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2026-02-14
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Kissimmee holiday rentals

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

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$ 214 Book Now

Formosa Garden Pool Home

Formosa Gardens Boulevard, Kissimmee, United States View map

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From US$ 150 Book Now

Storey Lake Pool Mins To Disney 4Br Games

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

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$ 256 Book Now

Margaritaville Cottages Orlando By Rentyl With H2O Waterpark

8000 Fins Up Circle, Kissimmee, United States View map

Nestled in the heart of Orlando, the Margaritaville Cottages Orlando by Rentyl offers a unique vacation escape designed for relaxation and adventure. More

From US$ 10 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$ 423 Book Now

Chic 5Bed Retreat, Perfect For Family Getaway

8943 Play Through Dr, Kissimmee, United States View map

**Welcome to the Beautiful 5Bedroom House Close To Disney Resort** Nestled in the heart of Kissimmee, the Beautiful 5Bedroom House Close To Disney Resort offers travelers a perfect blend of comfort… More

From US$ 260 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$ 335 Book Now

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

2041 Lacie Jo Lane, Kissimmee, United States View map

**Stay At Hogwarts Harry Potter's Home is Free Parking, Pets Allowed** Experience the enchantment of Stay At Hogwarts Harry Potter's Home, where every corner invites you to immerse yourself in… More

From US$ 425 Book Now

Encore Resort And Water Park At Reunion By Rentyl

7635 Fairfax Drive, Kissimmee, United States View map

In the whimsical town of Celebration, Encore Resort and Water Park at Reunion by Rentyl offers an extraordinary escape just moments away from the enchanting Disney properties. More

From US$ 178 Book Now

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

Ballo Drive 330, Kissimmee, United States View map

**Family Resort - 6BR Mansion - Private Pool, Home Theater, BBQ, and More** is an idyllic retreat located in the heart of Kissimmee, just minutes away from Disney's Magic Kingdom and other iconic… More

From US$ 198 Book Now

Berkley Lake Townhomes

1010 Park Ridge Circle, Kissimmee, United States View map

### Welcome to Berkley Lake Townhomes Nestled in the serene beauty of Kissimmee, Berkley Lake Townhomes offers an ideal getaway just one mile from the vibrant Medieval Times Dinner and Tournament. More

From US$ 120 Book Now

Luxury 4-Bedroom Home With Private Pool, Jacuzzi, Ac, Wi-Fi, Cable Tv, 5 Minutes From Disney

2665 Oneida Loop, Kissimmee, United States View map

Welcome to the exceptional Luxury 4-Bedroom Home With Private Pool, a delightful sanctuary located just five minutes from the enchanting realms of Disney. This exquisite retreat in Kissimmee offers… More

From US$ 277 Book Now

Near Disney - 5Br Home- Games Pool Hot Tub & Bbq

Buccaneer Palm Road 2989, Kissimmee, United States View map

Immerse yourself in the magic of Florida with a stay at the Near Disney - 5Br Home. Perfectly situated just 34 km from Kissimmee and 50 km from Orlando International Airport, this charming… More

From US$ 197 Book Now

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

Windermere Avenue 4953, Kissimmee, United States View map

**Welcome to Family Resort - 4Br Home Near Disney - Private Pool, BBQ!**, A charming getaway nestled in a tranquil residential area, perfect for families seeking a magical journey to Disney. Just 10… More

From US$ 351 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

Luxury Champions Gate Condo, Resort-Style Retreat

1171 Drop Lane, Kissimmee, United States View map

**Luxury Champions Gate Condo, Resort-Style Retreat: A Perfect Getaway** Nestled in the heart of Kissimmee, the Luxury Champions Gate Condo offers an idyllic escape just 28 kilometers from the… More

From US$ 229 Book Now

Country Cottage

2525 Greenwood Drive B, Kissimmee, United States View map

**Welcome to Country Cottage Kissimmee** Nestled just 10 km from the vibrant heart of Kissimmee, Country Cottage offers an idyllic escape infused with Southern charm. More

