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2026-02-14
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Kissimmee holiday rentals

Amazing Private Townhouse In Gated Community With Amenities Great Location, Near Disney!

3209 Oyster Lane, Kissimmee, United States View map

**Experience Unparalleled Comfort at Amazing Private Townhouse in Gated Community** Welcome to the Amazing Private Townhouse in Gated Community, a sanctuary of luxury and convenience situated just 35… More

From US$ 237 Book Now

8213 Fan Palm Way

8213 Fan Palm Way, Kissimmee, United States View map

8213 Fan Palm Way Villa in Kissimmee is where comfort meets convenience within a stunning setting. Ideally situated just 28 kilometers from the vibrant attractions of Kissimmee, this spacious villa… More

From US$ 266 Book Now

Casa Disney 5 Quartos C/ Piscina - 13 Pessoas

4801 Lullaby Lane, Kissimmee, United States View map

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Epic Arty Retreat Near Disney

1302 South Beach Circle, Kissimmee, United States View map

**Welcome to Epic Arty Retreat Near Disney, a vibrant sanctuary perfectly positioned for an enchanting escape. Just a short 20-minute drive from the delightful attractions of Kissimmee, this retreat… More

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Last Minute Disney Getaway! Private Pool, Hot Tub & Games Room. Book Now! #46733

1240 Challenge Dr, Kissimmee, United States View map

Private Pool, Hot Tub & Games Room. Book Now! #46733** Offers an enchanting retreat just 28 km from the vibrant heart of Kissimmee, making it an ideal base for your magical adventures. With Orlando… More

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2604 - Luxury 4-Br Villa With Private Pool Retreat

2604 Reading Trail, Kissimmee, United States View map

Welcome to the splendid 2604 - Luxury 4-Br Villa With Private Pool Retreat, an idyllic getaway nestled just 9 km from the vibrant heart of Kissimmee. This luxurious haven offers a perfect blend of… More

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5 Star Villa-Pool 6 Bed 5 Bath Game Movie Rooms Free Water Parks Sleeps 15

652 Whistling Straits Boulevard, Kissimmee, United States View map

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Runaway Beach Club Resort Condo Apt Disney 6102

3003 Limbo Lane Building 6 Apt 102, Kissimmee, United States View map

**Welcome to Runaway Beach Club Resort Condo Apt Disney 6102**, the ultimate retreat for families and couples seeking adventure and relaxation in the heart of Kissimmee. Just a short 20-minute drive… More

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2680 - Wonderful 4 Bedroom House W Private Pool

2680 Calistoga Avenue, Kissimmee, United States View map

**Welcome to the Wonderful 4 Bedroom House with Private Pool, a charming retreat nestled just 7 km from the vibrant heart of Kissimmee. This exquisite property blends convenience and luxury, ideal… More

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Disney Getaway Private Pool Themed Bedrooms. Book Now Slr505

3113 Pequod Pl, Kissimmee, United States View map

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Upgraded 11 Bed Casino Mansion

1125 Grand Traverse Parkway, Kissimmee, United States View map

**Welcome to the Upgraded 11 Bed Casino Mansion Villa, your elegant retreat just 25 km from the vibrant heart of Kissimmee and a short drive from Orlando International Airport. This remarkable… More

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Family Villa - Near Disney - Sleeps 10

4820 Memories Lane, Kissimmee, United States View map

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2405 Amazing 5Bd Townhome For Your Vacation

Dubai Street 2405, Kissimmee, United States View map

**Experience the Splendor of 2405 Amazing 5Bd Townhome For Your Vacation** When it comes to location, 2405 Amazing 5Bd Townhome For Your Vacation is an outstanding choice, being only 50 kilometers… More

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Windsor Palms Resort 6 Bedroom With Pool Spa 0877

8136 Sun Palm Drive, Kissimmee, United States View map

Positioned in the vibrant surroundings of Kissimmee, the Windsor Palms Resort 6 Bedroom With Pool Spa 0877 is a luxurious retreat designed for discerning travelers who seek both comfort and adventure… More

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Paradise Townhome On Paradise Palms

8957 California Palm Rd, Kissimmee, United States View map

Great Deal Townhome On Paradise Palms Kissimmee villa offers swift access to various city sites, such as the Paradise Palms Boulevard|the Paradise Palms Resort, situated about 5 minutes' walk away. More

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Spacious Elegant 3 Bdrm Condo With Private Balcony At Reunion

7651 Whisper Way #303, Kissimmee, United States View map

**Welcome to Spacious Elegant 3 Bdrm Condo With Private Balcony At Reunion** Nestled in the vibrant neighborhood of Four Corners, the Spacious Elegant 3 Bdrm Condo With Private Balcony At Reunion… More

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5 Bd 4 Ba Private Pool Paradise Palms

8839 Candy Palm Road, Kissimmee, United States View map

In the heart of Kissimmee, the 5 Bd 4 Ba Private Pool Paradise Palms offers a perfect blend of luxury and convenience, making it an idyllic escape for families and groups. Just a 60-minute drive from… More

