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2026-04-23
2026-04-24
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Kissimmee holiday rentals

3 Bedrooms 2 Bathrooms West Lucaya 8902Sd

8902 Shine Drive, Kissimmee, United States View map

**Welcome to West Lucaya 8902Sd** Experience the ultimate blend of comfort and convenience at **3 Bedrooms - 2 Bathrooms - West Lucaya 8902Sd**, nestled just 35 km from the bustling heart of… More

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Luxury Town Home With Splash Pool In Solara Resort Townhouse

Kissimmee, United States View map

The 4-bedroom Luxury Town Home With Splash Pool In Solara Resort Townhouse is a 5-minute drive from Highlands Reserve GC, and within 6 km of West Gate Flea Market. Located in the West Kissimmee… More

From US$ 337 Book Now

9 Bedrooms 5 Bathrooms Storey Lake 2867Sc

2867 Stanza Court, Kissimmee, United States View map

9 Bedrooms - 5 Bathrooms - Storey Lake 2867Sc Kissimmee villa offers proximity to nearby tourist spots, such as the family-friendly Kissimmee Go-Karts, situated 19 minutes' walk away. More

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Sunshine Oasis Villa By Paradise Resort Vacations

119 Madiera Beach Blvd, Kissimmee, United States View map

Located nearly 25 minutes' walk from Shingle Creek Regional Park, Sunshine Oasis Villa By Paradise Resort Vacations Kissimmee provides access to a private swimming pool. Featuring a patio, this… More

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Rd812M Fairway Tropic Oasis

812 Desert Mountain Court, Kissimmee, United States View map

Located approximately 10 minutes' drive from Mystic Dunes Golf Club, Rd812M Fairway Tropic Oasis Villa Kissimmee features a private pool, a sauna, ensuring a relaxing stay. More

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Disney Getaway Private Pool Game Room. Book Now Bv77

387 Marcello Blvd, Kissimmee, United States View map

During the stay at Disney Getaway Private Pool Game Room. Book Now Bv77 Kissimmee villa, guests can indulge in a hot tub or visit the Give Kids The World Village, located 1.9 km away. This holiday… More

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Peaceful Palms Stay For 6

918 Park Terrace Circle, Kissimmee, United States View map

Peaceful Palms Stay For 6 Kissimmee villa entices active guests with access to a fitness club and is located about a 10-minute ride from Kissimmee Golf Club. Featuring a patio, the Kissimmee holiday… More

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Pf457C Patriots Delight

1457 Fairview Circle, Kissimmee, United States View map

Situated just 22 km from the vibrant heart of Kissimmee, the Pf457C Patriots Delight Villa stands as a serene retreat for families and couples seeking a mix of adventure and relaxation. This… More

From US$ 613 Book Now

Apto 2Q Vista Lago | 10 Min Disney

3191 Paradox Circle, Kissimmee, United States View map

The 2-bedroom Apto 2Q Vista Lago | 10 Min Disney Kissimmee villa is located approximately 25 minutes' walk from the air mall "Lake Buena Vista Factory Stores" and provides a hot tub. More

From US$ 288 Book Now

Le580X Liberty Square

7580 Excitement Drive, Kissimmee, United States View map

**Welcome to Le580X Liberty Square, your serene escape just a short drive from the vibrant heart of Kissimmee.** Nestled alluringly within lush landscapes, this refined accommodation offers guests a… More

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Sun-Kissed 5Br Villa Pool & Family Ready

1509 Carey Palm Circle, Kissimmee, United States View map

**Sun-Kissed 5Br Villa Pool & Family Ready: A Family-Friendly Oasis in Kissimmee** Nestled just 33 km from the enchanting attractions of Kissimmee, Sun-Kissed 5Br Villa Pool & Family Ready offers an… More

From US$ 277 Book Now

Heated Pool Resort Lazy River & Free Waterpark

730 Drop Shot Drive, Kissimmee, United States View map

Offering a location 2.6 km from ChampionsGate Golf Club, Heated Pool Resort Lazy River & Free Waterpark Kissimmee villa gives access to various tourist spots in the area. More

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Casa 4Q Disney C/ Piscina E Quartos Tematicos

