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

Blue Cascade Cottage Near Disney With Margaritaville Resort & Island H2O Access - 8064Ls

8064 Lost Shaker Lane, Orlando, United States View map

Nestled 2.9 km from the Disney's Animal Kingdom Theme Park, the 5-bedroom Blue Cascade Cottage Near Disney With Margaritaville Resort & Island H2O Access - 8064Ls Kissimmee entices guests to explore… More

From US$ 587 Book Now

5 Bedroom 5 Bathroom Windsor At Westside 8900Al

8900 Adriatico Lane, Kissimmee Fl, 34747, Kissimmee, United States View map

Perfectly situated just an hour's drive from Orlando, this exquisite property serves as an ideal base for exploring the multitude of attractions that Central Florida has to offer. Enjoy the… More

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Just Renovated, Private Heated Pool, Resort Access

8966 California Palm Road, Kissimmee, United States View map

**Just Renovated, Private Heated Pool, Resort Access Kissimmee** invites guests to indulge in a luxurious escape that seamlessly blends modern comfort with accessible adventure. Just a 60-minute… More

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Tinkerbell'S Retreat

8599 La Isla Drive, Kissimmee, United States View map

Set in the heart of Kissimmee, Tinkerbell's Retreat offers a magical escape just 11 km from Disney's Animal Kingdom and 12 km from Disney's Blizzard Beach Water Park. This enchanting villa exudes a… More

From US$ 407 Book Now

7 Bd 5.5 Ba Solara Resort 1644 Np

1644 Nassau Point Trail, Kissimmee, United States View map

Welcome to the exquisite 7 Bedroom-6 Bathroom Solara Resort 1644 NP, a prime oasis nestled conveniently within 60 minutes' drive from the vibrant city of Kissimmee. This stunning resort serves as an… More

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Vhc493 - Sonoma Resort - 15 Bed 15 Baths Villa

2609 Yountville Avenue, Kissimmee, Fl 34741, United States, Kissimmee, United States View map

**Discover Vhc493 - Sonoma Resort - 15 Bed 15 Baths Villa** Nestled just 7 km from the bustling heart of Kissimmee, Vhc493 - Sonoma Resort offers an unparalleled blend of relaxation and convenience. More

From US$ 1444 Book Now

Enchanting 6Br, Themed Rooms, Game Room And Resort

172 Hideaway Beach Lane, Kissimmee, United States View map

Located about a 25-minute walk from the Kissimmee Air Museum, Enchanting 6Br, Themed Rooms, Game Room And Resort Kissimmee villa gives access to various tourist sites in the vicinity. More

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Your Disney Vacation Home 7102

Lucayan Harbour Circle, Kissimmee, United States View map

**Discover Your Disney Vacation Home 7102 in Kissimmee** Conveniently located, Your Disney Vacation Home 7102 is surrounded by a plethora of attractions, shops, and restaurants, making it the ideal… More

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Seven Eagles Lavish

1327 Seven Eagles Court, Kissimmee, United States View map

**Welcome to Seven Eagles Lavish, a sanctuary of comfort and elegance located just 40 minutes' drive from the heart of Kissimmee.** This exquisite retreat offers a perfect blend of luxurious… More

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2026 New 06 Bedroomspool Led At Solara Resort

2335 Calm Shr Wykissimmee, Fl 34741, Kissimmee, United States View map

Situated in the West Kissimmee district of Kissimmee, 4.1 km from the Emerald Island Boulevard, the 5-bedroom 2026 New 06 Bedroomspool Led At Solara Resort Kissimmee villa comes with a private pool… More

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The Haven

2670 Emerald Island Boulevard, Kissimmee, United States View map

Located around a 10-minute drive from the Windsor Hills, The Haven Villa Kissimmee features a private pool, a hot tub and a sauna, ensuring a relaxing stay. More

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Casa 4Q Com Piscina Mickey & Star Wars!

