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2026-06-08
2026-06-09
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Kissimmee holiday rentals

The Florida Pad

4729 Windwood Drive, Kissimmee, United States View map

**Welcome to The Florida Pad Villa** - your quintessential family getaway in Kissimmee, where comfort and convenience converge. Just a short drive from the enchanting realms of Disney Springs and… More

From US$ 165 Book Now

6 Bedroom Disney Getaway In Windsor At Westside

2117 Morocco Way, Kissimmee, United States View map

**Discover a Magical Retreat at 6 Bedroom Disney Getaway in Windsor at Westside** Nestled in the enchanting surroundings of Kissimmee, the 6 Bedroom Disney Getaway in Windsor at Westside offers an… More

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Bella Vida Resorts 9 Themed Bd/Private Pool Near Disney

4520 Monado Drive, Kissimmee, United States View map

**Welcome to the Bella Vida Resorts in Kissimmee**, where the enchantment of Disney is just a short drive away. Nestled within close proximity to the magic of Orlando, this delightful resort offers a… More

From US$ 236 Book Now

Onip - Private Pool, Themed Rooms, Pool Table With Waterpark And Resort Access At Encore Resorts Reunion - 140Bu

140 Burma St, Kissimmee, United States View map

Disney Dream Villa: Private Pool & Themed Rooms Kissimmee offers proximity to such city sites as Lakefront Park, located nearly a 5-minute walk away. More

From US$ 684 Book Now

8899 - Super Star Mansion W Pool Spa Close To Disney

8899 Qin Loop, Kissimmee, United States View map

**Welcome to Super Star Mansion, your luxurious home away from home, situated just 31 km from the enchanting gates of Kissimmee. This breathtaking rental is perfectly suited for families and groups… More

From US$ 439 Book Now

3 Mi To Disney Family-Friendly Home With Pool

8940 Zurich Lane, Kissimmee, United States View map

Staying at 3 Mi To Disney Family-Friendly Home With Pool Kissimmee, guests can visit Northeast Regional City Park, which is nearly a 10-minute ride away. Featuring a car park on site, the Kissimmee… More

From US$ 227 Book Now

Brand New Fantastic Home At Storey Lake

4447 Scene Lane, Kissimmee, United States View map

**Discover the Allure of the Brand New Fantastic Home at Storey Lake** Nestled just 9 km from the enchanting Kissimmee area, the Brand New Fantastic Home at Storey Lake beckons travelers seeking a… More

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Stunning 5 Bd W/ Pool Close To Disney 8955

8955 Cabot Cliffs Drive, Kissimmee, United States View map

**Experience unforgettable family fun at the Stunning 5 Bd W/ Pool Close To Disney 8955. Nestled just 29 kilometers from the vibrant city of Kissimmee, this refined retreat offers the perfect… More

From US$ 194 Book Now

Cozy Oasis Near Disney! 4 Bedroom 3 Bath Townhouse!

2867 Club Cortile Circle, Kissimmee, United States View map

**Cozy Oasis Near Disney! 4 Bedroom 3 Bath Townhouse!** Offers an idyllic retreat just a short drive from the magical world of Disney. Nestled in the heart of Kissimmee, this charming townhouse… More

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Private Pool House With Private Pool, Near All Famous Attractions!!!

1021 Soaring Eagle Lane, Kissimmee, United States View map

The 2-bedroom Private Pool House With Private Pool, Near All Famous Attractions!!! Kissimmee villa is situated approximately a 10-minute drive from Medieval Times Dinner & Tournament and provides a… More

From US$ 170 Book Now

3 Bed Villa, Oversized Heated Pool, 5 Min To Disney

121 Moss Bluff Road, Kissimmee, United States View map

**Welcome to the Dream Oasis Villa Experience** Strategically located, the 3 Bed Villa is just 5 minutes from Disney, immersing guests in a world of whimsy, while being a mere 35 km from Orlando… More

From US$ 194 Book Now

Rare Waterfront W- Pvt Splashpool - 3031Pp

3063 Beach Palm Avenue, Four Corners, United States View map

Rare Waterfront W- Pvt Splashpool - 3031Pp Four Corners villa offers quick access to such city attractions as the Paradise Palms Boulevard|the Paradise Palms Resort, located approximately a 5-minute… More

From US$ 165 Book Now

Kissimmee Townhome - 7 Mi To Disney Parks!

