km away. This 4-bedroom villa features a swimming pool and is… More

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Upstay Family Home W Resort Access & Private Pool

2973 Banana Palm Drive, Kissimmee, United States Show map

Nestled a 10-minute drive from Mystic Dunes Golf Course, Upstay Family Home W Resort Access & Private Pool Kissimmee entices guests to explore various tourist destinations nearby. More

From US$ 149 Book Now

Elegant Storey Lake Villa

4802 Lullaby Lane, Kissimmee, United States Show map

Situated 2.7 km from Pioneer Village at Shingle Creek, Elegant Storey Lake Villa Kissimmee provides access to numerous tourist attractions in the area. More

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Sl3059 - 4Br House Sleeps 11 With Private Pool

3059 Gatsby Street, Kissimmee, United States Show map

Positioned 3.6 km from bustling shopping destinations such as the outlet mall "Lake Buena Vista Factory Stores", the welcoming Sl3059 - 4Br House Sleeps 11 With Private Pool Kissimmee villa offers… More

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3147 - 5Br W Pool 10Min Disney 2 Water Parks

3147 Pequod Place, Kissimmee, United States Show map

The 5-bedroom 3147 - 5Br W Pool 10Min Disney 2 Water Parks Kissimmee villa hosts up to 11 guests and is nestled within a 4-km distance of natural sites such as Local amusement Theme Park. Located… More

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Private Pool! 5 Bd 4 Ba Calabria 9106 Sc

9106 Stromboli Court, Kissimmee, United States Show map

Located within a 10-minute drive of Highlands Reserve GC, the 1-bedroom 5 Bd 4 Ba Calabria 9106 Sc Villa Kissimmee provides access to various tourist attractions in the vicinity. The holiday home… More

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4 Bed 2245

2245 Wyndham Palms Way, Kissimmee, Fl 34747, Kissimmee, United States Show map

4 Bed 2245 Villa Kissimmee is located around 10 minutes' drive from Rum Run, giving access to various tourist spots nearby. More

From US$ 201 Book Now

Luxury 7Br 6Ba Home Private Pool And Bbq Only13Min To Disney 4788 Sqft

1913 Nice Court, Kissimmee, United States Show map

Staying at Luxury 7Br 6Ba Home Private Pool And Bbq Only13Min To Disney 4788 Sqft Kissimmee, guests can easily reach Highgate Park Boulevard, located approximately a 10-minute drive away. More

From US$ 423 Book Now

Themed Rooms Pvt Pool Bbq Near Disney

3179 Yellow Lantana Lane, Kissimmee, United States Show map

Nestled 20 minutes' walk from The Legends Golf Course, Themed Rooms Pvt Pool Bbq Near Disney Kissimmee villa entices guests to explore various tourist destinations nearby. More

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New Epic Cabana Court Luxe Retreat

7612 Cabana Court, Kissimmee, United States Show map

Offering a casino for a delightful experience, the 3-bedroom New Epic Cabana Court Luxe Retreat Kissimmee is located only 5 minutes' walk from Reunion Resort Water Park. Providing guests with Wi-Fi… More

From US$ 191 Book Now

The Relaxation Retreat-Tb020

1087 Jack Nicklaus Court, Kissimmee, United States Show map

Located just a 6-minute walk from Reunion Resort Water Park, the 5-bedroom The Relaxation Retreat-Tb020 Villa Kissimmee boasts an outdoor swimming pool and can accommodate up to 10. Providing guests… More

From US$ 725 Book Now

Luxury 4 Bedroom 3 Bath Pool Home 115

260 Ocean Course Av, Kissimmee, United States Show map

Situated approximately 10 minutes by car from Northeast Regional City Park, Luxury 4 Bedroom 3 Bath Pool Home 115 Kissimmee is suitable for 12 guests and provides an outdoor swimming pool for… More

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Cozy 3Br Family Home Minutes From Disney