From US$ 97 Book Now

Renewed Luxury Townhouse With Private Pool

4808 Memories Lane, Kissimmee, United States View map

**Discover the Elegance of Renewed Luxury Townhouses** Nestled in the vibrant heart of Kissimmee, the Renewed Luxury Townhouse With Private Pool offers an unparalleled retreat that beautifully… More

From US$ 225 Book Now

Chic 5Bed Home With Themed Rooms

9009 Play Through Dr, Kissimmee, United States View map

In the enchanting locale of Kissimmee, the 5Bedroom Cozy Home Close To Disney Resort offers an ideal retreat for families and groups seeking proximity to the magic of Disney. Just 29 km from the… More

From US$ 268 Book Now

Cozy 5 Bed, Wonderful Clubhouse, Close To Disney

1935 Majorca Drive, Kissimmee, United States View map

**Cozy 5 Bed, Wonderful Clubhouse, Close To Disney** is the perfect getaway for families seeking an unforgettable experience near the magic of Disney. Nestled just 32 km from Kissimmee and 50 km from… More

From US$ 191 Book Now

Spacioustownhome 15 Min To Disney Private Pool-Bbq

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$ 355 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 where comfort meets adventure in the heart of Florida.** Nestled within the stunning Windsor at Westside Resort, this luxury townhome provides an… More

From US$ 235 Book Now

Upstay - Championsgate Home W Private Pool & Bbq

Leader Street 984, Kissimmee, United States View map

Welcome to the Upstay - Championsgate Home W Private Pool & BBQ, where luxury meets comfort in the heart of Kissimmee. Nestled just a short 50-minute drive from the vibrant city of Orlando, this… More

From US$ 162 Book Now

Gorgeous 5Bed Th Close To Disney, Water Park

1102 Kingsbarn St, Kissimmee, United States View map

Welcome to the Gorgeous 5Bedroom Townhouse Close to Disney - Water Park, an exquisite retreat nestled in the heart of Kissimmee. Just 29 km away from the enchanting world of Disney, this sundrenched… More

From US$ 229 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$ 522 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

Island 1

1473 Pine Needle Lane, Kissimmee, United States View map

**Welcome to Island 1, your serene retreat nestled just 4.5 km from the vibrant heart of Kissimmee.** Offering a perfect blend of luxury and comfort, Island 1 Villa Kissimmee provides an exceptional… More

Book Now

Disney Area 4Br Home With Heated Private Pool

1015 Tourmaline Drive, Kissimmee, United States View map

**Glamorous House in Disney Area** offers a lavish retreat in the heart of Kissimmee, just eight kilometers from the enchanting world of Disney theme parks. With an exceptional blend of elegance and… More

Book Now

Cozykey Vacation Rentals

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

**Welcome to CozyKey Vacation Rentals** Strategically located, CozyKey Vacation Rentals is a mere 3 km from the lively Kissimmee Sports Arena & Rodeo and 17.5 km from the exciting attractions of… More

From US$ 207 Book Now

Magical Themed Home - Disney 15 Min

4382 Rhyme Street, Kissimmee, United States View map

Experience the enchanting allure of the Magical Themed Home, just a 10-minute ride from the magical realm of Disney in Kissimmee. This delightful retreat invites families and friends to enjoy a… More

From US$ 736 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

Great 6Bedrooms Home In Kissimmee W Private Pool 8426

8426 Secret Key Cove, Kissimmee, United States View map

Situated in the vibrant heart of Kissimmee, the Great 6 Bedrooms Home offers a serene escape for families and groups seeking both comfort and convenience. This spacious retreat, conveniently located… More

From US$ 239 Book Now

5Br 5 Bath Pvt Home Pool Bbq 11Min Disney 2744Ft

2825 Roccella Court, Kissimmee, United States View map

**Welcome to Your Dream Retreat** Ideally located just 11 minutes from the magical Walt Disney World and a short drive from central Kissimmee, this private home offers easy access to the best of… More

From US$ 146 Book Now

Incredible 6Br Villa By Disney Private Pool Games

2738 Oxymoron Way, Kissimmee, United States View map

**Welcome to the Incredible 6Br Villa By Disney, your private oasis in Kissimmee**. Located just 13 kilometers from the enchanting attractions of Disney, this charming villa offers the perfect blend… More