Kissimmee, United States View map

**Kissimmee Townhome - 7 Mi To Disney Parks!** Offers an ideal getaway nestled just 10 km from the vibrant heart of Kissimmee, making it a perfect launchpad for exploring Florida's enchanting theme… More

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3 Bd 2 Ba Lucaya Village 22-103

5368 Diplomatic Court Unit 22-103, Kissimmee, United States View map

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From US$ 414 Book Now

4313Sl Townhouse 4 Bedrooms & 3 Bathrooms + Pool

4313 Quote St, Kissimmee, United States View map

Welcome to the serene oasis of the 4313Sl Townhouse, where comfort meets sophistication. Nestled just 11 km from the vibrant heart of Kissimmee, this exceptional townhouse offers a perfect blend of… More

From US$ 286 Book Now

New! Lakefront Views- Encantada Resort Townhouse

Kissimmee, United States View map

New! Lakefront Views- Encantada Resort Townhouse is situated within 4.7 km of Disney's Animal Kingdom and offers accommodation with a free carpark, an outdoor swimming pool and a golf course. There… More

From US$ 238 Book Now

Precious Tourmaline - Crystal Cove Resort

1061 Tourmaline Dr, Kissimmee, United States View map

**Welcome to Precious Tourmaline - Crystal Cove Resort**, an idyllic retreat nestled in the heart of Kissimmee, where tranquility meets adventure. Situated just 8 km from the vibrant Kissimmee area… More

From US$ 128 Book Now

Sunset Cove Villa Near Disney

2426 Caravelle Cir, Kissimmee, Fl 34746, Usa, Kissimmee, United States View map

Set just 8 km from the vibrant heart of Kissimmee, Sunset Cove Villa Near Disney offers guests a serene escape with convenient access to Orlando's most iconic attractions. This charming villa invites… More

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Luxury Family Retreat Walkable To The Waterpark

1068 Leader Street, Kissimmee, United States View map

**Welcome to Luxury Family Retreat Walkable To The Waterpark**, the ultimate getaway for families seeking both relaxation and adventure. Nestled just a short 50-minute drive from Kissimmee, this… More

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Royal Homes

2073 Heritage Key Boulevard, Kissimmee, United States View map

Located approximately a 15-minute walk from Crystalbrook Golf Course, Royal Homes Kissimmee features an outdoor swimming pool with water slides. Featuring access to a terrace, this property is… More

From US$ 213 Book Now

Family Friendly Four Bedrooms W/ Pool 4896

4896 Windermere Avenue, Kissimmee, United States View map

Welcome to Family Friendly Four Bedrooms W/ Pool 4896, your perfect retreat nestled just 12 km from the vibrant heart of Kissimmee. This inviting getaway is ideal for families seeking spacious… More

From US$ 176 Book Now

Lakefront 6Br Resort Pool Home Near Disney World

8527 La Isla Drive, Kissimmee, United States View map

Welcome to the Lakefront 6Br Resort Pool Home Near Disney World, an idyllic getaway just 33 kilometers from Kissimmee and the enchanting attractions of the Orlando area. Nestled by a serene lake… More

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Magical 5-Bedroom Retreat W/ Pool, 3 Ensuite Bedrooms, Near Disney, And Internet!

2612 Autumn Creek Circle, Kissimmee, United States View map

### Experience the Enchantment of Celebration at Your Private Retreat Location is key, and your retreat places you at the heart of Osceola County's premier attractions, offering an ideal gateway to… More

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4Br-3Ba Townhouse With Private Pool In Storey Lake

4818 Love Storey Lane, Kissimmee, United States View map

Situated 2.6 km from the adventure-themed Congo River Golf, 4Br-3Ba Townhouse With Private Pool In Storey Lake Kissimmee villa entices guests to explore various tourist attractions in the area. More

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4 Bedroom Townhouse With Private Pool Just Minutes Away From Disney

1120 Challenge Drive, Kissimmee, United States View map

**Welcome to 4 Bedroom Townhouse With Private Pool Just Minutes Away From Disney, your ideal family retreat nestled in the vibrant heart of Kissimmee.** Perfectly situated just 29 km from the magical… More

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Create Lasting Magical Memories Resort Home For 8

134 Pompano Beach Dr, Kissimmee, United States View map

Discover the enchanting ambiance of Create Lasting Magical Memories Resort Home For 8, a delightful retreat nestled just a short 10-minute drive from Kissimmee's vibrant attractions. Ideal for… More

