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2026-06-07
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Luxury accommodations in Kissimmee

Disney Retreat - Pool Theater Game Room Sleeps Family Of 16

Windsor At Westside, 8936 Rhodes Street, Kissimmee, United States View map

Situated 4.5 km from the West Gate Flea Market, Disney Retreat - Pool Theater Game Room Sleeps Family Of 16 Kissimmee villa invites guests to relax at a patio. More

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Super Boho - At Lake Toho Fishing Vintage Vibes

308 Lakeshore Boulevard, Kissimmee, United States View map

**Welcome to Super Boho - At Lake Toho Fishing Vintage Vibes** Centrally located, Super Boho - At Lake Toho Fishing Vintage Vibes is just moments away from key landmarks and attractions in Osceola… More

From US$ 92 Book Now

Upstay - New Build Home With Pool & Spa

Takeaway Way, Kissimmee, United States View map

**Welcome to Upstay - New Build Home With Pool & Spa, a serene oasis in the heart of Kissimmee, where modern luxury meets family-friendly comfort. Located just 29 km from Kissimmee's bustling… More

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Grand Superior 3Br Townhouse Near Disney Parks

Kissimmee, United States View map

Grand Superior 3Bd Townhouse Near Disney Villa is within 7 km of Disney's Hollywood Studios and approximately a 15-minute ride from from Disney's Blizzard Beach Water Park. This villa is located in… More

From US$ 136 Book Now

Excellent Resort Free/ Makin Memories / 4 Beds

3074 Gatsby Street, Kissimmee, United States View map

**Experience Unforgettable Stays at Excellent Resort Free/Makin Memories/4 Beds** Nestled in the heart of Kissimmee, the Excellent Resort Free/Makin Memories/4 Beds offers a refreshing escape for… More

From US$ 175 Book Now

4993Fp Townhouse 4 Bedrooms & 3 Bathrooms + Pool

4993 Windermere Ave, Kissimmee, United States View map

**Welcome to 4993Fp Townhouse, your perfect getaway!** Nestled in the heart of Kissimmee, this charming townhouse offers an impressive blend of comfort and convenience. Featuring four beautifully… More

From US$ 203 Book Now

Amazing Townhome With Lake View At Storey Lake Resort

3161 Paradox Cir # 108, Kissimmee, United States View map

Situated 4.6 km from Hawks Landing Golf Club, the 2-bedroom Amazing Townhome With Lake View At Storey Lake Resort Kissimmee villa entices guests to explore various tourist attractions in the area. More

From US$ 144 Book Now

Huge 6Br House - Private Pool Retreat Near Disney

290 Las Fuentes Drive, Kissimmee, United States View map

**Welcome to Huge 6Br House - Private Pool Retreat Near Disney**, your ultimate family getaway perfectly situated near the magic of Disney. Located just 9 km from Kissimmee, this expansive abode is… More

From US$ 461 Book Now

Themed 5Bd Paradise Palms Close To Disney W Pool 8951

8951 Cat Palm Road, Kissimmee, United States View map

Welcome to Themed 5Bd Paradise Palms Close To Disney W Pool 8951, an enchanting retreat situated just an hour's ride from Kissimmee. This charming property offers families an unforgettable vacation… More

From US$ 255 Book Now

Cozy Home

2626 Einwood Dr, Kissimmee, United States View map

Situated 3.7 km from cumbrian lakes, Cozy Home Kissimmee features a terrace with views of the garden. Offering a swimming pool, this property invites guests to visit the working Kissimmee Air Museum,… More

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Incredible 8Br Villa By Disney W Pool Game Theme

Malta Terrace 2129, Kissimmee, United States View map

**Welcome to the Incredible 8Br Villa By Disney W Pool Game Theme**, an exceptional retreat designed for families and groups seeking the perfect blend of luxury and comfort just minutes from the… More

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9 Bedrooms 5 Bathrooms Storey Lake 4559 Nl

4559 Narrative Lane, Kissimmee, United States View map

**Stunning Retreat at Storey Lake** Discover the enchanting charm of the 9 Bedrooms - 5 Bathrooms - Storey Lake 4559 Nl, a captivating oasis nestled just a 20-minute drive from the vibrant heart of… More

From US$ 735 Book Now

Studio Apartment With Spacious King & Queen Bed, Pet-Friendly, 8 Min From Disney, Pool And Parking

