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2026-02-14
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Kissimmee holiday rentals

Cozy 3 Bedroom Home With Private Pool 4564

4564 Ada Lane, Kissimmee, United States View map

Offering a location 1.2 km from lake berkley, Cozy 3 Bedroom Home With Private Pool 4564 Kissimmee gives access to various tourist spots in the area. More

From US$ 167 Book Now

606 - Stunning 5 Bed Vacation Rental Home With Private Pool

2307 Rochelle Avenue, Kissimmee, United States View map

This luxurious getaway combines comfort with modern amenities, making it an ideal choice for families and groups seeking memorable moments in Central Florida. With a spacious design, this retreat… More

From US$ 322 Book Now

3 Quartos + Piscina E Game Room Em Orlando

3129 Arrow Drive, Kissimmee, United States View map

**Welcome to 10 Mins To Disney! 3Bd/2Ba W/ Pool And Game Room** Situated just a short distance from the vibrant heart of Kissimmee, this delightful abode offers the perfect blend of comfort and… More

From US$ 131 Book Now

Elite Home Near Disney With Theater Room, Game Room And Private Pool With Water Park Access At Encore Resorts Reunion - 200Au

200 Auburn Avenue, Kissimmee, United States View map

Welcome to the Elite Home Near Disney with Theater Room, Game Room, and Private Pool, where comfort and entertainment seamlessly blend. Nestled in the charming town of Celebration, designed by the… More

From US$ 513 Book Now

Stunning Retreat, Private Pool, Perfect Location

Amelia Downs Trail 8993, Kissimmee, United States View map

**The Stunning Retreat, Private Pool, Perfect Location Villa is where luxurious comfort meets exceptional convenience.** Nestled in a tranquil setting, this villa is just a short drive from the… More

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Modern Spacious Villa With No Rear Neighbors-3715

8985 Rhodes Street,, Kissimmee, United States View map

Located in the West Kissimmee district of Kissimmee and 4.7 km from The Legends Golf Course, the 5-bedroom Modern Spacious Villa With No Rear Neighbors-3715 Kissimmee provides guests with a solarium… More

From US$ 240 Book Now

Stunning Lakeview Townhome W Private Pool

4893 Romeo Circle, Kissimmee, United States View map

The Stunning Lakeview Townhome W Private Pool is a perfect oasis nestled just a short 20-minute drive from the vibrant heart of Kissimmee. This exquisite accommodation offers guests breathtaking… More

From US$ 298 Book Now

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

1021 Soaring Eagle Lane, Kissimmee, United States View map

**Private Pool House Near All Famous Attractions** invites you into a serene retreat where comfort meets convenience. Located just 11 km from the vibrant heart of Kissimmee, this exquisite dwelling… More

From US$ 170 Book Now

Pool & Play Family Townhome Near Disney

890 Pebble Beach Drive, Kissimmee, United States View map

**Welcome to Pool & Play Family Townhome Near Disney**, an exceptional retreat located just 29 kilometers from the vibrant streets of Kissimmee. This charming accommodation is a superb choice for… More

From US$ 203 Book Now

Vibrant Home Near Disney With Private Pool, Game Room And Waterpark & Resort Access At Encore Resorts Reunion - 7572Mr

7572 Marker Avenue, Kissimmee, United States View map

Set in the charming master-planned community of Celebration, Florida, the Vibrant Home Near Disney presents an enchanting retreat just moments away from the magical realms of Disney World. This… More

From US$ 558 Book Now

Luxury 8 Bedroom 5 Bath Private Pool Home 212

751 Sticks Street, Kissimmee, United States View map

Welcome to the opulent **Luxury 8 Bedroom 5 Bath Private Pool Home 212**, a sumptuous retreat nestled just 29 km from the lively heart of Kissimmee and a mere 50 km from the bustling Orlando… More

From US$ 288 Book Now

Casa 5Q | Piscina Privativa & Vista Para O Lago

4789 Kings Castle Circle, Kissimmee, United States View map

Welcome to the exquisite 5Br Luxury Villa, where modern elegance meets serene comfort. Nestled just 12 km from the vibrant heart of Kissimmee, this charming abode promises an unforgettable escape. More

