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2025-09-21
2025-09-22
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Vacation Rentals in Kissimmee

Private Pool Homes

1 Rental Way, Kissimmee, United States View map

**Private Pool Homes Kissimmee is where luxury meets comfort in the heart of Florida's vibrant entertainment hub. More

From US$ 137 Book Now

Villas At Seven Dwarfs - Close To Disney

S.Gala Road 105 - 106 L.Circle 107, Kissimmee, United States View map

**Discover the Enchantment of the Villas at Seven Dwarfs - Close to Disney** Nestled just a 20-minute drive from Kissimmee and 35 km from Orlando International Airport, The Villas at Seven Dwarfs… More

From US$ 108 Book Now

Margaritaville Cottages Orlando With H2O Waterpark By Rentyl

8000 Fins Up Circle, Kissimmee, United States View map

Located 7 km from Walt Disney World Resort, Margaritaville Resort Orlando By Rentyl offers its guests an aqua park and an outdoor swimming pool. More

From US$ 10 Book Now

Stunning Townhouses 5 Minutes Away Disney!

Reading Trail, 2509, Kissimmee, United States View map

**Discover the Magic at Stunning Townhouses Near Disney** Embrace the enchantment of Orlando with a stay at Stunning Townhouses 5 Minutes Away Disney! More

From US$ 116 Book Now

Caribe Cove Resort

9000 Treasure Trove Lane, Kissimmee, United States View map

The spacious Caribe Cove Resort Kissimmee is situated 15 minutes' drive from Pandora and offers a fitness club. A swimming pool is offered in this resort, located within 25 minutes' walk of Lake… More

From US$ 104 Book Now

Bahama Bay Resort

4295 Blackcomb Way, Kissimmee, United States View map

This Caribbean-style resort is an excellent choice for exploration or relaxation, complete with picturesque apartment-style villas nestled amidst the lush landscapes of Davenport, Florida. . More

From US$ 88 Book Now

Pool - Wifi - Parking - Best Location !

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

To enjoy your vacation in Kissimmee, stay at Pool - Wifi - Parking - Best Location ! Apartment Kissimmee, which is only 0.7 km from Museum of Military History and approximately a 10-minute drive from… More

From US$ 63 Book Now

Irises House - Private Room In Home

714 Putt Lane, Kissimmee, United States View map

Irises House - Private Room In Home Kissimmee offers views of the garden and a location nearly 25 minutes' walk from Savanna Club Golf Course. The homestay offers modern facilities, such as Wi-Fi and… More

From US$ 40 Book Now

Lovely Apartments 18 Minutes Away From Disney!

1025 Splash Shot Place, Kissimmee, United States View map

**Welcome to Lovely Condos 18 Minutes Away From Disney!**, Your ideal retreat just a stone's throw from the magic of Orlando. Located merely 29 km from Kissimmee and 50 km from Orlando International… More

From US$ 130 Book Now

Luxury Townhouses 4 And 5 Bedrooms 18 Minutes Away From Disney!

1168 Challenge Dr., Kissimmee, United States View map

Welcome to the Luxury Townhouses 18 Minutes Away From Disney!, Your ultimate retreat near the enchanting world of theme parks and vibrant attractions. This exquisite destination offers guests an… More

From US$ 204 Book Now

Berkley Lake Townhomes

1010 Park Ridge Circle, Kissimmee, United States View map

Berkley Lake Townhomes is 16 minutes' walk from Medieval Times Dinner & Tournament and approximately a 5-minute drive from from SeaWorld Orlando. The facilities of this villa include allergy friendly… More

From US$ 120 Book Now

Wonderful Villas 18 Minutes Away From Disney!

Sommerset Hills Drive, 9235, Kissimmee, United States View map

**Welcome to Wonderful Villas, your perfect retreat just 18 minutes from Disney!** Nestled in the charming Kissimmee area, this spacious villa offers a blend of luxury and convenience, ensuring a… More

From US$ 134 Book Now

Encore Resort And Water Park At Reunion By Rentyl

7635 Fairfax Drive, Kissimmee, United States View map

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From US$ 178 Book Now

Fabulous Villas 5 Minutes Away From Disney!

