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2026-06-08
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Vacation Rentals in Kissimmee

14 Mi To Disney World: Kissimmee Condo W/ Perks!

4017 Venetian Bay Dr Unit 108, Kissimmee, United States View map

Offering a hot tub for a relaxing experience, 14 Mi To Disney World Kissimmee Condo With Perks! villa is located a 10-minute drive from the adventure-themed Congo River Golf. More

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3 Story Cottage With Private Pool Near Disney With Margaritaville Resort & Island H20 Access - 8105Su

8105 Surf Street, Orlando, United States View map

The 9-bedroom 3 Story Cottage With Private Pool Near Disney With Margaritaville Resort & Island H20 Access - 8105Su Kissimmee is located within 6 km of the Disney's Hollywood Studios, giving access… More

From US$ 1446 Book Now

Vibrant Elite Home With Private Pool, Theater Room And Waterpark & Resort Access Near Disney At Encore Resort - 7605Mc

7605 Mackinaw Lane, Orlando, United States View map

The Vibrant Elite Home with Private Pool, Theater Room, and Waterpark Access is nestled in the charming community of Celebration, a delightful town designed by the Walt Disney Company. This splendid… More

From US$ 1019 Book Now

Lovely Home Near Disney With Private Pool, Foosball Table And Waterpark & Resort Access At Encore Resorts Reunion - 408Sf

408 Southfield Street, Kissimmee, United States View map

Nestled in the charming town of Celebration-a garden-like community brought to life by the Walt Disney Company-Lovely Home Near Disney With Private Pool, Foosball Table And Waterpark & Resort Access… More

From US$ 359 Book Now

Sunny Getaway With Private Pool, Spa & Fenced Yard

4665 Cheyenne Point Trail, Kissimmee, United States View map

Offering a location around 10 minutes by car from Kissimmee Golf Club, the 2-bedroom Sunny Getaway With Private Pool, Spa & Fenced Yard Kissimmee villa gives access to various tourist spots in the… More

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8951 Disney Dreams Family Townhouse Near Park

8951 Bismarck Palm Road, Kissimmee, United States View map

Located 3.3 km from Polo Park Golf Course, 8951 Disney Dreams Family Townhouse Near Park Kissimmee villa gives access to various tourist sites in the vicinity. More

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Hidden Luxury Paradise

107 Andros Avenue, Kissimmee, United States View map

Hidden Luxury Paradise Kissimmee apartment lies in the West Kissimmee district of Kissimmee and offers swift access to the Rum Run, which is just a 7-minute walk away. 3.3 km from Polo Park Golf… More

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Disney Getaway Private Pool Themed Bedrooms. Book Now Dw16

2470 Santorini Dr, Kissimmee, United States View map

Disney Getaway Private Pool Themed Bedrooms. Book Now Dw16 Kissimmee villa is located 2.4 km from Tuscan Hills Boulevard and provides an indoor pool, ensuring a relaxing stay. The presence of an… More

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2508 Renshaw

2508 Renshaw Street, Kissimmee, United States View map

**2508 Renshaw is a Dreamy Retreat in Celebration** The location is unparalleled, offering convenient access to the wonders of Disney World while immersing you in the unique charm of Celebration. More

From US$ 171 Book Now

8840 Cocovado

8840 Corcovado Dr, Kissimmee, United States View map

**Welcome to 8840 Cocovado Villa, a luxurious urban retreat nestled in the heart of Kissimmee, Florida.** Just 33 km from the vibrant attractions of Kissimmee and a mere 50 km from Orlando… More

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Paradise Renovated 5 Bd Walk To Clubhouse 8935

8935 Candy Palm Rd, Kissimmee, United States View map

Situated in the West Kissimmee district of Kissimmee, a mere 5 minutes' walk from the Paradise Palms Boulevard, the resort Paradise Renovated 5 Bd Walk To Clubhouse 8935 Kissimmee villa comes with a… More

