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2026-06-08
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Vacation Rentals in Kissimmee

Spacious Cozy Comfort In Every Corner

Brier Rose Lane 4815, Kissimmee, United States View map

**Spacious Comfort is a haven of relaxation situated just 12 km from the vibrant heart of Kissimmee. This charming retreat offers easy access to Florida's finest attractions while providing a… More

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Resort Home With Private Pool, Patio, Foosball & 2 Living Areas - Near Disney

9010 Pelican Cove Trace, Kissimmee, United States View map

Nestled a 10-minute drive from Northeast Regional City Park, Resort Home With Private Pool, Patio, Foosball & 2 Living Areas - Near Disney Kissimmee entices guests to explore various tourist… More

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6 Bedrooms 6 Bathrooms Bella Vida 4564 Cl

4564 Cabello Loop, Kissimmee, United States View map

**Discover the Allure of Bella Vida in Kissimmee** Positioned just minutes away from the bustling life of Kissimmee, Bella Vida provides easy access to theme parks and recreational activities that… More

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Cozy Cottage With Hot Tub Near Disney With Margaritaville Resort & Island H2O Access - 8056Dr

8056 Dreamsicle Drive, Kissimmee, United States View map

The 2-bedroom Cozy Cottage With Hot Tub Near Disney With Margaritaville Resort & Island H2O Access - 8056Dr Kissimmee, located about a 10-minute ride from The Legends Golf Course, invites guests to… More

From US$ 857 Book Now

Storey Lake 5Br Family Townhome W Pool Near Disney

2609 Reading Trail, Kissimmee, United States View map

Storey Lake 5Br Family Townhome W Pool Near Disney Kissimmee villa is located a 25-minute walk from Capone's Dinner and Show and invites guests to join cycling and ping pong. More

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Ev7786 - Legacy Breeze Villa

7786 Linkside Loop, Kissimmee, United States View map

Staying at Ev7786 - Legacy Breeze Villa Kissimmee, guests can visit Mystic Dunes Golf Club, which is nearly a 10-minute drive away. More

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Florida Dreaming Home

8810 Bamboo Palm Ct, Kissimmee, United States View map

Florida Dreaming Home Kissimmee is located within 7 km of Disney's Blizzard Beach Water Park and provides a Jacuzzi. This Kissimmee holiday home features opportunities for billiards in the area… More

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Boho Retreat Close To Disney!

4766 Coral Castle Dr., Kissimmee, United States View map

**Discover the Enchantment of Boho Retreat Close to Disney!** Perfectly positioned for exploration, Boho Retreat Close to Disney! More

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Special Offer Resort Style & Free Waterpark 1150

1150 Kingsbarn Street, Kissimmee, United States View map

**Welcome to Special Offer Resort Style & Free Waterpark 1150, where comfort and relaxation meet excitement in Kissimmee.** Nestled just 29 km from the vibrant heart of Kissimmee and only 50 km away… More

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Disney World Charm Home 4Br And 3Ba!

3240 Cupid Place, Kissimmee, United States View map

Offering a Jacuzzi for a relaxing experience, Disney World Charm Home 4Br And 3Ba! Kissimmee is located a 15-minute drive from the Pandora. Offering complimentary private parking as well as Wi-Fi… More

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Modern Condo With Lake View Near Disney 3151

3151 Paradox Circle, Kissimmee, United States View map

During the stay at the 2-bedroom Modern Condo With Lake View Near Disney 3151 Kissimmee villa, guests can indulge in a hot tub or visit the miniature Congo River Golf, located around 25 minutes' walk… More

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Luxurious 8 Bedroom 5 Bathroom Arcade & Theatre

1190 Drop Lane, Kissimmee, United States View map

**The Luxurious 8 Bedroom 5 Bathroom Arcade & Theatre is an exquisite retreat nestled just a 50-minute drive from the vibrant city of Kissimmee. This stunning accommodation offers an unrivaled blend… More

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4820 Jamaica Lane 4Bed

4820 Jamaica Lane, Kissimmee, United States View map

Positioned just 10 km from the heart of Kissimmee, the 4820 Jamaica Lane 4Bed Villa offers a serene retreat for families and groups seeking both relaxation and adventure in Florida. This stylish… More

