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2026-11-07
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Holiday Homes in Kissimmee

Fairway Pinehurst

1116 Castle Pines Ct, Kissimmee, United States Show map

Situated within 15 minutes' drive of Reunion Resort Water Park, the 5-bedroom Fairway Pinehurst Kissimmee villa offers guests to enjoy an aqua park, a patio, and a golf course. Offering a Jacuzzi… More

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Amazing 3 Bdr House Near Disney - Lv22106

2941 Lucayan Harbour Cir, Kissimmee, Fl 34746, Usa, Kissimmee, United States Show map

Located within a 7-km distance of the educational Epcot Disney Theme Park, the 3-bedroom Amazing 3 Bdr House Near Disney - Lv22106 Kissimmee villa provides access to an outdoor swimming pool. More

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Vivid Cottage Near Disney With Margaritaville Resort & Island H2O Access - 8024Ls

Lost Shaker Lane, Kissimmee, United States Show map

Featuring an aqua park, a terrace, and a patio for a delightful experience, Vivid Cottage Near Disney With Margaritaville Resort & Island H2O Access - 8024Ls Kissimmee offers a convenient location… More

From US$ 581 Book Now

5 Bd 4 Ba Storey Lake - 4800 Ll

4800 Lullaby Ln, Kissimmee, United States Show map

The 1-bedroom 5 Bd 4 Ba Storey Lake 4800 Ll Kissimmee villa accommodates up to 13 guests and offers a convenient location 4.3 km from shopping venues such as the air mall "Lake Buena Vista Factory… More

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Mickey'S Magical Townhome Venetian Bay Villages

4005 San Sabastian Drive, #103 Building 53, Kissimmee, Fl 34741, Kissimmee, United States Show map

Located nearly 25 minutes on foot from Wat Florida Dhammaram Buddhist Monastery, the 3-bedroom Mickey'S Magical Townhome Venetian Bay Villages Kissimmee villa provides access to various tourist… More

From US$ 436 Book Now

5 Bd 45 Ba Windsor At Westside 8924 Sa

8924 Sydney Ave, Kissimmee, United States Show map

Featuring a swimming pool, the 1-bedroom 5 Bd 45 Ba Windsor At Westside 8924 Sa Villa Kissimmee is suitable for up to 12 people and is located 2.6 km from Tuscan Hills Boulevard. Guests of this 4… More

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New Storey Lake Dream Family Escape

2842 Storey Cove Avenue, Kissimmee, United States Show map

The 9-bedroom New Storey Lake Dream Family Escape Kissimmee villa offers proximity to nearby tourist spots, such as the mile-long Kissimmee Go-Karts, situated 2.3 km away. More

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Spacious Home - Veranda Palms W Heated Pool & Bbq

2545 Dharma Circle, Kissimmee, United States Show map

Featuring a swimming pool, Spacious Home - Veranda Palms W Heated Pool & Bbq Kissimmee is suitable for up to 14 people and is located a 25-minute stroll from Shingle Creek Regional Park. Providing… More

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Windsor At Westside Resort 6 Bedroom Home With Game Room 0873

2104 Rome Drive, Kissimmee, United States Show map

Windsor At Westside Resort 6 Bedroom Home With Game Room 0873 Kissimmee is located 4 km from West Gate Flea Market and provides an outdoor swimming pool, ensuring a relaxing stay. This 6-bedroom… More

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Get Away Bay At Bahama Bay

201 New Providence Promenade, Kissimmee, United States Show map

Get Away Bay At Bahama Bay Villa Kissimmee is located within a 600-metre distance of Rum Run and entices guests with an aqua park and a golf course. The 2-bedroom villa features opportunities for… More

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Storey Lake 4Br W/ Private Pool Minutes To Disney

3075 Gatsby Street, Kissimmee, United States Show map

Storey Lake 4Br W/ Private Pool Minutes To Disney Kissimmee villa entices active guests with access to a fitness suite and is located approximately 10 minutes' drive from the miniature Congo River… More

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8875 Candy Palm

8875 Candy Palm Road, Kissimmee, United States Show map

Featuring an outdoor swimming pool, the 3-bedroom 8875 Candy Palm Kissimmee villa is located a mere 5 minutes' walk from Paradise Palms Boulevard and is suitable for up to 10 guests. Offering a… More