Bookmark Dr, 2729, Kissimmee, United States View map

**Welcome to Fabulous Villas, Your Ideal Retreat Just Minutes from Disney!** Located just 20 minutes from the magical realms of Disney and mere kilometers from local attractions such as ESPN Wide… More

From US$ 256 Book Now

Cozykey Vacation Rentals

Central Location Only (Not Check In Location), Kissimmee, United States View map

Cozykey Vacation Rentals is situated in Kissimmee, within a 5-minute drive of SeaWorld Orlando and 15 minutes by car from the creative Mortem Manor Haunted Attraction. Guests of this villa can use… More

From US$ 207 Book Now

Only 5 Miles From Disney! Free Water Park! 2 Bed, 2 Bath Condo, Sleeps 8

4721 Clock Tower Drive Apt# 202, Kissimmee, United States View map

The spacious Only 5 Miles From Disney! Free Water Park! 2 Bed, 2 Bath Condo, Sleeps 8 Kissimmee is located in Kissimmee, 25 minutes' walk from the family-friendly Kissimmee Go-Karts, and boasts a hot… More

From US$ 231 Book Now

Spacious 5Br Home With Pool Near Top Attractions

1140 Kingsbarn St, Kissimmee, United States View map

**Welcome to Beautiful 5Bedroom Townhome W Water Park**, a lavish retreat nestled near the enchanting attractions of Kissimmee. Just 20 km away from the exhilarating Disney's Blizzard Beach Water… More

From US$ 264 Book Now

Marvelous 7Bd/5Ba Family Friendly W/ Gameroom & Pool Close To Disney 1201

1201 Challenge Drive, Kissimmee, United States View map

Discover the joy of family vacations at the Marvelous 7Bd/5Ba Family Friendly W/ GameRoom & Pool Close to Disney 1201, where comfort and fun meet. Nestled in the vibrant area of Kissimmee, this… More

From US$ 463 Book Now

Storey Lake Home W Pool Near Disney Waterpar

3081 Tom Sawyer Dr, Kissimmee, United States View map

Positioned in the vibrant heart of Kissimmee, Storey Lake Home with Pool Near Disney Waterpark offers an extraordinary getaway, perfect for families and groups seeking comfort and adventure. With a… More

From US$ 321 Book Now

Townhome With Private Pool, Bbq & Free Waterpark

2030 Majorca Drive, Kissimmee, United States View map

Townhome With Private Pool, Bbq & Free Waterpark is situated in Kissimmee, at a 2.7 km distance from Highlands Reserve Boulevard and 10 minutes' drive from Mystic Dunes Golf Club at Mystic Dunes… More

From US$ 235 Book Now

Beautiful Family Villa - Pool And Hot Tub - Near Disney World

4274 Paragraph Drive, Kissimmee, United States View map

**Welcome to Beautiful Family Villa - Pool And Hot Tub - Near Disney World, Kissimmee** Conveniently located, Beautiful Family Villa - Pool And Hot Tub - Near Disney World is just 40 km from Orlando… More

From US$ 276 Book Now

Cozy Resort Condo Near Top Attractions In Orlando

1371 Tuscan Ter Unit #6406, Kissimmee, United States View map

The 105 m^2 Cozy Resort Condo Near Top Attractions In Orlando Kissimmee is located about a 25-minute walk from Reunion Resort Golf Course and 3.7 km from Indian Ridge. This 2-bedroom apartment… More

From US$ 92 Book Now

Cozykey Vacation Rentals - Crystal Cove

Blue Diamond Street, Kissimmee, United States View map

Positioned in the vibrant heart of Kissimmee, **CozyKey Vacation Rentals - Crystal Cove** offers a perfect blend of comfort and convenience for families and groups alike. This inviting gateway is… More

From US$ 437 Book Now

7 Bedroom, 6 Bath And Pool Near Disney In Emerald Island 4 King Master Suites

2667 Emerald Island Boulevard, Kissimmee, United States View map

This villa is set in Kissimmee, 7 km from the 220-acre multi-purpose ESPN Wide World of Sports Complex and 10 minutes by car from Bonanza Golf Gifts. A fully furnished kitchen with a microwave oven… More

From US$ 281 Book Now

Stay At Hogwarts Harry Potter'S Home, Free Parking, Pets Allowed

2041 Lacie Jo Lane, Kissimmee, United States View map

The 3-bedroom Stay At Hogwarts Harry Potter'S Home, Free Parking, Pets Allowed is at a 4.6 km distance from Brownie Wise Park, and Silver Spur Rodeo Arena is about 4.5 km away. The property will also… More

