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2026-04-23
2026-04-24
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Private Villas in Kissimmee

4830Fa Townhouse 4 Bedrooms & 3 Bathrooms + Pool

4830 Dedication St, Kissimmee, United States View map

**4830Fa Townhouse is your serene retreat in Kissimmee** For dining, there are numerous local restaurants and cafes within a short distance, allowing guests to sample delicious regional cuisine. More

From US$ 182 Book Now

Beautiful Villa At Champions Gate

8203 Roseville Boulevard, Kissimmee, United States View map

**Discover Luxurious Stays at Beautiful Villa at Champions Gate** Conveniently located just 16 km from the renowned ESPN Wide World of Sports and 17 km from Plaza del Sol Kissimmee, this villa… More

From US$ 209 Book Now

Modern 6Br Home - Pool Games Bbq - Near Disney

Monado Drive 4505, Kissimmee, United States View map

### Experience the Charm of Modern Living at the Modern 6Br Home - Pool Games Bbq - Near Disney The prime location of this remarkable residence makes it a fantastic hub for exploring the surrounding… More

From US$ 212 Book Now

Disney Retreat

8911 Sydney Avenue, Kissimmee, United States View map

Welcome to the serene Disney Retreat Kissimmee, a luxurious escape just 32 kilometers from the enchanting heart of Kissimmee and a short drive from Orlando International Airport. This exquisite… More

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Private Pool Villa, Free Water Park, Near Disney

1909 Nice Court, Kissimmee, United States View map

Welcome to the exquisite **Private Pool Villa**, nestled in the picturesque Windsor at Westside, just a delightful 10-minute drive from the iconic Walt Disney World. More

From US$ 315 Book Now

Ground Floor Gathering Up To 9 Guests Bl387

387 Marcello Boulevard, Kissimmee, United States View map

Discover the inviting ambiance of Ground Floor Gathering, a thoughtfully designed haven in Kissimmee that perfectly accommodates up to nine guests. Nestled just 10 minutes from the vibrant heart of… More

From US$ 196 Book Now

Posh Home With Media And Game Room Near Disney With Waterpark & Resort Access At Encore Resort - 7659Ff

7659 Fairfax Drive, Orlando, United States View map

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From US$ 392 Book Now

Themed House W Disney Rooms Private Pool & Spa

Leader Street 969, Kissimmee, United States View map

Located 3.2 km from Highlands Reserve Boulevard, the 5-bedroom Themed House W Disney Rooms Private Pool & Spa Kissimmee villa gives access to various tourist sites in the vicinity. More

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4 Bedrooms Pool And Spa Home On Golf Course Fairways Estates

131 Mary Jo Ln, Kissimmee, United States View map

**Welcome to Fairways Estates, a luxurious retreat nestled within the breathtaking scenery of Kissimmee's renowned golf courses. This exceptional 4 Bedrooms Pool And Spa Home On Golf Course Fairways… More

From US$ 109 Book Now

9114 Luxury Home Plus Private Pool

9114 Sommersethills Dr, Kissimmee, United States View map

Situated nearly a 10-minute drive from Highlands Reserve GC, the 5-bedroom 9114 Luxury Home Plus Private Pool Kissimmee includes a heated pool, as well as a solarium, a Jacuzzi, and a sauna to relax… More

From US$ 480 Book Now

3 Bed-Near Disney-Tuscana Resort

1370 Tuscana Lane, Kissimmee, United States View map

Situated in the vibrant heart of Kissimmee, the 3 Bed-Near Disney-Tuscana Resort offers an enchanting retreat just a stone's throw from the magic of Disney. This family-friendly haven, only 24 km… More

From US$ 154 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

Debany Staycation Near Disney

2689 Debany Road, Kissimmee, United States View map

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From US$ 321 Book Now

Amazing 3 Bdrm At Encantada- 6 Miles From Disney

3016 Yellow Lantana Ln, Kissimmee, Fl 34747, Eua, Kissimmee, United States View map

Offering a location 3.2 km from Orange Lake Legends, the 2-bedroom Amazing 3 Bdrm At Encantada- 6 Miles From Disney Kissimmee villa gives access to various tourist spots in the area. More