From US$ 241 Book Now

2 Bedrooms 2 Bathrooms Champions Gate 1143Dl

1143 Drop Lane, Kissimmee, United States Show map

Featuring a swimming pool, the 1-bedroom 2 Bedrooms 2 Bathrooms Champions Gate 1143Dl Kissimmee villa is located about a 5-minute walk from ChampionsGate Country Club Golf and is suitable for up to 7… More

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New Poolside Reunion Retreat Near Orlando Attractions

7623 Heritage Crossing Way, Kissimmee, United States Show map

Located 15 minutes' drive from Corpus Christi Catholic Church, New Poolside Reunion Retreat Near Orlando Attractions Villa Kissimmee offers a casino for guests' leisure. The 3-bedroom villa features… More

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Fully Equipped Comfortable Townhouse

8967 Coco Palm Road, Kissimmee, United States Show map

Offering a Jacuzzi for a relaxing experience, Fully Equipped Comfortable Townhouse Kissimmee villa is located a 10-minute drive from Highlands Reserve Boulevard. Providing guests with Wi-Fi and… More

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4 Bedrooms 3 Bathrooms Storey Lake 4818Ml

4818 Memories Lane, Kissimmee, United States Show map

4 Bedrooms 3 Bathrooms Storey Lake 4818Ml Kissimmee villa accommodates up to 10 guests and offers a convenient location within 2 km of shopping venues such as the open-air mall "Lake Buena Vista… More

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Gated Golf Condo With On-Site Pool, Hot Tub, Screened Balcony, & Washer/Dryer

1370 Tuscan Terrace, Kissimmee, United States Show map

Located approximately 7 km from Reunion Resort Water Park, the 2-bedroom Gated Golf Condo With On-Site Pool, Hot Tub, Screened Balcony, & Washer/Dryer Kissimmee villa boasts an outdoor swimming pool… More

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Family Paradise 6Br Near Disney

501 Pebble Beach Dr, Kissimmee, United States Show map

Nestled 5 km from Northeast Regional City Park, Family Paradise 6Br Near Disney Kissimmee villa entices guests to explore various tourist destinations nearby. More

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Stylish Townhome Near Disney

Majorca Drive, Kissimmee, United States Show map

Nestled 10 minutes' drive from Orange Lake Legends, Stylish Townhome Near Disney Kissimmee villa entices guests to explore various tourist destinations nearby. More

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Whistling Breeze Retreat

670 Whistling Straits Blvd, Kissimmee, United States Show map

Situated 4.5 km from Tuscan Hills Boulevard, Whistling Breeze Retreat Villa Kissimmee invites guests to relax at a terrace. More

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Enjoy Your Summer Near To Disney- Universal-Epic

702 Florida Palms Court, Kissimmee, United States Show map

Nestled around a 25-minute walk from Kissimmee Civic Center, the 1-bedroom Enjoy Your Summer Near To Disney- Universal-Epic Kissimmee villa entices guests to explore various tourist destinations… More

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6 Bd 5 Ba Solara Resort 9038 Sr

9038 Sunshine Ridge Loop, Kissimmee, United States Show map

Featuring a heated pool, 6 Bd 5 Ba Solara Resort 9038 Sr Kissimmee villa is suitable for up to 22 people and is located within a 10-minute drive of Emerald Island Boulevard. Providing guests with Wi… More

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Tvpm-2174Cb

2174 Cooper Bell Place, Kissimmee, United States Show map

Featuring a swimming pool, Tvpm-2174Cb Villa Kissimmee is suitable for up to 10 people and is located 3.3 km from Highgate Park Boulevard. Providing guests with Wi-Fi and parking, this 5-bedroom… More

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6 Bedrooms 5 Bathrooms Storey Lake 2660 Ss

2660 Scrapbook Street, Kissimmee, United States Show map

Featuring a heated pool for guests' relaxation, the 6-bedroom 6 Bedrooms 5 Bathrooms Storey Lake 2660 Ss Kissimmee villa is located nearly 25 minutes on foot from Medieval Times Dinner & Tournament. More

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Magical 5Br Home / Pool & Themed Rooms Near Disney

1093 1093 Leader Street, Kissimmee, United States Show map

Offering a hot tub for a relaxing experience, Magical 5Br Home / Pool & Themed Rooms Near Disney Kissimmee is located a 10-minute ride from Rum Run. Providing guests with Wi-Fi and a car park, the 5… More