From US$ 438 Book Now

Family Resort - 6Br Mansion - Private Pool, Home Theater, Bbq And More

Ballo Drive 330, Kissimmee, United States View map

The family-friendly 6-bedroom villa is located 1 km from Pirates Island Adventure Golf and 35 km from Orlando International airport. The villa also comes with a full kitchen complete with a microwave… More

From US$ 198 Book Now

Winterfield At Disney 9350

9350 Sommerset Hills Drive, Kissimmee, United States View map

**Welcome to Winterfield at Disney 9350, a luxurious holiday home that redefines the essence of a perfect getaway. Nestled just 20 km from the enchanting Disney's Blizzard Beach Water Park, the… More

From US$ 362 Book Now

Excellent 7 Bedroom Eir Vacation Villa - Private Pool

2708 Lido Key Drive, Kissimmee, United States View map

Welcome to the Excellent 7 Bedroom Eir Vacation Villa - Private Pool, an exquisite retreat located a mere 32 km from the vibrant attractions of Kissimmee and 45 km from the bustling Orlando… More

From US$ 860 Book Now

Fully Renovated, Quiet, Spacious Disney Themed Pool Home With Office

1037 Lake Berkley Drive, Kissimmee, United States View map

Nestled in the heart of Kissimmee, the Fully Renovated, Quiet, Spacious Disney Themed Pool Home with Office offers a delightful retreat for families and groups seeking adventure and relaxation. This… More

From US$ 302 Book Now

Windsor Palm Resort 3 Miles To Disney 4 Bedrooms

8194 Fan Palm Way, Kissimmee, United States View map

**Welcome to Windsor Palm Resort** - your ideal gateway just three miles from the enchanting world of Disney. Nestled in the heart of Kissimmee, this family-friendly retreat is conveniently located… More

From US$ 287 Book Now

Cozy Tiny Home Near Disney World & Orlando Parks!

2744 Camper Avenue, Kissimmee, United States View map

**Welcome to the Cozy Tiny Home Near Disney World & Orlando Parks!** Nestled in the vibrant heart of Kissimmee, this charming retreat offers a perfect blend of modern comfort and convenient access to… More

From US$ 90 Book Now

Casita Mi Encanto A Cozy & Spacious House, 4-Bedroom 3-Bath & Pool

240 Old Mill Circle, Kissimmee, United States View map

Welcome to Casita Mi Encanto, a delightful retreat nestled in the heart of Kissimmee. This inviting holiday home offers a cozy yet spacious atmosphere, perfect for families or groups seeking comfort… More

From US$ 257 Book Now

Family Resort - 4Br Home Near Disney - Private Pool, Bbq!

Windermere Avenue 4953, Kissimmee, United States View map

The 4-bedroom Family Resort - 4Br Home Near Disney - Private Pool, Bbq! is merely 1.9 km from the family-friendly Kissimmee Go-Karts, while Lake Buena Vista Factory Stores is merely 1.7 km away. More

From US$ 351 Book Now

The Fantasy Hero Mansion W Pool Near Disney

2496 Shanti Drive, Kissimmee, United States View map

The 12-bedroom Fantasy Hero Mansion W Pool Near Disney Villa is located 1.9 km from Plaza del Sol Mall and 31 minutes' drive to Orlando International airport. A fully equipped kitchen with a… More

Book Now

Close To Disney & Other Theme Parks,Private Heated Poolspa, Bbq & Game Rm

591 Sweet Birdie Street, Kissimmee, United States View map

Situated just 29 km from the enchanting world of Disney and other exciting theme parks, Close To Disney & Other Theme Parks, Private Heated Pool, Spa, BBQ & Game Room is the perfect retreat for… More

From US$ 260 Book Now

Resort Cottage Near Parks At Great Price!

2773 Bridge Court, Kissimmee, United States View map

**Discover the Resort Cottage Near Parks At Great Price!** Nestled in the vibrant heart of Kissimmee, this inviting retreat promises an unforgettable getaway for families and friends alike. Just 15… More

From US$ 112 Book Now

Luxury Champions Gate Condo, Resort-Style Retreat

1171 Drop Lane, Kissimmee, United States View map

The 2-bedroom Luxury Champions Gate Condo-Disney Firework Views! is situated in Kissimmee, 4.7 km from Rum Run and 3.3 km from Highlands Reserve GC. This accommodation is made up of 2 bedrooms and 2… More

