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2026-02-14
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Kissimmee holiday rentals

871 Ds - Exquisite 5Br Retreat With Pool

871 Drop Shot Dr, Kissimmee, United States View map

Set just 29 kilometers from the vibrant heart of Kissimmee and a scenic 50 kilometers from Orlando International, the 871 Ds - Exquisite 5Br Retreat With Pool offers a tranquil escape for families… More

From US$ 545 Book Now

Bismarck Palms Home

8966 Bismarck Palm Rd Paradise Palms Resort, Kissimmee, United States View map

**Welcome to Bismarck Palms, a serene retreat nestled in the heart of Kissimmee.** Just a short 60-minute drive from the vibrant attractions of Orlando, this thoughtfully designed vacation oasis… More

From US$ 298 Book Now

Luxurious Family Home With Themed Bedrooms Pool Theatre Bbq And Games

221 Ballo Drive, Kissimmee, United States View map

Welcome to the Luxurious Family Home With Themed Bedrooms, Pool, Theatre, BBQ, and Games, an enchanting retreat designed for families seeking both comfort and excitement. Conveniently located just a… More

From US$ 205 Book Now

Rd989M Fairway Haven

989 Desert Mountain Court, Kissimmee, United States View map

**Experience Elegant Comfort at Rd989M Fairway Haven** Convenience is key, and the villa is strategically located to facilitate easy transportation to major Orlando attractions. More

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Livin' For The Weekend Cottage Near Disney With Margaritaville Resort & Island H2O Access - 8021Ff

8021 Flip Flop Way, Kissimmee, United States View map

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From US$ 404 Book Now

4 Bedroom Villa In Lake Berkley, Private Pool Fantastic View, Free Wifi, Theme Parks All Around!

4705 Ainsdale Walk, Kissimmee, United States View map

### Experience Enchantment at the 4 Bedroom Villa In Lake Berkley Perfectly positioned, the villa is just 9 km from the excitement of Kissimmee's attractions and a mere 35 km from Orlando… More

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Stylish Family Home - Private Pool - Stl111

4341 Quote Street, Kissimmee, United States View map

**Stylish Family Home - Private Pool - Stl111** is an idyllic retreat situated just 13 km from the vibrant attractions of Kissimmee and a convenient 35 km from Orlando International Airport. This… More

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6 Bedroom 5 Bathroom Storey Lake 4366 Rs

4366 Rhyme Street, Kissimmee, United States View map

Welcome to the luxurious 6 Bedroom-5 Bathroom Storey Lake 4366 Rs Kissimmee, an extraordinary escape that combines the comforts of home with the allure of a resort. Nestled just 7 km from the vibrant… More

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Gorgeous 5Bd W Pool & Lazy River At Storey Lake 4989

4989 Windermere Avenue, Kissimmee, United States View map

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8 Bedrooms 6 Bathrooms Sonoma 2683Ca

2683 Calistoga Avenue, Kissimmee, United States View map

Situated in the picturesque setting of Kissimmee, the Sonoma 2683Ca offers an unparalleled blend of comfort and luxury. More

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5 Bedrooms 4 Bathrooms Storey Lake 4813 Ll

4813 Lullaby Lane, Kissimmee, United States View map

**Welcome to the Exquisite 5 Bedrooms - 4 Bathrooms - Storey Lake** Nestled in the serene surroundings of Kissimmee, the 5 Bedrooms - 4 Bathrooms - Storey Lake 4813 LL boasts an exceptional blend of… More

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Modern 6 Bdrm Home With Upscale Living At Reunion

760 Desert Mountain Ct., Kissimmee, United States View map

**Modern 6 Bdrm Home With Upscale Living At Reunion** invites guests to experience a remarkable blend of comfort and luxury in the heart of Kissimmee. Just 15 kilometers from the lively Kissimmee… More

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Lovely Spacious 4 Bed Pool Home With Spa-5330Cvl

Coral Vine Lane 5330, Kissimmee, United States View map

**Welcome to Lovely Spacious 4 Bed Pool Home With Spa-5330Cvl**, a serene oasis nestled in the charming vicinity of Kissimmee, just 16 km from the vibrant attractions of the area. This exquisite… More

From US$ 278 Book Now

Disney Getaway Private Pool Themed Bedrooms. Book Now Dw39

2470 Santorini Dr, Kissimmee, United States View map

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Os404Y Homestead Foxglove

7404 Soiree Way, Kissimmee, United States View map

**Welcome to Os404Y Homestead Foxglove, Kissimmee**, where tranquil surroundings meet modern comfort. Positioned just a scenic 40-minute drive from the vibrant heart of Kissimmee, this hidden gem… More

