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2026-04-23
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Kissimmee holiday rentals

8 Bedroom Resort Home With Pool, Spa And Theater

2711 Bookmark Dr, Kissimmee, United States View map

Situated a mere 1.1 km from the Marshalls|the Marshalls store, 8 Bedroom Resort Home With Pool, Spa And Theater Kissimmee includes a private pool, as well as a hot tub to relax in. More

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Perfect Vacation Spot Near Disney 7105

Lucayan Harbour Cir, Florida 34746, Usa, Kissimmee, United States View map

Discover the charm and convenience of Perfect Vacation Spot Near Disney 7105, where family excitement intersects with relaxation. Located a mere 20 minutes by car from the vibrant attractions of… More

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9183 Sommerset Hills Drive

9183 Sommerset Hills Drive, Kissimmee, United States View map

Welcome to the elegant 9183 Sommerset Hills Drive, a refined retreat nestled comfortably within an hour's journey from the vibrant city of Orlando and just 30 km from the picturesque pleasures of… More

From US$ 703 Book Now

Rr7604Cc - Accessible Condo - Reunion

7604 Cabana Ct #103, Kissimmee, United States View map

Welcome to the beautifully appointed Rr7604Cc - Accessible Condo - Reunion, an exquisite retreat located just 23 kilometers from the vibrant heart of Kissimmee and a convenient 50 kilometers from the… More

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Sunnyside Up - Luxurious Townhome W/Private Pool

8938 Sydney Avenue, Kissimmee, United States View map

**Welcome to Sunnyside Up - Luxurious Townhome W/Private Pool, a charming retreat nestled just 32 km from the vibrant heart of Kissimmee. This exquisite townhome offers the perfect blend of comfort… More

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Paradise Palms- 6 Bedroom Pool Home-3150Pp

2987 Buccaneer Palm Road,, Kissimmee, United States View map

Welcome to the enchanting Paradise Palms - 6 Bedroom Pool Home - 3150Pp, a tranquil retreat nestled just 34 km from the vibrant attractions of Kissimmee, Florida. This exquisite property offers an… More

From US$ 335 Book Now

Luxury 9 Bd 5 Bath With Private Pool And Spa 140

8808 Cruden Bay Court, Kissimmee, United States View map

Welcome to Luxury 9 Bd 5 Bath With Private Pool And Spa 140, where modern elegance meets unparalleled comfort. Nestled just a 50-minute drive from the vibrant heart of Kissimmee, this exquisite… More

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The Disney Oasis

8951 Amelia Downs Trail, Kissimmee, United States View map

**Welcome to The Disney Oasis**, an enchanting retreat nestled in the heart of Kissimmee, just 32 km from the vibrant thrills of the renowned Disney parks. This tranquil haven seamlessly combines the… More

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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

Spacious 7-Bedroom Home At Bella Vida Resort With Conservation View

1191 Marcello Blvd, Kissimmee, United States View map

**Welcome to the Spacious 7-Bedroom Home at Bella Vida Resort with Conservation View, a stunning retreat in the heart of Kissimmee, just 7 km from the vibrant attractions of the area. Nestled within… More

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Kissimmee Getaway With Pool Access 5 Mi To Disney

3074 Tom Sawyer Dr, Kissimmee, United States View map

**Discover the Kissimmee Getaway With Pool Access, the ideal retreat just a stone's throw from the enchanting attractions of Disney. Nestled in the heart of Kissimmee, this delightful destination… More

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Gorgeous 4 Bd Close To Disney W/ Pool @ Storey Lake Resort 4245

4245 Paragraph Drive, Kissimmee, United States View map

Welcome to Gorgeous 4 Bd Close To Disney W/ Pool @ Storey Lake Resort 4245, where vibrant family-friendly accommodations meet the enchantment of Central Florida. Nestled just 10 kilometers from… More

From US$ 179 Book Now

Sunset Retreat - 9 Bed Stunning Pool Home

1679 Lima Avenue, Kissimmee, United States View map

**Welcome to the Sunset Retreat - 9 Bed Stunning Pool Home, a serene escape nestled just 32 km from the vibrant attractions of Kissimmee.** This exceptional residence invites visitors to indulge in… More

From US$ 406 Book Now

4797 Kings Castle

4797 Kings Castle Circle, Kissimmee, United States View map

**Welcome to 4797 Kings Castle Villa** - a sanctuary for travelers seeking comfort and adventure, ideally located just 12 km from the vibrant heart of Kissimmee and approximately 30 km from Orlando… More

From US$ 312 Book Now

Spacious Family Townhouse Sleeps 8

1330 Las Fuentes Drive, Kissimmee, United States View map

**Welcome to the Spacious Family Townhouse Sleeps 8**, your ideal retreat in the vibrant heart of Kissimmee. This inviting abode is just a short 10-minute drive from the enchanting attractions of… More

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Remodeled Retreat: Tranquil Resort Oasis Near Theme Parks

2722 Club Cortile,Unit B Kissimmee, Fl 34746, Kissimmee, United States View map

Situated nearly a 10-minute ride from Falcon's Fire Golf Course, the spacious 139 m^2 Remodeled Retreat: Tranquil Resort Oasis Near Theme Parks Kissimmee provides guests with Wi-Fi for either… More

From US$ 128 Book Now

Stunning 5Br Windsor At Westside - Pool & Themed Room!

