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2026-06-19
2026-06-20
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Family Friendly hotels in Kissimmee

Vacation Fun Spot! Top Floor! Perfect For Families And Golfers!

1351 Tuscan Terrace 8404, Kissimmee, United States View map

Welcome to Vacation Fun Spot! Top Floor! Perfect For Families And Golfers! In Kissimmee, where relaxation meets adventure. This vibrant retreat is a haven for families and golf enthusiasts alike… More

From US$ 124 Book Now

Private Pool Free Water Park Golf

1205 Radiant Street, Kissimmee, United States View map

Set in the heart of Kissimmee, the Private Pool Free Water Park Golf Villa is an exquisite retreat designed for families and leisure seekers alike. Just a short 40-minute drive from the vibrant… More

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Champions Gate, Pool Home Near Disney

278 Ocean Course Avenue, Kissimmee, United States View map

Nestled in the vibrant heart of Kissimmee, Champions Gate offers an exceptional retreat just 29 kilometers away from the excitement of Disney. This alluring destination combines luxurious living with… More

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Spacious Townhouse With Private Patio And Resort Amenites

1175 Challenge Dr, Kissimmee, United States View map

Spacious Townhouse With Private Patio And Resort Amenites Kissimmee villa is located only 12 minutes' walk from the ChampionsGate Country Club Golf, giving access to various tourist spots nearby. 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

Fairway Fun Castle

1164 Castle Pines Ct, Kissimmee, United States View map

The enchanting Fairway Fun Castle Villa Kissimmee is a remarkable retreat nestled just 25 km from the vibrant heart of Kissimmee. This exquisite accommodation harmoniously blends luxurious amenities… More

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Bo0104 Villas South Monaco

7662 Whisper Way, Kissimmee, United States View map

Bo0104 Villas South Monaco Kissimmee accommodates up to 6 guests and offers proximity to the Reunion Resort Water Park, located approximately 5 minutes' walk away. More

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Cocos Castle Escape 9Br Pv Pool

321 Ocean Course Avenue, Kissimmee, United States View map

Cocos Castle Escape 9Br Pv Pool Villa offers a luxurious retreat nestled just 29 km from the vibrant heart of Kissimmee, making it an ideal escape for families and groups seeking both relaxation and… More

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Fairway Pinehurst

1116 Castle Pines Ct, Kissimmee, United States View map

**Welcome to Fairway Pinehurst**, a charming haven situated just 24 kilometers from bustling Kissimmee, where comfort and tranquility unite. Surrounded by lush landscapes and manicured fairways, this… More

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4805 Brier Rose

4805 Brier Rose Lane, Kissimmee, United States View map

**Experience Tranquility at 4805 Brier Rose Villa** Nestled just 20 minutes by car from the vibrant attractions of Kissimmee, the 4805 Brier Rose Villa invites guests into a serene retreat. More

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Grh14419 - Champions Gate Resort - 4 Bed 3 Baths Townhome

1160 Challenge Dr, Kissimmee, United States View map

Featuring a private pool for guests' relaxation, the 4-bedroom Grh14419 - Champions Gate Resort - 4 Bed 3 Baths Townhome Kissimmee villa is located a mere 0.9 km from the ChampionsGate Country Club… More

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Disney Getaway: Pool, Spa & Lake Views

1899 Tropical Palms Circle, Kissimmee, United States View map

Staying at the 7-bedroom Disney Getaway: Pool, Spa & Lake Views Kissimmee villa, guests can visit Tuscan Hills Boulevard, which is nearly a 25-minute walk away. Located in the West Kissimmee district… More

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3031 Encantada

3031 Yellow Lantana Ln, Kissimmee, United States View map

**3031 Encantada Kissimmee is where comfort meets convenience just minutes from the magic of Disney.** This beautifully appointed townhouse in the Encantada Resort offers a tranquil retreat after a… More

From US$ 229 Book Now

Ideally Located Modern Townhome With Open Layout & Pool - Snowbird-Friendly

3154 Tamarind Circle, Kissimmee, United States View map

Ideally Located Modern Townhome With Open Layout & Pool - Snowbird-Friendly Kissimmee villa offers proximity to nearby tourist spots, such as the Rum Run, situated 3.1 km away. More