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Disney Getaway Private Pool Themed Bedrooms. Book Now Dw7

2470 Santorini Dr, Kissimmee, United States View map

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Luxury 2Bd 2 Bath Condo Home 245

3161 Paradox Circle, Kissimmee, United States View map

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Mahuna Matata

4715 Kings Castle Cir, Kissimmee, United States View map

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W480 - The Villa Miramar

1468 Reunion Blvd, Kissimmee, United States View map

**Experience Elegance at W480 - The Villa Miramar** Nestled in the picturesque landscape of Kissimmee, W480 - The Villa Miramar presents a perfect blend of luxury and comfort. More

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8975 Majesty Palm

8975 Majesty Palm Road, Kissimmee, United States View map

**Welcome to 8975 Majesty Palm Villa, where elegance meets comfort in the heart of Kissimmee.** Nestled just 60 minutes from the vibrant attractions of Kissimmee and a short drive of 50 kilometers… More

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3 Bedrooms 3 Bathrooms Encantada Resort 3097Yl

3097 Yellow Lantana Ln, Kissimmee, United States View map

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Gorgeous 4 Bd Close To Disney W/ Pool @ Storey Lake Resort 4243

4243 Paragraph Drive, Kissimmee, United States View map

**Discover Your Perfect Getaway at Gorgeous 4 Bd Close To Disney W/ Pool @ Storey Lake Resort 4243** More

From US$ 172 Book Now

4 Mi To Wdw Sleek Townhome With Community Pool!

5116 Killarney Wy, Kissimmee, United States View map

**Welcome to the 4 Mi To Wdw Sleek Townhome With Community Pool!** Nestled in the vibrant heart of Kissimmee, this contemporary accommodation offers guests a perfect retreat just 13 km from the… More

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Sun Kissed Memories

2689 Reading Trail, Kissimmee, United States View map

Welcome to Sun Kissed Memories, where delightful family experiences and relaxation interlace in the heart of Kissimmee. Located just 9 km away from the vibrant attractions of Kissimmee and 40 km from… More

From US$ 156 Book Now

Escape The Ordinary 3 Bedroom Townh

8111 Roseville Boulevard, Kissimmee, United States View map

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Disney Decorated Home 8Min Disneyworld Pool/Spa Sleeps 22

2848 Bookmark Drive, Kissimmee, United States View map

Nestled just 11 kilometers from the magical realm of Kissimmee, the Disney Decorated Home 8Min Disneyworld Pool/Spa Sleeps 22 serves as a charming haven for families seeking unforgettable adventures.… More

From US$ 370 Book Now

Storey Lake Escape W/ Pool, Games & Water Park

2945 Penelope Loop, Kissimmee, Kissimmee, United States View map

Welcome to Storey Lake Escape W/ Pool, Games & Water Park, a delightful retreat nestled just 10 kilometers from the charming town of Kissimmee. Ideally situated, this haven is a short drive from the… More

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Private Pool And Spa Home At Windsor At Westside Resort

8904 Rhodes Street, Kissimmee, United States View map

The exquisite Private Pool And Spa Home At Windsor At Westside Resort is a serene oasis located just a short 60-minute drive from the bustling heart of Kissimmee. This elegant retreat is an ideal… More

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Timeless Magic At Bahama Bay

409 Rum Run, Kissimmee, United States View map

**Discover Timeless Magic at Bahama Bay** Situated conveniently close to the excitement of Kissimmee's theme parks and attractions, Timeless Magic at Bahama Bay offers unparalleled access for those… More

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Sunset Dream Cottage With Private Pool Near Disney With Margaritaville Resort & Island H2O Access - 8029Kd

8029 Knee Deep Road, Kissimmee, United States View map

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From US$ 444 Book Now

Villa Atom - Champions Gate Resort

8927 Cabot Cliffs Drive, Kissimmee, United States View map

Welcome to the luxurious Villa Atom - Champions Gate Resort, an exquisite retreat situated just 29 km from the vibrant heart of Kissimmee. This stunning property offers an unparalleled blend of… More

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Laurel Homestead

7427 Gathering Court, Kissimmee, United States View map

Positioned just 21 kilometers from the vibrant heart of Kissimmee, the Laurel Homestead offers a captivating retreat that combines modern luxury with home-like warmth. This exquisite hideaway serves… More

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Luxury 5 Bdrm Villa With Elegant Living Space At Reunion

604 Muirfield Loop, Kissimmee, United States View map

**Discover the Elegance of Reunion in Kissimmee** For those intent on exploration, the Luxury 5 Bedroom Villa with Elegant Living Space at Reunion is ideally located, just 33 km from Orlando… More

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Casa Moderna 3Q - Perto Da Disney