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3 Bedrooms 2 Bathrooms Champions Gate 1163Dl

1163 Drop Lane, Kissimmee, United States View map

**Discover the Allure of Champions Gate** Nestled just 28 kilometers from the vibrant streets of Kissimmee, Champions Gate 1163Dl offers a superb blend of luxury and comfort. More

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Cozy 2 Bedrooms With Hot Tube

3002 Red Ginger Rd, Kissimmee, United States View map

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Stunning Modern Home Vpr102

2572 Shanti Dr, Kissimmee, United States View map

**Welcome to Stunning Modern Home Vpr102**, a luxurious retreat situated just 9 kilometers from the vibrant heart of Kissimmee. This exquisite accommodation seamlessly blends contemporary design with… More

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Regal Home With Private Pool Near Disney With Waterpark & Resort Access At Encore Resort - 7727Ff

7727 Fairfax Drive, Kissimmee, United States View map

Situated in the charming town of Celebration, Florida, the Regal Home invites guests to experience an unforgettable stay just a stone's throw away from the enchanting world of Disney. This master… More

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Showstopper 15Br Lakeside Villatheater Spa

2359 Rama Drive, Kissimmee, United States View map

Nestled just 8 km from the vibrant heart of Kissimmee, the Showstopper 15Br Lakeside Villatheater Spa is a luxurious retreat designed for those seeking a blend of comfort and entertainment. More

From US$ 1228 Book Now

Theme Park Gateway!

893 Assembly Court, Kissimmee, United States View map

**Welcome to Theme Park Gateway! Villa Kissimmee**, where your ultimate adventure begins just a stone's throw from the thrills of Florida's renowned theme parks. Nestled in the heart of Kissimmee… More

From US$ 126 Book Now

Sunshine Paradise

8704 Knightsbridge Ct. Apt B, Kissimmee, United States View map

**Welcome to Sunshine Paradise Kissimmee**, an enchanting retreat nestled just 35 km from the vibrant attractions of Kissimmee and 45 km from Orlando International Airport. This idyllic destination… More

From US$ 100 Book Now

Cozy Family 3Br Retreat W 2 Waterparks

Cabot Cliffs Drive 8879, Kissimmee, United States View map

**Cozy Family 3Br Retreat with 2 Waterparks** invites you to experience a delightful blend of relaxation and adventure in the heart of Kissimmee. This charming villa, located just 29 km from the… More

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Lavish 4 Bdrm Estate With Home Theater In Reunion

940 Desert Mountain Ct, Kissimmee, United States View map

Escape to the Lavish 4 Bedroom Estate With Home Theater In Reunion, an exquisite vacation home perfectly designed for families and groups seeking both relaxation and adventure. Nestled just 27… More

From US$ 646 Book Now

Windsor Westside Resort 7 Bedroom Home Game Room 0855

2113 Morocco Way, Kissimmee, United States View map

Positioned in the heart of Kissimmee, Windsor Westside Resort 7 Bedroom Home Game Room 0855 offers an idyllic blend of luxury and comfort, perfect for family vacations or group getaways. Boasting a… More

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Luxury 4Bdr House Close To Parks

2941 Lucayan Harbour Cir, Kissimmee, Fl 34746, Usa, Kissimmee, United States View map

In the enchanting surroundings of Kissimmee, the Luxury 4Bdr House Close To Parks offers an unparalleled retreat for families and groups seeking both comfort and convenience. This exquisite residence… More

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Villa Sanches 4Q C/ Piscina - Storey Lake Resort

3079 Juliet Drive, Kissimmee, United States View map

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7909 Draw Street 3Bed

7909 Draw Street, Kissimmee, United States View map

**Welcome to 7909 Draw Street 3Bed Villa Kissimmee, an oasis of comfort nestled just 27 km from the bustling attractions of Kissimmee.** This beautifully appointed villa combines luxury with… More

From US$ 203 Book Now

Classic 6 Bdrm Retreat With Private Pool At Reunion

7805 Palmilla Court, Kissimmee, United States View map

Set in the heart of Reunion, the Classic 6 Bdrm Retreat with Private Pool is a haven of comfort and elegance. Offering air-conditioned accommodations that open to a private balcony, this property… More

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Stylish 5 Bdrm Abode With Private Pool And Spa In Encore

7688 Fairfax Dr., Kissimmee, United States View map

**Stylish 5 Bdrm Abode with Private Pool and Spa in Encore** is a luxurious retreat located in the charming town of Celebration, just a few miles from the whimsical world of Disney. This exquisite… More

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Lovely Lakeside 4-Bed Pool Home At Villa Sol-3125 Home

3125 Riachuelo Lame, Kissimmee, United States View map

Welcome to the Lovely Lakeside 4-Bed Pool Home at Villa Sol-3125, a perfect retreat for families and groups seeking a blend of comfort and convenience. Nestled in the picturesque surroundings of… More

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5 Bedroom45 Bathroom Windsor At Ws 1998 Md