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Last Minute Disney Private Pool Hot Tub Game Room Themed Bedrooms. Book Now 32850

2878 Stanza Ct, Kissimmee, United States View map

Offering a Jacuzzi for a relaxing experience, Last Minute Disney Private Pool Hot Tub Game Room Themed Bedrooms. Book Now 32850 Kissimmee villa is located a 10-minute drive from Medieval Times Dinner… More

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Windsor Palms Oasis Harry Potter Mickey Pool Spa

2216 Wyndham Palms Way, Kissimmee, Fl 34747, Usa, Kissimmee, United States View map

Welcome to Windsor Palms Oasis, a magical retreat that seamlessly combines luxury with the enchanting world of Harry Potter. Nestled just 50 minutes from Kissimmee and 45 km from Orlando… More

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Wsb610

610 Whistling Straits Boulevard, Kissimmee, United States View map

**Welcome to Wsb610 Villa Kissimmee**, a stunning sanctuary located just 30 kilometers from the vibrant heart of Kissimmee, where the magic of Florida's theme parks and attractions is within easy… More

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4 Bedroom 3 Bathroom Villas At Sevendwarfs 17-101

4562 Jona Free Lane 17-101, Kissimmee Fl, 34746, Kissimmee, United States View map

**Welcome to Sevendwarfs: Your Gateway to the Magic of Kissimmee** Nestled just 10 kilometers from the vibrant heart of Kissimmee, Sevendwarfs offers a perfect blend of comfort and convenience for… More

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Your Oasis Awaits! Indulge At Florida Hideaways 4Bd Pool Home

1071 Marcello Blvd, Kissimmee, United States View map

The 3-bedroom Your Oasis Awaits! Indulge At Florida Hideaways 4Bd Pool Home Kissimmee is located about a 25-minute walk from the Osceola County Welcome Center and History Museum and provides an… More

From US$ 325 Book Now

Huge Family Home Sleeps 26 Vpr105

2452 Rama Dr, Kissimmee, United States View map

**Welcome to Huge Family, an expansive retreat designed for large gatherings and unforgettable family vacations. Nestled just 8 km from the vibrant heart of Kissimmee, this remarkable sanctuary is… More

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6Br In Reunion Resort Sleeps 14 And 12 Min Disney

7692 Somersworth Drive, Kissimmee, United States View map

Nestled a 10-minute drive from ChampionsGate Golf Club, 6Br In Reunion Resort Sleeps 14 And 12 Min Disney Kissimmee villa entices guests to explore various tourist destinations nearby. More

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Casa 3Q Solara Com Piscina Privativa

1610 Carey Palm Cir, Kissimmee, United States View map

Situated around a 10-minute ride from Northeast Regional City Park, the 3-bedroom Casa 3Q Solara Com Piscina Privativa Kissimmee includes an outdoor swimming pool, as well as a Jacuzzi to relax in. More

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Perfect Family Villa Near Disney With Margaritaville Resort & Island H20 Waterpark Access - 3168Cs

3168 Caribbean Soul Dr, Kissimmee, United States View map

The 2-bedroom Perfect Family Villa Near Disney With Margaritaville Resort & Island H20 Waterpark Access - 3168Cs Kissimmee hosts up to 6 guests and is nestled 4.3 km from natural sites such as… More

From US$ 329 Book Now

Casa C/ Piscina Privativa A 10Min Da Disney

2951 Penelope Loop, Kissimmee, United States View map

Situated 4.1 km from the Eagle Park Orlando, the 3-bedroom Casa C/ Piscina Privativa A 10Min Da Disney Kissimmee provides access to numerous tourist attractions in the area. More

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Resort-Style Home With Pool, Near Disney!

