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2026-04-22
2026-04-23
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Kissimmee holiday rentals

4929Gc Townhouse 4 Bedrooms & 3 Bathrooms + Pool

4929 Windermere Ave, Kissimmee, United States View map

**Welcome to 4929Gc Townhouse - Your Charming Getaway in Kissimmee** Conveniently located near key transport links, 4929Gc Townhouse is only 30 km from Orlando International Airport, ensuring easy… More

From US$ 218 Book Now

Four Bedrooms Townhome 5161

5161 Adelaide Drive, Kissimmee, United States View map

**Discover the Allure of Four Bedrooms Townhome 5161 in Kissimmee** Nestled in the vibrant city of Kissimmee, Four Bedrooms Townhome 5161 provides an inviting escape for both families and friends. More

From US$ 89 Book Now

Beautiful Furnished Townhome W Private Pool

1616 Carey Palm Circle, Kissimmee, United States View map

**Welcome to the Beautiful Furnished Townhome W Private Pool** Nestled just 32 kilometers from the lively attractions of Kissimmee and a convenient 50 kilometers from Orlando International Airport… More

From US$ 584 Book Now

Enchanted Orlando Getaway, 10 Minutes From Disney

4810 Memories Lane, Kissimmee, United States View map

**Welcome to the Enchanted Orlando Getaway, 10 Minutes From Disney**, a charming retreat nestled just 13 kilometers from the vibrant heart of Kissimmee. This picturesque escape offers families a… More

From US$ 174 Book Now

This Happy Place

8931 Bismarck Palm Road, Kissimmee, United States View map

Welcome to This Happy Place, a picturesque retreat nestled 34 km from the vibrant city of Kissimmee and just a short drive from the excitement of Orlando. Perfectly located for guests seeking a blend… More

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Perfect Disney Getaway House 6Br5Ba • Private Pool At Storey Lake Resort Sl4788

4788 Kings Castle Cir, Kissimmee, Fl 34746, Eua, Kissimmee, United States View map

The 5-bedroom Perfect Disney Getaway House 6Br5Ba • Private Pool At Storey Lake Resort Sl4788 Kissimmee villa is located approximately 10 minutes' drive from the Osceola County Welcome Center and… More

From US$ 375 Book Now

Storey Lake Home Close To Disney And Other Parks

3015 Penelope Loop, Kissimmee, United States View map

**Storey Lake Home Close To Disney And Other Parks is a serene retreat nestled just 10 km from the vibrant Kissimmee area. This charming haven offers the ideal getaway for families and fun-seekers… More

From US$ 230 Book Now

Shrek'S Hideout! - 5 Min From Disney!

2921 Sunset Lakes Boulevard, Kissimmee, United States View map

Welcome to Shrek's Hideout! - 5 Min From Disney!, A whimsical retreat that combines comfort and fun just a stone's throw away from one of the most enchanting places on earth. Nestled in the vibrant… More

From US$ 193 Book Now

Upstay Ultimate Orlando Retreat W Pool & Hot Tub Sleeps 16

4489 Monado Drive, Kissimmee, United States View map

Along with proximity to the Give Kids The World Village, located just 0.7 km away, the 5-bedroom Upstay Ultimate Orlando Retreat W Pool & Hot Tub Sleeps 16 Kissimmee villa provides access to a… More

From US$ 493 Book Now

Super Nice And Spacious 9Bdr Home

Sommerset Hills Drive 9202, Kissimmee, United States View map

Welcome to the Super Nice And Spacious 9Bdr Home, a luxurious retreat that perfectly blends comfort and sophistication. Nestled conveniently, this inviting residence is just 29 km from the vibrant… More

From US$ 417 Book Now

4Br Home W Full Resort Access - Near Disney

Tropical Palms Circle 1676, Kissimmee, United States View map

**Experience the Magic at 4Br Home W Full Resort Access - Near Disney** Conveniently located just 50 kilometers from Orlando International Airport, the residence offers hassle-free transportation… More

From US$ 206 Book Now

Poinciana Paradise

2751 North Poinciana Boulevard, Kissimmee, United States View map

Nestled in the serene landscapes of Kissimmee, Poinciana Paradise offers a delightful retreat just 12 km from the heart of Kissimmee and a mere 35 km from the vibrant hub of Orlando International… More

From US$ 89 Book Now

Gated Community, Private Pool And Game Room Near Disney!!!