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Near Disney! Pool And Hot Tub With Free Parking

2028 Royal Bay Boulevard 85, Kissimmee, United States View map

To enjoy your vacation in Kissimmee, stay at the 123 m² Near Disney! Pool And Hot Tub With Free Parking Kissimmee apartment, which is 2.8 km from Fantasy Surf and around 10 minutes' drive from… More

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Luxury 3Bd Apartment At Reunion Resort

7650 Whisper Way, Kissimmee, United States View map

**Discover the Luxuries of Reunion Resort** Nestled within the scenic beauty of Kissimmee, the Luxury 3Bd Apartment At Reunion Resort offers a serene escape infused with modern elegance. More

From US$ 182 Book Now

Disney Getaway Private Pool Themed Bedrooms. Book Now Slr410

4897 Romeo Cir, Kissimmee, United States View map

During the stay at Disney Getaway Private Pool Themed Bedrooms. Book Now Slr410 Kissimmee villa, guests can indulge in horseback riding, cycling, and fishing or visit Fun Spot America Kissimmee… More

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Orlando Paradise 1Br With View & Minutes To Disney

5565 West Irlo Bronson Memorial Highway N451, Kissimmee, United States View map

**Welcome to Orlando Paradise 1Br With View & Minutes To Disney**, a luxurious retreat that perfectly captures the essence of an unforgettable Florida escape. Nestled just 20 minutes from the vibrant… More

From US$ 136 Book Now

Perfect 3 Bedroom Condo On Reunion Resort And Spa Orlando Condo 5139

7422 Excitement Dr, (Building B) Unit #201, Kissimmee, United States View map

Positioned within the prestigious Reunion Resort, the Perfect 3 Bedroom Condo On Reunion Resort And Spa Orlando Condo 5139 offers an exquisite retreat just 22 km from the vibrant heart of Kissimmee… More

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Casa Moderna Com Piscina Privativa Perto Da Disney

2957 Penelope Loop, Kissimmee, United States View map

Situated 4.3 km from the Lake Buena Vista Factory Stores, the 3-bedroom Casa Moderna Com Piscina Privativa Perto Da Disney Kissimmee entices guests to explore various tourist attractions in the area. More

From US$ 311 Book Now

Spacious Single Level Home With Patio & Kitchen

7825 Somersworth Drive, Kissimmee, United States View map

Spacious Single Level Home With Patio & Kitchen Kissimmee is located 10 minutes' drive from Arnold Palmer Golf Course and provides a swimming pool, ensuring a relaxing stay. More

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Private Pool With Spa And Game Room Near Disney

4714 Cumbrian Lakes Drive, Kissimmee, United States View map

Offering a patio overlooking the garden, Private Pool With Spa And Game Room Near Disney Kissimmee villa is located 6 minutes on foot from cumbrian lakes. More

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Vsl3175-304Fp - 2 Beds - 2 Baths - Gated Resort

3175 Feltrim Place #304, Kissimmee, United States View map

Experience a blissful escape at the Gated Resort, nestled in the serene heart of Kissimmee, just 34 kilometers from the vibrant city center. This idyllic retreat offers a harmonious blend of comfort… More

From US$ 76 Book Now

9 Bedrooms 5 Bathrooms Storey Lake 2742Ow

2742 Oxymoron Way, Kissimmee, United States View map

**Welcome to Storey Lake, where luxury meets comfort in the heart of Kissimmee.** Nestled just 13 kilometers from the vibrant attractions of Kissimmee, 9 Bedrooms-5 Bathrooms-Storey Lake 2742Ow… More

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Main Street Usa In Luxury Reunion Home

970 Golden Bear Drive, Kissimmee, United States View map

**Discover Main Street USA in Luxury Reunion Home** Main Street USA in Luxury Reunion Home is strategically located, granting access to many attractions that Kissimmee and the adjacent Orlando offer. More