From US$ 250 Book Now

Luxurious 5 Bedroom Villa In Orlando6603

1402 Titian Ct, Kissimmee, United States View map

**Welcome to the Luxurious 5 Bedroom Villa In Orlando6603, an exquisite oasis nestled in Kissimmee, just a short distance from vibrant Orlando attractions. This lavish retreat is perfect for families… More

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Sonoma - 6 Bedroom Pool Home- 1859Snr

2649 Calistoga Avenue, Kissimmee, United States View map

**Unwind in Luxurious Comfort at Sonoma - 6 Bedroom Pool Home - 1859Snr** Transportation is convenient, with major highways within proximity, allowing guests to explore surrounding areas such as the… More

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Spacious 3 Bed, 2 Bath Condo In Gated Community

2303 Butterfly Palm Way-Apt# 203, Kissimmee, United States View map

Spacious 3 Bed, 2 Bath Condo In Gated Community Kissimmee is a great place to stay in the Windsor Palms district, 7 km from the 220-acre multi-purpose ESPN Wide World of Sports Complex. Guests can… More

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801Dsd-The Retreat At Championsgate Villa

801 Drop Shot Drive, Kissimmee, United States View map

**Welcome to 801Dsd - The Retreat at Championsgate Villa** Nestled in the serene landscapes of Kissimmee, 801Dsd - The Retreat at Championsgate Villa offers the perfect escape for families and… More

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Epic 8Br Lakefront Pool Home Near Disney And Universal

1885 Gobi Drive, Kissimmee, United States View map

**Escape to Paradise at Epic 8Br Lakefront Pool Home Near Disney And Universal** Conveniently situated just 50 km from Orlando International Airport, travelers enjoy easy access to major attractions… More

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Go27 - Champions Gate

416 Ocean Course Ave, Kissimmee, United States View map

In the heart of Florida, Go27 - Champions Gate offers an unparalleled vacation retreat just 29 km from vibrant Kissimmee. This exquisite villa experience combines luxurious accommodations with… More

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Ev4795 - Kings Oasis

4795 King Castle Circle, Kissimmee, United States View map

Situated 3.1 km from the Falcon's Fire Golf Course, Ev4795 - Kings Oasis Villa Kissimmee offers a swimming pool, a spa centre for guests to relax in. More

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Amazing Reunion Resort 1421Fair Villa

1421 Fairview Circle, Kissimmee, United States View map

Welcome to the exquisite Amazing Reunion Resort, a luxurious oasis located just 22 km from the vibrant heart of Kissimmee and 50 km from the bustling Orlando International Airport. This resort… More

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Roomy Town Home, Mickey-Themed Bedroom! #4Bv550

Alberto Circle 4550, Kissimmee, United States View map

Positioned in the enchanting area of Kissimmee, the Roomy Town Home, Mickey-Themed Bedroom! #4Bv550 offers families an idyllic retreat just 7 km from the bustling attractions that make Florida a… More

From US$ 268 Book Now

Fairway Starlight

785 Desert Mountain Drive, Kissimmee, United States View map

Nestled just 27 km from the vibrant heart of Kissimmee, Fairway Starlight Villa offers an inviting blend of luxury and comfort for discerning travelers. This enchanting escape is designed to provide… More

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Disney Getaway 4Br Villa W Private Pool Sleeps 12

590 Pebble Beach Drive, Kissimmee, United States View map

Located 4.6 km from Orlando Tree Trek Adventure Amusement Park Zip Line, Disney Getaway 4Br Villa W Private Pool Sleeps 12 Kissimmee gives access to various tourist sites in the vicinity. The… More

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Ocean Blue Cottage Near Disney With Private Hot Tub & Margaritaville Resort & Island H20 Waterpark Access - 3012Sr

3012 Salted Rim Rd, Kissimmee, United States View map

The 3-bedroom Ocean Blue Cottage Near Disney With Private Hot Tub & Margaritaville Resort & Island H20 Waterpark Access - 3012Sr Kissimmee, located about a 10-minute ride from Mystic Dunes Golf Club… More

