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2026-11-07
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Holiday Homes in Kissimmee

Getaway Comfy House W Pool

365 Aylesbury Ct, Kissimmee, United States Show map

Situated 3.2 km from Savanna Club Golf Course, Getaway Comfy House W Pool Villa Kissimmee provides access to numerous tourist attractions in the area. More

From US$ 273 Book Now

9 Bd 5 Ba Storey Lake 4320 Pw

4320 Prologue Way, Kissimmee, United States Show map

Featuring a heated pool, the 9-bedroom 9 Bd 5 Ba Storey Lake 4320 Pw Kissimmee villa is suitable for up to 25 people and is located around a 25-minute walk from the family-friendly Kissimmee Go-Karts. More

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12 Bd 115 Ba Veranda Palms 2508 Sd

2508 Shanti Drive, Kissimmee, United States Show map

With a maximum capacity of 32 guests, the 1-bedroom 12 Bd 115 Ba Veranda Palms 2508 Sd Kissimmee villa provides them with a swimming pool and access to such wellness attractions as Give Kids The… More

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Modern Magic At Storey Lake 6Br

2783 Punctuation Place, Kissimmee, United States Show map

Modern Magic At Storey Lake 6Br Kissimmee villa entices active guests with access to a fitness studio and is located nearly a 10-minute drive from Give Kids The World Village Resort. Offering a… More

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Championsgate 5Br Villa With Private Pool Near Disney

760 Sticks St, Kissimmee, Fl 34747, Kissimmee, United States Show map

Championsgate 5Br Villa With Private Pool Near Disney Kissimmee offers proximity to nearby tourist spots, such as Tuscan Hills Boulevard, situated about 10 minutes away by car. More

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Cozy Thematic 2Br With 2 Clubhouses

507 Ocean Course Avenue, Kissimmee, United States Show map

Staying at Cozy Thematic 2Br With 2 Clubhouses Kissimmee villa, guests can visit Mystic Dunes Golf Club, which is approximately a 10-minute ride away. More

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Stunning 4-Bedroom Family Getaway With Private Pool 297

1160 Kingsbarn St, Kissimmee, United States Show map

Staying at Stunning 4-Bedroom Family Getaway With Private Pool 297 Kissimmee villa, guests can easily reach Wallaby Ranch Flight School, located around 4 km away. More

From US$ 226 Book Now

Sleeps 12 - 4 Kings Private Pool & Resort Fun

740 Drop Shot Drive, Kissimmee, United States Show map

Featuring a swimming pool, the 6-bedroom Sleeps 12 - 4 Kings Private Pool & Resort Fun Kissimmee villa is suitable for up to 12 people and is located around 10 minutes by car from Tuscan Hills… More

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Hidden Kingdom Oasis Vr 7 Miles To Disney

2439 Dubai Street, Kissimmee, United States Show map

The 5-bedroom Hidden Kingdom Oasis Vr 7 Miles To Disney Kissimmee villa hosts up to 12 guests and is nestled approximately 25 minutes' walk from natural sites such as Northeast Regional City Park. More

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Waterpark-Resort Near Disney-Pool-Epic Value 1160

1160 Kingsbarn Street, Kissimmee, United States Show map

During the stay at Waterpark-Resort Near Disney-Pool-Epic Value 1160 Kissimmee villa, guests can indulge in a hot tub or visit Tuscan Hills Boulevard, located 5 km away. The 1-bedroom holiday home… More

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Makin' Memories Villa With South-Facing Pool & Spa Near Disney

1185 Seasons Boulevard, Kissimmee, United States Show map

Featuring an outdoor swimming pool for guests' relaxation, the 4-bedroom Makin' Memories Villa With South-Facing Pool & Spa Near Disney Kissimmee is located only 1.7 km from the miniature Pirates… More

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Theme Park Gateway!

