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2026-04-22
2026-04-23
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Kissimmee holiday rentals

Kd912S Eagle Trace Marine

7912 Draw Street, Kissimmee, United States View map

Positioned just 27 km from the heart of Kissimmee, the Kd912S Eagle Trace Marine offers guests an exceptional retreat in one of Florida's most sought-after areas. This stunning villa blends comfort… More

From US$ 402 Book Now

Cozy Kissimmee Townhome About 8 Mi To Disney World!

1089 Park Ridge Cir, Kissimmee, United States View map

Welcome to the Cozy Kissimmee Townhome, a charming retreat just 8 kilometers from the enchanting Disney World. Nestled in the heart of Kissimmee, this inviting residence is designed for families and… More

From US$ 98 Book Now

Cvt1712

1712 Caribbean View Terrace, Kissimmee, United States View map

Welcome to the exquisite Cvt1712, a luxurious retreat nestled in the heart of Kissimmee, where comfort meets elegance. Just a short 60-minute ride from the vibrant city of Orlando, this villa offers… More

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Dream Vacation Home - Private Pool, Themed Rooms & Resort Access - Championsgate!

4363 Rhyme St, Kissimmee, United States View map

In the heart of Championsgate, the Dream Vacation Home-featuring a Private Pool and Themed Rooms-invites guests to experience a blend of luxury and comfort just a short drive from the bustling… More

From US$ 226 Book Now

Fabulous Cottage Near Disney With Margaritaville Resort & Island H2O Access - 8075Kd

8075 Knee Deep Road, Orlando, United States View map

Situated approximately 10 minutes' walk from the T.J. Maxx|the T.J. Maxx store, the 5-bedroom Fabulous Cottage Near Disney With Margaritaville Resort & Island H2O Access - 8075Kd Kissimmee offers a… More

From US$ 629 Book Now

Esprit Oasis - Three Bedroom Home

225 Jaybee Ave, Kissimmee, United States View map

This elegantly designed residence combines the comforts of home with an air of sophistication, offering an idyllic setting for families and groups seeking both relaxation and adventure. Nestled in a… More

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Spacious Family Reunion 15Br Home Pool Spa Game Rm

2513 Shanti Dr, Kissimmee, United States View map

The 15-bedroom Spacious Family Reunion 15Br Home Pool Spa Game Rm Kissimmee is located around 10 minutes by car from the adventure-themed Congo River Golf and provides hiking, cycling, and fishing… More

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Mickey Safari Near Disney 2 Master Rooms 4708

4708 Terra Esmeralda Drive, Kissimmee, United States View map

**Welcome to Mickey Safari Near Disney, where adventure meets comfort in the heart of Kissimmee.** Just a short 10 km drive from the enchanting gates of Disney, this exquisite holiday home offers an… More

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Family Stylish 4Br Pool Townhome Storey Lake

4834 Memories Lane, Kissimmee, United States View map

Situated 3.7 km from Hawks Landing Golf Club, Family Stylish 4Br Pool Townhome Storey Lake Kissimmee villa invites guests to relax at a patio. More

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Villa W Heated Pool Theater & Game Room

7606 Excitement Drive, Kissimmee, United States View map

Villa W Heated Pool Theater & Game Room Kissimmee offers proximity to nearby tourist spots, such as Arnold Palmer Golf Course, situated 13 minutes' walk away. More

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A Wave From It All Cottage With Private Pool Near Disney And Margaritaville Resort & Island H2O Access - 8039Su

8039 Surf Street, Orlando, United States View map

The 3-bedroom A Wave From It All Cottage With Private Pool Near Disney And Margaritaville Resort & Island H2O Access - 8039Su Kissimmee is located 2.5 km from the Emerald Island Boulevard and invites… More

From US$ 611 Book Now

Rd953M Fairway Hearth

953 Desert Mountain Court, Kissimmee, United States View map

**Discover the Charm of Fairway Hearth in Kissimmee** Nestled just 27 kilometers from the vibrant heart of Kissimmee, the Rd953M Fairway Hearth Villa offers an exquisite escape into comfort and style. More

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3 Bedrooms 2.5 Bathrooms Emerald Island2709 Sk