2986 2986 Protagonist Street, Kissimmee, United States View map

Offering a location about 6 km from Kissimmee Sports Arena and Rodeo, Casa 4Q Disney C/ Piscina E Quartos Tematicos Kissimmee gives access to various tourist spots in the area. More

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Winterfield Championsgate 1151

1151 Kingsbarn Street, Kissimmee, United States View map

**Welcome to Winterfield Championsgate 1151 Villa**, a luxurious retreat nestled just 29 km from the vibrant heart of Kissimmee. This exquisite villa provides an ideal blend of relaxation and… More

From US$ 150 Book Now

2605 Daulby S

2605 Daulby Street, Kissimmee, United States View map

**Experience the Magic at 2605 Daulby S Villa, Kissimmee** Nestled in the enchanting community of Celebration, 2605 Daulby S seamlessly combines modern luxury with whimsical charm. More

From US$ 442 Book Now

Home Away From Home! 6Br, 5.5 Ba - Stl118

2775 Oxymoron Way, Kissimmee, United States View map

**Experience Comfort at Home Away From Home! 6Br, 5.5 Ba - Stl118** Strategically located, this property offers seamless access to popular destinations and entertainment options, enriching your stay… More

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Trafalgar Retreat

4957 Harold Stanley Drive, Kissimmee, United States View map

Trafalgar Retreat Kissimmee villa is located 7 km from Indigo Lakes Golf Club and provides a private swimming pool, ensuring a relaxing stay. The 4-bedroom holiday home offers guests a relaxing… More

From US$ 140 Book Now

Champions Gate 5Br W/ Pool, Sleeps 12

580 Sticks Street, Davenport, Kissimmee, United States View map

Located 4.7 km from the Rum Run, Champions Gate 5Br W/ Pool, Sleeps 12 Villa Kissimmee comes with an outdoor swimming pool equipped with a pool fence. More

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Sea Shell Blue Cottage Near Disney With Private Pool And Margaritaville Resort & Island H2O Access - 8039Kd

8039 Knee Deep Rd, Orlando, United States View map

Offering a Jacuzzi for a relaxing experience, Sea Shell Blue Cottage Near Disney With Private Pool And Margaritaville Resort & Island H2O Access - 8039Kd Kissimmee is located 3.8 km from the Disney's… More

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3 Bed 2 Bath Condo In Lucaya Village Near Disney Townhouse

5356 Diplomat Ct. Building 10 - Unit 103, Kissimmee, United States View map

Nestled 15 minutes' drive from the educational Epcot Disney Theme Park, 3 Bed 2 Bath Condo In Lucaya Village Near Disney Townhouse Kissimmee villa entices guests to explore various tourist… More

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Luxury 6 Bedroom 5 Bath Pool Home 249

688 Whistling Straits Blvd, Kissimmee, United States View map

Nestled just 29 kilometers from the vibrant city of Kissimmee, the Luxury 6 Bedroom 5 Bath Pool Home 249 offers an exquisite retreat tailored for families and friends alike. This stunning abode… More

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Luxury 9 Bd 5 Bath With Private Pool And Spa 156

8910 Cabot Cliffs Drive, Kissimmee, United States View map

Discover the epitome of luxury at the remarkable Luxury 9 Bd 5 Bath With Private Pool And Spa 156, nestled just 29 kilometers from the heart of Kissimmee. This opulent retreat is designed for… More

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Disney Getaway Private Pool Themed Bedrooms. Book Now Dw5

2470 Santorini Dr, Kissimmee, United States View map

Offering beauty services and spa therapy for guests' leisure, Disney Getaway Private Pool Themed Bedrooms. Book Now Dw5 Kissimmee villa is situated approximately a 25-minute walk from the Rum Run. More

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Private Pool Townhome At Paradise Palms Resort

8873 Candy Palm Road, Kissimmee, United States View map

**The Paradise Palms is your ultimate retreat nestled in the heart of Kissimmee.** This enchanting destination offers an unparalleled blend of comfort and luxury, where the sun-kissed outdoors… More

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Luxury Villa 9Bdrms Poolgame Room-Champions Gate

671 Sticks St, Kissimmee, United States View map

Located approximately a 10-minute drive from ChampionsGate Golf Club, Luxury Villa 9Bdrms Poolgame Room-Champions Gate Kissimmee boasts a private swimming pool with a Jacuzzi and an indoor pool. More

