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2026-02-15
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Kissimmee holiday rentals

Upstay Family Home W Resort Access & Private Pool

2973 Banana Palm Drive, Kissimmee, United States View map

**Upstay Family Home W Resort Access & Private Pool** offers an idyllic retreat in the sunny heart of Florida, just 34 km from the vibrant city of Kissimmee. This enchanting premises combines the… More

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Palm Tree Paradise Cottage Near Disney With Margaritaville Resort & Island H20 Waterpark Access - 3087Pi

3087 Pirate Way, Kissimmee, United States View map

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From US$ 391 Book Now

Tranquil Retreat - Serene Getaway

Challenge Drive 1240, Kissimmee, United States View map

Welcome to Tranquil Retreat - Serene Getaway, where the picturesque charm of Kissimmee meets luxurious comfort. Nestled just 28 kilometers from the vibrant heart of Kissimmee, this exquisite getaway… More

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Solara Resort Relaxing Oasis,Pool,Waterpark,By Disney

1614 Carey Palm Cir, Kissimmee, Fl 34747, Usa, Kissimmee, United States View map

Solara is a tranquil retreat that embodies relaxation and luxury, situated just a short 60-minute drive from the excitement of Kissimmee. Nestled away from the hustle and bustle, this serene oasis is… More

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2605 Pawnall

2605 Pawnall Street, Kissimmee, United States View map

Situated in the enchanting town of Celebration, known for its close ties to Walt Disney Company, 2605 Pawnall provides an exceptional base for your Disney adventures, just a stone's throw from the… More

From US$ 424 Book Now

600 Pebble Beach Drive

600 Pebble Beach Drive, Kissimmee, United States View map

**Welcome to 600 Pebble Beach Drive**, an exquisite retreat nestled in the enchanting Kissimmee region, just 29 kilometers from the heart of Kissimmee and conveniently located 50 kilometers from the… More

From US$ 202 Book Now

Family Resort Home W Heated Private Pool

1036 Leader Street, Kissimmee, United States View map

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Mickey'S Magical Townhome Venetian Bay Villages

4005 San Sabastian Drive, #103 Building 53, Kissimmee, Fl 34741, Kissimmee, United States View map

**Welcome to Mickey's Magical Townhome Venetian Bay Villages** Nestled just 6 kilometers from the vibrant heart of Kissimmee, Mickey's Magical Townhome Venetian Bay Villages offers a perfect blend of… More

From US$ 436 Book Now

Prime Locale - Vacation Paradise

Clock Tower Drive 4853, Kissimmee, United States View map

**Experience Unmatched Comfort at Prime Locale - Vacation Paradise** Welcome to Prime Locale - Vacation Paradise, your ideal retreat just 12 kilometers from the charming streets of Kissimmee. More

From US$ 239 Book Now

Spacious 4Br Townhome W Pool -Free Bbq

1828 Tropical Palms Circle, Kissimmee, United States View map

**Welcome to Spacious 4Br Townhome with Pool & Free BBQ** Ideally situated, the Spacious 4Br Townhome is just 50 km from Orlando International Airport, making travel a breeze. More

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Casa 4Q Lucaya Com Temas Disney E Clubhouse

2941 Lucayan Harbour Circle, Kissimmee, United States View map

**Welcome to Magical 4Bd/3Ba Home, 10 Min To Disney, where comfort meets convenience in the heart of Kissimmee.** Just a short distance of 13 km separates you from the magic of Disney, making it an… More

From US$ 212 Book Now

Resort Home, Pool, Spa, Game Near Disney-New!