1998 Majorca Drive, Kissimmee, United States View map

During the stay at 5 Bedroom45 Bathroom Windsor At Ws 1998 Md Kissimmee villa, guests can indulge in ping-pong and billiards or visit the Rum Run, located a 10-minute ride away. More

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Emerald- 2793

2793 Lido Key Drive, Kissimmee, United States View map

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Disney Escape! 5Br Pool Home W/ Ev Charger

2462 Dubai Street, Kissimmee, United States View map

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3 Bedroom 25 Bathroom Bella Vida 4556 Ac

4556 Alberto Circle, Kissimmee, United States View map

Bella Vida is where comfort meets elegance in the vibrant heart of Kissimmee. This exquisite 3 Bedroom - 2.5 Bathroom Bella Vida 4556 Ac is just a 10-minute drive from the bustling attractions of… More

From US$ 176 Book Now

Calabria Luxury 6 Bed Pool Spa Home, Consonservation View, Disney 5 Minutes By Orlando Holiday Rental Homes 9124

9124 Stromboli Court, Kissimmee, United States View map

**Experience a Fairytale Retreat at Calabria Luxury: Poolside Disney Retreat** Nestled just five minutes from the enchanting gates of Disney, the Calabria Luxury: Poolside Disney Retreat Villa offers… More

From US$ 194 Book Now

En1302 Seven Eagles Orchid

1302 Seven Eagles Court, Kissimmee, United States View map

Experience a luxurious retreat at the En1302 Seven Eagles Orchid Villa, perfectly nestled just 22 km from the vibrant heart of Kissimmee. This exquisite villa promises an indulgent escape with its… More

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Spacious 6Br Pool Resort - Near Disney

4738 Sleepy Hollow Dr, Kissimmee, United States View map

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Windsor Palms Resort 4 Bedroom With Game Room 0878

8137 Sun Palm Drive, Kissimmee, United States View map

**Discover the Allure of Windsor Palms Resort** The prime location of Windsor Palms Resort not only promises proximity to thrilling attractions but also offers convenient transportation options for… More

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8107 Coconut Palm #305

8107 Coconut Palm Way, Kissimmee, United States View map

**Welcome to 8107 Coconut Palm #305 Villa, your perfect retreat in the heart of Kissimmee.** This exquisite villa offers a tranquil escape while still being conveniently located just 50 minutes from… More

From US$ 137 Book Now

4 Bedrooms 3 Bathrooms Bella Vida 911 Mb

911 Marcello Boulevard, Kissimmee, United States View map

Situated 4.5 km from the Dare 2 Escape|the Dare 2 Escape escape room, the 3-bedroom 4 Bedrooms 3 Bathrooms Bella Vida 911 Mb Kissimmee villa provides access to numerous tourist attractions in the… More

From US$ 868 Book Now

5 Bedrooms 4 Bathrooms Storey Lake 2612 Rt

2612 Reading Trail, Kissimmee, United States View map

Nestled in the heart of Kissimmee, the 5 Bedrooms-4 Bathrooms-Storey Lake 2612 Rt offers guests a perfect blend of comfort and convenience. Situated just 9 km from the bustling city center of… More

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Champions Gate 8Br Villa-Pool Game Room Theater

Cruden Bay Court 8849, Kissimmee, United States View map

Nestled in the heart of the sought-after Champions Gate, the Champions Gate 8Br Villa-Pool Game Room Theater offers a luxurious escape for families and groups looking to enjoy a vacation infused with… More

From US$ 304 Book Now

Pr402B Patriots Playa

1402 Reunion Boulevard, Kissimmee, United States View map

Welcome to Pr402B Patriots Playa, a serene oasis situated just 22 kilometers from the heart of Kissimmee, Florida. This exquisite villa offers a perfect blend of luxury and comfort, making it an… More

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Magic Adventure In This Stunning Home In Cg

8967 Play Through Dr, Kissimmee, United States View map

**Welcome to Magic Adventure In This Stunning Home In Cg, a family-oriented retreat located just 29 km from Kissimmee and nestled amidst Florida's enchanting landscape. This charming residence offers… More

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Villa Do Buriti- Champions Gate Resort

9308 Sommerset Hills Drive, Kissimmee, United States View map

Situated 3.2 km from Highlands Reserve Boulevard, Villa Do Buriti- Champions Gate Resort Kissimmee provides access to numerous tourist attractions in the area. More

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We Be Jammin Cottage With Private Hot Tub Near Disney With Margaritaville Resort & Island H2O Access - 8020Dr

8020 Dreamsicle Drive, Kissimmee, United States View map

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From US$ 373 Book Now

4 Bedroom 3 Bathroom Storey Lake 4821 Ml

4821 Memories Lane, Kissimmee, United States View map

Welcome to the luxurious 4 Bedroom - 3 Bathroom Storey Lake 4821 ML, a stunning retreat in Kissimmee, just 13 kilometers from the vibrant energy of Kissimmee and a convenient 35 kilometers from… More

From US$ 348 Book Now