4706 Ruby Red Lane, Kissimmee, United States View map

Gated Community, Private Pool And Game Room Near Disney!!! Kissimmee villa is located 4.2 km from the Museum of Military History and provides a Jacuzzi. The accommodation features opportunities for… More

From US$ 275 Book Now

4 Mi To Disney Emerald Island Resort Home!

8456 Crystal Cove Loop, Kissimmee, United States View map

Located about a 25-minute walk from the Windsor Hills, the 3-bedroom 4 Mi To Disney Emerald Island Resort Home! Kissimmee entices guests to relax in a Jacuzzi. Offering parking as well as Wi-Fi, this… More

From US$ 91 Book Now

Emerald Island Diamond On The Island

8578 Sunrise Key Drive, Kissimmee, United States View map

During the stay at Emerald Island Diamond On The Island Kissimmee villa, guests can indulge in a Jacuzzi and a sauna or visit Disney's Blizzard Beach Water Park, located 6 km away. Offering a year… More

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Joyful Home At The Best Resort In Orlando

4881 Romeo Circle, Kissimmee, United States View map

In the heart of Kissimmee, the Joyful Home At The Best Resort In Orlando offers an unparalleled retreat for families and leisure travelers alike. Just a short 20-minute drive from the lively… More

From US$ 126 Book Now

Wonderful 5 Bd Close To Disney @ Storey Lake Resort 2980

2980 Protagonist Street, Kissimmee, United States View map

Nestled just ten kilometers from the heart of Kissimmee, Wonderful 5 Bd Close To Disney @ Storey Lake Resort 2980 is the ideal vacation retreat for families and friends looking to experience the… More

From US$ 182 Book Now

10Br Resort Home - Pool Hot Tub Games - Near Disney

Marcello Boulevard 258, Kissimmee, United States View map

**Welcome to 10Br Resort Home - Pool Hot Tub Games - Near Disney, your ultimate getaway in beautiful Kissimmee, Florida. Nestled just a 10-minute drive from the heart of Kissimmee, this luxurious… More

From US$ 494 Book Now

Two King En-Suites …Inside The Prestigious Reunion Resort

1061 Castle Pines Court, Kissimmee, United States View map

**Discover the Charm of Reunion Resort** Situated just a 40-minute drive from Kissimmee and 45 km from the bustling Orlando International, the Reunion Resort stands as a beacon of leisure and luxury. More

From US$ 303 Book Now

Enchanted Disney Vacation Villa

2550 Oneida Loop, Kissimmee, United States View map

The Enchanted Disney Vacation Villa is your ideal sanctuary nestled just 30 kilometers from the lively heart of Kissimmee. This charming retreat provides guests with easy access to the enchanting… More

From US$ 160 Book Now

Remarkable Cozy 4Bed-3Ba Townhouse

4562 Baleno Lane, Kissimmee, United States View map

Located around a 25-minute walk from the Osceola County Welcome Center and History Museum, the 3-bedroom Remarkable Cozy 4Bed-3Ba Townhouse Kissimmee villa features a private swimming pool, an indoor… More

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4 Bedroom No Carpet Just Remodeled Unit Sr1205

1205 Seasons Blvd, Kissimmee, United States View map

Welcome to the 4 Bedroom No Carpet Just Remodeled Unit Sr1205, your ideal escape in Kissimmee. Nestled just 8 km from the heart of Kissimmee and a short 35 km drive from Orlando International Airport… More

From US$ 212 Book Now

2947Bpd-Svh

2947 Banana Palm Drive, Kissimmee, United States View map

Positioned in the enchanting realm of Kissimmee, the 2947Bpd-Svh Villa promises an exceptional getaway characterized by comfort and sophistication. This alluring sanctuary is perfectly positioned 34… More

From US$ 449 Book Now

New To Market 5 Bed - Storey Lake Retreat

Reading Trail 2501, Kissimmee, United States View map

**Welcome to New To Market 5 Bed - Storey Lake Retreat**, an exquisite haven that perfectly blends homey comfort with modern elegance. Just a short 10-minute drive from the enchanting attractions of… More

From US$ 229 Book Now

Relax In Ultimate Comfort With Pool & Bbq Area

4805 Dedication St, Kissimmee, Fl 34746, Usa, Kissimmee, United States View map

The 3-bedroom Relax In Ultimate Comfort With Pool & Bbq Area Kissimmee villa is located 3.6 km from Fun Spot America Kissimmee and provides mini golf for active guests. Featuring a hot tub and an… More