8953 Amelia Downs Trail, Kissimmee, United States View map

**Welcome to Your Perfect Getaway** Nestled just 32 kilometers from the vibrant heart of Kissimmee, Resort Home, Pool, Spa, Game Near Disney-New! More

From US$ 794 Book Now

Extended Pool Deck - South Facing - Pool & Spa - Game Room - Family Friendly - Nr Disney

9002 Murano Mews Court, Kissimmee, United States View map

Featuring horseback riding to make your visit more entertaining, the 4-bedroom Extended Pool Deck - South Facing - Pool & Spa - Game Room - Family Friendly - Nr Disney Kissimmee villa is 3.8 km from… More

From US$ 320 Book Now

5372 Lovely Home Inside Disney Area

5372 Diplomat Court, Kissimmee, United States View map

Experience the enchantment of Orlando at the 5372 Lovely Home Inside Disney Area, an exquisite retreat nestled within the charming Celebration community. This meticulously designed residence is mere… More

From US$ 157 Book Now

4809Am Townhouse 4 Bedrooms & 3 Bathrooms + Pool

4809 Memories Ln, Kissimmee, United States View map

Welcome to the enchanting 4809Am Townhouse, a stunning retreat that offers the perfect blend of comfort and convenience in Kissimmee. This exquisite abode promises a warm ambiance, featuring four… More

From US$ 292 Book Now

1840 Caribbean View

1840 Caribbean View Terrace, Kissimmee, United States View map

Set just 3.5 km from the vibrant heart of Kissimmee, 1840 Caribbean View is a tropical oasis that beautifully combines comfort and luxury. This exquisite villa offers a welcoming retreat just a… More

From US$ 358 Book Now

Smooth Sailing Cottage With Private Pool Near Disney And Margaritaville Resort & Island H20 Waterpark Access - 7992Sh

7992 Shaker Street, Orlando, United States View map

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From US$ 649 Book Now

South Facing Private Pool With Lake View & Spa - Quiet Vacation Area - Family Friendly

2424 Hybrid Drive, Kissimmee, United States View map

Staying at the 2-bedroom South Facing Private Pool With Lake View & Spa - Quiet Vacation Area - Family Friendly Kissimmee villa, guests can easily reach the Green Barn on the Lake, located around 4… More

From US$ 269 Book Now

3Br Resort Pool Jacuzzi Minutes To Disney 4730

4730 Terra Esmeralda Drive, Kissimmee, United States View map

Offering a Jacuzzi for a relaxing experience, 3Br Resort Pool Jacuzzi Minutes To Disney 4730 Kissimmee villa is located 10 minutes' drive from Medieval Times Dinner & Tournament. Located 4.3 km from… More

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Sunshine Station - Spacious 4 Bed Windsor Palms Resort Home That'S Close To Disney

8030 King Palm Circle, Kissimmee, United States View map

The 3-bedroom Sunshine Station - Spacious 4 Bed Windsor Palms Resort Home That'S Close To Disney Kissimmee is located within a 6-km distance of the Avatar Flight of Passage and provides guests with a… More

From US$ 258 Book Now

Bright & Cheery Decor, Townhome Wspashpool-3015Pp

8971 Candy Palm Road,, Kissimmee, United States View map

Located in the West Kissimmee district, the 3-bedroom Bright & Cheery Decor, Townhome Wspashpool-3015Pp Kissimmee villa is about a 25-minute walk from the Rum Run and offers a Jacuzzi. More

From US$ 187 Book Now

Family 4Br Pool Disney Nearby

4902 Windermere Ave, Kissimmee, United States View map

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Apartment In Reunion Resort ¡Near To Disney

Heritage Crossing Court 1597, Kissimmee, United States View map

**Experience Luxury and Convenience at Reunion Resort Near Disney** Conveniently situated, Apartment In Reunion Resort ¡Near To Disney boasts easy access to Orlando's famous theme parks… More

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Excitement Getaway Oasis

7603 Excitement Drive, Kissimmee, United States View map

Nestled just 24 km from Kissimmee, the Reunion Epic Retreat offers a lavish escape in Florida, perfect for families and groups seeking a blend of luxury and comfort. With stunning views of… More

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Magic Villa With Themed Bedrooms And Private Pool