5565 W Irlo Bronson Memorial Hwy, Kissimmee, United States View map

Situated just a short drive from the thrilling attractions of Disney, the Studio Apartment With Spacious King & Queen Bed, Pet-Friendly, 8 Min From Disney, Pool And Parking Kissimmee presents a… More

From US$ 113 Book Now

Super Yes - Many Amenities Relax Gym Courts

1063 Park Ridge Circle, Kissimmee, United States View map

Staying at the 3-bedroom Super Yes - Many Amenities Relax Gym Courts Villa Kissimmee, guests can visit lake berkley, which is about a 15-minute stroll away. More

From US$ 140 Book Now

Elegant, Comfortable, Inexpensive... Reunion Resort

7511 Seven Eagles Way, Kissimmee, United States View map

Reunion Resort** . Nestled just 22 kilometers from the vibrant heart of Kissimmee and 50 kilometers from Orlando International Airport, this delightful retreat seamlessly combines luxury and… More

From US$ 143 Book Now

Charming Townhouse With 2 King Suites & Amazing Pool Only 10 Mins To Disney

2952 Lucayan Harbour Circle 105, Kissimmee, United States View map

Welcome to the Charming Townhouse With 2 King Suites & Amazing Pool Only 10 Mins To Disney, a delightful retreat nestled in the scenic master-planned community of Celebration, Florida. Just a short… More

From US$ 221 Book Now

Amazing 9 Bedroom Lake View

2912 Penelope Loop, Kissimmee, United States View map

In the heart of central Florida, the Amazing 9 Bedroom Lake View offers a picturesque retreat that combines luxury with access to entertainment and adventure. Just a short 10 km from Kissimmee, this… More

From US$ 662 Book Now

Beautiful Home With Game Room

Kissimmee, United States View map

Nestled in the vibrant Storey Lake Resort community, this stunning six-bedroom, six-bathroom retreat is designed to accommodate up to 16 guests, ensuring ample space for family gatherings and… More

From US$ 335 Book Now

5Br Disney Villa With Private Pool & Spa

2650 Santosh Cove, Kissimmee, United States View map

5Br Disney Villa With Private Pool & Spa Kissimmee is located 10 minutes' drive from the Osceola County Welcome Center and History Museum and invites guests to enjoy a patio. More

From US$ 297 Book Now

Wonderful 4Bd Near Disney W Pool At Storeylake 2557

Reading Trail 2557, Kissimmee, United States View map

Welcome to Wonderful 4Bd Near Disney W Pool At Storeylake 2557, the ultimate family retreat just a stone's throw from the magic of Disney. Nestled in the heart of Kissimmee, this charming getaway is… More

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Amazing Townhouse Tvpm

4885 Romeo Circle, Kissimmee, United States View map

**Welcome to Amazing Townhouse Tvpm, where comfort and convenience intersect beautifully.** Situated just 12 km from the vibrant heart of Kissimmee, this exceptional accommodation offers a serene… More

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Relaxing Getaway In Emerald Island Near Disney

8518 Crystal Cove Loop, Kissimmee, United States View map

Set within the enchanting Emerald Island community, the Relaxing Getaway In Emerald Island Near Disney invites guests to bask in its captivating charm while being just 31 km from the vibrant heart of… More

From US$ 297 Book Now

Spacious 4-Bedroom Family Retreat Near Disneyland!

8900A Shine Drive, Kissimmee, United States View map

**Spacious 4-Bedroom Family Retreat Near Disneyland!** Offers a welcoming atmosphere perfect for families seeking adventure and relaxation. Nestled in the heart of Kissimmee, this charming retreat is… More

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6Br Luxury Home - Private Pool Hot Tub And Bbq

Marcello Boulevard 358, Kissimmee, United States View map

Welcome to 6Br Luxury Home - Private Pool Hot Tub And BBQ, where modern elegance meets the comforts of home. Nestled just 8 km from the vibrant heart of Kissimmee, this exquisite retreat offers an… More

From US$ 399 Book Now

Grand Premier 3Br Condo Apartment Near Disney Parks

5012 Laguna Bay Cir, Kissimmee, United States View map

**Experience Luxury at the Grand Premier Resorts Near Disney** Nestled just 10 km from the vibrant heart of Kissimmee, the Grand Premier 3Br Condo Apartment Near Disney Parks offers an unparalleled… More