4814 Love Storey Ln, Kissimmee, United States View map

Located 4.2 km from the Museum of Military History, the 3-bedroom Casa 4Q Com Piscina Mickey & Star Wars! Villa Kissimmee gives access to various tourist sites in the vicinity. More

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South Facing Pool With Lake View - Ideal For Families & Couples

5508 Willow Bend Trl, Kissimmee, United States View map

Located 5 km from the Providence Golf Club, South Facing Pool With Lake View - Ideal For Families & Couples Kissimmee villa features a private pool, a Jacuzzi, ensuring a relaxing stay. Featuring a… More

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Brand New Modern State Of The Art Home! Sleeps 31

4101 Sonoma Blvd, Kissimmee, United States View map

Situated about a 25-minute stroll from the mile-long Kissimmee Go-Karts, Brand New Modern State Of The Art Home! Sleeps 31 Kissimmee includes an outdoor swimming pool, as well as a hot tub to relax… More

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Comfortable 2Br Condo W/ Lake Views

3171 Paradox Circle Unit 305, Kissimmee, United States View map

**Welcome to Comfortable 2Br Condo W/ Lake Views, where your perfect getaway begins.** Ideally situated just 20 minutes' drive away from the vibrant attractions of Kissimmee, this charming condo… More

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4Bd Pool Amazing Free Resort

1112 Kingsbarn Street, Kissimmee, United States View map

Offering a location 4.5 km from Tuscan Hills Boulevard, 4Bd Pool Amazing Free Resort Kissimmee villa gives access to various tourist spots in the area. More

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4 Bedrooms 3 Bathrooms Cresent Lakes 5305 Cv

5305 Coral Vine Lane, Kissimmee, United States View map

**Welcome to Cresent Lakes 5305 Cv, your tranquil retreat nestled just 16 kilometers from the vibrant heart of Kissimmee.** This charming getaway promises an ideal escape with its serene surroundings… More

From US$ 337 Book Now

1301 Tt - Tranquil Retreat At Bella Piazza Condo For Relaxation And Comfort

1301 Tuscan Terrace, Kissimmee, United States View map

Welcome to the 1301 Tt - Tranquil Retreat at Bella Piazza Condo, your ultimate destination for relaxation and comfort in the heart of Kissimmee. This retreat is ideally situated just 25 kilometers… More

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Lim1712

1712 Lima Avenue, Kissimmee, United States View map

Welcome to the Lim1712 Villa Kissimmee, a premier retreat nestled in close proximity to the vibrant attractions of Kissimmee, just 32 kilometers from the heart of the city. This meticulously designed… More

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Storey Lake House 2713

Bookmark Drive 2713, Kissimmee, United States View map

**Welcome to Storey Lake House 2713, your serene escape nestled just 11 kilometers from the vibrant heart of Kissimmee.** This exquisite retreat offers guests a perfect blend of luxury and comfort… More

From US$ 422 Book Now

Top Villas - Championsgate 2213

1120 Kingsbarn Street, Kissimmee, United States View map

**Welcome to Championsgate - a Sanctuary of Luxury and Comfort** Nestled in the vibrant heart of Championsgate, Top Villas - Championsgate 2213 is your gateway to an unforgettable Florida experience. More

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K-Pop Idol Palace - Near Disney, Lazy River & Slide

3156 Wet N Wild Ct, Kissimmee, Fl 34746, Kissimmee, United States View map

Fantasy Surf is just a 5-minute walk from K-Pop Idol Palace - Near Disney, Lazy River & Slide Kissimmee villa, offering a hot tub for guests' relaxation. More

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Inviting Resort Condo With Pool Access, Full Kitchen & Near Disney Parks

5014 Laguna Bay Cir, Kissimmee, United States View map

Staying at Inviting Resort Condo With Pool Access, Full Kitchen & Near Disney Parks Kissimmee villa, guests can easily reach the Osceola County Welcome Center and History Museum, located… More

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4 Bedrooms3 Bathrooms Storey Lake 2885Ss

2885 Simile Street, Kissimmee, United States View map

Featuring a private pool for guests' relaxation, the 3-bedroom 4 Bedrooms3 Bathrooms Storey Lake 2885Ss Kissimmee villa is located nearly a 10-minute ride from Give Kids The World Village Resort. More

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Kcc4749

4749 Kings Castle Circle, Kissimmee, United States View map

**Kcc4749 Villa Kissimmee is your idyllic retreat located just 12 km from the vibrant charm of Kissimmee.** This luxurious villa beautifully combines modern elegance with the warmth of home… More

