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2026-06-08
2026-06-09
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Kissimmee holiday rentals

Shooting Star - Family Friendly 4 Bed Pool Home On Emerald Island Resort - Close To Disney World!

2721 Lido Key Drive, Kissimmee, United States View map

Welcome to the Shooting Star - Family Friendly 4 Bed Pool Home On Emerald Island Resort, a delightful retreat that combines comfort and convenience in one stunning package. Nestled just 32 km from… More

From US$ 292 Book Now

Lakeside Community, Pools, And More!

2035 Lacie Jo Lane, Kissimmee, United States View map

Lakeside Community, Pools, And More! Kissimmee villa is located about 10 minutes by car from the tree-lined par 71 Kissimmee Bay Country Club Golf Course, giving access to various tourist spots… More

From US$ 166 Book Now

2Br Themed Condo With Waterparks Access

Cabot Cliffs Drive 8883, Kissimmee, United States View map

Nestled 4.4 km from the Indian Ridge, the 2-bedroom 2Br Themed Condo With Waterparks Access Kissimmee villa entices guests to explore various tourist destinations nearby. More

From US$ 274 Book Now

3083 Ts-Svh Storey Lake

3083 Tom Sawyer Drive, Kissimmee, United States View map

### Experience Unmatched Comfort at 3083 Ts-Svh Storey Lake Kissimmee Nestled just a 20-minute drive from the heart of Kissimmee, 3083 Ts-Svh Storey Lake offers a perfect blend of comfort and… More

From US$ 230 Book Now

Amazing 3Bdrms At Encantada -6 Miles From Disney

8552 Bay Lilly Loop, Kissimmee, United States View map

Staying at the 2-bedroom Amazing 3Bdrms At Encantada -6 Miles From Disney Kissimmee villa, guests can visit the zoological Disney's Animal Kingdom Theme Park, which is nearly a 10-minute ride away. More

From US$ 241 Book Now

Remodeled Gem - Comfort & Location

Las Fuentes Drive 1000, Kissimmee, United States View map

**Remodeled Gem - Comfort & Location Kissimmee** offers a delightful retreat just 8 km from the vibrant town of Kissimmee, making it an ideal spot for families and leisure travelers alike. With its… More

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2 Bedroom 2.5 Bathroom Encantada 3054Yl

3054 Yellow Lantana Lane, Kissimmee, United States View map

The 2-bedroom 2 Bedroom 25 Bathroom Encantada 3054Yl Kissimmee villa is located around 10 minutes' drive from the Avatar Flight of Passage and provides a Jacuzzi. More

From US$ 196 Book Now

Cosy Family Home In Encantada Kissimee

3076 Yellow Lantana Lane, Kissimmee, United States View map

Nestled in the West Kissimmee district, Cosy Family Home In Encantada Kissimee Kissimmee is around a 10-minute ride from the Wild Africa Trek and offers a Jacuzzi. More

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606 - Stunning 5 Bed Vacation Rental Home With Private Pool

2307 Rochelle Avenue, Kissimmee, United States View map

This luxurious getaway combines comfort with modern amenities, making it an ideal choice for families and groups seeking memorable moments in Central Florida. With a spacious design, this retreat… More

From US$ 322 Book Now

Water View Pool Home Near Disney

4759 Cumbrian Lakes Drive, Kissimmee, United States View map

Located about a 10-minute ride from Oren Brown Community Park, Water View Pool Home Near Disney Kissimmee offers a patio with views of the lake. More

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Vibrant 5Bd W Private Pool & Waterpark At Storey Lake 4811M

4811 Memories Lane, Kissimmee, United States View map

Welcome to the Vibrant 5Bd W Private Pool & Waterpark At Storey Lake 4811M, a sumptuous retreat nestled in the heart of Kissimmee, just 13 km from the thrilling attractions of the area. Discover a… More

From US$ 343 Book Now

9004 Sunshine Ridge

9004 Sunshine Ridge Loop, Kissimmee, United States View map

**Welcome to 9004 Sunshine Ridge Villa, a serene retreat nestled in the heart of Kissimmee, offering the ideal escape just 32 kilometers from the vibrant attractions of Kissimmee and a comfortable… More

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Stunning 4Bd W Pool Gameroom Solara Resort 9008