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Disney Themed Condo

5006 Laguna Bay Circle, Kissimmee, United States View map

Welcome to the enchanting Disney Themed Condo Kissimmee, a captivating escape that immerses families in the magic of Disney. Ideally situated just a 20-minute drive from the vibrant attractions of… More

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4 Bedrooms 3 Bathrooms Storey Lake 3056Gs

3056 Gatsby Street, Kissimmee, United States View map

Staying at the 3-bedroom 4 Bedrooms 3 Bathrooms Storey Lake 3056Gs Kissimmee villa, guests can easily reach the adventure-themed Congo River Golf, located about a 10-minute drive away. More

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4 Bedroom 3 Bathroom Lucaya Village Townhouse

5354 Diplomat Court Building 11 - Unit 104, Kissimmee, United States View map

Featuring a heated swimming pool for guests' relaxation, 4 Bedroom 3 Bathroom Lucaya Village Townhouse Kissimmee villa is located nearly a 10-minute ride from the Lake Buena Vista Factory Stores. More

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Ev4891 - Harmony Haven Retreat

4891 Clock Tower Drive, Kissimmee, United States View map

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Luxury 8 Be 5 Bath Home Theatre Pool Spa & Free Resort

1178 Drop Lane, Kissimmee, United States View map

Luxury 8 Be 5 Bath Home Theatre Pool Spa & Free Resort Kissimmee entices active guests with access to a fitness centre and is located within 10 minutes' drive of Highlands Reserve GC. Featuring a… More

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4Br Townhome With Pool At Storey Lake

3197 Pequod Place, Kissimmee, United States View map

**Welcome to 4Br Townhome With Pool At Storey Lake**, a charming and spacious escape just 12 km from the vibrant heart of Kissimmee. This elegantly designed townhome is an ideal retreat for families… More

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3191#402 Family Fun 3Br Themed Apt Near Disney

3191 Paradox Circle, Kissimmee, United States View map

Welcome to the enchanting 3191#402 Family Fun 3Br Themed Apt Near Disney, ideally located just a convenient 20-minute drive from the vibrant attractions of Kissimmee. This charming accommodation… More

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Centre Court Cay

1368 Centre Court Ridge Drive, Kissimmee, United States View map

Set in a prime location just 22 km from Kissimmee, Centre Court Cay offers guests an idyllic retreat with a blend of comfort and elegance. More

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Pct9034

9034 Pelican Cove Trace, Kissimmee, United States View map

**Pct9034 Villa is your luxurious sanctuary nestled in the heart of Kissimmee, just 32 km from the vibrant attractions and experiences of the area. This exquisite villa complex offers an idyllic… More

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Pink Paradise Villa Near Disney With Margaritaville Resort & Island H20 Waterpark Access - 3121Cs

3121 Caribbean Soul Dr, Kissimmee, United States View map

Along with access to such natural sites as the film-centric theme park "Disney's Hollywood Studios", 6 km away, the family Onip - Pink Paradise Villa Near Disney With Margaritaville Resort & Island… More

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6 Bd 4.5 Ba Veranda Palms 4457 Np

4457 Nirvana Parkway, Kissimmee, United States View map

**Welcome to Veranda Palms** - a captivating retreat nestled just 9 kilometers from the vibrant heart of Kissimmee. This exquisite haven offers a perfect blend of luxury and comfort, making it an… More

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Family Kissimmee 5Br Home Pool/Loft/Tub

2433 Dubai St, Kissimmee, United States View map

The 4-bedroom Family Kissimmee 5Br Home Pool/Loft/Tub is nestled within 7 km of the Avatar Flight of Passage and provides a Jacuzzi. More

From US$ 332 Book Now

Casablanca Villa

4804 Cumbrian Lakes Drive, Kissimmee, United States View map

Set just 12 km from the vibrant heart of Kissimmee, Casablanca Villa provides an idyllic retreat for travelers seeking a blend of adventure and relaxation. This charming villa offers guests a unique… More

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Sophisticated 9 Bedroom Close To Disney

2512 Shanti Dr, Kissimmee, United States View map

Situated approximately a 10-minute drive from Fun 'n Wheels Family Fun Park|the Fun 'n Wheels Family Fun Parks, the 7-bedroom Sophisticated 9 Bedroom Close To Disney Kissimmee villa includes an… More