From US$ 100 Book Now

Magic Marvel Getaway

4562 Narrative Lane, Kissimmee, United States View map

Situated just 11 kilometers from the vibrant heart of Kissimmee, the Magic Marvel Getaway Villa offers an enchanting retreat for families and travelers seeking adventure in the Sunshine State. This… More

From US$ 1609 Book Now

Grand Getaway - 6 Bedroom Luxury Vacation Rental

Rhodes Street, Kissimmee, United States View map

**Welcome to Your Dream Escape at Grand Getaway** Ideally situated, the Grand Getaway allows you to reap the benefits of both tranquility and accessibility. More

From US$ 333 Book Now

8Br Resort Home With Games Room And Bbq

Marcello Boulevard 302, Kissimmee, United States View map

Welcome to the enchanting 8Br Resort Home With Games Room And BBQ, a luxurious family retreat located just a 10-minute drive from the vibrant heart of Kissimmee. Ideal for those seeking both… More

From US$ 406 Book Now

Family Vacation House At Resort

4959 Castle Street East, Kissimmee, United States View map

Welcome to the enchanting Family Vacation House at Resort, an idyllic retreat located just a short 20-minute drive from the vibrant heart of Kissimmee. This inviting getaway is a perfect escape for… More

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Remarkable Home Near Disney With Theater & Themed Rooms With Waterpark & Resort Access At Encore Resort - 7660Ff

7660 Fairfax Dr, Kissimmee, United States View map

Located a 16-minute walk from the Brinson Park, Remarkable Home Near Disney With Theater & Themed Rooms With Waterpark & Resort Access At Encore Resort - 7660Ff Kissimmee offers themed dinners and… More

From US$ 917 Book Now

Bahama Bay Beautiful 3 Bedrooms Condo

1114 New Providence Promenade, Kissimmee, United States View map

Welcome to the exquisite Bahama Bay Beautiful 3 Bedrooms Condo, an enchanting retreat located just 33 km from the vibrant heart of Kissimmee, Florida. This tropical haven offers guests a serene… More

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Gorgeous 3Bd Close To Disney @Champions Gate 993

993 Splash Shot Place, Kissimmee, United States View map

Set just 30 kilometers from the heart of Kissimmee, the Gorgeous 3Bd Close To Disney @Champions Gate 993 offers a perfect blend of comfort and convenience for travelers eager to explore the… More

From US$ 154 Book Now

Luxurious 5Br Villa Your Disney Getaway

9001 Paolos Place, Kissimmee, United States View map

**Experience the Magic of Luxurious 5Br Villa Your Disney Getaway** Conveniently located just 50 km from Orlando International Airport, Luxurious 5Br Villa Your Disney Getaway serves as an ideal base… More

From US$ 354 Book Now

Bahama Bay

807 Gran Bahama Boulevard, Kissimmee, United States View map

The idyllic Bahama Bay Villa Kissimmee is where comfort meets tropical elegance. Nestled in a lush landscape, this exquisite retreat offers guests unparalleled accommodations, complete with… More

From US$ 148 Book Now

A Whole New World Villa

8912 Rhodes Street, Kissimmee, United States View map

**Welcome to A Whole New World Villa in Kissimmee**, where luxury meets convenience in a stunning setting. This exquisite retreat is just an hour's drive from both downtown Kissimmee and the… More

From US$ 307 Book Now

The Windermere - Pool Lazy River & Waterslides

4980 Windermere Avenue, Kissimmee, United States View map

**Welcome to The Windermere - Pool Lazy River & Waterslides**, a premier family-friendly destination that seamlessly combines leisure and adventure in the heart of Kissimmee. Just a short 20-minute… More

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Retreat To Nice Court 7Bd/6Bath/Pool/Spa

1861 Nice Court, Kissimmee, United States View map

**Retreat To Nice Court 7Bd/6Bath/Pool/Spa** is an exquisite sanctuary nestled in the charming town of Kissimmee, just a short 60-minute drive from the vibrant attractions of Orlando. This stunning… More

