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2026-02-14
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Kissimmee holiday rentals

3000Eb Villa 5 Bed/5 Ba

3000 Protagonist St, Kissimmee, United States View map

Welcome to the exquisite 3000Eb Villa 5 Bed/5 Ba, an exceptional retreat nestled just 10 km from the vibrant heart of Kissimmee. This elegantly designed villa provides the perfect blend of luxury and… More

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W458 - Time Travelers Hideaway With Gaming Theater At Reunion

Kissimmee, United States View map

Welcome to the enchanting W458 - Time Travelers Hideaway With Gaming Theater At Reunion, a remarkable retreat nestled in the heart of Florida's Reunion community. This elegant villa promises an… More

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Spacious 6Br Villa W Pool, Game Room & View

2999 Buccaneer Palm Road, Kissimmee, United States View map

Situated just a 60-minute drive from Orlando in the charming destination of Kissimmee, the Spacious 6Br Villa W Pool, Game Room & View offers a delightful escape for families and groups looking to… More

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Astounding Home Near Disney With Themed & Media Room, Pool Table With Waterpark & Resort Access At Encore Resorts Reunion - 240Cl

240 Clawson Way, Kissimmee, United States View map

**Astounding Home Near Disney With Themed & Media Room** invites guests to experience the vibrant magic of Celebration, a charming town crafted by the Walt Disney Company. Situated just a few miles… More

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Townhome 4 Bd Splash Pool Bbq At Le Reve - 4448

4448 Le Reve Ct, Kissimmee, United States View map

**Welcome to the Townhome 4 Bd Splash Pool BBQ At Le Reve - 4448,** an idyllic retreat perfect for families and groups seeking a memorable vacation experience. Nestled in the heart of Kissimmee, just… More

From US$ 229 Book Now

Owner-Hosted 5-Br End Unit Townhome Sleeps 10

2352 Caravelle Circle, Kissimmee, United States View map

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The Sunshine Villa

Kings Castle Circle, Kissimmee, United States View map

**The Sunshine Villa Kissimmee is a serene retreat located just 12 km from the vibrant heart of Kissimmee, Florida.** This delightful destination perfectly balances the excitement of nearby… More

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Tranquil Ocean Blue Cottage Near Disney With Private Pool & Margaritaville Resort & Island H20 Waterpark Access - 3000Ph

3000 Parrot Head Place, Kissimmee, United States View map

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From US$ 671 Book Now

Villas At Seven Dwarfs Lane Resort

2600 Jonagold Blvd, Kissimmee, United States View map

**Welcome to the Villas at Seven Dwarfs Lane Resort**, a delightful retreat nestled in the heart of Kissimmee, offering easy access to vibrant shops, restaurants, and thrilling entertainment. This… More

From US$ 121 Book Now

Lakeview Resort Home With Private Pool Near Disney

8942 Cabot Cliffs Dr, Kissimmee, United States View map

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Family Getaway Near Clubhouse And Community Pool 5 Miles From Disney

2758 Sun Key Place, Kissimmee, United States View map

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4 Bedrooms 3 Bathrooms Storey Lake 4817 Ll

4817 Lullaby Lane, Kissimmee, United States View map

**Discover Unparalleled Comfort at Storey Lake 4817 LL** Nestled in the heart of Kissimmee, 4 Bedrooms- 3 Bathrooms- Storey Lake 4817 LL offers an exquisite blend of luxury and convenience, making it… More

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Special Offer Elegant Townhome At West Lucaya

3212 Gold Lane, Kissimmee, United States View map

**Nestled in the heart of Kissimmee, the Special Offer Elegant Townhome at West Lucaya offers a sophisticated retreat for families and travelers seeking a blend of comfort and adventure. Just 35 km… More

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Homestead Highlands

7385 Gathering Court, Kissimmee, United States View map

Positioned just a scenic 40-minute drive from the amusement-filled streets of Kissimmee, Homestead Highlands offers a tranquil yet convenient retreat for travelers seeking relaxation without… More

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Beautiful Pool Villa With Spa And Game Room Home

9007 Pelican Cove Terrance, Kissimmee, United States View map

Situated in the enchanting surroundings of Kissimmee, the Beautiful Pool Villa offers a delightful retreat for families and groups seeking a blend of luxury and comfort. This exquisite villa, just 32… More

From US$ 457 Book Now

9030 Rhodes

9030 Rhodes Street, Kissimmee, United States View map

**Experience Luxurious Getaways at 9030 Rhodes Villa Kissimmee** Nestled in the heart of Kissimmee, 9030 Rhodes Villa offers an oasis of tranquility just 60 minutes from the bustling attractions of… More

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Luxurious Family Resort Getaway

2712 Lido Key Drive, Kissimmee, United States View map

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Happiest House On Earth Near Disney World 9 Bedroom, Pool, Theater, Gameroom, Mickey Bunk Room With Twisty Slide In Storey Lake

Oxymoron Way 2750, Kissimmee, United States View map

**Welcome to the Happiest House on Earth Near Disney World**, where enchanting experiences await just a stone's throw from the magical realms of Disney. Nestled in the picturesque community of Storey… More

From US$ 614 Book Now

Silver Palms

2324 Silver Palm Drive, Kissimmee, United States View map

**Silver Palms Kissimmee is where family-friendly amenities and prime location converge to create the perfect getaway.** Nestled close to the magical realms of Disney, this charming destination… More

From US$ 157 Book Now

Casa 6 Quartos | Piscina Privativa | 10Min Disney!

