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2026-04-22
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Vacation Rentals in Kissimmee

Elegant 3Br Townhouse Wresort Pool10 Min Disney

3213 Tranquil Trail, Kissimmee, United States View map

Staying at the 3-bedroom Elegant 3Br Townhouse Wresort Pool10 Min Disney Kissimmee villa, guests can easily reach the Rum Run, located approximately a 10-minute drive away. 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$ 227 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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Disney Luxury Townhouse With Private Pool Themed Bedrooms. Book Now Dp58

2470 Santorini Dr, Kissimmee, United States View map

During the stay at Disney Luxury Townhouse With Private Pool Themed Bedrooms. Book Now Dp58 Kissimmee villa, guests can indulge in cycling or visit the Emerald Island Boulevard, located a 10-minute… More

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Casa 3Q Resort + Jacuzzi Perto Disney

3009 White Orchid Rd, Kissimmee, United States View map

Located in the West Kissimmee district, the 3-bedroom Villa Aconchegante 3Bd/3Ba - Jacuzzi Privativa Kissimmee is 4.5 km from the A World of Orchids and offers a hot tub. More

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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, Orlando, United States View map

Offering a swimming pool as well as a terrace for guests to unwind, the 3-bedroom Smooth Sailing Cottage Near Disney With Margaritaville Resort & Island H20 Waterpark Access - 2978La Kissimmee is… More

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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Last Minute Disney Private Pool Hot Tub Game Room Home Theatre Themed Bedrooms. Book Now Vp58

2461 Shanti Dr, Kissimmee, United States View map

Last Minute Disney Private Pool Hot Tub Game Room Home Theatre Themed Bedrooms. Book Now Vp58 Kissimmee is located 4.3 km from the air mall "Lake Buena Vista Factory Stores" and provides a treatment… More

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Grande'S Oasis, 2 Bed, 2 Bath, Panoramic Views, Reunion Membership, 1346

7593 Gathering Drive, Unit # 711, Kissimmee, United States View map

The spacious 133 m² Grande'S Oasis, 2 Bed, 2 Bath, Panoramic Views, Reunion Membership, 1346 Apartment Kissimmee provides easy access to various city attractions, such as Watson Golf Course, situated… More

From US$ 297 Book Now

3 Bd3 Ba The Hub At Westside Reserve 8792 Pd

8792 Positivity Drive, Kissimmee, United States View map

Located 3.5 km from Orange Lake Legends, 3 Bd3 Ba The Hub At Westside Reserve 8792 Pd Kissimmee villa gives access to various tourist sites in the vicinity. 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

Casa 5Q C/ Piscina - Reunion Resort 15Min Disney

7866 Poplin Street, Kissimmee, United States View map

Staying at Casa 5Q C/ Piscina - Reunion Resort 15Min Disney Kissimmee, guests can easily reach Publix Super Market at Champions Gate Village, located about a 25-minute walk away. 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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Quaint Townhome Near Disney With Resort & Waterpark Access - 7846Sd

7846 Spectrum Drive, Kissimmee, United States View map

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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, Orlando, United States View map

Situated 2.9 km from Dinoland U.S.A., the 7-bedroom Sandcastles & Sunshine Cottage With Private Pool Near Disney With Margaritaville Resort & Island H20 Access - 8025Su Kissimmee invites guests to… More

From US$ 913 Book Now

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$ 357 Book Now

Disney Getaway Private Pool Themed Bedrooms. Book Now Dw26

2470 Santorini Dr, Kissimmee, United States View map

Situated a mere 1.9 km from the Rum Run, Disney Getaway Private Pool Themed Bedrooms. Book Now Dw26 Kissimmee villa entices guests with an indoor pool, ensuring a more relaxing stay. This Kissimmee… More

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Spacious Townhouse With Private Patio And Resort Amenites

1175 Challenge Dr, Kissimmee, United States View map

Spacious Townhouse With Private Patio And Resort Amenites Kissimmee villa is located only 12 minutes' walk from the ChampionsGate Country Club Golf, giving access to various tourist spots nearby. More

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637- Huge 5 Bed Villa With Amazing Water Views And Own Private Pool And Spa