From US$ 244 Book Now

4 Bedroom 3 Bathroom Villas At Seven Dwarfs 8-108

4601 Yellowgold Road West Building 10 Unit 102, Kissimmee Fl, 34746, Kissimmee, United States View map

**Discover the Charm of 4 Bedroom 3 Bathroom Villas at Seven Dwarfs 8-108** Nestled in the heart of Kissimmee, the 4 Bedroom 3 Bathroom Villas At Seven Dwarfs 8-108 offer an inviting retreat for… More

From US$ 185 Book Now

Cute With Private Pool At Storey Lake Sl4802

4802 Romeo Cr, Kissimmee, United States View map

**Welcome to Cute With Private Pool At Storey Lake SL4802**, a charming retreat nestled just 12 kilometers from the vibrant heart of Kissimmee. This delightful accommodation brings together comfort… More

From US$ 249 Book Now

4Bd Sleeps 9 W Jacuzzi Close To Disney @ Compass Bay 5113C

5113 Crown Haven Dr, Kissimmee, United States View map

Set just 20 minutes by car from the enchanting vibrant city of Kissimmee and only 35 kilometers from the bustling Orlando International Airport, 4Bd Sleeps 9 W Jacuzzi Close To Disney @ Compass Bay… More

From US$ 274 Book Now

Modern Family-Friendly Townhome - 10 Min Parks

8968 Silver Place, Kissimmee, United States View map

Located in the West Kissimmee district, the 2-bedroom Modern Family-Friendly Townhome - 10 Min Parks Kissimmee villa is 3.3 km from Polo Park Golf Course and offers a hot tub. More

From US$ 156 Book Now

Windsor At Westside Avenger Newest Gameroom

Rhodes St, Four Corners, Fl 34747, Hoa Ky, Kissimmee, United States View map

Located in the West Kissimmee district of Kissimmee and 3.9 km from Highgate Park Boulevard, the 6-bedroom Windsor At Westside Avenger Newest Gameroom Kissimmee villa provides guests with a hot tub… More

From US$ 509 Book Now

8400 Blue Lagoon Drive

8400 Blue Lagoon Drive, Kissimmee, United States View map

**Welcome to 8400 Blue Lagoon Drive, Kissimmee**-a vibrant oasis nestled just 31 km from the heart of Kissimmee and a convenient 45 km from Orlando International Airport. This enchanting retreat… More

From US$ 164 Book Now

Modern 2Bdrm Condo-Championsgate

1099 Splash Shot Place, Kissimmee, United States View map

Welcome to the Modern 2Bdrm Condo-Championsgate, a beautifully appointed retreat nestled in the heart of Championsgate, just a 50-minute ride from the vibrant attractions of Kissimmee. This stunning… More

From US$ 175 Book Now

Luxury Home - All The Extras - Sleeps 39

3890 Sonoma Boulevard, Kissimmee, United States View map

**Welcome to Luxury Home - All The Extras - Sleeps 39**, an exquisite retreat that seamlessly blends comfort and elegance. Situated just a short 10-minute drive from the lively attractions of… More

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Four Bedrooms Townhome 5130

5130 Adelaide Drive, Kissimmee, United States View map

**Welcome to Four Bedrooms Townhome 5130**, a charming and spacious retreat nestled in the vibrant heart of Kissimmee. This lovely accommodation invites you to unwind with complimentary WiFi and air… More

From US$ 99 Book Now

Stunning 4Bd Close To Disney With Pool At Storey Lake 4369

4369 Quote Street, Kissimmee, United States View map

Nestled in the heart of Kissimmee, the Stunning 4Bd Close To Disney With Pool At Storey Lake 4369 is a perfect retreat for family vacations or unforgettable getaways. Just a quick 20-minute drive… More

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Four Bedrooms Close To Disney W Pool 4898

4898 Windermere Avenue, Kissimmee, United States View map

Situated in the vibrant heart of Kissimmee, Four Bedrooms Close To Disney W Pool 4898 is a luxurious vacation haven that seamlessly blends comfort and convenience. This lavish contemporary retreat is… More

From US$ 193 Book Now

900 Pebble Beach Drive

900 Pebble Beach Drive, Kissimmee, United States View map

Situated in the charming embrace of Kissimmee, 900 Pebble Beach Drive offers an exquisite retreat characterized by its luxurious ambiance and proximity to the enchanting attractions of Central… More