2709 Sun Key Place, Kissimmee, United States View map

Situated merely 10 minutes' walk from the Emerald Island Boulevard, the 2-bedroom 3 Bedrooms 25 Bathrooms Emerald Island2709 Sk Kissimmee villa provides access to numerous tourist attractions in the… More

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Patriots Palm

1469 Fairview Circle, Kissimmee, United States View map

Welcome to Patriots Palm, a luxurious retreat nestled just 24 km from the vibrant heart of Kissimmee. Offering an enchanting escape, this property harmoniously combines modern elegance with the charm… More

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

8831 Coral Palms Ct, Kissimmee, United States View map

Providing active guests with access to tennis courts, Sunny Condo With Pool, Hot Tub, Tennis Court, & Gym - Balcony & Washer/Dryer Kissimmee villa is within 10 minutes' drive of such sports… More

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The Captivating Cottage 6 Bedrooms Of Pure Delight

761 Drop Shot Dr, Kissimmee, Fl 34747, Usa, Kissimmee, United States View map

The Captivating Cottage 6 Bedrooms Of Pure Delight Kissimmee entices active guests with access to a fitness club and is located about a 10-minute drive from Highlands Reserve Boulevard. More

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Brand New Storey Lake Resort With Water Slides Townhouse

2861 Simile Street, Kissimmee, United States View map

Welcome to the Brand New Storey Lake Resort With Water Slides Townhouse, a vibrant oasis just 12 kilometers from the heart of Kissimmee and a mere 30 kilometers from Orlando International Airport. More

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New Home 8 Bedrooms At Bella Vida

4472 Monado Dr, Kissimmee, United States View map

**New Home 8 Bedrooms At Bella Vida Kissimmee** offers an enchanting retreat nestled just 8 kilometers from the heart of Kissimmee, making it an ideal base for exploring the vibrant attractions of… More

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Cozy 5Br Near Disney Mickey Pool

8073 Santee Drive, Kissimmee, United States View map

**Welcome to Cozy 5Br Near Disney Mickey Pool, Kissimmee**, a delightful retreat enveloped in the magic of Florida. Located just 30 kilometers from the enchanting attractions of Kissimmee, this haven… More

From US$ 301 Book Now

Special Offer Fantastic Townhome With Pvt Pool And Lake View Near Disney

801 Las Fuentes Drive, Kissimmee, United States View map

Welcome to Special Offer Fantastic Townhome With Pvt Pool And Lake View Near Disney, a serene retreat nestled just 8 km from the vibrant heart of Kissimmee. This stunning townhome offers an ideal… More

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Fabulous Home With Private Pool And Game Room Near Disney With Waterpark & Resort Access At Encore Resort - 7469Mr

7469 Marker Ave, Kissimmee, United States View map

**Welcome to Fabulous Home With Private Pool And Game Room Near Disney, a serene escape nestled in the heart of Celebration, Florida.** This splendid abode offers an ideal combination of luxury and… More

From US$ 413 Book Now

It'S All Fin & Games Cottage With Private Pool Near Disney & Margaritaville Resort & Island H20 Waterpark Access - 3090Ph

3090 Parrot Head Place, Orlando, United States View map

The 6-bedroom It'S All Fin & Games Cottage With Private Pool Near Disney & Margaritaville Resort & Island H20 Waterpark Access - 3090Ph Kissimmee is nestled around 25 minutes' walk from the Windsor… More

From US$ 857 Book Now

1712 Lima

1712 Lima Ave, Kissimmee, United States View map

**Welcome to 1712 Lima Villa, a serene oasis just a short drive from the vibrant heart of Kissimmee. Located approximately 60 minutes from the attractions of central Kissimmee and only 50 km from… More

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W412 - Cozy Condo With Third Floor Balcony At Reunion

1358 Centre Court Ridge Dr. Unit 301, Kissimmee, United States View map

Discover an extraordinary retreat at W412 - Cozy Condo With Third Floor Balcony At Reunion, nestled approximately 22 km from the vibrant heart of Kissimmee. This exceptional condo offers a unique… More

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664 Ws 5Br Single-Family Luxury: Private Pool

664 Whistling Straits Blvd, Four Corners, United States View map

**Discover Tranquility at the 664 Ws 5Br Single-Family Luxury Villa** Located in proximity to Orlando's vibrant attractions, this villa provides an ideal base from which to explore theme parks… More