9008 Egret Mills Terrace, Kissimmee, United States View map

During the stay at Stunning 4Bd W Pool Gameroom Solara Resort 9008 Kissimmee villa, guests can indulge in cycling or visit the Emerald Island Boulevard, located 4 km away. Situated in the West… More

From US$ 412 Book Now

Bahama Bay New Modern 2 Bedroom Patio Sleep 6

203 New Providence Promenade, Kissimmee, United States View map

**Welcome to Bahama Bay, a delightful retreat nestled in Kissimmee, just 33 kilometers from the vibrant attractions of the city. This exquisite destination offers guests a harmonious blend of… More

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Getaway Delight-8 Bedrooms, Pool & Great Location

Cabot Cliffs Drive 8850, Kissimmee, United States View map

Welcome to Getaway Delight-8 Bedrooms, Pool & Great Location, a serene retreat located just 28 km from the vibrant heart of Kissimmee and 50 km from Orlando International Airport. More

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6 Mi To Wdw: Family-Friendly Townhome W/ Foosball!

2448 Caravelle Cir, Kissimmee, United States View map

Offering a hot tub for a relaxing experience, 6 Mi To Wdw Family-Friendly Townhome With Foosball! Kissimmee villa is located a 10-minute drive from the open-air mall "Lake Buena Vista Factory Stores". More

From US$ 89 Book Now

8947Ar Townhouse 4 Bedrooms & 3 Bathrooms + Pool

8947 Cabot Cliffs Dr, Kissimmee, United States View map

**The 8947Ar Townhouse is a modern gem nestled in the charming city of Kissimmee, just 29 km from the vibrant surroundings of the area and a mere 50 km from the bustling Orlando International Airport… More

From US$ 211 Book Now

Villa W Pool & Hot Tub Game Room Near Disney

611 Drop Shot Drive, Kissimmee, United States View map

Situated 3.2 km from Highlands Reserve Boulevard, the 5-bedroom Villa W Pool & Hot Tub Game Room Near Disney Kissimmee provides access to numerous tourist attractions in the area. More

From US$ 226 Book Now

Minnie'S Marvel

2523 Oneida Loop, Kissimmee, United States View map

Welcome to Minnie's Marvel Kissimmee, a stunning retreat designed for families and friends alike, seamlessly blending spacious comfort with modern amenities. Located just a short drive from the… More

From US$ 190 Book Now

Stylish Family Retreat With Pool Near Disney World

751 Las Fuentes Dr, Kissimmee, United States View map

Stylish Family Retreat With Pool Near Disney World Kissimmee villa offers proximity to such city sites as lake berkley, located approximately a 5-minute walk away. More

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Stunning Retreat, Private Pool, Perfect Location

Amelia Downs Trail 8993, Kissimmee, United States View map

**The Stunning Retreat, Private Pool, Perfect Location Villa is where luxurious comfort meets exceptional convenience.** Nestled in a tranquil setting, this villa is just a short drive from the… More

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8987Gv Villa 5 Bed/5 Ba

8987 Backswing Way, Kissimmee, United States View map

Welcome to the charming 8987Gv Villa 5 Bed/5 Ba, an exquisite retreat nestled in picturesque Kissimmee. This beautifully appointed villa is a haven for families, boasting an ideal location just 29 km… More

From US$ 206 Book Now

25% Off Cozy Villa At Terre Verde

161 Castaway Beach Way, Kissimmee, United States View map

**Welcome to 161 - 4 Bed Gem At Terraverde Resort**, a captivating retreat just 9 km from the heart of Kissimmee, where comfort meets convenience. This exquisite property seamlessly blends modern… More

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Luxury 6 Bedroom 5 Bath Pool Home 161

8950 Cabot Cliffs Drive, Kissimmee, United States View map

This stunning haven is designed with elegance and comfort in mind, making it the perfect choice for families or groups seeking a sophisticated getaway while still being close to the vibrancy of… More

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The Minions Mansion 6Br Resort Pool Home By Disney

8503 Sunrise Key Drive, Kissimmee, United States View map

### Welcome to The Minions Mansion Strategically located, The Minions Mansion 6Br Resort Pool Home By Disney lies only 45 km from Orlando International Airport, making travel convenient for jet… More