From US$ 448 Book Now

Luxury Home Near Disney Solara Resort

1598 Carey Palm Circle, Kissimmee, United States View map

Luxury Home Near Disney Solara Resort Kissimmee is located approximately 25 minutes' walk from Highlands Reserve GC, giving access to various tourist spots nearby. More

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Family-Friendly Orlando Villa6631

885 Desert Mountain, Kissimmee, United States View map

Family-Friendly Orlando Villa6631 is a charming retreat nestled just 27 km from the vibrant heart of Kissimmee. Perfectly positioned, this welcoming villa offers a serene escape while being… More

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Unique Villa With Toy Br, Theater, Game Loft & Pool

1624 Nassau Point Trail, Kissimmee, United States View map

**Welcome to Unique Villa With Toy Br, Theater, Game Loft & Pool, where luxury seamlessly meets family-friendly entertainment. Nestled just a 60-minute drive from the enchanting attractions of… More

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Last Minute Disney Luxury Condo With Balcony. Book Now Slr541

3151 Paradox Cir, Kissimmee, United States View map

Last Minute Disney Luxury Condo With Balcony. Book Now Slr541 Kissimmee is situated about a 25-minute walk from the family-friendly Kissimmee Go-Karts and offers a heated pool. Boasting a location… More

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Windsor-5 Bed Townhouse W Splashpool-3801Ww

1999 Majorca Drive, Kissimmee, United States View map

The Windsor-5 Bed Townhouse W Splashpool-3801Ww is perfectly situated just 32 km from the vibrant city of Kissimmee and 50 km from the bustling Orlando International. This elegantly designed… More

From US$ 181 Book Now

Windsor Palms 3Br Fun Retreat, Pool, Near Disney

8063 King Palm Cir, Kissimmee, Fl 34747, Usa, Kissimmee, United States View map

Staying at Windsor Palms 3Br Fun Retreat, Pool, Near Disney Kissimmee villa, guests can easily reach the Avatar Flight of Passage, located approximately a 10-minute ride away. Guests can enjoy golf… More

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High-Comfort Condo Near Disney With Resort & Waterpark Access - B50-113

7740 Sandy Ridge Drive B50 #113, Kissimmee, United States View map

The spacious High-Comfort Condo Near Disney With Resort & Waterpark Access - B50-113 Kissimmee is 8 minutes' walk from the Reunion Resort Water Park and welcomes guests with a Jacuzzi. The apartment… More

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9 Bedroom 5 Bahroom Storey Lake 4288 Pw

4288 Prologue Way, Kissimmee, United States View map

**Welcome to Your Dream Getaway at Storey Lake** Nestled just a 20-minute drive from Kissimmee, the 9 Bedroom-5 Bathroom Storey Lake 4288 Pw is an idyllic retreat designed for both relaxation and… More

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Luxurious 5 Bedroom Villa In Orlando Paradise6597

861 Golden Bear Drive, Kissimmee, United States View map

Situated 4.5 km from the A World of Orchids, Luxurious 5 Bedroom Villa In Orlando Paradise6597 Kissimmee entices guests to explore various tourist attractions in the area. More

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Pineapple Harbor

8510 Palm Harbor Drive, Kissimmee, United States View map

Situated in the enchanting surroundings of Kissimmee, Pineapple Harbor offers an idyllic escape, seamlessly blending elegance with Florida's vibrant charm. Just 32 km from Kissimmee, this luxurious… More

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Themed Rooms & Pool In Quiet Neighborhood

2104 Morocco Way, Kissimmee, United States View map

**Welcome to Themed Rooms & Pool In Quiet Neighborhood, a charming retreat nestled just 32 kilometers from the vibrant heart of Kissimmee, Florida.** This unique destination is perfectly situated for… More

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Elegant Oasis: 5 Bed Villa In Orlando6633

837 Desert Mountain Ct, Kissimmee, United States View map

Elegant Oasis is an enchanting retreat situated near the vibrant attractions of Orlando, just 27 kilometers from the lively heart of Kissimmee. Perfectly positioned for families and groups seeking a… More

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4 Mi To Disney: Spacious Retreat W/ Pool + Yard!