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Near Disney - 12Br Home - Private Pool And Hot Tub

Rama Drive 2462, Kissimmee, United States View map

**Welcome to Near Disney - 12Br Home - Private Pool And Hot Tub, a luxurious escape nestled in the heart of Kissimmee.** This enchanting residence, just a ten-minute drive from the vibrant… More

From US$ 625 Book Now

Amazing 6Br W Pvt Pool Game Room Near Disney

2838 Storey Cove Avenue, Kissimmee, United States View map

**Experience the Extraordinary at Amazing 6Br W Pvt Pool Game Room Near Disney** Strategically located just 35 kilometers from Orlando International Airport, Amazing 6Br W Pvt Pool Game Room Near… More

From US$ 489 Book Now

Perfect Vacation 8 Miles From Disney Animal Kingdom 168

168 Villa Domani Cir, Kissimmee, United States View map

During the stay at Perfect Vacation 8 Miles From Disney Animal Kingdom 168 Kissimmee villa, guests can indulge in a hot tub and an indoor pool or visit Northeast Regional City Park, located 2.7 km… More

From US$ 104 Book Now

Gorgeous 4 Bedroom W Screened Pool Close To Disney 2653

Reading Trail 2653, Kissimmee, United States View map

**Experience Unmatched Comfort at Gorgeous 4 Bedroom W Screened Pool Close To Disney** Nestled in the heart of Kissimmee, Gorgeous 4 Bedroom W Screened Pool Close To Disney 2653 offers a vibrant… More

From US$ 205 Book Now

Vibrant Home Near Disney With Private Pool, Themed Rooms And Waterpark & Resort Access At Encore Resorts Reunion - 401No

401 Novi Path,, Kissimmee, United States View map

Situated in the charming town of Celebration, Vibrant Home Near Disney with Private Pool, Themed Rooms and Waterpark & Resort Access at Encore Resorts Reunion - 401No offers an enchanting getaway for… More

From US$ 815 Book Now

Ground Level Condo With Garden Patio

Britannia Boulevard 3159, Kissimmee, United States View map

Nestled in the vibrant heart of Kissimmee, the Ground Level Condo with Garden Patio offers a uniquely tranquil retreat. With a seamless blend of comfort and style, this exceptional accommodation… More

From US$ 99 Book Now

Marvelous 3Bd Close To Disney W Gameroom At The Hub 3409

Tranquil Tr, Kissimmee, United States View map

**Welcome to the Marvelous 3Bd Close to Disney W Gameroom At The Hub 3409**, a splendid retreat designed for families and friends eager to explore the magical world of Disney. Nestled in Kissimmee… More

From US$ 122 Book Now

Relaxing Getaway In Emerald Island Near Disney

8518 Crystal Cove Loop, Kissimmee, United States View map

Set within the enchanting Emerald Island community, the Relaxing Getaway In Emerald Island Near Disney invites guests to bask in its captivating charm while being just 31 km from the vibrant heart of… More

From US$ 297 Book Now

Bikini On The Beach At Terra Verde Resort

4773 Ormond Beach Way, Kissimmee, United States View map

Discover the serene escape at **Bikini On The Beach At Terra Verde Resort**, ideally situated just 10 kilometers from the pulsating heart of Kissimmee. Offering a harmonious blend of elegance and… More

From US$ 327 Book Now

Spacious 5 Bdrm 4 Bth Pool Home, Game Room New Year Special Close To Disney, Epic Universe Spring Break Special

2828 Roccella Ct, Kissimmee, United States View map

The 3-bedroom Spacious 5 Bdrm 4 Bth Pool Home, Game Room New Year Special Close To Disney, Epic Universe Spring Break Special Kissimmee is located within a 7-km distance of the Pandora and provides… More

From US$ 200 Book Now

Private Pool At Hidden Gem Ready For Your Family:)

103 Pansy Court, Kissimmee, United States View map

**Welcome to the Hidden Gem**, your idyllic retreat nestled in the vibrant heart of Kissimmee. Just 11 kilometers from the bustling center of Kissimmee and a mere 20 kilometers from Orlando… More

From US$ 98 Book Now

Moradda Lake View Home With A Private Pool 491

491 Las Fuentes Drive, Kissimmee, United States View map

**Welcome to Moradda, your serene retreat in Kissimmee.** This exquisite residence is ideally situated just a short 10-minute drive from the vibrant theme parks and attractions of Kissimmee, making… More