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8875 Candy Palm

8875 Candy Palm Road, Kissimmee, United States View map

**Welcome to 8875 Candy Palm Kissimmee**, a premier retreat nestled in the heart of Florida's enchanting landscape. Just a short drive of 60 minutes from the vibrant city of Kissimmee and situated… More

From US$ 241 Book Now

4Br Retreat In Champions Gate W/ Private Pool

1132 Challenge Dr, Kissimmee, United States View map

Offering guests to unwind in a Jacuzzi, 4Br Retreat In Champions Gate W/ Private Pool Villa Kissimmee is located within a 900-metre distance of the ChampionsGate Country Club Golf. Guests can enjoy… More

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Bb0103 Villas South Meadow

7601 Cabana Court, Kissimmee, United States View map

Welcome to the Bb0103 Villas South Meadow Kissimmee, an exquisite retreat seamlessly blending modern luxury with the enchanting charm of Central Florida. Situated just 23 kilometers from the heart of… More

From US$ 159 Book Now

Comfortable Spacious-6 Bed Pool Home - 1675Str

4768 Kings Castle Circle, Kissimmee, United States View map

Featuring a heated swimming pool, Comfortable Spacious-6 Bed Pool Home - 1675Str Kissimmee is located in a residential part of Kissimmee, a 25-minute walk from the outlet mall "Lake Buena Vista… More

From US$ 387 Book Now

Villa Smile - 4Q/3B Storey Lake *Casa Luxuosa*

2665 Reading Trail, Kissimmee, United States View map

Located 3.1 km from the themed Give Kids The World Village Resort, the 3-bedroom Villa Smile - 4Q/3B Storey Lake *Casa Luxuosa* Kissimmee features an indoor pool, a hot tub and an indoor pool… More

From US$ 235 Book Now

Beautiful Golf Course View Townhome! Chg107

527 Ocean Course Ave, Kissimmee, United States View map

Beautiful Golf Course View Townhome! Chg107 Kissimmee villa is located 4.4 km from the Indian Ridge and provides mini golf for active guests. More

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Spacious And Inviting Getaway Condo Close To Disney And Universal

7505 Mourning Dove Circle, Kissimmee, United States View map

Located just a 12-minute walk from Reunion Resort the palmer course, Spacious And Inviting Getaway Condo Close To Disney And Universal Kissimmee villa gives access to various tourist sites in the… More

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Stylish Townhouse With A Private Pool & Lanai Plus Clubhouse Amenities

4800 Brier Rose Lane, Kissimmee, United States View map

Located 3.3 km from the Museum of Military History, Stylish Townhouse With A Private Pool & Lanai Plus Clubhouse Amenities Kissimmee villa gives access to various tourist sites in the vicinity. More

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Luxury Home: Pool, Theater, Near Disney

2482 Rama Drive, Kissimmee, United States View map

Situated 3.1 km from the working Kissimmee Air Museum, the 7-bedroom Luxury Home: Pool, Theater, Near Disney Kissimmee invites guests to relax at a patio. Guests can enjoy cycling and ping-pong at… More

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Fairview At Reunion - Games Room

1467 Fairview Circle, Kissimmee, United States View map

Located merely 1.5 km from Oak Hill Baptist Church, the 6-bedroom Fairview At Reunion - Games Room Kissimmee villa provides access to various tourist attractions in the vicinity. More

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Masters Getaway

765 Golden Bear, Kissimmee, United States View map

**Welcome to Masters Getaway, your premier vacation haven nestled near the enchanting city of Kissimmee.** Spanning a mere 23 kilometers from the vibrant attractions of Kissimmee, this exquisite… More

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Modern Escape Condo Near Disney With Resort & Waterpark Access - B14-103

7760 Sandy Ridge Drive, B14 #103, Kissimmee, United States View map

Located merely 0.6 km from the Reunion Resort Water Park, the 3-bedroom Modern Escape Condo Near Disney With Resort & Waterpark Access - B14-103 Kissimmee villa invites guests to enjoy a hot tub. More