From US$ 159 Book Now

Laguna Villas

5209 Broken Arrow Drive, Kissimmee, United States View map

Laguna Villas offers accommodation in Kissimmee, about 10 minutes' walk from the air mall "Lake Buena Vista Factory Stores" and at a 7 km distance from the educational Epcot Disney Theme Park. The… More

From US$ 119 Book Now

My Home In Orlando

3016 Bonfire Beach Drive, Kissimmee, United States View map

### Welcome to My Home In Orlando Kissimmee Nestled just a short drive from the enchanting realms of Orlando, My Home In Orlando Kissimmee offers a delightful retreat for families and travelers alike. More

From US$ 235 Book Now

Cozy Master Room With Private Bath

4491 Monado Drive, Kissimmee, United States View map

Welcome to Cozy Master Room With Private Bath Kissimmee, an inviting retreat that seamlessly blends comfort with convenience. Nestled just a 10-minute drive from the vibrant attractions of Kissimmee,… More

From US$ 35 Book Now

Best Place To Unwind And Have Lots Of Fun!

4541 Philadelphia Circle, Kissimmee, United States View map

** Nestled in the vibrant heart of Kissimmee, this enchanting getaway perfectly combines comfort with entertainment for families and solo travelers alike. Located just a short drive from the magical… More

From US$ 277 Book Now

4 Bedroom Sunhaven Townhouse With Pool Near Disney

3121 Tocoa Circle, Kissimmee, United States View map

**The 4 Bedroom Sunhaven Townhouse With Pool Near Disney is where comfort meets convenience in Kissimmee.** Perfectly situated just a stone's throw from Orlando's famous attractions, this villa is an… More

From US$ 227 Book Now

Large Villa, Private Poolgame Roommovie Theater

781 Sticks Street, Kissimmee, United States View map

This stunning retreat offers spacious accommodations featuring a private pool, a fully-equipped game room, and a delightful movie theater. Guests will be treated to a lavish atmosphere accentuated by… More

From US$ 268 Book Now

Ultimate Vacation Villa Near Disney Townhouse

4762 Vero Beach Place, Kissimmee, United States View map

**Ultimate Vacation Villa Near Disney** offers an enchanting retreat in the heart of Kissimmee, where spacious accommodations meet vibrant local attractions. Nestled just 13 km from Gatorland and a… More

From US$ 96 Book Now

5Br 5Bath Townhome Pool Bbq 13Min Disney 2260Ft

8895 Geneve Ct, Kissimmee, United States View map

**Discover Your Ideal Stay at the 5Br 5Bath Townhome, Just Minutes from Disney** Conveniently located 32 km from the heart of Kissimmee and 50 km from Orlando International Airport, this townhome… More

From US$ 258 Book Now

Apartment 3 Bedroom In Tuscana Resort , 15" From Disney

8010 Tuscany Way Apt 3404, Kissimmee, United States View map

**Welcome to the 3 Bedroom In Tuscana Resort, 15" From Disney** Conveniently located 17 km from Disney's Boardwalk and the ESPN Wide World of Sports, this charming apartment allows guests to enjoy… More

From US$ 312 Book Now

Beautiful, Home In A Gated Community

255 Magical Way, Kissimmee, United States View map

**Welcome to Beautiful, Home In A Gated Community**, your serene escape nestled just 7 km from the vibrant heart of Kissimmee and within a convenient 25 km from Orlando International Airport. This… More

From US$ 316 Book Now

Disney Dream With Hot Tub, Pool, Xbox, Games Room, Lakeview, 10 Min To Disney, Clubhouse

182 Hideaway Beach Lane, Kissimmee, United States View map

Disney Dream is your luxurious escape in the heart of Kissimmee, just a stone's throw away from the enchantment of the nearby theme parks. Nestled within the acclaimed Terra Verde Resort, this… More

From US$ 313 Book Now

Starwars Game Room 9Bd5Ba Sleep 25 Championsgate

Kissimmee, United States View map

**Starwars Game Room 9Bd5Ba Sleep 25 Championsgate** offers an unforgettable family retreat in the heart of Kissimmee, positioned just a scenic 50-minute drive from the vibrant attractions of Orlando… More

From US$ 729 Book Now

8 Bedroom Home Inside The Best Resort In Orlando!

8890 Cabot Cliffs Drive, Kissimmee, United States View map

The 8-bedroom 8 Bedroom Resort Style Home Close To Disney. is located approximately 10 minutes by car from Rum Run and within 10 minutes' drive of Highlands Reserve Boulevard. This Kissimmee villa… More

From US$ 422 Book Now