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Happy Port, Your Home Very Close To Entertainment

2901 Endeshire Way - Building 14 Unit 106, Kissimmee, United States View map

The 2-bedroom Happy Port, Your Home Very Close To Entertainment Kissimmee is located about 7 km from the educational Epcot Disney Theme Park and provides hiking for active guests. Featuring a Jacuzzi… More

From US$ 115 Book Now

4 Bedroom 3 Bathroom Villas At Seven Dwarfs 24-102

2607 Gala Road North Building 24 Suite 102, Kissimmee Fl, 34746, Kissimmee, United States View map

**Escape to the Enchanting Villas at Seven Dwarfs** For those ready to explore, the Villas' strategic location means that both the excitement of Kissimmee and the allure of Orlando are within easy… More

From US$ 177 Book Now

Discover Magic And Elegance At Villa Marie!

1924 Nice Court, Kissimmee, United States View map

**Discover Magic and Elegance at Villa Marie, Kissimmee** invites guests into a world of enchanting beauty and modern comforts. Nestled just a short 60-minute drive from the vibrant pulse of… More

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Perfect Vacation Gated Resort With Private Pool

4760 Vero Beach Place, Kissimmee, United States View map

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From US$ 139 Book Now

Five Bedrooms Townhome With Pool 4849

Clock Tower Drive, Kissimmee, United States View map

This beautiful townhome features five spacious bedrooms, accommodating up to ten guests, offering a delightful escape just a short distance from the vibrant attractions of Orlando. Enjoy the… More

From US$ 156 Book Now

Upstay Lakeside 10 Bedroom Home With Pool Private Cinema & Game Room

Marcello Boulevard 537, Kissimmee, United States View map

The 8-bedroom Upstay Lakeside 10 Bedroom Home With Pool Private Cinema & Game Room Kissimmee entices active guests with access to a fitness club and is located approximately a 10-minute ride from… More

From US$ 279 Book Now

4577 Stunning 7 Bedroom Home

Target Boulevard 4577, Kissimmee, United States View map

**Welcome to the 4577 Stunning 7 Bedroom Home in Kissimmee** Nestled just 11 kilometers from the heart of Kissimmee, the 4577 Stunning 7 Bedroom Home offers a sophisticated escape for families and… More

From US$ 947 Book Now

Four Bedrooms Townhome 5126

5126 Adelaide Dr, Kissimmee, United States View map

**Four Bedrooms Townhome 5126 Kissimmee is where comfort meets convenience in the heart of Central Florida's attractions.** Situated just 9.5 km from Disney Springs and a short drive from ESPN Wide… More

From US$ 130 Book Now

4338Jc Villa 5 Bed/5 Ba

4338 Scene Ln, Kissimmee, United States View map

**Introducing the 4338Jc Villa in Kissimmee** Located just 35 kilometers from Orlando International Airport, the villa is easily accessible for travelers coming from afar. More

From US$ 318 Book Now

Bahama Bay Amazing Condo With Avengers Room

303 Lucaya Loop, Kissimmee, United States View map

Welcome to Bahama Bay Amazing Condo With Avengers Room, a vibrant retreat located just 33 kilometers from the heart of Kissimmee and a convenient 50 kilometers from the bustling Orlando International… More

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About 6 Mi To Disney Kissimmee Retreat With Pool!

Kissimmee, FL, 34747, Kissimmee, United States View map

Located 3.7 km from Hawks Landing Golf Club, the 3-bedroom About 6 Mi To Disney Kissimmee Retreat With Pool! villa features a heated pool, a Jacuzzi, ensuring a relaxing stay. Featuring bicycle… More

From US$ 253 Book Now

9 Mi To Disney Resort Getaway With Private Patio!

1093 Park Ridge Cir, Kissimmee, United States View map

Situated just 1.3 km from Medieval Times Dinner & Tournament, the 3-bedroom 9 Mi To Disney Resort Getaway With Private Patio! Kissimmee villa includes a swimming pool, as well as a hot tub to relax… More

From US$ 95 Book Now