8854 Geneve Ct, Kissimmee, Fl 34747, Usa, Kissimmee, United States View map

Situated within 10 minutes' drive of the Indian Ridge, the 4-bedroom Stunning 5Br Windsor At Westside - Pool & Themed Room! Kissimmee villa features a patio with views of the lake. Offering a private… More

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Vacay Villa

7480 Excitement Dr., Kissimmee, United States View map

Nestled just 24 kilometers from the vibrant heart of Kissimmee and conveniently 50 kilometers from Orlando International Airport, Vacay Villa offers an ideal retreat for families and adventure… More

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Townhome At Compass Bay Community

5148 Crown Haven Drive, Kissimmee, United States View map

Situated 2.6 km from local amusement parks, Townhome At Compass Bay Community Kissimmee villa provides access to numerous tourist attractions in the area. More

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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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Great Townhouse In Great Luxurious Community, Poolgym Close To Disney!

9006 Shine Drive, Kissimmee, United States View map

**Welcome to Great Townhouse In Great Luxurious Community, Poolgym Close To Disney!**, A charming oasis conveniently situated just 35 kilometers from the vibrant city of Kissimmee. This remarkable… More

From US$ 141 Book Now

Luxury 5 Bedroom W/ Private Pool Close To Disney 8875

8875 Geneve Court, Kissimmee, United States View map

Nestled in an idyllic setting, this exquisite escape combines the comforts of home with a touch of elegance, making it an exceptional choice for families or groups seeking both relaxation and… More

From US$ 419 Book Now

3830 Premier Villa 6Bd Private Pool And Game Room

3830 Oakville Avenue, Kissimmee, United States View map

**Welcome to 3830 Premier Villa 6Bd Private Pool And Game Room**-an extraordinary retreat nestled in the heart of Kissimmee, Florida, where luxury meets comfort. This stunning villa features… More

From US$ 350 Book Now

Inviting Home Near Disney With Waterpark & Resort Access At Encore Resort - 7792Sw

7792 Somersworth Dr, Kissimmee, United States View map

Located just 6 minutes on foot from the Kissimmee Civic Center, the 3-bedroom Inviting Home Near Disney With Waterpark & Resort Access At Encore Resort - 7792Sw Kissimmee gives easy access to various… More

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Mario & Fairy 3Br Condo W Free Water Park 303

4731 Clock Tower Drive, Kissimmee, United States View map

Located just around the corner from Lennar at Storey Lake, Mario & Fairy 3Br Condo W Free Water Park 303 Kissimmee villa offers a patio with a view over the lake. This holiday home features… More

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Villa 9 Quartos Com Temas, Pertinho Da Disney!

4532 Target Boulevard, Kissimmee, United States View map

Situated around 6 km from Kissimmee Golf Club, Villa 9 Quartos Com Temas, Pertinho Da Disney! Kissimmee provides access to numerous tourist attractions in the area. More

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Marvelous 4 Bd W Pool & Waterpark Near Disney 218

218 Ocean Course Avenue, Kissimmee, United States View map

Situated about 7 km from the West Gate Flea Market, Marvelous 4 Bd W Pool & Waterpark Near Disney 218 Kissimmee villa invites guests to relax at a patio. Guests can enjoy cycling and fishing at this… More

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Private Pool Family-Friendly Kissimmee Townhome!

4747 Ormond Beach Way, Kissimmee, United States View map

Staying at the 3-bedroom Private Pool Family-Friendly Kissimmee Townhome! villa, guests can visit the working Kissimmee Air Museum, which is nearly a 25-minute walk away. The welcoming holiday home… More

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Champions Gate 1092

1092 Leader Street, Kissimmee, United States View map

Champions Gate 1092 Villa Kissimmee entices active guests with access to a fitness suite and is located nearly a 10-minute drive from ChampionsGate Golf Club. Featuring a patio, the Kissimmee holiday… More

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Sleeps 23 9Br Home W Private Pool & Game Room

1805 Gobi Drive, Kissimmee, United States View map

Offering a Jacuzzi for a relaxing experience, Sleeps 23 9Br Home W Private Pool & Game Room Kissimmee is located 10 minutes' drive from the Indian Ridge. More

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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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Lakeside Villa With Pool Bbq Cinema & Games Room

3941 Sonoma Boulevard, Kissimmee, United States View map

Situated 2.9 km from the working Kissimmee Air Museum, Lakeside Villa With Pool Bbq Cinema & Games Room Kissimmee entices guests to explore various tourist attractions in the area. 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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Resort Condo With All Amenities Needed-Cane Island

5265 Cane Island Loop, Kissimmee, United States View map

**Discover Unparalleled Comfort at Resort Condo With All Amenities Needed-Cane Island** Nestled in the vibrant heart of Kissimmee, Resort Condo With All Amenities Needed-Cane Island offers travelers… More