969 Lake Berkley Drive, Kissimmee, United States View map

**Welcome to 637 - Huge 5 Bed Villa With Amazing Water Views and Own Private Pool and Spa, a luxurious retreat nestled in the enchanting Kissimmee area. Twice the size of typical residences, this… More

From US$ 380 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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Refurbished Lux 6 Bed Golf Views At Reunion Resort By Shine Villas

1005 Castle Pines Ct, Kissimmee, United States View map

Located about a 10-minute ride from the Indian Ridge, the 6-bedroom Refurbished Lux 6 Bed Golf Views At Reunion Resort By Shine Villas Kissimmee features a private swimming pool, a Jacuzzi, ensuring… More

From US$ 288 Book Now

Two-Bedroom Apartment

541 Ocean Course Avenue Championsgate Resort, Kissimmee, United States View map

To enjoy your vacation in Kissimmee, stay at the 2-room Two-Bedroom Apartment Kissimmee, which is 3.6 km from Highlands Reserve GC and approximately 25 minutes' walk from ChampionsGate Golf Club. More

From US$ 204 Book Now

Fairway Haven

989 Desert Mountain, Kissimmee, United States View map

**Welcome to Fairway Haven Villa, a serene retreat nestled just 27 km from the vibrant heart of Kissimmee.** This exquisite property offers a unique blend of modern comfort and lush greenery, perfect… More

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Three Bed 2 Bath Condo Bahama Bay Resort

405 Lucaya Loop, Kissimmee, United States View map

**Experience the Luxurious Charm of Bahama Bay Resort** Conveniently located just 55 km from Orlando International Airport, the Three Bed 2 Bath Condo Bahama Bay Resort provides easy access to a… More

From US$ 112 Book Now

Loft Moderno Duplex C/ Perto Da Disney

7760 Sandy Ridge Dr, Kissimmee, United States View map

The 4-bedroom Loft Moderno Duplex C/ Perto Da Disney Kissimmee villa is located approximately 5 minutes' walk from the Reunion Resort Water Park and features a swimming pool as well as a terrace for… More

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Lereve - 4 Bedrooms W Splashppol- 1205Lr

4407 Le Reve Court, Kissimmee, United States View map

**Welcome to Lereve - 4 Bedrooms W Splashpool-1205Lr, an idyllic family retreat located just 7 km from the heart of Kissimmee.** Nestled in a vibrant neighborhood, this stunning residence combines… More

From US$ 183 Book Now

Caribbean Breeze: Pool Home 3 Miles To Disney

8167 Fan Palm Way, Kissimmee, United States View map

Caribbean Breeze is where comfort meets the allure of Florida's sunshine. This exquisite retreat, located just three miles from Disney's enchanting realm, offers the perfect base for a magical… More

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Cozy 2 Bedrooms At Storey Lake

3151 Paradox Cir, Kissimmee, Fl 34746, Usa, Kissimmee, United States View map

Cozy 2 Bedrooms At Storey Lake Kissimmee apartment is located in Kissimmee, a 25-minute walk from the miniature Congo River Golf, and pampers guests with an indoor pool. This apartment features Wi-Fi… More

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4 Bedrooms 3 Bathrooms West Lucaya 3234Cp

3234 Cupid Place, Kissimmee, United States View map

**Welcome to West Lucaya 3234Cp, a serene retreat nestled just 35 km from the vibrant heart of Kissimmee, Florida.** This charming residence redefines the concept of comfort with its tasteful decor… More

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Storey Lake 6Br Lakeview Home Pool Spa Near Disney

4185 Paragraph Drive, Kissimmee, United States View map

Set about a 10-minute drive from Museum of Military History and about a 10-minute drive from Kissimmee Go-Karts, the 5-bedroom Ultimate Lakeview Home 4185 is located in Kissimmee. The accommodation… More

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Stunning Masterpiece 15 Ensuites

3850 Sonoma Blvd, Kissimmee, United States View map

Featuring a private swimming pool for guests' relaxation, the 17-bedroom Stunning Masterpiece 15 Ensuites Kissimmee villa is located nearly 25 minutes on foot from the Plaza del Sol Mall. Featuring a… More

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Sandy Ridge Retreat Just Steps From The Splash Pad