893 Assembly Court, Kissimmee, United States Show map

Located just 1.4 km from Reunion Resort Water Park, Theme Park Gateway! Villa Kissimmee provides access to various tourist attractions in the vicinity. More

From US$ 126 Book Now

Epic Storybook Hideaway Private Pool Themed Rooms Near Disney

2788 Rocella Court, Kissimmee, United States Show map

Featuring an outdoor swimming pool, the 4-bedroom Epic Storybook Hideaway Private Pool Themed Rooms Near Disney Kissimmee villa is suitable for up to 10 people and is located around 3 km from Rum Run… More

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4Br Town House With Pool 4817Co

4817 Memories Lane, Kissimmee, United States Show map

The 4-bedroom 4Br Town House With Pool 4817Co Villa Kissimmee is situated within a 4-km distance of the creative Mortem Manor Haunted Attraction and provides a Jacuzzi, ensuring a relaxing stay. More

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Rc116P Fairway Pinehurst

1116 Castle Pines Court, Kissimmee, United States Show map

Situated within a 10-minute drive of Orlando Tree Trek Adventure Amusement Park Zip Line, the 5-bedroom Rc116P Fairway Pinehurst Kissimmee villa offers guests to enjoy an aqua park and a golf course.… More

From US$ 852 Book Now

5 Bd 45 Ba Windsor At Westside 2413 Ds

2413 Dubai Street, Kissimmee, United States Show map

Featuring a swimming pool, 5 Bd 45 Ba Windsor At Westside 2413 Ds Villa Kissimmee is suitable for up to 11 people and is located 25 minutes' walk from Rum Run. Guests of the 5-bedroom holiday home… More

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Casa 4Q Com Piscina Privativa E Temas Disney

4208 Paragraph Drive, Kissimmee, United States Show map

Located approximately 7 km from Old Town Shopping Mall, the 4-bedroom Casa 4Q Com Piscina Privativa E Temas Disney Kissimmee has an outdoor swimming pool and is ideal for up to 10 guests. Featuring… More

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Tvpm5150Chcb

5150 Crown Haven Drive, Kissimmee, United States Show map

Nestled about 25 minutes' walk from Local amusement Theme Park, the 4-bedroom Tvpm5150Chcb Villa Kissimmee is boasting an aqua park and a golf course for guests' enjoyment. Located approximately 7 km… More

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Daisy'S Den Home

8088 Santee Drive, Kissimmee, United States Show map

Located within 5 km of the 145-foot Tree of Life Sculpture, the 5-bedroom Daisy'S Den Home Kissimmee features an outdoor swimming pool, a Jacuzzi, ensuring a relaxing stay. More

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Luxury Home: Pool, Theater, Near Disney

2482 Rama Drive, Kissimmee, United States Show map

Located about a 25-minute walk from Capone's Dinner and Show, Luxury Home: Pool, Theater, Near Disney Kissimmee has a heated pool and is ideal for up to 22 guests. This 9-bedroom holiday home offers… More

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5 Bd 35 Ba Cumbrian Lakes 4645 Cl

4645 Cumbrian Lakes Drive, Kissimmee, United States Show map

During the stay at the 1-bedroom 5 Bd 35 Ba Cumbrian Lakes 4645 Cl Kissimmee villa, guests can indulge in billiard or visit Oren Brown Community Park, located 2.9 km away. This property welcomes up… More

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4543 Narrative

4543 Narrative Lane, Kissimmee, United States Show map

4543 Narrative Villa Kissimmee is located about a 25-minute walk from the adventure-themed Congo River Golf and provides mini golf and ping-pong for active guests. Featuring a Jacuzzi, this 6-bedroom… More

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The Best 5 Bedrooms Storey Lake - 10 Min Disney

4894 Windermere Ave, Kissimmee, United States Show map

Offering access to entertainment venues such as Hawks Landing Golf Club, situated 3.8 km away, The Best 5 Bedrooms Storey Lake - 10 Min Disney Kissimmee villa can host up to 13 guests. More

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3Br Home At Fiesta Key Near Disney

4782 Coral Castle Dr., Kissimmee, United States Show map

Staying at the 3-bedroom 3Br Home At Fiesta Key Near Disney Kissimmee, guests can easily reach cumbrian lakes, located just 1.1 km away. The welcoming holiday home is suitable for up to 8 guests and… More

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Casa 3Q Com Piscina E Sala De Jogos

Lucayan Harbour Circle, Kissimmee, United States Show map

Featuring a heated pool, the 3-bedroom Casa 3Q Com Piscina E Sala De Jogos Villa Kissimmee is suitable for up to 9 people and is located approximately 25 minutes' walk from Fun Spot America Kissimmee… More