From US$ 140 Book Now

Luxury 6Br Villa W Pool & Cinema 4Mi To Disney

748 Desert Mountain Court, Kissimmee, United States View map

To enjoy your vacation in Kissimmee, stay at Luxury 6Br Villa W Pool & Cinema 4Mi To Disney Kissimmee, which is around a 25-minute walk from Arnold Palmer Golf Course and 3.4 km from Mystic Dunes… More

From US$ 332 Book Now

4Bd Cozy Resort Home Private Pool Bbq Grill

4952 Thames Street East, Kissimmee, United States View map

Set in the heart of Kissimmee, the 4Bd Cozy Resort Home with Private Pool and BBQ Grill presents an inviting retreat just 15 km from the vibrant attractions of Kissimmee. This charming holiday… More

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Luxury Disney Retreat

8048 King Palm Circle, Kissimmee, United States View map

Situated approximately a 25-minute walk from the Windsor Hills, Luxury Disney Retreat Kissimmee villa entices guests to explore various tourist attractions in the area. Offering free private parking… More

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Disneyworld Fun! Spacious 3 Bed/2Bath Apt /Gamesroom

8105 Coconut Palm Way Apt 202, Kissimmee, United States View map

**Discover an Enchanting Escape Near Disneyworld** Spacious 3 Bed/2Bath Apt /Gamesroom** offers easy access to Orlando International Airport, located just 45 kilometers away. More

From US$ 93 Book Now

Gorgeous Four Bedroom W/ Pool Solara 1551

1551 Carey Palm Circle, Kissimmee, United States View map

Situated in the vibrant West Kissimmee district, Gorgeous Four Bedroom W/ Pool Solara 1551 promises an exquisite retreat defined by luxury and comfort. This opulent vacation townhome stands as a… More

From US$ 214 Book Now

Gorgeous 4 Bedroom W/ Pool Close To Disney 920

920 Marcello Boulevard, Kissimmee, United States View map

**Discover the Essence of Elegance at Gorgeous 4 Bedroom W/ Pool Near Disney** Nestled in the enchanting Kissimmee region, Gorgeous 4 Bedroom W/ Pool Close To Disney 920 is an ideal getaway for… More

From US$ 260 Book Now

Making Memories G

5107 Killarney Way, Kissimmee, United States View map

**Welcome to Making Memories G Villa, an inviting haven nestled in the heart of Kissimmee, just a short 20-minute drive from the vibrant attractions of the area. This charming villa seamlessly blends… More

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The Sparkling Sapphire

923 Lake Berkley Dr, Kissimmee, United States View map

### Welcome to The Sparkling Sapphire Nestled conveniently within a 10-minute drive from the vibrant heart of Kissimmee, The Sparkling Sapphire promises an enchanting getaway near some of Florida's… More

From US$ 222 Book Now

Fabulous 2Br Condo In Four Corners With Free Waterpark

1099 Splash Shot Place, Kissimmee, United States View map

Welcome to the Fabulous 2Br Condo in Four Corners with Free Waterpark, an oasis of comfort and luxury situated just 29 kilometers from the vibrant town of Kissimmee. This stunning accommodation… More

From US$ 146 Book Now

Near Vineland Outlet 3Br With Amenities

3349 Tranquil Trl, Kissimmee, United States View map

Near Vineland Outlet 3Br With Amenities Kissimmee villa offers proximity to nearby tourist spots, such as the Avatar Flight of Passage, situated around 5 km away. Offering a car park as well as Wi-Fi… More

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Renovated Entire Close 2 Disney

4618 Prairie Point Boulevard, Kissimmee, United States View map

**Welcome to the Renovated Entire Close 2 Disney Villa, a perfect getaway for families or groups seeking adventure and relaxation near the enchanting theme parks of Orlando. Nestled in Kissimmee… More

From US$ 179 Book Now

Luxury 7Br 7Ba House W Private Pool Disney

9116 Driftwood Path, Kissimmee, United States View map

Situated in the West Kissimmee district of Kissimmee, 4.3 km from the Rum Run, Luxury 7Br 7Ba House W Private Pool Disney Sheraton villa comes with an indoor pool for guests to unwind. The property… More

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Home In Kissimmee With Huge Backyard