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Casa 4Q + Sala De Jogos - 15 Min Da Disney

2941 Lucayan Harbour Circle, Kissimmee, United States View map

The 3-bedroom Casa 4Q + Sala De Jogos - 15 Min Da Disney Kissimmee is located approximately 25 minutes' walk from Fun Spot America Kissimmee and provides a hot tub and hot public baths. More

From US$ 155 Book Now

Esprit Luxurious Home

613 Jaybee Avenue, Kissimmee, United States View map

**Experience the Exquisite Charm of Esprit Luxurious Home** Nestled in the heart of Kissimmee, Esprit Luxurious Home offers an enchanting retreat just a 70-minute drive from the vibrant attractions… More

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5 Bedrooms 4.5 Bathrooms Veranda Palms 2669 Sc

2669 Santosh Cove, Kissimmee, United States View map

Offering a location about 10 minutes by car from the Museum of Military History, 5 Bedrooms 4.5 Bathrooms Veranda Palms 2669 Sc Kissimmee villa gives access to various tourist spots in the area. More

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Conforto E Diversao No Champions Gate Resort

1240 Challenge Drive, Kissimmee, United States View map

During the stay at the 3-bedroom Conforto E Diversao No Champions Gate Resort Kissimmee villa, guests can indulge in a hot tub or visit Highlands Reserve Boulevard, located 3.2 km away. More

From US$ 257 Book Now

New Epic Family Luxury Retreat

1901 Nice Court, Kissimmee, United States View map

Located within a 3-km distance of Northeast Regional City Park, New Epic Family Luxury Retreat Villa Kissimmee provides access to an indoor swimming pool. Featuring an indoor pool, the Kissimmee… More

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Mickey'S Cozy Condo Retreat

2731 North Poinciana Boulevard, Kissimmee, United States View map

Staying at Mickey'S Cozy Condo Retreat Kissimmee villa, guests can visit the mile-long Kissimmee Go-Karts, which is nearly a 10-minute ride away. More

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6 Mi To Disney Gem With Pool And Spa In Kissimmee

Kissimmee, FL, 34747, Kissimmee, United States View map

Located in the West Kissimmee district of Kissimmee, the 3-bedroom 6 Mi To Disney Gem With Pool And Spa In Kissimmee villa is 3.1 km from the Emerald Island Boulevard and offers a hot tub. More

From US$ 245 Book Now

Villa Tdm- Caribe Cove

9051 Treasure Trove Ln Unit 106 Bld 3, Kissimmee, United States View map

Nestled a 10-minute drive from Polo Park Golf Course, Villa Tdm- Caribe Cove Kissimmee entices guests to explore various tourist destinations nearby. More

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Upstay - New Build At Championsgate With Spa & Pool

Takeaway Way, Kissimmee, United States View map

This exquisite retreat offers guests a delightful blend of luxury and comfort, situated a convenient 29 kilometers from Kissimmee and 55 kilometers from the bustling Orlando International Airport. More

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Spacious 12Br Disney Themed Home Pool/Spa/Bbq/Game

2528 Shanti Dr, Kissimmee, United States View map

Offering a hot tub for a relaxing experience, Spacious 12Br Disney Themed Home Pool/Spa/Bbq/Game Kissimmee is located 10 minutes' drive from Medieval Times Dinner & Tournament. The 12-bedroom villa… More

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Castle Street Memories

4958 Castle St E, Kissimmee, United States View map

**Castle Street Memories Villa Kissimmee is** your gateway to a tranquil retreat just 15 kilometers from the vibrant Kissimmee area. Nestled in the heart of Central Florida, this enchanting villa… More

From US$ 201 Book Now

201 Hb - Hideaway At Terraverde

201 Hideaway Beach Ln, Kissimmee, United States View map

**Welcome to 201 Hideaway at Terraverde**, a charming refuge nestled in the heart of Kissimmee, just 9 km from the bustling attractions of the area. This retreat offers a serene escape while being… More

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Disney Luxury Townhouse With Private Pool Themed Bedrooms. Book Now Dp61

2470 Santorini Dr, Kissimmee, United States View map

Offering a treatment room and an indoor pool for a relaxing experience, Disney Luxury Townhouse With Private Pool Themed Bedrooms. Book Now Dp61 Kissimmee villa is located a 10-minute ride from the… More