From US$ 253 Book Now

Gated-Entry Townhome, With Shared Pool, Central Ac, Near Theme Parks

2342 Caravelle Cir, Kissimmee, United States Show map

The 4-bedroom Gated-Entry Townhome, With Shared Pool, Central Ac, Near Theme Parks Kissimmee villa is located around a 5-minute stroll from Wat Florida Dhammaram Buddhist Monastery and offers a… More

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1370 Tuscana Ln Davenport 3Bed

1370 Tuscana Lane, Kissimmee, United States Show map

The 3-bedroom 1370 Tuscana Ln Davenport 3Bed Kissimmee villa is located around a 25-minute walk from Watson Golf Course and provides a swimming pool, ensuring a relaxing stay. Offering horse riding… More

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Let'S Glo Now Adventure Cove Villa Townhouse

4835 Romeo Circle, Kissimmee, United States Show map

Situated 3.7 km from Local amusement Theme Park, the 4-bedroom Let'S Glo Now Adventure Cove Villa Townhouse Kissimmee is suitable for 9 guests and provides an outdoor swimming pool for additional… More

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8972Ccd Amazing 6Br Villa Near Disney With Lake View

8972 Cabot Cliffs Drive, Kissimmee, United States Show map

Featuring a swimming pool, 8972Ccd Amazing 6Br Villa Near Disney With Lake View Kissimmee is suitable for up to 12 people and is located 10 minutes' drive from Highgate Park Boulevard. Providing… More

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Le580X Liberty Square

7580 Excitement Drive, Kissimmee, United States Show map

Offering an aqua park and a golf course for guests' leisure, Le580X Liberty Square Villa Kissimmee is situated about a 20-minute walk from Reunion Resort the palmer course. This 5-bedroom villa hosts… More

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Themed Home Near Disney With Pool

4430 Le Reve Court, Kissimmee, United States Show map

Suitable for 8 guests, the 4-bedroom Themed Home Near Disney With Pool Kissimmee is located a mere 7 minutes' walk from Give Kids The World Village Resort and provides a Jacuzzi for a relaxing stay. More

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Cozy 3Br House Affordable At Bella Vida Resort

1310 Las Fuentes Drive, Kissimmee, United States Show map

Staying at Cozy 3Br House Affordable At Bella Vida Resort Kissimmee villa, guests can easily reach Fun 'n Wheels Family Fun Parks, located 2.5 km away. More

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Modern Storey Lake Resort Disney Orlando 3161-305

3161 Paradox Circle Apt 305, Kissimmee, United States Show map

The 2-bedroom Modern Storey Lake Resort Disney Orlando 3161-305 Kissimmee villa offers easy access to such tourist spots as Lennar at Storey Lake, located nearly a 5-minute walk away. This property… More

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5Br W Private Pool Themed Rooms Resort Access

8904 Adriatico Ln, Kissimmee, United States Show map

Staying at 5Br W Private Pool Themed Rooms Resort Access Kissimmee villa, guests can visit Tuscan Hills Boulevard, which is approximately a 25-minute stroll away. More

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Og385C Homestead Highlands

7385 Gathering Court, Kissimmee, United States Show map

The 7-bedroom Og385C Homestead Highlands Kissimmee villa is located within 6 km of Corpus Christi Catholic Church and provides a hot tub. With a maximum capacity of 14 guests, this Kissimmee holiday… More

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10 Bd 8 Ba Sonoma Resort 2628 Ca

2628 Calistoga Avenue, Kissimmee, United States Show map

Located approximately 3 km from the adventure-themed Congo River Golf, the 3-bedroom 10 Bd 8 Ba Sonoma Resort 2628 Ca Kissimmee villa has a heated pool and is ideal for up to 24 guests. More

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8567 Bay Lily Loop 3 Bed

8567 Bay Lilly Loop, Kissimmee, United States Show map

The 3-bedroom 8567 Bay Lily Loop 3 Bed Villa Kissimmee offers proximity to nearby tourist spots, such as Mystic Dunes Golf Course, situated 3.6 km away. With a maximum capacity of 6 guests, the villa… More

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Disney 6Br Family Home - Pool Theater Games Bbq

Marcello Boulevard 295, Kissimmee, United States Show map

Located about a 10-minute drive from the working Kissimmee Air Museum, Disney 6Br Family Home - Pool Theater Games Bbq Kissimmee provides access to various tourist attractions in the vicinity. More