7600 Sandy Ridge Drive, Kissimmee, United States View map

Located a 10-minute ride from the Windsor Hills, Sandy Ridge Retreat Just Steps From The Splash Pad Kissimmee villa offers a casino for guests' leisure. More

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Family Oasis 5Br Villa With South Facing Pool And Games Room Near Disney

1135 Seasons Blvd, Kissimmee, United States View map

Located around a 25-minute walk from the working Kissimmee Air Museum, the 4-bedroom Family Oasis 5Br Villa With South Facing Pool And Games Room Near Disney Kissimmee gives access to various tourist… More

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Entire Home With Pool, Ping Pong Table And Arcade Games

1775 Harbor Road, Kissimmee, United States View map

Entire Home With Pool, Ping Pong Table And Arcade Games Kissimmee is located 6 km from the Monument of States and provides table tennis and billiards for active guests. More

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Blue Oasis Cottage With Private Pool Near Disney And Margaritaville Resort & Island H20 Access - 7968Sh

7968 Shaker Street, Orlando, United States View map

Located in the Disney World district and approximately 10 minutes' drive from the 145 - foot Tree of Life Sculpture, the 4-bedroom Blue Oasis Cottage With Private Pool Near Disney And Margaritaville… More

From US$ 828 Book Now

Timeless 4 Bdrm Oasis With Private Screened In Pool At Reunion

7724 Linkside Loop, Kissimmee, United States View map

Timeless 4 Bdrm Oasis with Private Screened In Pool at Reunion is a serene retreat located just 40 minutes from Kissimmee and comfortably distant from the enchanting throngs at Orlando International… More

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8883 Candy Palm

8883 Candy Palm Road, Kissimmee, United States View map

Nestled in the vibrant heart of Kissimmee, the 8883 Candy Palm offers an exquisite retreat for those seeking both adventure and tranquility. This charming property ensures guests experience the… More

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Seas The Day Cottage Near Disney With Margaritaville Resort & Island H2O Access - 8001Ff

8001 Flip Flop Way, Orlando, United States View map

Situated 2.7 km from the Wild Africa Trek, the 3-bedroom Seas The Day Cottage Near Disney With Margaritaville Resort & Island H2O Access - 8001Ff Kissimmee entices guests to explore various tourist… More

From US$ 288 Book Now

The Ultimate Mansion On Reunion Resort And Spa Orlando Mansion 5144

8166 Valhalla Terrace, Kissimmee, United States View map

**Welcome to The Ultimate Mansion On Reunion Resort And Spa Orlando Mansion 5144, a stunning retreat tucked away just 25 kilometers from the vibrant Kissimmee and 50 kilometers from Orlando… More

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Poolside Retreat At Reunion Resort Steps From The Water & Minutes To Disney

7925 Putting Green Way, Kissimmee, United States View map

Situated 3.8 km from Watson Golf Course, Poolside Retreat At Reunion Resort Steps From The Water & Minutes To Disney Kissimmee villa entices guests to explore various tourist attractions in the area. More

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2767Lkd-Emerald Island Resort Home

2767 Lido Key Drive, Kissimmee, United States View map

**Welcome to 2767Lkd-Emerald Island Resort Home**, an exquisite retreat nestled just 33 km from the vibrant heart of Kissimmee. This luxurious haven, set against the backdrop of lush landscapes… More

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Epic Storybook Hideaway Private Pool Themed Rooms Near Disney

2788 Rocella Court, Kissimmee, United States View map

Epic Storybook Hideaway Private Pool Themed Rooms Near Disney Kissimmee villa is located about 10 minutes by car from the Emerald Island Boulevard and provides cycling for active guests. Offering… More

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Spectacular Condo Only 4 Miles To Disney!

3177 Feltrim Place Feltrim Place, Kissimmee, United States View map

Situated approximately a 10-minute drive from Dinoland U.S.A., Spectacular Condo Only 4 Miles To Disney! Kissimmee also boasts easy access to Kissimmee train station which is 34 km away. To diversify… More

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Bsv_Villa1965

1965 Majorca Dr, Kissimmee, United States View map

**Welcome to Bsv_Villa1965 Kissimmee**, an idyllic retreat nestled just 32 kilometers from the vibrant heart of Kissimmee and 50 kilometers from the hustle and bustle of Orlando International Airport… More

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