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Upstay Bella Vida Resort - Resort-Style 12Br Villa

Marcello Boulevard 262, Kissimmee, United States View map

Experience the ultimate getaway at the Upstay Bella Vida Resort - Resort-Style 12Br Villa, a stunning retreat just 8 km from the vibrant Kissimmee area. Nestled in a picturesque setting, this… More

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Level Up Your Vacation Stylish Home Near Disney

5236 Paradise Cay Circle, Kissimmee, United States View map

Situated 20 minutes' walk from the open-air mall "Lake Buena Vista Factory Stores", Level Up Your Vacation Stylish Home Near Disney Kissimmee invites guests to relax at a patio. More

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9 Bedroom 5 Bathroom Storey Lake 2905 Ps

2905 Protagonist Street, Kissimmee, United States View map

**Welcome to the 9 Bedroom-5 Bathroom Storey Lake 2905 Ps**, an exquisite retreat nestled just 10 km from the lively attractions of Kissimmee, making it the perfect base for families and groups… More

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4 Mi To Disney World: Townhome W/ Hot Tub & Lanai!

3003 White Orchid Rd, Kissimmee, United States View map

The 3-bedroom 4 Mi To Disney World: Townhome W/ Hot Tub & Lanai! Kissimmee villa is located within a 4-km distance of the Avatar Flight of Passage and provides a Jacuzzi. More

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Gorgeous 3Bd Close To Disney @ Reunion Resort 1596

1596 Heritage Crossing Court, Kissimmee, United States View map

**Experience the Magic at Gorgeous 3Bd Close To Disney @ Reunion Resort 1596** Nestled just 40 minutes from the enchantment of Kissimmee, Gorgeous 3Bd Close To Disney @ Reunion Resort 1596… More

From US$ 349 Book Now

Brand New 05 Bedrooms4 Baths At Storey Lake

3064 Gatsby St, Kissimmee, Fl 34746, Kissimmee, United States View map

Situated about 10 minutes' drive from Fun Spot America Kissimmee, the 4-bedroom Brand New 05 Bedrooms4 Baths At Storey Lake Kissimmee villa offers a private swimming pool, a spa centre for guests to… More

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4Bdr With Pool Near Disney 1014

1014 Tourmaline Drive, Kissimmee, United States View map

In the heart of Kissimmee, the 4Bdr With Pool Near Disney 1014 combines comfort and convenience, making it an ideal choice for families and groups seeking an unforgettable getaway. Just a mere 10… More

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Cheerful Home Near Disney With Private Pool, Themed Rooms And Waterpark & Resort Access At Encore Resorts Reunion - 7394Mr

7394 Marker Avenue, Orlando, United States View map

**Welcome to Your Enchanting Retreat Near Disney** Nestled in the charming town of Celebration, designed by the Walt Disney Company, the Cheerful Home Near Disney with Private Pool sets the stage for… More

From US$ 611 Book Now

3 Bedroom Townhouse Fits 8, 10' To Disney Parks!

8905 Shine Drive, Kissimmee, United States View map

In the vibrant heart of Kissimmee, the 3 Bedroom Townhouse Fits 8, 10' To Disney Parks! Offers a perfect blend of comfort and accessibility for families and groups alike. Just a convenient 35 km from… More

From US$ 129 Book Now

2979 Buccaneer Palm

2979 Buccaneer Palm Road, Kissimmee, United States View map

**Welcome to Buccaneer Palm, a tropical oasis tucked away in Kissimmee.** Just 34 kilometers from the bustling heart of Kissimmee, this enchanting escape perfectly balances convenience and relaxation… More

From US$ 232 Book Now

14 Mi To Disney Parks: Spacious Kissimmee Home

Kissimmee, United States View map

Offering a location around 5 km from the Museum of Military History, 14 Mi To Disney Parks Spacious Kissimmee Home gives access to various tourist spots in the area. More

From US$ 453 Book Now

Gorgeous 4Bd W/ Pool Close To Disney @ Storey Lake 4289

4289 Paragraph Drive, Kissimmee, United States View map

Positioned in the vibrant heart of Kissimmee, the Gorgeous 4Bd W/ Pool Close To Disney @ Storey Lake 4289 promises a delightful retreat for families and groups seeking the perfect blend of relaxation… More

From US$ 201 Book Now

Elegant 5Br Family Villa With Private Pool, Game Room & Themed Bedrooms!