2610 Brittany Ln, Kissimmee, United States Show map

Featuring a swimming pool, Cozy 3Br Family Home Minutes From Disney Kissimmee is suitable for up to 7 people and is located a 10-minute ride from Medieval Times Dinner & Tournament. Providing guests… More

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Magic Moments

4720 Sleepy Hollow Drive, Kissimmee, United States Show map

The 6-bedroom Magic Moments Villa Kissimmee offers quick access to such tourist spots as Lennar at Storey Lake, situated merely 5 minutes' walk away. Providing guests with Wi-Fi and parking, the… More

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Immersive Star Wars Experience | Private Pool

821 Las Fuentes Drive, Kissimmee, United States Show map

With a maximum capacity of 11 guests, the 4-bedroom Immersive Star Wars Experience | Private Pool Kissimmee villa provides them with a heated pool and access to such wellness attractions as Give Kids… More

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Elegant Villa In Championsgate | Near Disney

8904 Takeaway Way, Kissimmee, United States Show map

Nestled a 10-minute drive from Highlands Reserve GC, Elegant Villa In Championsgate | Near Disney Kissimmee entices guests to explore various tourist destinations nearby. The 6-bedroom villa hosts up… More

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Legends Palazzo

501 Muirfield Loop, Kissimmee, United States Show map

Situated about 6 km from Corpus Christi Catholic Church, the 8-bedroom Legends Palazzo Villa Kissimmee offers guests to enjoy an aqua park and a golf course. Suitable for up to 24 people, this 10… More

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Storey Lake 6Br Cozy Home Private Pool Near Disney

2745 Bookmark Dr, Kissimmee, United States Show map

Located approximately 6 km from the creative Mortem Manor Haunted Attraction, the 6-bedroom Storey Lake 6Br Cozy Home Private Pool Near Disney Kissimmee has a swimming pool and is ideal for up to 14… More

From US$ 452 Book Now

Upstay - New Build At Championsgate With Spa & Pool

Takeaway Way, Kissimmee, United States Show map

Situated 4.2 km from Tuscan Hills Boulevard, Upstay - New Build At Championsgate With Spa & Pool Kissimmee villa entices guests to explore various tourist attractions in the area. More

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Lakeview 6Br Cozy Home Pool/Spa,Steps To Waterpark

4725 Kings Castle Cir, Kissimmee, United States Show map

Featuring a swimming pool, the 6-bedroom Lakeview 6Br Cozy Home Pool/Spa,Steps To Waterpark Kissimmee is located fairly close to Lennar at Storey Lake and is suitable for up to 13 guests. Offering a… More

From US$ 548 Book Now

Family Pool Villa I Near Disney I 2 Free Clubhouses

4772 Kings Castle Circle, Kissimmee, United States Show map

Positioned 3.5 km from bustling shopping destinations such as the air mall "Lake Buena Vista Factory Stores", the 5-bedroom Family Pool Villa I Near Disney I 2 Free Clubhouses Kissimmee offers guests… More

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8951 Paradise Palms 5Br Townhome With Private Pool & Themed Rooms

8951 Bismarck Palm Road, Kissimmee, United States Show map

Up to 10 guests can stay at the 1-bedroom 8951 Paradise Palms 5Br Townhome With Private Pool & Themed Rooms Kissimmee villa and enjoy Paradise Palms Boulevard, located around 5 minutes' walk away. More

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Sunset Lakeview Retreat Heated Pool Near Disney!

8522 Blue Horizon Court, Kissimmee, United States Show map

Situated 6 km from Disney's Blizzard Beach Water Park, Sunset Lakeview Retreat Heated Pool Near Disney! Kissimmee villa offers a Jacuzzi for additional relaxation. Providing guests with Wi-Fi and… More

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Moderntown Home/Heated Private Pool And Bbq

9047 Rhodes Street, Kissimmee, United States Show map

Staying at the 1-bedroom Moderntown Home/Heated Private Pool And Bbq Kissimmee, guests can visit Highlands Reserve GC, which is about a 10-minute drive away. More