From US$ 182 Book Now

4 Bedroom 3 Bathroom Paradise Palms 8926Mp

8926 Majesty Palm Road, Kissimmee Fl 34747, Kissimmee, United States View map

Situated in the enchanting surroundings of Kissimmee, the 4 Bedroom 3 Bathroom Paradise Palms 8926Mp offers a perfect retreat for families and groups seeking comfort and convenience. Just 34 km from… More

From US$ 190 Book Now

Upstay Luxury 4Br Family Home W Pool Near Disney

Kingsbarn Street 1106, Kissimmee, United States View map

Situated 3.3 km from Highlands Reserve GC, Upstay Luxury 4Br Family Home W Pool Near Disney Kissimmee provides access to numerous tourist attractions in the area. More

From US$ 203 Book Now

Magical Villa 8Br By Disney W Pool & Theme Rooms

Hilton Ridge Ave 8957, Kissimmee, United States View map

**Welcome to the Magical Villa 8Br By Disney W Pool & Theme Rooms, a splendid retreat nestled just 32 km from the enchanting Kissimmee area. This extraordinary villa is designed for families and… More

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7Bds Villa 12 Min From Disney With Private Pool & Spa

8667 La Isla Drive, Kissimmee, United States View map

Staying at 7Bds Villa 12 Min From Disney With Private Pool & Spa Kissimmee, guests can visit the Emerald Island Boulevard, which is only 1.3 km away. More

From US$ 206 Book Now

Our Happy Place

8931 Bismarck Palm Road, Kissimmee, United States View map

Welcome to the Happy Place Villa Kissimmee, where comfort meets convenience in a stunning environment designed for relaxation and enjoyment. Nestled just 34 km from the vibrant attractions of… More

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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

Bahama Bay- Two Bedrooms Condo Fully Equipped

605 Gran Bahama Boulevard, Kissimmee, United States View map

**Experience the Tranquility of Bahama Bay-Fully Equipped Accommodations** Nestled just 33 kilometers from the vibrant city of Kissimmee, the Bahama Bay - Two Bedrooms Condo Fully Equipped offers a… More

From US$ 134 Book Now

Chic Home With Private Pool, Game Room And Waterpark & Resort Access Near Disney At Encore Resorts Reunion - 320Au

320 Auburn Avenue, Kissimmee, United States View map

Discover the Chic Home with Private Pool, Game Room, and Waterpark & Resort Access near Disney at Encore Resorts Reunion - 320Au, a splendid retreat nestled in the enchanting town of Celebration. More

From US$ 634 Book Now

Storey Lake Pool Home With Resort Amenities Near Disney

4802 Kings Castle Circle, Kissimmee, United States View map

Situated just 12 kilometers from the vibrant heart of Kissimmee, the exquisite Storey Lake Pool Home with Resort Amenities Near Disney offers an idyllic retreat for families and adventurers alike. More

From US$ 231 Book Now

Wonderful 5 Bd W Pool @ Storey Lake Resort 2545

2545 Reading Trail, Kissimmee, United States View map

Welcome to the Wonderful 5 Bd W Pool @ Storey Lake Resort 2545, a stunning retreat nestled just 8 km from the vibrant heart of Kissimmee. This exquisite accommodation serves as the perfect gateway to… More

From US$ 211 Book Now

4813 Crusoe Street

4813 Crusoe Street, Kissimmee, United States View map

The 4813 Crusoe Street Villa Kissimmee is an exquisite retreat situated just 20 minutes from the vibrant heart of Kissimmee. This charming villa is designed for travelers seeking both relaxation and… More

From US$ 164 Book Now

Gorgeous Home With Media, Disney Themed Kids Room Near Disney With Waterpark & Resort Access At Encore Resort - 771La

771 Lasso Drive, Kissimmee, United States View map

**Welcome to the Enchanting Disney Dream Villa** With its strategic location in the heart of Celebration, the villa provides easy access to major Orlando attractions, including Disney World… More

From US$ 693 Book Now

Modern 6Br Home - Pool Bbq Hot Tub - Near Disney

Cabello Loop 4563, Kissimmee, United States View map

Set just 8 km from the lively town of Kissimmee, the Modern 6Br Home - Pool BBQ Hot Tub - Near Disney offers a contemporary retreat for families and groups seeking the ultimate Disney experience. More

From US$ 354 Book Now