8930 Coconut Breeze Drive, Kissimmee, United States View map

Offering a Jacuzzi for a relaxing experience, Resort-Style Home With Pool, Near Disney! Kissimmee is located 10 minutes' drive from Northeast Regional City Park. Offering a spa salon, the 9-bedroom… More

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8104 Fan Palm

8104 Fan Palm Way, Kissimmee, United States View map

Welcome to the enchanting 8104 Fan Palm Villa Kissimmee, a tranquil oasis that blends modern comfort with the charm of Central Florida. Nestled just 30 km from the vibrant center of Kissimmee, this… More

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Disney Private Pool Hot Tub Game Room Themed Bedrooms. Book Now Cg788

8952 Takeaway Wy, Kissimmee, United States View map

Disney Private Pool Hot Tub Game Room Themed Bedrooms. Book Now Cg788 Kissimmee villa is located 4.2 km from Tuscan Hills Boulevard and provides hiking, horseback riding, and cycling for active… More

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Brand New Modern State Of The Art Home! Sleeps 31

4101 Sonoma Blvd, Kissimmee, United States View map

Brand New Modern State Of The Art Home! Sleeps 31 Kissimmee is located about a 25-minute stroll from Medieval Times Dinner & Tournament and provides a Jacuzzi. The Kissimmee holiday home features… More

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Lime Green Villa Near Disney With Margaritaville Resort & Island H20 Waterpark Access - 2930Cl

2930 Castaway Lane, Kissimmee, United States View map

Nestled approximately a 25-minute walk from Mystic Dunes Golf Club at Mystic Dunes Resort, the 4-bedroom Lime Green Villa Near Disney With Margaritaville Resort & Island H20 Waterpark Access - 2930Cl… More

From US$ 436 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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New Sparkling Court Retreat Pool Loft & Family Comforta

7400 Sparkling Court, Kissimmee, United States View map

During the stay at New Sparkling Court Retreat Pool Loft & Family Comforta Kissimmee villa, guests can indulge in cycling or visit Orlando Tree Trek Adventure Amusement Park Zip Line, located 2.8 km… More

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Dog-Friendly Home With Private Pool, High-Speed Wifi, Central Ac, & Washer/Dryer

2973 Buccaneer Palm Road, Kissimmee, United States View map

Dog-Friendly Home With Private Pool, High-Speed Wifi, Central Ac, & Washer/Dryer Kissimmee offers swift access to various city sites, such as the Paradise Palms Boulevard, situated nearly 5 minutes'… More

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Spacious 8Br Luxury Home, Private Pool, By Disney

2191 Tripoli Ct, Kissimmee, Fl 34747, Usa, Kissimmee, United States View map

Nestled in the West Kissimmee district, the 8-bedroom Spacious 8Br Luxury Home, Private Pool, By Disney Kissimmee is around a 10-minute drive from Northeast Regional City Park and offers a hot tub. More

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326 Ocean Course

326 Ocean Course Ave, Kissimmee, United States View map

**Welcome to 326 Ocean Course, a luxurious haven nestled just 29 kilometers from the vibrant heart of Kissimmee.** Offering a seamless blend of comfort and sophistication, this exquisite villa… More

From US$ 277 Book Now

Champions Gate 5Br W/ Pool, Sleeps 12

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

Champions Gate 5Br W/ Pool, Sleeps 12 Villa Kissimmee is located 4.9 km from Northeast Regional City Park and provides a Jacuzzi. More

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Spacious 5Br Home With Pool Near Disney

770 Sticks Street, Kissimmee, United States View map

Spacious 5Br Home With Pool Near Disney Kissimmee, located 4.3 km from Tuscan Hills Boulevard, invites guests to relax in a hot tub. More

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Luxury 9 Bedroom 5 Bath Villa Arcade Theatre Pool 2 Free Waterparks

811 Sticks Street, Kissimmee, United States View map

During the stay at Luxury 9 Bedroom 5 Bath Villa Arcade Theatre Pool 2 Free Waterparks Kissimmee, guests can indulge in horse riding and fishing or visit the Rum Run, located a 10-minute ride away. More

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Home Away From Home With Private Pool Chg103

9167 Sommerset Hills D, Kissimmee, United States View map

**Discover a Serene Retreat at Home Away From Home With Private Pool Chg103** Nestled in the vibrant heart of Kissimmee, Home Away From Home With Private Pool Chg103 offers guests a tranquil retreat… More

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Storey Lake Resort 1071 - Hosted By Top Villas