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Sunshine Retreat

1169 Kingsbarn St, Davenport, Fl 33896, Kissimmee, United States Show map

Located only 500 metres from ChampionsGate Country Club Golf, Sunshine Retreat Villa Kissimmee offers a games room for guests' entertainment. More

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Disney Cozy Townhome With Private Pool 4897

4897 Romeo Cir, Kissimmee, United States Show map

The 4-bedroom Disney Cozy Townhome With Private Pool 4897 Kissimmee villa can host up to 8 guests, boasting a convenient location nearly a 10-minute drive from iconic cultural attractions such as… More

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Solara Resort, Cozy 4-Br Home Near Disney With Private Pool, Bbq, Free Parking, Family-Friendly, Sleeps Up To 12 Guests

1569 Carey Palm Cir, Kissimmee, United States Show map

Situated 2.9 km from Northeast Regional City Park, the 4-bedroom Solara Resort, Cozy 4-Br Home Near Disney With Private Pool, Bbq, Free Parking, Family-Friendly, Accommodates Up To 12 Guests… More

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Luxury Remodeled Home Wsplash Pool Near Disney 31

4431 Le Reve Court, Kissimmee, United States Show map

The 4-bedroom Luxury Remodeled Home Wsplash Pool Near Disney 31 Kissimmee hosts up to 12 guests and provides proximity to Give Kids The World Village Resort, situated merely 0.6 km away. More

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Go41 - Windsor At Westside

8923 Zurich Ln, Kissimmee, United States Show map

Staying at the 7-bedroom Go41 - Windsor At Westside Villa Kissimmee, guests can visit Rum Run, which is approximately a 25-minute walk away. Nestled in the West Kissimmee district of Kissimmee, this… More

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Upstay - Pet-Friendly Resort Townhouse W Patio

127 Pompano Beach Drive, Kissimmee, United States Show map

The 3-bedroom Upstay - Pet-Friendly Resort Townhouse W Patio Kissimmee villa hosts up to 6 guests and is nestled within 25 minutes' walk of natural sites such as Shingle Creek Regional Park. More

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Resort Acess - Premium Location

3055 Gatsby Street, Kissimmee, United States Show map

Resort Acess - Premium Location Kissimmee villa accommodates up to 9 guests and offers a prime location 3.7 km from shopping venues such as the open-air mall "Lake Buena Vista Factory Stores". More

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1173 Dl - Champions Gate

1173 Drop Lane, Reunion, Fl 34747, Kissimmee, United States Show map

1173 Dl - Champions Gate Villa Kissimmee provides easy access to various city attractions, such as ChampionsGate Country Club Golf, situated 5 minutes' walk away. More

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Windsor Palm 3 Bed Condo

2300 Silver Palm Drive Unit 301, Kissimmee, United States Show map

Featuring private parking, the 3-bedroom Windsor Palm 3 Bed Condo Kissimmee villa is located in the West Kissimmee district of Kissimmee and approximately 15 minutes' drive from such cultural tourist… More

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Stunning 6Br Home, Private Pool & Spa - 14 Guests - 4507 Nl

4507 Narrative Lane, Kissimmee, United States Show map

Along with access to such natural sites as Local amusement Theme Park, 3.8 km away, the 5-bedroom Stunning 6Br Home, Private Pool & Spa - 14 Guests - 4507 Nl Kissimmee offers a heated pool. Situated… More

From US$ 317 Book Now

Dreamers Oasis At Bahama Bay - Sleeps 8

116 Rogues Retreat, Kissimmee, United States Show map

The 3-bedroom Dreamers Oasis At Bahama Bay - Sleeps 8 Kissimmee villa is located around 10 minutes by car from Emerald Island Boulevard and provides fisheries for active guests. Offering a Jacuzzi… More

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2 Bed 5325

5325 Barefoot Path, Kissimmee, Fl 34746, Kissimmee, United States Show map

Located nearly 25 minutes on foot from Fun Spot America Kissimmee Amusement Park, 2 Bed 5325 Villa Kissimmee provides access to various tourist attractions in the vicinity. More

From US$ 181 Book Now

Canoe Landing

1800 Epcot Center Drive, Kissimmee, United States Show map

Situated in Lake Buena Vista with brilliant connections to the entrance of the park as well as other theme parks and also Orland itself, 3.1 km from Capone's Dinner and Show, the 5-bedroom Canoe… More