2941 Lucayan Harbour Circle, Kissimmee, United States View map

Nestled just 35 kilometers from Orlando International Airport, the location is a traveler's dream, allowing for effortless access to both major transport links and attractions. More

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Pxc3111-202

3111 Paradox Circle, Kissimmee, United States View map

Welcome to the Pxc3111-202 Villa, a splendid retreat situated just 12 kilometers from the vibrant heart of Kissimmee. This luxurious haven is designed for travelers seeking comfort, relaxation, and… More

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Urban Oasis Condo Near Disney With Resort & Waterpark Access - B13-109

7760 Sandy Ridge Drive, B13 #109, Kissimmee, United States View map

Positioned in the heart of Kissimmee, the Modern Condo With Large Outdoor Patio offers a perfect blend of comfort and convenience for travelers seeking leisure and adventure. Located just 23… More

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Townhome At Compass Bay Community

5164 Adelaide Drive, Kissimmee, United States View map

### Discover the Charm of Townhome at Compass Bay Community Nestled just 13 km from the vibrant streets of Kissimmee, Townhome at Compass Bay Community offers an inviting escape in the heart of… More

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Nm334L Legends Estate

334 Muirfield Loop, Kissimmee, United States View map

Situated just 27 km from the vibrant heart of Kissimmee, Nm334L Legends Estate offers a perfect blend of luxury and comfort. This stunning villa is an ideal retreat for families and groups, featuring… More

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Spd2302-103

2302 Silver Palm Drive, Kissimmee, United States View map

### Experience the Elegance of Spd2302-103 Villa Kissimmee Conveniently located, Spd2302-103 Villa Kissimmee places visitors within reach of Disney World, Universal Studios, and various shopping… More

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Cozy Cottage Near Disney With Margaritaville Resort & Island H20 Waterpark Access - 3009La

3009 Latitude Lane, Kissimmee, United States View map

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3Br Condo With Many Upgrades And Minion Room

309 Lucaya Loop, Kissimmee, United States View map

**Welcome to the 3Br Condo With Many Upgrades And Minion Room, a delightful retreat perfectly situated just 33 km from the vibrant attractions of Kissimmee and conveniently 50 km from Orlando… More

From US$ 161 Book Now

The Eazy Breezy House - 4Br W/ Heated Pool

4609 Formby Court, Kissimmee, United States View map

Welcome to The Eazy Breezy House - 4Br W/ Heated Pool, your idyllic home-away-from-home nestled just a 10-minute drive from vibrant Kissimmee. This enchanting villa combines comfort with luxury… More

From US$ 148 Book Now

Storey Lake Resort 1113 - Hosted By Top Villas

5023 Windermere Ave, Kissimmee, United States View map

Situated in the heart of the enchanting Kissimmee area, Top Villas - Storey Lake Resort 1113 offers an ideal retreat for families and vacationers seeking a blend of comfort and convenience. Just 13… More

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3200- Aconchegante Casa De 4 Quartos Com Acesso Ao Resort, Proxima A Disney

3200 Guana Way, Kissimmee, United States View map

**Welcome to the Amazing 4Bdr House Near Disney**, your enchanting retreat just a short distance from the magic of Orlando. Nestled in the vibrant Kissimmee area, this charming home is approximately… More

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Unique 3Br Condo With Waterpark

Ocean Course Avenue 743, Kissimmee, United States View map

Welcome to the Unique 3Br Condo With Waterpark, a serene oasis nestled in the heart of Kissimmee, just a 50-minute drive from the vibrant attractions of Orlando. This relaxing retreat combines the… More

From US$ 193 Book Now

Flash 20 Off Newly Remodeled Villa With Pvt Pool Spa Pool And Game Room

2784 Rocella Court, Kissimmee, United States View map

Nestled just an hour's drive from Kissimmee, Flash 20 Off Newly Remodeled Villa With Pvt Pool Spa Pool And Game Room beckons guests with its fresh contemporary design and lavish amenities. This… More

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Last Minute Disney Getaway! Private Pool, Hot Tub & Games Room. Book Now! #70101

954 Splash Shot Place, Kissimmee, United States View map

Welcome to the serene oasis of Top Villas - Championsgate 1964, a stunning retreat nestled just 30 kilometers from the vibrant city of Kissimmee and a convenient 50 kilometers from Orlando… More

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9Br Family Villa Pool Perfect For Groups

1575 Mermaid Cove Way, Kissimmee, United States View map

**Welcome to 9Br Family Villa Pool Perfect For Groups, where luxury meets comfort in the heart of Kissimmee, just a short 60-minute drive from vibrant attractions in Central Florida. This exquisite… More

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