From US$ 434 Book Now

A House Near Disney And Universal - Mikeyfl-1

850 Savanna Dr, Kissimmee, United States View map

Offering a location 2.7 km from the Kissimmee Go-Karts, A House Near Disney And Universal - Mikeyfl-1 Kissimmee villa gives access to various tourist spots in the area. More

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3 Bedrooms 2.5 Bathrooms Terra Verde 4718 Fb

4718 Flagler Beach Way, Kissimmee, United States View map

Situated 3.3 km from the Fun 'n Wheels Family Fun Parks, 3 Bedrooms 25 Bathrooms Terra Verde 4718 Fb Kissimmee villa invites guests to relax at a patio. The accommodation offers guests a relaxing… More

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Storey Lake Townhome Fun For Families At Remy'S Retreat

3193 Pequod Place, Kissimmee, United States View map

Nestled within the vibrant surroundings of Storey Lake, this charming accommodation provides the perfect blend of comfort and convenience, with easy access to the region's renowned attractions. Here,… More

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Colorful Home With Pool, Patio, Kitchen, Washer/Dryer, & Game Room

211 Las Fuentes Drive, Kissimmee, United States View map

Offering a location 10 minutes by car from the miniature Congo River Golf, Colorful Home With Pool, Patio, Kitchen, Washer/Dryer, & Game Room Kissimmee gives access to various tourist spots in the… More

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9Br, 6Ba Amazing Home At Solara Resort Sla101

1743 Caribbean View Terrace, Kissimmee, United States View map

Situated in the West Kissimmee district of Kissimmee, nearly a 25-minute walk from the Northeast Regional Park, the 6-bedroom 9Br, 6Ba Amazing Home At Solara Resort Sla101 Kissimmee comes with a… More

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Shd4724

4724 Sleepy Hollow Drive, Kissimmee, United States View map

**Discover Exceptional Comfort at Shd4724 Villa Kissimmee** Experience a luxurious retreat at Shd4724 Villa Kissimmee, conveniently located just 12 kilometers from the vibrant heart of Kissimmee. More

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Pets Welcome, Golf Course Views: Reunion Retreat

1000 Castle Pines Ct, Kissimmee, United States View map

During the stay at Pets Welcome, Golf Course Views: Reunion Retreat Kissimmee villa, guests can indulge in a hot tub or visit Orlando Tree Trek Adventure Amusement Park Zip Line, located 2.5 km away. More

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Home Away From Home

3223 Tocoa Circle, Kissimmee, United States View map

**Home Away From Home Kissimmee** offers an inviting retreat with stunning city views, designed for families and travelers alike. Located just 13 km from the vibrant Kissimmee area and conveniently… More

From US$ 239 Book Now

Inviting Condo Nook Near Disney With Resort & Waterpark Access - B44-239

7740 Sandy Ridge Drive, B44 #239, Kissimmee, United States View map

To enjoy your vacation in Kissimmee, stay at the spacious 248 m² Inviting Condo Nook Near Disney With Resort & Waterpark Access - B44-239 Kissimmee, which is 4.7 km from the Windsor Hills and within… More

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Lake View Gatted Community 3203

3203 Tocoa Circle, Kissimmee, United States View map

Staying at Lake View Gatted Community 3203 Kissimmee villa, guests can easily reach the World of Disney, located about a 10-minute ride away. More

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Resort Stay Pool Access Peaceful Retreat Balcony

1122 Park Ridge Cir, Kissimmee, Fl 34746, Usa, Kissimmee, United States View map

Offering a hot tub for a relaxing experience, Resort Stay Pool Access Peaceful Retreat Balcony Kissimmee villa is located an 18-minute walk from the Give Kids The World Village. This holiday home… More

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8538 Crystal Cove

8538 Crystal Cove Loop, Kissimmee, United States View map

Welcome to the exquisite 8538 Crystal Cove Villa Kissimmee, a sanctuary of relaxation and elegance just 31 kilometers from the enchanting attractions of Kissimmee. This luxurious retreat embodies the… More

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