From US$ 465 Book Now

8975 Majesty Palm

8975 Majesty Palm Road, Kissimmee, United States Show map

Situated nearly a 10-minute ride from The Legends Golf Course, the 4-bedroom 8975 Majesty Palm Villa Kissimmee includes an outdoor swimming pool, as well as a Jacuzzi to relax in. Along with a… More

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Lakeview Resort Home With Private Pool Near Disney

8942 Cabot Cliffs Dr, Kissimmee, United States Show map

Featuring a heated pool, the 5-bedroom Lakeview Resort Home With Private Pool Near Disney Kissimmee is suitable for up to 10 people and is located 3.2 km from Highlands Reserve Boulevard. Providing… More

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5 Bedroom 5 Bathroom Storey Lake 4901 Wa

4901 Windermere Avenue, Kissimmee, United States Show map

Featuring a heated pool, the 5-bedroom 5 Bedroom 5 Bathroom Storey Lake 4901 Wa Kissimmee villa is suitable for up to 11 people and is located around 25 minutes' walk from the mile-long Kissimmee Go… More

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Inviting Cottage With Private Pool Near Disney With Margaritaville Resort & Island H2O Access - 8022Kd

8022 Knee Deep Road, Kissimmee, United States Show map

The 3-bedroom Inviting Cottage With Private Pool Near Disney With Margaritaville Resort & Island H2O Access - 8022Kd Kissimmee is located just near Splendid China and offers live performances to make… More

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Bsv8805 - Luxurious Professionally Designed Villa In Windsor At Westside

8805 Rhodes St, Kissimmee, United States Show map

Located approximately a 10-minute drive from Rum Run, the 8-bedroom Bsv8805 - Luxurious Professionally Designed Villa In Windsor At Westside Kissimmee provides body wraps, pedicure, and manicure… More

From US$ 503 Book Now

4 Bd 3 Ba Paradise Palms 2931 Bp

2931 Buccaneer Palm Road, Kissimmee, United States Show map

Featuring a swimming pool, 4 Bd 3 Ba Paradise Palms 2931 Bp Kissimmee villa is suitable for up to 10 people and is located 6 km from Pandora. Providing guests with Wi-Fi and parking, the 4-bedroom… More

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Lovely Condo | Access To Amazing Resort!

3171 Paradox Cir Unit 102, Kissimmee, United States Show map

Staying at the 2-bedroom Lovely Condo | Access To Amazing Resort! Kissimmee villa, guests can easily reach the family-friendly Kissimmee Go-Karts, located approximately a 25-minute walk away. With a… More

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Resort-Style Home With Pool, Near Disney!

8930 Coconut Breeze Drive, Kissimmee, United States Show map

Located about a 10-minute drive from Highlands Reserve GC, the 9-bedroom Resort-Style Home With Pool, Near Disney! Kissimmee boasts a swimming pool with a Jacuzzi and access to a hot tub. Offering a… More

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9 Bd 5 Ba Storey Lake 2874 Bd

2874 Bookmark Drive, Kissimmee, United States Show map

Hosting up to 22 guests, the 9-bedroom 9 Bd 5 Ba Storey Lake 2874 Bd Kissimmee villa offers a convenient location 3.1 km from sports attractions such as the family-friendly Kissimmee Go-Karts. More

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Luxury House With Private Pool And Resort

760 Pebble Beach Drive, Kissimmee, United States Show map

Staying at the 4-bedroom Luxury House With Private Pool And Resort Kissimmee villa, guests can visit Tuscan Hills Boulevard, which is nearly 10 minutes away by car. With a maximum capacity of 11… More

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All-New, Charming Home With Screened Pool With Spa, Game Room, & Foosball

9219 Sommerset Hills Drive, Kissimmee, United States Show map

Offering a Jacuzzi for a relaxing experience, All-New, Charming Home With Screened Pool With Spa, Game Room, & Foosball Kissimmee is located 4.5 km from Tuscan Hills Boulevard. Providing guests with… More

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Family Private Home W Heated Pool 12Min To Walt Disney

8628 La Isla Drive, Kissimmee, United States Show map

Accommodating up to 14 guests, the 1-bedroom Family Private Home W Heated Pool 12Min To Walt Disney Kissimmee is situated within a 6-km distance of renowned cultural sites such as the 145 - foot Tree… More

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