2464 Dubai Street, Kissimmee, United States View map

The 4-bedroom Elegant 5Br Family Villa With Private Pool, Game Room & Themed Bedrooms! Kissimmee entices active guests with access to a fitness studio and is located 3.9 km from Polo Park Golf Course… More

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Beautiful 4 Beds At Paradise Palms Resort

8978 Coco Palm Rd, Kissimmee, United States View map

Welcome to the Beautiful 4 Beds At Paradise Palms Resort, a stunning retreat located just a 60-minute drive from the vibrant heart of Kissimmee. Nestled in a tranquil environment, this resort offers… More

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6 Bedrooms 4 Bathrooms Wilshire Oaks 2334 Cc

2334 Chadwick Circle, Kissimmee, United States View map

Situated in the heart of Kissimmee, the luxurious 6 Bedrooms-4 Bathrooms-Wilshire Oaks 2334 CC serves as an ideal getaway for families and groups seeking both adventure and relaxation. Located just… More

From US$ 328 Book Now

Family Home With Cinema Pool And Bbq Near Disney

Ballo Drive 320, Kissimmee, United States View map

Set in the vibrant heart of Kissimmee, the Family Home With Cinema Pool And BBQ Near Disney provides guests with an enchanting retreat just 8 km from the exhilarating attractions of the Walt Disney… More

From US$ 290 Book Now

Bsv_Villa8867

8867 Geneve Ct, Kissimmee, United States View map

Situated in the West Kissimmee district of Kissimmee, 3.2 km from Highlands Reserve Boulevard, the family Bsv_Villa8867 Kissimmee villa comes with a swimming pool for guests to unwind. At this 3… More

From US$ 197 Book Now

Star Wars & Harry Potter Villa With Pool & Hot Tub

2853 Simile Street, Kissimmee, United States View map

The 3-bedroom Star Wars & Harry Potter Villa With Pool & Hot Tub Kissimmee entices active guests with access to a fitness centre and is located approximately 25 minutes on foot from the miniature… More

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Private Pool And Game Room With Waterpark & Resort Access At Encore Resorts Reunion - 141La

141 Lasso Drive, Kissimmee, United States View map

Welcome to the enchanting **Private Pool And Game Room With Waterpark & Resort Access At Encore Resorts Reunion - 141La**, ideally situated in the charming town of Celebration, a master-planned… More

From US$ 261 Book Now

Stunning 3Bd Close To Disney At Fiesta Key 4764

Coral Castle Drive 4764, Kissimmee, United States View map

Set in the heart of Kissimmee, the Stunning 3Bd Close To Disney At Fiesta Key 4764 offers an inviting retreat for families and travelers looking to blend adventure with relaxation. Just 11 km from… More

From US$ 181 Book Now

5Br Homeprivate Poolclose To Disney 8890Gc

8890 Geneve Ct, Kissimmee, United States View map

Welcome to the idyllic retreat of 5Br Home Private Pool Close to Disney 8890Gc, where comfort meets convenience just 32 kilometers from the vibrant town of Kissimmee. Nestled in a strategic location,… More

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Cozy 4Br Disney Vacation Home7-104

2941 Lucayan Harbour Cir, Kissimmee, Fl 34746, Usa, Kissimmee, United States View map

**Welcome to Cozy 4Br Disney Vacation Home7-104**, your perfect retreat located a mere 13 km from the enchantment of Kissimmee. Ideal for families or groups, this charming vacation abode is designed… More

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Four Bedroom With Gameroom 5150A

5150 Adelaide Drive, Kissimmee, United States View map

In the vibrant surroundings of Kissimmee, the Four Bedroom with Gameroom 5150A is a charming retreat ideal for families or groups seeking a blend of comfort and excitement. Just 14 km from the… More

From US$ 177 Book Now

2956 Lucaya Village - Gorgeous Four Bed Condo Close To Disney Area

2956 Lucayan Harbor Circ Unit 3-101, Kissimmee, United States View map

Welcome to **2956 Lucaya Village - Gorgeous Four Bed Condo Close To Disney Area**, nestled in the delightful enclave of Celebration, Florida. This luxurious condo provides an ideal retreat for… More

From US$ 188 Book Now