From US$ 211 Book Now

Vila 6 Quartos Storey Lake Com Piscina & Spa

4738 Sleepy Hollow Dr, Kissimmee, United States Show map

Situated 4.1 km from Local amusement Theme Park, the 6-bedroom Vila 6 Quartos Storey Lake Com Piscina & Spa Kissimmee is suitable for 16 guests and provides a heated pool for additional relaxation. More

From US$ 318 Book Now

Everything Close Theme Parks, Shops, Restaurants

3163 Yellow Lantana Ln, Kissimmee, United States Show map

Situated 4.5 km from the zoological Disney's Animal Kingdom Theme Park, the 4-bedroom Everything Close Theme Parks, Shops, Restaurants Kissimmee villa is suitable for 8 guests and provides an outdoor… More

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Plush Pelican, At Storey Lake By Shine Villas #839

2889 Simile Street, Kissimmee, United States Show map

The 4-bedroom Plush Pelican, At Storey Lake By Shine Villas #839 Kissimmee accommodates up to 10 guests and offers a convenient location 3.9 km from shopping venues such as the outlet mall "Lake… More

From US$ 163 Book Now

The Drive-In Dream-Tt291

7810 Loxahatchee Ct., Kissimmee, United States Show map

The 7-bedroom The Drive-In Dream-Tt291 Villa Kissimmee accommodates up to 18 guests and offers proximity to Reunion Resort Water Park, located merely a 6-minute walk away. Providing guests with Wi-Fi… More

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Casa 5Q Storey Lake, Piscina E Sala De Tv

4362 Phrase St, Kissimmee, United States Show map

With a maximum capacity of 15 guests, the 5-bedroom Casa 5Q Storey Lake, Piscina E Sala De Tv Kissimmee provides them with an outdoor swimming pool and access to such wellness attractions as Give… More

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Castaway Oasis - 5 Bed Townhome, Heated Pool & Bbq

1949 Majorca Drive, Kissimmee, United States Show map

Featuring a heated pool for guests' relaxation, the 1-bedroom Castaway Oasis - 5 Bed Townhome, Heated Pool & Bbq Kissimmee villa is located nearly a 25-minute stroll from Highlands Reserve GC. The… More

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Comfortable Home At Berkley Resort 4

1139 Park Ridge Cir, Kissimmee, Fl 34746, Kissimmee, United States Show map

Situated approximately a 20-minute walk from the miniature Pirates Island Adventure Golf, the 3-bedroom Comfortable Home At Berkley Resort 4 Kissimmee entices guests to explore various tourist… More

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Wizardprincesscourt 15 Bd 165 Ba - 4111 Sb

4111 Sonoma Boulevard, Kissimmee, United States Show map

During the stay at Wizardprincesscourt 15 Bd 165 Ba - 4111 Sb Kissimmee villa, guests can indulge in billiard or visit the adventure-themed Congo River Golf, located 25 minutes' walk away. The 15… More

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Reunion Resort Retreat With Game Room & Golf Views

1337 Seven Eagles Court, Kissimmee, United States Show map

Reunion Resort Retreat With Game Room & Golf Views Kissimmee villa provides easy access to various city attractions, such as Arnold Palmer Golf Course, situated 5 minutes' walk away. More

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Holiday Home 2696Lic By Interhome

2696 La Isla Ct, Kissimmee, United States Show map

Located around a 25-minute walk from The Legends Golf Course, Holiday Home 2696Lic By Interhome Kissimmee has a swimming pool and is ideal for up to 13 guests. More

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10 Minutes To Disney! Pool Home Large Lot

3173 3173 Bear Path, Kissimmee, United States Show map

Featuring a heated pool, 10 Minutes To Disney! Pool Home Large Lot Kissimmee is suitable for up to 6 people and is located 7 km from the film-centric theme park "Disney's Hollywood Studios". More

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4 Bd 3 Ba Lucaya Village 23-108

5370 Diplomat Court Building 23 - Unit 108, Kissimmee, United States Show map

The 4-bedroom 4 Bd 3 Ba Lucaya Village 23-108 Kissimmee villa can host up to 10 guests, boasting a convenient location nearly a 10-minute ride from iconic cultural attractions such as Museum of… More

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