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Donot Book Thakn You

2002 Royal Bay Boulevard, Kissimmee, United States View map

Located approximately 3 km from the Osceola County Welcome Center and History Museum, the 2-bedroom Donot Book Thakn You Kissimmee villa boasts a private pool with a hot tub and a sauna. More

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Large Villa, Private Poolgame Roommovie Theater

781 Sticks Street, Kissimmee, United States View map

This stunning retreat offers spacious accommodations featuring a private pool, a fully-equipped game room, and a delightful movie theater. Guests will be treated to a lavish atmosphere accentuated by… More

From US$ 268 Book Now

Incredible Island Club Villa Condo

3139 Britannia Boulevard, Kissimmee, United States View map

**Welcome to Incredible Island Club Villa Condo, an idyllic retreat situated just 60 minutes from the vibrant charm of Kissimmee.** Nestled in the heart of Florida, this exceptional property invites… More

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5Bd Villa Private Pool & Spa At Solara Resort 1820

1820 Sandy Park Trail, Kissimmee, United States View map

Situated nearly a 25-minute walk from Northeast Regional City Park, 5Bd Villa Private Pool & Spa At Solara Resort 1820 Kissimmee provides access to numerous tourist attractions in the area. Guests… More

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Modern 3Br Villa| Private Pool + Game Room

510 Jaybee Avenue, Kissimmee, United States View map

Located in the West Kissimmee district and nearly 25 minutes on foot from Northeast Regional City Park, the 3-bedroom Modern 3Br Villa Private Pool & Game Room Kissimmee provides guests with a… More

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2764Sg Villa 5 Beds & 5 Baths With Private Pool-Spa

2764 Bookmark Dr, Kissimmee, United States View map

Situated 3.1 km from Shingle Creek Regional Park, 2764Sg Villa 5 Beds & 5 Baths With Private Pool-Spa Kissimmee entices guests to enjoy billiards in the area. More

From US$ 351 Book Now

Happy Place

2904 Edenshire Way, Kissimmee, United States View map

**Welcome to Happy Place Kissimmee, a serene oasis nestled just 13 kilometers from the vibrant heart of Kissimmee and a short 35-kilometer drive from Orlando International Airport.** This delightful… More

From US$ 195 Book Now

5 Bedrooms 4 Bathrooms Storey Lake 4819 Ct

4819 Clock Tower Drive, Kissimmee, United States View map

**Discover the Charm of Storey Lake 4819 Ct** Nestled in the heart of Kissimmee, the stunning 5 Bedrooms- 4 Bathrooms - Storey Lake 4819 Ct invites you to experience a harmonious blend of comfort and… More

From US$ 312 Book Now

Palm Breeze At Bahama Bay - 8Ppl

608 Rum Run, Kissimmee, United States View map

Located merely 150 metres from the Rum Run, Palm Breeze At Bahama Bay - 8Ppl Villa Kissimmee includes a patio with views of the city. Offering Wi-Fi, the Kissimmee villa is located within a 6-km… More

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5 Mi To Disney: Paradise Palms Retreat W/ Lanai

8847 Candy Palm Rd, Kissimmee, United States View map

Situated 4.5 km from Mighty Jungle Golf, the 3-bedroom 5 Mi To Disney Paradise Palms Retreat With Lanai Kissimmee villa entices guests to explore various tourist attractions in the area. More

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Discover Luxury Beach In Reunion

1539 Fairview Circle, Kissimmee, United States View map

Set just a scenic 40-minute drive from the vibrant heart of Kissimmee, Discover Luxury Beach In Reunion offers guests an unparalleled blend of sophisticated accommodations and stunning coastal… More

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2302 Silver Palm # 103

2302 Silver Palm Dr, Kissimmee, United States View map

**Welcome to Silver Palm, a Tranquil Oasis near Kissimmee** Nestled just a 60-minute drive from the vibrant heart of Kissimmee, Silver Palm offers a perfect blend of comfort and convenience. More

From US$ 173 Book Now

Spacious Condo W/ Pool,Gym Near Disney & Seaworld

2728 Club Cortile Circle Unit A, Kissimmee, United States View map

**Welcome to Spacious Condo W/ Pool, Gym Near Disney & Seaworld** Located within striking distance of famed attractions, the Spacious Condo W/ Pool, Gym Near Disney & Seaworld ensures a hassle-free… More