From US$ 728 Book Now

3 Bedroom Townhome In Emerald Island Resort

8403 Blue Lagoon Drive, Kissimmee, United States View map

Situated 3.8 km from the Dinosaur attraction, 3 Bedroom Townhome In Emerald Island Resort Kissimmee villa entices guests to explore various tourist attractions in the area. More

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Lakeview Home Sleeps 25 Vpr103

2571 Shanti Dr Kissimmee, Kissimmee, United States View map

Located 2.8 km from Medieval Times Dinner & Tournament, Lakeview Home Sleeps 25 Vpr103 Kissimmee gives access to various tourist sites in the vicinity. More

From US$ 846 Book Now

8114 Princess Palm

8114 Princess Palm Lane, Kissimmee, United States View map

**8114 Princess Palm is your tranquil escape nestled just 30 km from the enchanting city of Kissimmee.** This amazing property artfully blends modern luxury with captivating design, creating an ideal… More

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5 Bedrooms 4 Bathrooms Storey Lake 4890 Rc

4890 Romeo Circle, Kissimmee, United States View map

**Welcome to Storey Lake 4890 Rc**, where comfort meets convenience in the heart of Kissimmee. Just 12 kilometers from the lively attractions of Kissimmee, this charming retreat serves as an ideal… More

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Easy Days At Club Island

8722 Rockingham Terrace, Kissimmee, United States View map

Boasting a location 4.8 km from the zoological Disney's Animal Kingdom Theme Park, Easy Days At Club Island Villa Kissimmee provides a patio with garden views. Situated in the West Kissimmee district… More

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Pool Hot Tub Game Room Near Theme Parks

4633 Cumbrian Lakes, Kissimmee, United States View map

Pool Hot Tub Game Room Near Theme Parks Kissimmee villa offers proximity to nearby tourist spots, such as Xtreme Paintball Xperience, situated just 9 minutes' walk away. More

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Disney Getaway 5 Bedrooms Pool And Grill 4812

4812 Lullaby Ln, Kissimmee, United States View map

Featuring a private swimming pool for guests' relaxation, Disney Getaway 5 Bedrooms Pool And Grill 4812 Kissimmee villa is located around a 10-minute ride from the Pioneer Village at Shingle Creek. More

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Stunning 5Br Home - Your Dream Getaway

Bookmark Drive 2761, Kissimmee, United States View map

Welcome to the Stunning 5Br Home - Your Dream Getaway, a picturesque retreat nestled in the heart of Kissimmee, just a short 20-minute drive from the vibrant attractions of Orlando. This exceptional… More

From US$ 252 Book Now

Tropical Fountains Condo

8211 Roseville Blvd Fountains At Champions Gate, Kissimmee, United States View map

**Welcome to Tropical Fountains**, a captivating resort that promises a unique blend of comfort and fun in the heart of Kissimmee. Nestled just a 40-minute drive from the vibrant attractions of… More

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Casa 9Q C/ Piscina E Game Room - Perto Disney

9202 9202 Sommerset Hills Drive, Kissimmee, United States View map

Casa 9Q C/ Piscina E Game Room - Perto Disney Kissimmee is located around 10 minutes by car from Highlands Reserve Boulevard and provides a hot tub. More

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4766 - 5Br W Pool 10Min Disney 2 Water Parks

4766 Kings Castle Circle, Kissimmee, United States View map

4766 - 5Br W Pool 10Min Disney 2 Water Parks Kissimmee villa is located right near Lennar at Storey Lake and features a private swimming pool and a patio for a relaxing stay. Offering Wi-Fi, the… More

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Lanai And Private Pool, 8 Mi To Wdw Family Getaway!