Dedication Street 4827, Kissimmee, United States View map

Introducing the enchanting **Magic Villa With Themed Bedrooms and Private Pool**, a delightful retreat nestled just 13 km from the vibrant heart of Kissimmee. This charming residence effortlessly… More

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4874 - 5Br W Pool 10Min Disney 2 Water Parks

4874 Romeo Circle, Kissimmee, United States View map

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Luxury 2Bd 2 Bath Condo Home 221

637 Ocean Course Av, Kissimmee, United States View map

**Welcome to Luxury 2Bd 2 Bath Condo Home 221, where comfort meets convenience in a stunning setting just 29 km from the heart of Kissimmee.** This magnificent retreat offers a unique blend of modern… More

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Gorgeous Place Minutes Away From Attractions

5005 Laguna Bay Circle, Kissimmee, United States View map

Situated in the vibrant heart of Kissimmee, Gorgeous Place Minutes Away From Attractions offers an exceptional retreat just a quick 10-minute drive from a variety of regional attractions. This… More

From US$ 207 Book Now

4 Bedrooms 3 Bathrooms Storey Lake 4351 Sl

4351 Scene Lane, Kissimmee, United States View map

**Welcome to Storey Lake 4351 SL** - a sensational sanctuary nestled just 10 km from the vibrant heart of Kissimmee. This exquisite property offers a seamless blend of luxury and comfort, perfect for… More

From US$ 353 Book Now

Luxury Pool Home Near Disney Resort Access

2656 Reading Trail, Kissimmee, United States View map

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From US$ 342 Book Now

Large Themed Pool Home At Windsor At Westside

1500 Mumbai Way, Kissimmee, United States View map

**Welcome to the Large Themed Pool Home At Windsor At Westside** Nestled just 33 km from the vibrant heart of Kissimmee and approximately 55 km from Orlando International Airport, the Large Themed… More

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I - New 4 Bedroom Home - 5 Miles To Disney - Free Water Park - Private Pool

3121 Pequod Place, Kissimmee, United States View map

**Welcome to Your Ideal Family Retreat Near Disney** Conveniently located, the home is just 30 km from Orlando International Airport, allowing for easy travel logistics. More

From US$ 192 Book Now

3204 Gl - Serene Lucaya Oasis Retreat

3204 Gold Ln, Kissimmee, United States View map

**Welcome to the Serene Glade of 3204 GL - Serene Lucaya Oasis Retreat, where tranquility meets sophistication in the heart of Kissimmee.** Located just 35 km from the bustling hubs of Kissimmee… More

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Magic Orlando Stay

Estados Unidos 1010 Las Fuentes Drives, Kissimmee, United States View map

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Sunny Stay In Orlando - 6Br Home With Pool!

230 Ballo Drive, Kissimmee, United States View map

The 4-bedroom Sunny Stay In Orlando - 6Br Home With Pool! Kissimmee is located nearly 25 minutes' walk from Medieval Times Dinner & Tournament and provides table tennis for active guests. Offering a… More

From US$ 218 Book Now

Waterpark View, Mickeytheme 3Br Near Disney 1039

1039 Splash Shot Place, Kissimmee, United States View map

During the stay at the 2-bedroom Waterpark View, Mickeytheme 3Br Near Disney 1039 Kissimmee villa, guests can indulge in a hot tub or visit Highlands Reserve Boulevard, located 3.2 km away. Located… More

From US$ 440 Book Now

Luxury Brand New 2 Bedroom Apt Near Disney!

3111 Paradox Circle 205, Kissimmee, United States View map

Experience the enchantment of an idyllic stay at the Luxury Brand New 2 Bedroom Apt Near Disney!, Perfectly situated just 20 minutes from the vibrant heart of Kissimmee. This modern retreat… More

From US$ 157 Book Now

Dluxx Gorgeous Home At Bella Vida Resort 0261

261 Ballo Dr, Kissimmee, United States View map

Welcome to the captivating Dluxx Gorgeous Home at Bella Vida Resort 0261, a luxurious escape nestled just 8 km from the vibrant heart of Kissimmee. This picturesque retreat invites guests to indulge… More

From US$ 280 Book Now

New - Sleeps 21 - Champions Gate

511 Pebble Beach Drive, Kissimmee, United States View map

In the heart of Champions Gate, the New - Sleeps 21 - Champions Gate Villa Kissimmee offers a luxurious retreat perfect for large families or groups. This stunning villa showcases a harmonious blend… More

From US$ 377 Book Now

Exclusive 8Br Family Villa - Pool, Bbq, Game Room & Themed Bedrooms!