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Charming Suite: Smart Tv, Modern Amenities & Pool Access

2050 E Irlo Bronson Memorial Hwy, Unit #231, Kissimmee, United States View map

Positioned in the heart of Kissimmee, the Charming Suite: Smart TV, Modern Amenities & Pool Access presents an idyllic retreat for travelers seeking comfort combined with convenient access to the… More

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Trafalgar Retreat

4957 Harold Stanley Drive, Kissimmee, United States View map

**Welcome to Trafalgar Retreat Kissimmee**-a sanctuary that seamlessly blends comfort, luxury, and convenience. Nestled in the heart of Florida, this exquisite retreat allows guests to immerse… More

From US$ 140 Book Now

3841 Kalistoga Stylish Villa 7Bd Private Pool And Game Room

3841 Sonoma Blvd, Kissimmee, United States View map

Set in the serene landscapes of Kissimmee, the Kalistoga Villa offers an indulgent escape just 10 minutes from the bustling attractions that define the area. This luxurious residence stands out with… More

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Royal Palm Bay 3 Bedroom Condo Resort Pool 10 Min Disney

Unit 63, 2030 Royal Bay Blvd., Kissimmee, United States View map

The 3-bedroom Jerry'S Royal Palm Bay Condo is set in Kissimmee, nearly 15 minutes' walk from Kissimmee Go-Karts and around a 25-minute stroll from the adventure-themed Congo River Golf. An equipped… More

From US$ 162 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

Cumbrian Lakes Villa

Kissimmee, United States View map

**Cumbrian Lakes Villa is a Haven of Comfort and Convenience in Kissimmee** Nestled in the enchanting Kissimmee area, Cumbrian Lakes Villa offers a delightful blend of tranquility and accessibility… More

From US$ 141 Book Now

Minnie'S Emerald - 4 Bed Home Close To Disney

2779 Lido Key Drive, Kissimmee, United States View map

**Minnie's Emerald - 4 Bed Home Close to Disney** invites guests into a delightful blend of comfort and convenience, situated just 33 km from the enchanting sites of Kissimmee and a mere 45 km from… More

From US$ 329 Book Now

Amazing Private Room In Condo Near Disney

West Irlo Bronson Memorial Highway 5245, Kissimmee, United States View map

Situated conveniently 12 kilometers from the vibrant city of Kissimmee, the Amazing Private Room In Condo Near Disney offers a unique blend of comfort and accessibility, making it an ideal retreat… More

From US$ 70 Book Now

4833Nf Townhouse 4 Bedrooms & 3 Bathrooms + Pool

4833 Lullaby Ln, Kissimmee, United States View map

The 4-bedroom Storey Lake Home 4/3 Private Pool & Free Waterpark is located at a 3.9 km distance from Local amusement Theme Park and 31 minutes' drive to Orlando International airport. Providing free… More

From US$ 183 Book Now

Cozy Home With Themed Bedrooms In Magical Resort

2436 Dubai Street, Kissimmee, United States View map

The Cozy Home is your serene escape nestled within the enchanting realm of Kissimmee. A mere 60 minutes' drive from the bustling heart of Orlando, this exquisite accommodation offers an inviting… More

From US$ 150 Book Now

Onip - Alluring Home With Private Pool And Waterpark & Resort Access Near Disney At Encore Resorts Reunion - 310Pn

310 Pendant Court, Kissimmee, United States View map

Alluring Home With Private Pool And Waterpark & Resort Access Near Disney At Encore Resorts Reunion - 310Pn Kissimmee offers quick access to such city attractions as the Big Toho Marina, located just… More

From US$ 259 Book Now

Newly Remodeled 1 Story - 5 Bed 5 Bath With Pvt Pool Spa And Game Room

2784 Rocella Ct Kissimmee, Fl 34747, Kissimmee, United States View map

**Set in the Heart of Downtown Kissimmee** Located in the center of Kissimmee, guests can easily access local attractions, vibrant shopping districts, and diverse dining options just moments away. More

From US$ 501 Book Now

Great Home! Great Location! Pets Welcome

436 Waterford Way, Kissimmee, United States View map

Welcome to Great Home! Great Location! Pets Welcome, a charming retreat nestled just 9 kilometers from the vibrant heart of Kissimmee. This delightful property offers a perfect blend of comfort and… More