From US$ 490 Book Now

Family Home Located In A Luxurious Resort

680 Pebble Beach Drive, Kissimmee, United States View map

Positioned within a luxurious oasis, the **Family Home Located in a Luxurious Resort** offers a perfect retreat for families and groups seeking adventure and relaxation. Located just 22 km from the… More

From US$ 160 Book Now

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

Royale Blue

1375 Tuscana Lane, Kissimmee, United States View map

**Discover the Allure of Royale Blue Villa Kissimmee** Nestled in the heart of Kissimmee, the Royale Blue Villa offers a perfect blend of luxury and convenience, making it an ideal retreat for… More

From US$ 174 Book Now

Villa Wprivate Pool & Game Room Near Disney

4530 Narrative Lane, Kissimmee, United States View map

The enchanting Villa Wprivate Pool & Game Room Near Disney is a hidden gem conveniently located just 20 minutes away from the vibrant heart of Kissimmee. This exquisite villa combines luxury and… More

From US$ 1518 Book Now

Minnie Heaven

2514 Caliente Trail, Kissimmee, United States View map

**Welcome to Minnie Heaven, a serene retreat nestled just 30 km from the vibrant attractions of Kissimmee and a mere 45 km from the bustling Orlando International Airport. This enchanting sanctuary… More

From US$ 198 Book Now

Holiday Rest

708 Pincon Lane House, Kissimmee, United States View map

**Welcome to a Serene Getaway at Holiday Rest Kissimmee** Nestled just a short 40-minute drive from the vibrant thrills and attractions of Kissimmee, Holiday Rest Kissimmee offers a tranquil retreat… More

From US$ 95 Book Now

700 Drop Shot Drive

700 Drop Shot Drive, Kissimmee, United States View map

** This luxurious villa offers an idyllic oasis for families and couples alike, providing both comfort and serenity in a picturesque setting. With its spacious interiors and elegantly designed spaces… More

From US$ 1009 Book Now

The Villas At Seven Dwarfs - 4564 Luxury Villa - Near Disney - Water Park

4564 Yellowgold Road East, Kissimmee, United States View map

In the heart of Kissimmee, The Villas At Seven Dwarfs - 4564 Luxury Villa - Near Disney - Water Park offers both an enchanting escape and convenient access to the magical world of Orlando. Ideal for… More

From US$ 80 Book Now

Townhome W Pool Near Disney & Orlando Attractions

8988 Cuban Palm Road, Kissimmee, United States View map

**Welcome to Your Dream Escape in Kissimmee** Convenience is key at this delightful retreat, located just 34 km from the vibrant activities in Kissimmee and 50 km from Orlando International Airport… More

From US$ 372 Book Now

Storey Lake -6 Bedrooms Luxury Home W-Pool & Spa

4737 Sleepy Hollow Drive, Kissimmee, United States View map

**Welcome to Storey Lake -6 Bedrooms Luxury Home W-Pool & Spa**, a splendid retreat nestled just 12 kilometers from the vibrant heart of Kissimmee. This luxurious abode is the ideal getaway for… More

From US$ 675 Book Now

Windsor Mansion

Kissimmee, United States View map

Nestled in the serene landscape of Kissimmee, the Windsor Mansion Holiday home offers a harmonious blend of luxury and comfort just 32 km from the lively heart of Kissimmee. A short drive away… More

From US$ 365 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

Winterfield Storey Lakeview 4173

4173 Paragraph Drive, Kissimmee, United States View map

**Welcome to Winterfield Storey Lakeview 4173** Nestled just 10 kilometers from the vibrant heart of Kissimmee, Winterfield Storey Lakeview 4173 presents an inviting escape for travelers seeking both… More

From US$ 459 Book Now

4Br Villa Home With Private Pool Near Disney

2175 Cooper Bell Pl, Fl, Kissimmee, United States View map

**Welcome to 4Br Villa Home With Private Pool Near Disney**, a serene oasis located just 32 km from the vibrant attractions of Kissimmee. Perfectly poised for families and groups, this charming villa… More

From US$ 153 Book Now