4824 Dedication Street, Kissimmee, United States View map

Storey Lake Resort 1071 - Hosted By Top Villas Kissimmee is located just 6 minutes' stroll from Shadi Agha Mosque and offers a treatment room for guests' relaxation. Offering a swimming pool, the… More

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New Castle Pines Family Oasis Epic Retreat Near Disney

1176 Castle Pines Court, Kissimmee, United States View map

Situated about 25 minutes' walk from the Champions Gate Downtown Shopping Center, New Castle Pines Family Oasis Epic Retreat Near Disney Kissimmee villa provides cycling, as well as a fitness studio… More

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Patriots Isle

7768 Linkside Loop, Kissimmee, United States View map

Welcome to the serene retreat of Patriots Isle, a luxurious destination that infuses sophistication with the warm charm of the Kissimmee area. Nestled in a tranquil locale, this hidden gem is just a… More

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American Secret 10 Bed 7 Miles To Disney

2605 Calistoga Avenue, Kissimmee, United States View map

**Welcome to American Secret 10 Bed, your ideal getaway just moments from the magic of Disney.** Nestled in the vibrant city of Kissimmee, this unique retreat offers both privacy and accessibility… More

From US$ 400 Book Now

Inviting Home Near Theme Parks With Private Heated Pool, Lanai, Patio & W/D

242 Ocean Course Avenue, Kissimmee, United States View map

Inviting Home Near Theme Parks With Private Heated Pool, Lanai, Patio & W/D Kissimmee is located about 10 minutes by car from Highgate Park Boulevard, giving access to various tourist spots nearby. More

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Mansao 9 Quartos Com Cinema, Piscina E Spa

4587 Narrative Ln, Kissimmee, United States View map

Ensuring a relaxing stay with a Jacuzzi, Mansao 9 Quartos Com Cinema, Piscina E Spa Kissimmee villa is situated 3.3 km from Shingle Creek Regional Park and can accommodate 20 guests. Located around… More

From US$ 572 Book Now

Crescent Lakes Villa

2510 Calla Lily Cove, Kissimmee, United States View map

Discover the elegance and charm of Crescent Lakes, where serene landscapes meet modern comfort just 16 kilometers from the vibrant heart of Kissimmee. Nestled amidst lush greenery, Crescent Lakes… More

From US$ 321 Book Now

Cheerful Villa With Pool, Spa

8913 Caroline Bay Court, Kissimmee, United States View map

Cheerful Villa With Pool, Spa Kissimmee is located around a 10-minute drive from Highlands Reserve Boulevard and provides a private swimming pool, ensuring a relaxing stay. The Kissimmee villa… More

From US$ 222 Book Now

New! 14Br Disney-Area Resort With Bowling & Theater

2560 Shanti Drive, Kissimmee, United States View map

Along with access to such natural sites as Shingle Creek Regional Park, a 25-minute walk away, New! 14Br Disney-Area Resort With Bowling & Theater Kissimmee villa offers a private swimming pool. More

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Contemporary 4 Bed 3 Bath Townhome - Near Walt Disney World W/ Great Amenities

3031 Beach Palm Avenue, Kissimmee, United States View map

Contemporary 4 Bed 3 Bath Townhome - Near Walt Disney World W/ Great Amenities Kissimmee villa is located 25 minutes' walk from the Rum Run and invites guests to join billiards. Featuring a sauna… More

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Cozy Cottage With Private Pool Near Disney With Margaritaville Resort & Island H2O Access - 8041Kd

8041 Knee Deep Rd, Kissimmee, United States View map

Nestled 3.3 km from the 145 - foot Tree of Life Sculpture, the 3-bedroom Cozy Cottage With Private Pool Near Disney With Margaritaville Resort & Island H2O Access - 8041Kd Kissimmee is boasting spa… More

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Private Hot Tub Terra Verde Resort Pool Themed Rooms

4748 Vero Beach Pl, Kissimmee, Fl 34746, Usa, Kissimmee, United States View map

Private Hot Tub Terra Verde Resort Pool Themed Rooms Kissimmee villa is located about 5 km from the Museum of Military History and provides billiards for active guests. Featuring a Jacuzzi, this… More

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