From US$ 142 Book Now

Reunion South Facing Pool Home 3 Bed/3.5 Baths

7400 Oconee Street, Kissimmee, United States View map

Set just a short drive from magical Orlando, the Reunion South Facing Pool Home 3 Bed/3.5 Baths serves as an ideal getaway for families and friends seeking both luxury and convenience. This exquisite… More

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Four Bedrooms Townhouse 4563

4563 Corsa Lane, Kissimmee, United States View map

Set in the heart of Kissimmee, Four Bedrooms Townhouse 4563 offers travelers a serene and family-friendly sanctuary just a short distance from the hustle and bustle of Orlando. This spacious… More

From US$ 203 Book Now

New Townhome 3 Bedrooms With 5 Beds L 2 Bathrooms

783 Ocean Course Avenue, Kissimmee, United States View map

**Welcome to New Townhome - Your Home Away From Home in Kissimmee** Nestled just 50 minutes' drive from the enchanting city of Kissimmee, New Townhome 3 Bedrooms With 5 Beds L 2 Bathrooms offers a… More

From US$ 149 Book Now

Elite Homes - Cumbrian Lakes

Cumbrian Lakes Drive And South Poinciana Boulevard (Central Location Only; Not Check-In Location), Kissimmee, United States View map

Welcome to the exquisite Elite Homes - Cumbrian Lakes, an idyllic retreat located just 20 minutes from the bustling attractions of Kissimmee. This stunning, spacious two-level holiday home offers the… More

From US$ 289 Book Now

Three Bedrooms Townhome 3099

3099 Seaview Castle Dr, Kissimmee, United States View map

Set within the vibrant community of Kissimmee, the exquisite Three Bedrooms Townhome 3099 offers an unparalleled retreat infused with both comfort and convenience. This thoughtfully designed townhome… More

From US$ 91 Book Now

Stunning 5Bd Home Private Pool And Spa Game Room

4831 Kings Castle Cir, Hunters Creek, United States View map

More

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Jewel Of Disney Two 5Bdrm Pool House

8016 King Palm Circle, Kissimmee, United States View map

**Welcome to the Jewel of Disney Two 5Bdrm Pool House**, where comfort meets adventure in the heart of Kissimmee. Nestled just 28 km from the bustling attractions of Kissimmee and a mere 45 km from… More

From US$ 225 Book Now

Endless Magic

4839 Clock Tower Dr, Kissimmee, United States View map

**Endless Magic Villa** offers a serene escape just 12 kilometers from the bustling heart of Kissimmee, making it the ideal choice for travelers seeking both relaxation and convenience. Nestled in a… More

From US$ 177 Book Now

Incredible 4Br Near Parks With Splash Pool At Le Reve Resort - 4459

4459 Le Reve Court, Kissimmee, United States View map

**Welcome to the Incredible 4Br Near Parks With Splash Pool At Le Reve Resort - 4459** Nestled within a vibrant locale, the Incredible 4Br Near Parks With Splash Pool at Le Reve Resort - 4459 offers… More

From US$ 358 Book Now

9110 Stromboli Court Calabria

9110 Stromboli Court, Kissimmee, United States View map

Situated in the charming vicinity of Kissimmee, the 9110 Stromboli Court Calabria offers a serene retreat for both families and couples seeking an unforgettable getaway. This exquisite accommodation… More

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7Br Dream Home - Cinema, Game Room, Themed Rooms & Hot Tub!

4435 Shiva Loop, Kissimmee, United States View map

Welcome to the stunning 7Br Dream Home, an exquisite retreat nestled just 9 km from the vibrant heart of Kissimmee. This magnificent dwelling combines spacious comfort with luxurious amenities… More

From US$ 306 Book Now

Awesome Four Bedrooms Townhouse With Pool At Champions Gate Resort 0432

432 Ocean Course Avenue, Kissimmee, United States View map

Welcome to the Awesome Four Bedrooms Townhouse With Pool at Champions Gate Resort 0432, your perfect getaway nestled in the heart of Kissimmee. This exceptional retreat promises guests a blend of… More