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Resort Near Disney Free Waterpark 4741

4741 Clock Tower Drive, Kissimmee, United States View map

The 2-bedroom Resort Near Disney Free Waterpark 4741 Kissimmee villa is nestled right around the corner from Lennar at Storey Lake and entices guests with a Jacuzzi. Featuring a patio, the property… More

From US$ 168 Book Now

4202Mc Townhouse 4 Bedrooms & 3 Bathrooms + Pool

4202 Paragraph Dr, Kissimmee, United States View map

The 4202Mc Townhouse is a luxurious retreat located just 10 kilometers from the vibrant heart of Kissimmee. This exquisite townhouse offers guests an ideal blend of comfort and convenience, making it… More

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2472Pb Townhouse 4 Beds & 3 Baths With Private Pool

2472 Reading Trail, Kissimmee, United States View map

Located 7 km from Old Town Shopping Mall, 2472Pb Townhouse 4 Beds & 3 Baths With Private Pool Kissimmee villa gives access to various tourist sites in the vicinity. More

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Family Friendly 2 Bd Close To Disney @ Storey Lake 105 3161

3161 Paradox Circle, Kissimmee, United States View map

Positioned in the vibrant heart of Kissimmee, the Family Friendly 2 Bd Close To Disney @ Storey Lake 105 3161 offers a delightful retreat for families seeking an unforgettable getaway. Just 12 km… More

From US$ 152 Book Now

Pool & Play Family Townhome Near Disney

890 Pebble Beach Drive, Kissimmee, United States View map

**Welcome to Pool & Play Family Townhome Near Disney**, an exceptional retreat located just 29 kilometers from the vibrant streets of Kissimmee. This charming accommodation is a superb choice for… More

From US$ 203 Book Now

Fabulous 5Bd Single Family At Champions Gate Resort 8988

Cabot Cliffs Drive, Kissimmee, United States View map

**Welcome to Fabulous 5Bd Single Family At Champions Gate Resort 8988, where luxury meets comfort in a premier location just 29 km from the vibrant heart of Kissimmee and 50 km from Orlando… More

From US$ 290 Book Now

Utopic Home With Themed Rooms, Game And Media Room And Waterpark & Resort Access Near Disney At Encore Resorts Reunion - 270Cl

270 Clawson Way, Kissimmee, United States View map

Welcome to the Utopic Home with Themed Rooms, a delightful retreat nestled in the charming community of Celebration, Florida. Each unique room is designed to transport you to a different world… More

From US$ 770 Book Now

Lavish Home Near Disney With Media, Game & Theme Rooms With Waterpark & Resort Access At Encore Resorts Reunion - 520Bu

520 Burma Street, Orlando, United States View map

**Welcome to Lavish Home Near Disney With Media, Game & Theme Rooms With Waterpark & Resort Access At Encore Resorts Reunion - 520Bu** - an elegant oasis situated in the enchanting community of… More

From US$ 413 Book Now

Magical Getaway In The Best Location For A Perfect Vacation

810 Pebble Beach Drive, Kissimmee, United States View map

**Welcome to Magical Getaway In the Best Location For A Perfect Vacation**, where vibrant experiences and unparalleled comfort blend seamlessly. Located just 29 kilometers from the enchanting heart… More

From US$ 175 Book Now

Sun Kissed Pool Home In Kissimmee

2936 Pembridge Street, Kissimmee, United States View map

**Welcome to Sun Kissed Pool Home, your quintessential retreat tucked away in the beautiful Kissimmee area.** This charming property is situated just 34 km from Kissimmee, offering a perfect blend of… More

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Near Disney Private Pool 4 Bedrooms

642 Eagle Pointe South, Kissimmee, United States View map

Near Disney Private Pool 4 Bedrooms Kissimmee villa offers proximity to such city sites as Eagle Pointe South, located nearly a 5-minute walk away. Providing guests with Wi-Fi and a car park, the… More

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Storey Lake *10 Mim -> Disney* 4Q/3Ba

4813 Clock Tower Drive,, Kissimmee, United States View map

Located 3.7 km from Old Town Shopping Mall, the 3-bedroom Storey Lake *10 Mim - Disney* 4Q/3Ba Kissimmee villa features a swimming pool, a Jacuzzi, ensuring a relaxing stay. More

From US$ 233 Book Now