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2718 Oxymoron

2718 Oxymoron Way, Kissimmee, United States View map

**2718 Oxymoron Villa Kissimmee is a serene retreat just a short drive from the vibrant attractions of Kissimmee and Orlando. This exquisite haven is nestled 13 kilometers from the heart of Kissimmee… More

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Modern 5Br Retreat Pool Water Park & More

1128 Challenge Drive, Kissimmee, United States View map

Modern 5Br Retreat Pool Water Park & More Kissimmee villa, located about a 10-minute ride from Highlands Reserve GC, invites guests to relax in a hot tub. Featuring a patio, the Kissimmee holiday… More

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New 3Bd3Ba Townhouse Themed Near Disney

3250 Sustainable Way, Kissimmee, United States View map

Situated 4.4 km from Bonanza Golf Gifts, the 3-bedroom New 3Bd3Ba Townhouse Themed Near Disney Kissimmee villa provides access to numerous tourist attractions in the area. More

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Kd800R Eagle Trace Monroe

800 Driving Range Court, Kissimmee, United States View map

**Welcome to Kd800R Eagle Trace Monroe, where luxury meets relaxation in the vibrant heart of Kissimmee.** Just 27 kilometers from the enchanting attractions of Kissimmee, this exceptional retreat… More

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Disney Getaway Private Pool Themed Bedrooms. Book Now Dw38

2470 Santorini Dr, Kissimmee, United States View map

Located in the West Kissimmee district of Kissimmee, Disney Getaway Private Pool Themed Bedrooms. Book Now Dw38 Kissimmee villa is 4.4 km from The Legends Golf Course and offers an indoor pool. More

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Private Pool Spa No Rear Neighbors Game Room

8131 Sun Palm Drive, Kissimmee, United States View map

Positioned in the vibrant heart of Kissimmee, the Private Pool Spa No Rear Neighbors Game Room offers an exquisite retreat for discerning travelers. Just a scenic 50-minute drive from the bustling… More

From US$ 224 Book Now

11 Mi To Wdw Kissimmee House With Private Pool!

2667 Oneida Loop, Kissimmee, United States View map

Situated 4.3 km from the Avatar Flight of Passage, the welcoming 11 Mi To Wdw Kissimmee House With Private Pool! Villa invites guests to relax at a terrace. Featuring parking on site, the 3-bedroom… More

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New Elegant House Gateaway - Close To Parks

7753 Somersworth Drive, Kissimmee, United States View map

New Elegant House Gateaway - Close To Parks Kissimmee villa entices active guests with access to a fitness room and is located about a 10-minute drive from Orlando Tree Trek Adventure Park|the… More

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Private Pool Home Near Disney With In Home Game Room

1884 Gobi Drive, Kissimmee, United States View map

In the enchanting area of Kissimmee, the Private Pool Home is an ideal oasis for families or groups seeking a whimsical escape near the magic of Disney. Just an hour's drive from the frolicsome… More

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Themed Rooms Resort Themed 2408

2408 Tangier Dr, Kissimmee, Fl 34747, Usa, Kissimmee, United States View map

Situated in the West Kissimmee district, within 25 minutes' walk of Northeast Regional City Park, Themed Rooms Resort Themed 2408 Kissimmee villa comes with a swimming pool for guests to unwind. More

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8105 Coconut Palm Way Unit 205 Kissimmee 3Beds

8105 Coconut Palm Way, Kissimmee, United States View map

Nestled a 25-minute walk from the Windsor Hills, 8105 Coconut Palm Way Unit 205 Kissimmee 3Beds Villa entices guests to explore various tourist destinations nearby. More

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Upstay Epic Windsor Home W Pool Cinema & Games

8804 Macapa Drive, Kissimmee, United States View map

Situated in the West Kissimmee district, 4.7 km from The Legends Golf Course, Upstay Epic Windsor Home W Pool Cinema & Games Kissimmee comes with a private swimming pool for guests to unwind. More

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Villa 6Q Storey Lake C/ Piscina, Spa E Ev Charger

2945 2945 Fable Street, Kissimmee, United States View map

During the stay at Villa 6Q Storey Lake C/ Piscina, Spa E Ev Charger Kissimmee, guests can indulge in a hot tub or visit the World of Disney, located 4.9 km away. More

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