From US$ 198 Book Now

Pool & Great Location Relaxing 4Bd 6Mi Disney

8206 Fan Palm Way, Kissimmee, United States View map

**Pool & Great Location Relaxing 4Bd 6Mi Disney** offers an idyllic retreat just a stone's throw from the renowned attractions of Kissimmee, sitting only 28 km from the vibrant thematic experiences… More

From US$ 251 Book Now

Lakeview 5Br With Game Room And Pool, Near Disney

2613 Reading Trail, Kissimmee, United States View map

Welcome to the enchanting Magic Disney Themed Vacation Home Kissimmee, a delightful retreat that puts the magic of Disney within reaching distance. Nestled just 9 kilometers from the vibrant… More

From US$ 235 Book Now

Pool Townhome 5Mi To Disney Free Waterpark

3074 Juliet Drive, Kissimmee, United States View map

### Welcome to Pool Townhome 5Mi To Disney Free Waterpark, Kissimmee Dining is a breeze with an array of options nearby, ensuring that your culinary desires are effortlessly met. More

From US$ 278 Book Now

Vos-2739Pb-73 - Somerset Gardens

2739 N Poinciana Blvd, Unit 73, Kissimmee, United States View map

Welcome to Vos-2739Pb-73 - Somerset Gardens, a serene oasis located just 12 kilometers from the vibrant heart of Kissimmee. This elegantly designed retreat offers a tranquil escape, perfect for… More

From US$ 129 Book Now

4907Ja Townhouse 4 Bedrooms & 3 Bathrooms + Pool

4907 Romeo Cir, Kissimmee, United States View map

Welcome to ***4907Ja Townhouse 4 Bedrooms & 3 Bathrooms + Pool***, where comfort meets convenience in the heart of Kissimmee. This splendid townhouse offers an unparalleled escape with a private pool… More

From US$ 130 Book Now

4819Ja Townhouse 4 Bedrooms & 3 Bathrooms + Pool

4819 Memories Ln, Kissimmee, United States View map

Positioned just 13 km from the vibrant heart of Kissimmee, 4819Ja Townhouse offers an exquisite blend of comfort and convenience. This charming townhouse is an ideal retreat for families and groups… More

From US$ 238 Book Now

Modern 6 Bed Villa - Near Disney

Windsor At Westside, 8989 Rhodes Street, Kissimmee, United States View map

Welcome to the Modern 6 Bed Villa - Near Disney, a vibrant retreat located just a 60-minute drive from the enchanting Kissimmee area. Nestled within a scenic locale, this villa serves as an ideal… More

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Encantada Resort 8576 Townhouse

8576 Bay Lilly Loop, Kissimmee, United States View map

**Welcome to Encantada Resort 8576 Townhouse, your luxurious escape in the heart of Kissimmee.** Nestled just a short 60-minute ride from the hustle and bustle of Kissimmee, this remarkable townhouse… More

From US$ 109 Book Now

Beautiful Town Home 5 Miles From Disney Entrance

4565 Yellowgold Road East, Kissimmee, United States View map

**Welcome to Beautiful Town Home 5 Miles From Disney Entrance**, your ideal retreat nestled in the heart of Kissimmee. Just a short five-mile drive from the entrance to Disney, this charming… More

From US$ 142 Book Now

Cozy Home Near Mco

3031 Sangria Street, Kissimmee, United States View map

**Experience Comfort at Cozy Home Near Mco** Nestled in the vibrant heart of Kissimmee, the Cozy Home Near Mco offers an inviting retreat for travelers seeking both relaxation and convenience. More

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Magical Townhome W-Private Pool In Storey Lake

3062 Gatsby Street, Kissimmee, United States View map

**Welcome to Magical Townhome W-Private Pool In Storey Lake**, where modern luxury meets serene comfort. Nestled just 20 minutes' drive from the vibrant streets of Kissimmee, this exquisite getaway… More

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Fabulous Home With Private Pool And Game Room Near Disney With Waterpark & Resort Access At Encore Resort - 7469Mr

7469 Marker Ave, Kissimmee, United States View map

**Welcome to Fabulous Home With Private Pool And Game Room Near Disney, a serene escape nestled in the heart of Celebration, Florida.** This splendid abode offers an ideal combination of luxury and… More

From US$ 413 Book Now