From US$ 417 Book Now

The Ultimate Family Getaway

8415 Secret Key Cove, Kissimmee, United States Show map

The 1-bedroom The Ultimate Family Getaway Villa Kissimmee is nestled about 5 minutes' walk from Emerald Island Boulevard and can accommodate up to 16 guests. Located 4.1 km from Pandora, the holiday… More

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9 Bd 5 Ba Storey Lake 2885 Sc

2885 Stanza Court, Kissimmee, United States Show map

Featuring a heated pool, 9 Bd 5 Ba Storey Lake 2885 Sc Kissimmee villa is suitable for up to 24 people and is located 5 minutes by car from the mile-long Kissimmee Go-Karts. More

From US$ 636 Book Now

15 Bd 165 Ba Sonoma Resort - 4011 Sb

4011 Sonoma Boulevard, Kissimmee, United States Show map

Featuring a swimming pool, the 1-bedroom 15 Bd 165 Ba Sonoma Resort - 4011 Sb Kissimmee villa is suitable for up to 42 people and is located 4.6 km from Museum of Military History. This accommodation… More

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Luxurious Townhome W/ Free Wifi, Themed Kids Room & Shared Resort-Style Pool

3236 Wish Ave., Kissimmee, United States Show map

The 3-bedroom Luxurious Townhome W/ Free Wifi, Themed Kids Room & Shared Resort-Style Pool Kissimmee villa is located within 6 km of Pandora and provides a Jacuzzi. Nestled in the West Kissimmee… More

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Luxury 5Br Condo With Rooftop Terrace Near Disney

7770 Sandy Ridge Dr Unit 226, Kissimmee, Fl 34747, Kissimmee, United States Show map

Situated merely 9 minutes' walk from Reunion Resort Water Park, the 5-bedroom Luxury 5Br Condo With Rooftop Terrace Near Disney Kissimmee villa is ideal for up to 8 guests. This accommodation… More

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Modern Resort Condo Close To Amusement Parks

1366 Centre Court Ridge Drive, Kissimmee, United States Show map

Modern Resort Condo Close To Amusement Parks Kissimmee villa enjoys a prime location, 25 minutes' walk from Reunion Resort Water Park, and offers guests to unwind in a Jacuzzi. The 3-bedroom holiday… More

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15 Bedrooms 165 Bathrooms Sonoma 4171Sb

4171 Sonoma Blvd, Kissimmee, United States Show map

The 15-bedroom 15 Bedrooms 165 Bathrooms Sonoma 4171Sb Kissimmee villa is located 2.6 km from the miniature Pirates Island Adventure Golf and provides a heated pool, ensuring a relaxing stay. With a… More

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Family Resort - 8Br Luxury Mansion - Sleeps 16 - Private Pool, Hot Tub, Bbq!

Bengal Court 8860, Kissimmee, United States Show map

Staying at the 8-room Family Resort - 8Br Luxury Mansion - Sleeps 16 - Private Pool, Hot Tub, Bbq! Kissimmee villa, guests can easily reach Indian Ridge, located about a 10-minute ride away. More

From US$ 327 Book Now

Special Prices 3Bed The Hub 3217

3217 Tranquil Trail, Kissimmee, United States Show map

Featuring a car park, the 3-bedroom Special Prices 3Bed The Hub 3217 Villa Kissimmee is located in the West Kissimmee district of Kissimmee and within 6 km of such cultural tourist attractions as the… More

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3 Bd 3 Ba The Hub Westside Reserve 3213 Sw

3213 Sustainable Way, Kissimmee, United States Show map

The 2-bedroom 3 Bd 3 Ba The Hub Westside Reserve 3213 Sw Kissimmee villa hosts up to 8 guests and is nestled within a 7-km distance of natural sites such as Disney's Blizzard Beach Water Park. More

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Private Pool Free Water Park Golf

1205 Radiant Street, Kissimmee, United States Show map

Private Pool Free Water Park Golf Villa Kissimmee enjoys a prime location, 4.3 km from Reunion Resort Water Park, and offers guests to unwind in a hot tub. This 4-bedroom villa hosts up to 8 guests… More

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