2564 Sunset Dr, Kissimmee, Fl 34741, Usa, Kissimmee, United States View map

Located about 5 minutes by car from Wat Florida Dhammaram Buddhist Monastery, the 6-bedroom Exclusive 8Br Family Villa - Pool, Bbq, Game Room & Themed Bedrooms! Kissimmee offers a patio with views of… More

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Premium Villa At Champions Gate

8193 Roseville Boulevard, Kissimmee, United States View map

The 3-bedroom Premium Villa At Champions Gate is located in Kissimmee, nearly 25 minutes' walk from Publix Super Market at Ovation as well as at a 2.5 km distance from Reunion Resort Golf Course. More

From US$ 227 Book Now

Beautiful & Cozy 4Bd Home, Gated Community

8988 Shine Drive, Kissimmee, United States View map

In a secure gated community, the Beautiful & Cozy 4Bd Home offers a serene escape just a 70-minute drive from Kissimmee and a mere 45 kilometers from Orlando International Airport. Guests will… More

From US$ 163 Book Now

Charming Dog Friendly Villa With Pool-3815Ww

9033 Rhodes Street, Kissimmee, United States View map

Offering a location 25 minutes on foot from the Rum Run, Charming Dog Friendly Villa With Pool-3815Ww Kissimmee gives access to various tourist spots in the area. More

From US$ 209 Book Now

2774 Almaton #403

2774 Almaton Loop, Kissimmee, United States View map

Positioned in the enchanting town of Celebration, specifically designed by the Walt Disney Company, the 2774 Almaton #403 Villa presents an idyllic getaway just moments away from the magic of Disney… More

From US$ 229 Book Now

1808Ga Townhouse 5 Bed/4.5 Ba

1808 Tropical Palms Cir, Kissimmee, United States View map

**Welcome to 1808Ga Townhouse 5 Bed/4.5 Ba Villa, your ultimate vacation retreat nestled in the heart of Kissimmee.** Just a scenic 60-minute drive from the vibrant attractions of Orlando, this… More

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Cozy 5 Bed Home With Private Pool Champions Gate

8967 Cabot Cliffs Dr, Kissimmee, United States View map

**Welcome to the Cozy 5 Bed Home with Private Pool at Champions Gate**, your ideal retreat nestled just 29 kilometers from the vibrant heart of Kissimmee. This charming abode provides both… More

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Upstay- 10Br Mansion Wprivate Pool And Games Room

Calistoga Avenue 2618, Kissimmee, United States View map

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Chic Luxury Decor Prime Location Game Room Bliss

Stanza Court 2878, Kissimmee, United States View map

**Chic Luxury Decor Prime Location Game Room Bliss** welcomes guests to an exquisite retreat in the heart of Kissimmee, just 11 kilometers from the vibrant attractions of the area. This stunning… More

From US$ 418 Book Now

8955 California Palm

8955 California Palm Rd, Kissimmee, United States View map

Situated in the enchanting landscapes of Kissimmee, 8955 California Palm Villa offers an idyllic retreat just 34 km from the vibrant heart of Kissimmee and 50 km from the bustling Orlando… More

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4970Pms - Don Caster Home

4970 Pall Mall Street, Kissimmee, United States View map

Welcome to the inviting 4970Pms - Don Caster Home, a tranquil retreat nestled just a 20-minute drive from the heart of Kissimmee. This charming abode invites guests to experience the warm hospitality… More

From US$ 160 Book Now