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Beautiful Cottage With Private Pool Near Disney With Margaritaville Resort & Island H20 Access - 8153Su

8153 Surf Street, Orlando, United States View map

Beautiful Cottage With Private Pool Near Disney With Margaritaville Resort & Island H20 Access - 8153Su Kissimmee is located a 10-minute drive from the 145 - foot Tree of Life Sculpture and invites… More

From US$ 1036 Book Now

1112 Luxurious Champions Gate Family Townhouse With Private Pool & Theme Park Access

1112 Challenge Drive, Kissimmee, United States View map

1112 Luxurious Champions Gate Family Townhouse With Private Pool & Theme Park Access Villa Kissimmee entices active guests with access to a fitness suite and is located approximately a 10-minute ride… More

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Luxery 5 Bed 5 Bath Home Near Disney With Resort Amenities

9115 Sommerset Hills Drive, Kissimmee, United States View map

Situated 4.5 km from Tuscan Hills Boulevard, Luxery 5 Bed 5 Bath Home Near Disney With Resort Amenities Kissimmee provides access to numerous tourist attractions in the area. More

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W451J - Glamorous Getaway With Themed Bedrooms At Reunion

614 Muirfield Loop, Kissimmee, United States View map

Welcome to the W451J - Glamorous Getaway With Themed Bedrooms At Reunion, an enchanting retreat nestled just 24 kilometers from the vibrant Kissimmee area and a convenient 45 kilometers from Orlando… More

From US$ 2735 Book Now

4 Bedrooms 3 Bathrooms Storey Lake 2621 Ss

2621 Scrapbook St, Kissimmee, United States View map

Set within the enchanting grounds of Storey Lake, the 4 Bedrooms-3 Bathrooms-Storey Lake 2621 Ss offers a perfect blend of comfort and modern living, making it an ideal retreat for families and… More

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Resort 9Mi From Disney Free Clubhouse Pool

8416 Blue Lagoon Drive, Kissimmee, United States View map

Welcome to the captivating Resort 9 Mi From Disney Free Clubhouse Pool, an inviting getaway perfectly situated just 60 minutes' drive from the enchanting attractions of Disney. Nestled in the vibrant… More

From US$ 151 Book Now

Paradise Cottage Near Disney With Margaritaville Resort & Island H2O Access - 8052Dr

8052 Dreamsicle Dr, Orlando, United States View map

Situated 2.8 km from the 145-foot Tree of Life Sculpture, the 2-bedroom Paradise Cottage Near Disney With Margaritaville Resort & Island H2O Access - 8052Dr Orlando provides access to numerous… More

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8 Bedroom 6 Bathroom Windsor At Westside 8904Bc

8904 Bengal Court, Kissimmee, United States View map

**Welcome to the Windsor At Westside 8904Bc, an inviting retreat nestled just 33 kilometers from the vibrant heart of Kissimmee and offering effortless access to Orlando International Airport… More

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Safari-Inspired Retreat With Pool - 10 Min To Disney

2507 Oneida Loop, Kissimmee, United States View map

The 4-bedroom Safari-Inspired Retreat With Pool - 10 Min To Disney Kissimmee villa is situated about a 10-minute ride from Orlando Tree Trek Adventure Amusement Park Zip Line and features a private… More

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4415Rh Townhouse 5 Bedrooms & 4 Bathrooms + Pool

4415 Scene Lane, Kissimmee, United States View map

Staying at 4415Rh Townhouse 5 Bedrooms & 4 Bathrooms + Pool Kissimmee villa, guests can visit the Dare 2 Escape|the Dare 2 Escape escape room, which is approximately 3 km away. More

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4718 Sleepy Hollow Drive

4718 Sleepy Hollow Drive, Kissimmee, United States View map

**Welcome to 4718 Sleepy Hollow Drive** Nestled in the heart of Kissimmee, just 12 kilometers from the vibrant pulse of downtown, 4718 Sleepy Hollow Drive is an idyllic retreat for families and… More

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780Pb Luxury 5Bd Home

780 Pebble Beach Drive, Kissimmee, United States View map

**Welcome to the 780Pb Luxury 5Bd Home, a magnificent getaway nestled just 29 km from the vibrant heart of Kissimmee**. This luxurious residence epitomizes elegance and comfort, seamlessly combining… More

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