From US$ 137 Book Now

2633 Trafalgar Village

2633 Old Kent Circle, Kissimmee, United States View map

**Welcome to the 2633 Trafalgar Village** - your ideal retreat located just a 20-minute drive from the vibrant heart of Kissimmee. Nestled in a serene neighborhood, this inviting residence combines… More

From US$ 432 Book Now

1184 Ks - Champions Gate Retreat With Private Pool

1184 Kingsbarn St, Kissimmee, United States View map

**Discover the 1184 Ks Champions Gate Retreat With Private Pool**, a serene getaway that promises both relaxation and adventure, situated just 50 minutes by car from the lively heart of Kissimmee. More

From US$ 196 Book Now

700 Drop Shot Drive

700 Drop Shot Drive, Kissimmee, United States View map

** This luxurious villa offers an idyllic oasis for families and couples alike, providing both comfort and serenity in a picturesque setting. With its spacious interiors and elegantly designed spaces… More

From US$ 1009 Book Now

Timeless Magic At Bahama Bay

409 Rum Run, Kissimmee, United States View map

**Discover Timeless Magic at Bahama Bay** Situated conveniently close to the excitement of Kissimmee's theme parks and attractions, Timeless Magic at Bahama Bay offers unparalleled access for those… More

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New! Family Cottage Near Disney-Sleep 6

5 Merry Men Drive, Kissimmee, United States View map

Welcome to the enchanting New! Family Cottage Near Disney-Sleep 6, ideally situated just 13 km from the magical gates of Walt Disney World in Kissimmee. This charming retreat offers families the… More

From US$ 96 Book Now

Home Away From Home In Disney 4106

2941 Lucayan Harbour Circle, Kissimmee, United States View map

Welcome to Home Away From Home In Disney 4106, a delightful retreat that blends comfort with convenience, situated just 13 kilometers from the enchanting theme parks of Kissimmee, Florida. This… More

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Wonderful 4Bd With Pool At Storey Lake Resort 4819

4819 Crusoe Street, Kissimmee, United States View map

Welcome to the Wonderful 4Bd With Pool At Storey Lake Resort 4819 in Kissimmee, Florida-a serene retreat just 12 km from the vibrant attractions of Kissimmee. Nestled within the renowned Storey Lake… More

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Charming 5Bd Townhome W Pool Near Disney 2014

2014 Majorca Dr, Kissimmee, United States View map

Featuring a private swimming pool for guests' relaxation, Charming 5Bd Townhome W Pool Near Disney 2014 Kissimmee villa is located around a 10-minute drive from Highlands Reserve GC. More

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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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Family Mickey & Star Wars - Free Heated Pool

2448 Reading Trail, Kissimmee, United States View map

Positioned just 8 km from the vibrant heart of Kissimmee, Family Mickey & Star Wars - Free Heated Pool offers an enchanting escape for families yearning for adventure and relaxation. This delightful… More

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2982Dc Townhouse 4 Bedrooms & 3 Bathrooms + Pool

2982 Protagonist St, Kissimmee, United States View map

**Welcome to 2982Dc Townhouse, a charming haven nestled just 10 km from the vibrant heart of Kissimmee.** This inviting townhouse offers a perfect blend of comfort and convenience, ideal for families… More

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Luxury 6Br W Pool In Pet-Friendly Resort 369

1672 Tropical Palms Circle, Kissimmee, United States View map

Experience a vibrant family getaway at Luxury 6Br W Pool In Pet-Friendly Resort 369, nestled just 32 km from the bustling heart of Kissimmee. This exquisite retreat is situated within a pet-friendly… More

From US$ 196 Book Now

Heated Pool Game Room Free Resort 9Mi Disney

1845 Nice Court, Kissimmee, United States View map

Experience an unforgettable getaway at the Heated Pool Game Room Free Resort, just a stone's throw away from the magic of Disney, situated only 30 km from Kissimmee. This family-friendly paradise is… More

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Storey Lake 5Br Family Home W Private Pool

4883 Romeo Cir, Kissimmee, United States View map

Situated 4.5 km from the Gaylord Palms Resort & Convention Center, Storey Lake 5Br Family Home W Private Pool Kissimmee entices guests to explore various tourist attractions in the area. More

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4916 - 5Br W Pool 10Min Disney 2 Water Parks

4916 Windermere Avenue, Kissimmee, United States View map

Featuring a private swimming pool for guests' relaxation, 4916 - 5Br W Pool 10Min Disney 2 Water Parks Kissimmee villa is located 3.6 km from the outlet mall "Lake Buena Vista Factory Stores". More

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6 Mi To Disney Lakefront Reunion Resort Home

1521 Fairview Cir, Kissimmee, United States View map

Featuring a swimming pool for guests' relaxation, the 4-bedroom 6 Mi To Disney Lakefront Reunion Resort Home Kissimmee is located a mere 9 minutes' stroll from Publix Super Market at Ovation. More

From US$ 134 Book Now