4728 Sleepy Hollow Dr, Kissimmee, United States View map

Set in the enchanting Kissimmee area, the 4728 Unforgettable Stay At 6-Bedroom Home With Private Pool offers an idyllic escape for families and groups seeking the ultimate retreat. Located just 12 km… More

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Amazing 3-2 Townhome With Lake View At Terra Verde!!

166 Pompano Beach Dr, Kissimmee, United States View map

**Welcome to the Amazing 3-2 Townhome With Lake View At Terra Verde!** Nestled in the picturesque landscape of Kissimmee, this splendid retreat is just 10 km from the vibrant heart of the city… More

From US$ 126 Book Now

Lakeview Luxury Near Disney - South-Facing Pool, Spa & Fun At Bella Vida Gated Resort

300 Ballo Drive Bella Vida, Kissimmee, United States View map

The 6-bedroom Lake Breeze Villa is within 2.5 km of Xtreme Paintball Xperience, while Museum of Military History is a 15-minute drive away. The Kissimmee villa also features a fully-fitted kitchen… More

From US$ 598 Book Now

8567 Bay Lily Loop 3 Bed

8567 Bay Lilly Loop, Kissimmee, United States View map

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1233Chd - The Retreat At Championsgate

1233 Challenge Drive, Kissimmee, United States View map

**The Retreat at Championsgate** offers a luxurious oasis just 29 km from the vibrant attractions of Kissimmee and only 50 km from the bustling Orlando International Airport. This exquisite retreat… More

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Elegant 3Br Townhouse Wresort Pool10 Min Disney

3213 Tranquil Trail, Kissimmee, United States View map

**New Modern 3 Bed 3 Bath Townhouse Near Disney is your serene retreat just a heartbeat away from the magic of Orlando.** Nestled in the charming community of Kissimmee, this contemporary townhouse… More

From US$ 443 Book Now

The Ultimate Family Getaway

8415 Secret Key Cove, Kissimmee, United States View map

**Experience The Ultimate Family Getaway in Kissimmee** Nestled just 32 kilometers from the vibrant heart of Kissimmee, The Ultimate Family Getaway offers an idyllic retreat for families seeking both… More

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Family House With Amazing Themed Rooms

Edenshire Way 2903, Kissimmee, United States View map

Nestled in the charming and meticulously designed community of Celebration, the Family House With Amazing Themed Rooms is a vibrant retreat for families seeking both comfort and enchantment. This… More

From US$ 134 Book Now

Vibrant Themed Home Prime Location

Paragraph Drive 4210, Kissimmee, United States View map

**Vibrant Themed Home Prime Location Kissimmee** offers a delightful retreat in the heart of Florida, just 20 minutes away from the vibrant streets of Kissimmee. This inviting residence provides a… More

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Bahama Bay- 3 Bedroom Condo With Amenities

704 Lucaya Loop, Kissimmee, United States View map

Welcome to Bahama Bay - 3 Bedroom Condo With Amenities, a perfect retreat that combines comfort and convenience in the heart of Kissimmee. Just a short drive from the bustling attractions of Orlando,… More

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Luxurious Pool Home With Game Room-801Dsd

Drop Shot Drive 801, Kissimmee, United States View map

**Welcome to Luxurious Pool Home with Game Room-801Dsd, a stunning retreat located just 29 km from the vibrant heart of Kissimmee.** Nestled in a peaceful neighborhood, this exquisite residence… More

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Be Our Guest

2424 Hybrid Drive, Kissimmee, United States View map

Set just a 30-minute drive from the vibrant spirit of Kissimmee, Be the Guest Villa offers a tranquil sanctuary for travelers seeking relaxation and adventure in equal measure. This captivating… More

From US$ 428 Book Now

Dazzling 5Br Villa In Storey Lake With Pool & Spa 1528

2758 Bookmark Drive, Kissimmee, United States View map

Welcome to the Dazzling 5Br Villa in Storey Lake, a luxurious retreat located just 11 km from the vibrant heart of Kissimmee. This serene villa offers a perfect blend of comfort and elegance, ideal… More

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Smooth Sailing Cottage Near Disney With Margaritaville Resort & Island H20 Waterpark Access - 2978La

2987 Latitude Lane, Kissimmee, United States View map

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From US$ 775 Book Now

Brand New Home 8 Bedroomspoolsleeps 26

4470 Monado Dr Kissimmee, Fl 34746, Kissimmee, United States View map

Nestled 7 km from Old Town Shopping Mall, Brand New Home 8 Bedroomspoolsleeps 26 Kissimmee entices guests to explore various tourist destinations nearby. More