1418 Patrick Street, Kissimmee, United States View map

Staying at the 2-bedroom Home In Kissimmee With Huge Backyard, guests can easily reach the Kissimmee Civic Center, located just 1.8 km away. More

From US$ 178 Book Now

2 Bed 5325

5325 Barefoot Path, Kissimmee, Fl 34746, Kissimmee, United States View map

**Welcome to 2 Bed 5325 Villa in Lake Buena Vista**, where a perfect blend of comfort and luxury awaits. This charming retreat is strategically situated to offer guests unparalleled access to both… More

From US$ 181 Book Now

Redone Private Guesthouse Suite With Community Pool

2606 Judge Loop, Kissimmee, United States View map

Cozy 1-Bedroom Guesthouse W/ Community Pool is located within 4.8 km of Osceola Heritage Park Event Venue and nearly a 10-minute ride from Silver Spur Rodeo Arena. This villa is equipped with 1… More

From US$ 113 Book Now

8891-102Cs Champions Gate,Condo + Game Room

8891 Cabot Cliffs Dr #102, Kissimmee, United States View map

8891-102Cs Champions Gate is a magnificent retreat nestled in the heart of Kissimmee, just 29 km from vibrant downtown Kissimmee and a convenient 50 km from Orlando International Airport. This… More

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Cozy Farmhouse Villa W/ Pool Near Airport & Parks

2214 Stonehedge Loop, Kissimmee, United States View map

Welcome to the Cozy Farmhouse Villa W/ Pool Near Airport & Parks, a serene retreat nestled just 7 km from the vibrant heart of Kissimmee and a mere 20 km from Orlando International Airport. This… More

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Elegant Luxury Home With Pool

4297 Paragraph Drive, Kissimmee, United States View map

**Elegant Luxury Home With Pool is a stunning retreat nestled just 10 km from the vibrant heart of Kissimmee.** This exquisite accommodation captures the essence of leisure living, featuring a… More

From US$ 145 Book Now

Luxe Villa With Pool And Spa Game Room & Free Resort Access Sleeps 22

9142 Sommerset Hills Drive, Kissimmee, United States View map

Featuring a private swimming pool for guests' relaxation, Luxe Villa With Pool And Spa Game Room & Free Resort Access Sleeps 22 Kissimmee is located 4.7 km from the Rum Run. Boasting access to a… More

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Orlando 1Br Beach Themed Home With Pool View Minutes To Disney

5565 West Irlo Bronson Memorial Highway W302, Kissimmee, United States View map

**Orlando 1Br Beach Themed Home With Pool View Minutes To Disney is where comfort meets convenience in the heart of central Florida.** Nestled just 14 km from the vibrant city of Kissimmee, this… More

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Enchanted Orlando Townhome 15 Min To Disney - Enc01

3022 White Orchid Road, Kissimmee, United States View map

Situated within the vibrant surroundings of Kissimmee, the Enchanted Orlando Townhome merges the magic of Florida with the comfort of home. Just a mere 15-minute drive from the enchanting realms of… More

From US$ 372 Book Now

Wonderful 9Bd6Ba Starwarsgamer Sleep22 Solarareso

1834 Caribbean View Terrace, Kissimmee, United States View map

Welcome to the Wonderful 9Bd6Ba Starwarsgamer Sleep22 Solarareso, an exquisite retreat nestled just 32 kilometers from the charming town of Kissimmee, providing easy access to Florida's famed… More

From US$ 539 Book Now

2Br Unit With Big Balcony

205 Andros Avenue, Kissimmee, United States View map

**Welcome to 2Br Unit With Big Balcony Villa, Kissimmee** Nestled within the vibrant surroundings of Kissimmee, the 2Br Unit With Big Balcony Villa is an exceptional getaway, offering both comfort… More

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Magical House Retreat - Relaxing Deck And Pool

1013 Leader St, Davenport, Fl 33896, Kissimmee, United States View map

During the stay at Magical House Retreat - Relaxing Deck And Pool Villa Kissimmee, guests can indulge in a hot tub or visit Highlands Reserve Boulevard, located 3.2 km away. More

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Pleasant House In Storey Lake Near Disney

Kissimmee, United States View map

**Pleasant House in Storey Lake Near Disney is a luxurious retreat nestled in Downtown Kissimmee, Florida's largest city and county seat.** This exquisite property offers a remarkable home away from… More

From US$ 179 Book Now