3177 Pequod Pl, Kissimmee, United States View map

Staying at Lanai And Private Pool, 8 Mi To Wdw Family Getaway! Villa Kissimmee, guests can visit the nonprofit Give Kids The World Village Resort, which is nearly a 10-minute ride away. More

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Tiki Palms Play And Pool Near Disney

8069 King Palm Circle, Kissimmee, United States View map

Located a mere 1.4 km from Mystic Dunes Golf Club at Mystic Dunes Resort, Tiki Palms Play And Pool Near Disney Kissimmee villa comes with an indoor pool equipped with a pool fence. Featuring a patio,… More

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4 Bed Villa - Eagle Pointe - Kissimmee

566 Eagle Pointe South, Kissimmee, United States View map

**Welcome to the 4 Bed Villa - Eagle Pointe - Kissimmee, an idyllic retreat situated just 10 km from the vibrant heart of Kissimmee.** This inviting villa offers an exceptional blend of comfort and… More

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Disney Getaway Private Pool Themed Bedrooms. Book Now Dw33

2470 Santorini Dr, Kissimmee, United States View map

Disney Getaway Private Pool Themed Bedrooms. Book Now Dw33 Kissimmee villa is located within 15 minutes' drive of the Na'vi River Journey and provides cycling for active guests. Offering an indoor… More

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Newly Renovated Close To Disney W Private Pool

534 Ella Mae Drive, Kissimmee, United States View map

Discover the charm of Newly Renovated Close To Disney W Private Pool, a delightful getaway just 36 km from the vibrant attractions of Kissimmee. Perfect for families and travelers alike, this stylish… More

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Sunny Cottage Near Disney With Margaritaville Resort & Island H20 Waterpark Access - 3013Sp

3013 Sea Plane Ln, Orlando, United States View map

The family-friendly Sunny Cottage Near Disney With Margaritaville Resort & Island H20 Waterpark Access - 3013Sp Kissimmee is located approximately a 25-minute walk from the Windsor Hills and provides… More

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Disney Luxury Townhouse With Private Pool Themed Bedrooms. Book Now Dp64

2470 Santorini Dr, Kissimmee, United States View map

Featuring horse riding tours to make your visit more entertaining, Disney Luxury Townhouse With Private Pool Themed Bedrooms. Book Now Dp64 Kissimmee villa is 3.4 km from the Emerald Island Boulevard… More

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Paradise Falls Stay For 13

2662 Santosh Cove, Kissimmee, United States View map

Paradise Falls Stay For 13 Kissimmee villa is located a 10-minute ride from Medieval Times Dinner & Tournament and invites guests to enjoy a patio. More

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Snowbird-Friendly Condo Near Disney And Orlando With Outdoor Pool, Fast Wifi, W/D

2607 Gala Rd S, Kissimmee, United States View map

Snowbird-Friendly Condo Near Disney And Orlando With Outdoor Pool, Fast Wifi, W/D Kissimmee villa offers proximity to nearby tourist spots, such as Fantasy Surf, situated 25 minutes' walk away. More

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

3147 Pequod Place, Kissimmee, United States View map

3147 - 5Br W Pool 10Min Disney 2 Water Parks Kissimmee villa is situated just near Lennar at Storey Lake, featuring such comforts as Wi-Fi and a free private car park. More

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The Ultimate Disney Experience Plus More!

7400 Soiree Way, Kissimmee, United States View map

The Ultimate Disney Experience Plus More! Kissimmee villa is located 4.5 km from the Reunion Resort Water Park and boasts a dining table provided on a terrace for a pleasant stay. Offering a private… More

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6-Bd In Champions Gate Resort

9239 Sommerset Hills, Kissimmee, United States View map

Welcome to the luxurious 6-Bd In Champions Gate Resort, an oasis of tranquility and modern sophistication nestled just 29 kilometers from the vibrant city of Kissimmee. This stunning resort is… More

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Charming Home With Themed Rooms, Game Room And Waterpark & Resort Access Near Disney At Encore Resorts Reunion - 300Pn

300 Pendant Court, Kissimmee, United States View map

Situated in the enchanting town of Celebration-a carefully crafted community by the Walt Disney Company-Charming Home With Themed Rooms, Game Room, and Waterpark & Resort Access Near Disney at Encore… More

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Comfortable 4 Bedrooms At Storey Lake

5047 Windermere Ave, Kissimmee, Fl 34746, Usa, Kissimmee, United States View map

**Experience Unmatched Comfort at Comfortable 4 Bedrooms At Storey Lake** Located just 13 kilometers from the heart of Kissimmee and conveniently 35 kilometers from Orlando International Airport… More

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