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3 Bedrooms3 Baths Hub Westside Reserve 8792Pd

8792 Positivity Drive, Kissimmee, United States View map

Welcome to the exquisite 3 Bedrooms-3 Baths - Hub Westside Reserve 8792Pd, a remarkable retreat that effortlessly blends comfort with luxury. Nestled just 35 km from the vibrant heart of Kissimmee… More

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Comfortable Beds - Fully Equipped Kitchen Pool Spa

760 Sticks Street, Kissimmee, United States View map

**Welcome to Comfortable Beds - Fully Equipped Kitchen Pool Spa, a serene retreat nestled just 29 km from the vibrant attractions of Kissimmee.** This inviting destination combines luxury and comfort… More

From US$ 420 Book Now

Amazing 4Bdr House In Disney 20104

Lucayan Harbour Circle, Kissimmee, United States View map

**Welcome to Amazing 4Bdr House In Disney 20104, a tranquil oasis located just a short 20-minute drive from the bustling heart of Kissimmee. This exquisite retreat offers families or groups an… More

From US$ 183 Book Now

Cbp2166

2166 Cooper Bell Place, Kissimmee, United States View map

Set in the heart of beautiful Kissimmee, the Cbp2166 Villa offers an unparalleled vacation experience for families and groups looking for both relaxation and adventure. Situated just 32 km from the… More

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Starwars Game Room 9Bd5Ba Sleep 25 Championsgate

Kissimmee, United States View map

**Starwars Game Room 9Bd5Ba Sleep 25 Championsgate** offers an unforgettable family retreat in the heart of Kissimmee, positioned just a scenic 50-minute drive from the vibrant attractions of Orlando… More

From US$ 729 Book Now

2974 Viscount Villa 3Bed Pool

2974 Viscount Circle, Kissimmee, United States View map

Situated 2.3 km from the Emerald Island Boulevard, 2974 Viscount Villa 3Bed Pool Kissimmee entices guests to explore various tourist attractions in the area. More

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Welcome To Your Dream Vacation Home!

9158 Sommerset Hills Drive Davenport, Fl, 34747, Us, Kissimmee, United States View map

**Welcome to Your Dream Vacation Home!** Offers a serene retreat just 29 kilometers from the vibrant heart of Kissimmee and about 50 kilometers from Orlando International Airport, making it an ideal… More

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Go01 - Champions Gate

1144 Challenge Dr, Reunion, Fl 34747, Usa, Kissimmee, United States View map

In the heart of Central Florida, Go01 - Champions Gate is a premier escape for travelers seeking luxury and ease. Located just 29 kilometers from the vibrant city of Kissimmee, this exquisite retreat… More

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Super Giant - 12Bd 12Bas - Sleep 38 & Near Disney

2551 Shanti Drive, Kissimmee, United States View map

Positioned just 9 km from the magical realm of Disney, the Super Giant - 12Bd 12Bas - Sleep 38 & Near Disney Kissimmee offers an extraordinary retreat for families and large gatherings. More

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Rd785M Fairway Starlight

785 Desert Mountain Court, Kissimmee, United States View map

Welcome to the Rd785M Fairway Starlight, a serene escape situated just 27 km from the vibrant heart of Kissimmee. This unique villa offers an unparalleled blend of comfort and elegance, ideal for… More

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Sandcastles & Sunshine Cottage With Private Pool Near Disney With Margaritaville Resort & Island H20 Access - 8025Su

8025 Surf Street, Kissimmee, United States View map

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From US$ 599 Book Now

Near Disney + Free Clubhouse + Pool + Gym + Sauna

Sun Key Place 2753, Kissimmee, United States View map

**Discover the Ultimate Getaway Near Disney** In addition, transportation is a breeze, with Orlando International Airport located just 45 kilometers away. More

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Heated Pool Lazy River Mini Golf Near Disney Resort

3125 Pequod Pl, Kissimmee, Fl 34746, Kissimmee, United States View map

Situated just 12 kilometers from the enchanting world of Disney Resort, the Heated Pool Lazy River Mini Golf Near Disney Resort offers a delightful escape for families and adventurers alike. This… More

From US$ 230 Book Now

Disney Getaway Private Pool Themed Bedrooms. Book Now Dw26

2470 Santorini Dr, Kissimmee, United States View map

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Fabulous Townhouse Near To Disney

Geneve Court 8871, Kissimmee, United States View map

Welcome to the Fabulous Townhouse Near To Disney, a delightful retreat just a short drive from the magical experience of Walt Disney World. Nestled in Kissimmee, this charming townhouse is… More

From US$ 152 Book Now

Omw2718

2718 Oxymoron Way, Kissimmee, United States View map

**Welcome to Omw2718 Villa Kissimmee**, an exquisite retreat just 13 kilometers from the vibrant heart of Kissimmee, Florida. This stunning property invites guests to experience a harmonious blend of… More

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