2697 Autumn Creek Cir, Kissimmee, United States View map

4 Mi To Disney: Spacious Retreat W/ Pool + Yard! Kissimmee villa is located 4.5 km from Dinoland U.S.A. and provides a private swimming pool, ensuring a relaxing stay. More

From US$ 254 Book Now

Modern 3Br Getaway• Steps To Pool•12 Min To Disney

832 Driving Range Ct, Kissimmee, United States View map

Staying at Modern 3Br Getaway• Steps To Pool•12 Min To Disney Kissimmee villa, guests can visit the A World of Orchids, which is about a 10-minute drive away. More

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Family Friendly 12Bd W Jacuzzi Veranda Palms 4401

4401 Durga Lane, Kissimmee, United States View map

During the stay at Family Friendly 12Bd W Jacuzzi Veranda Palms 4401 Kissimmee villa, guests can indulge in cycling or visit Medieval Times Dinner & Tournament, located a 25-minute walk away. Located… More

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Grh14419 - Champions Gate Resort - 4 Bed 3 Baths Townhome

1160 Challenge Dr, Kissimmee, United States View map

Grh14419 - Champions Gate Resort - 4 Bed 3 Baths Townhome Kissimmee villa entices active guests with access to a fitness room and is located about 10 minutes' drive from Highlands Reserve GC. More

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Modern Storey Lake Resort Disney Orlando 3161-402

3161 Paradox Circle Apt 402, Kissimmee, United States View map

Set in the vibrant heart of Kissimmee, the Modern Storey Lake Resort Disney Orlando 3161-402 offers an exceptional escape for families and adventurers alike. This alluring retreat is strategically… More

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Tuscan Dream Condo

350 S Wildwood, Bldg E, Unit 4, Kissimmee, United States View map

**Discover the Tuscan Dream Experience** Nestled just a short drive from the vibrant attractions of Kissimmee, the Tuscan Dream Condo serves as a tranquil haven for guests seeking both comfort and… More

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Poolside Condo At Tuscana Resort Summer Specials

1375 Tuscana Lane Unit 1304, Kissimmee, United States View map

**Experience the Comfort of Tuscana** Nestled in the heart of Kissimmee, the Poolside Condo At Tuscana Resort Summer Specials offers a serene escape just 40 minutes from the vibrant attractions of… More

From US$ 291 Book Now

Private Pool Close To Disney Lg Hmslps 8 Villa

8459 Secret Key Cove, Kissimmee, United States View map

Welcome to the enchanting Private Pool Close To Disney Lg Hmslps 8 Villa, a perfect retreat for families seeking an unforgettable vacation experience. Nestled in the heart of Kissimmee, this charming… More

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Liberty Holiday

7415 Excitement Dr, Kissimmee, United States View map

**Welcome to Liberty Holiday, an oasis of comfort nestled just 22 kilometers from the vibrant heart of Kissimmee.** This idyllic escape offers a perfect blend of modern luxury and classic charm… More

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Sleek And Luxury Studio Near Parks With Free Parking

5565 West Irlo Bronson Memorial Highway 176, Kissimmee, United States View map

**Welcome to the Sleek And Luxury Studio Near Parks With Free Parking, an exquisite retreat located just 14 km from the heart of Kissimmee.** Offering an enticing blend of modern elegance and comfort… More

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Homestead Cypress

7534 Gathering Drive, Kissimmee, United States View map

Positioned in the scenic embrace of Central Florida, Homestead Cypress Kissimmee is an exceptional retreat that blends comfort, modern amenities, and a tranquil atmosphere. Just 23 kilometers from… More

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Super Boho - Lake Toho Fishing Water Fronts

304 Lakeshore Boulevard, Kissimmee, United States View map

**Welcome to Super Boho - Lake Toho Fishing Water Fronts**, a serene oasis nestled in the heart of Downtown Kissimmee, Florida. As the largest city and the county seat of Osceola County, Kissimmee… More

From US$ 96 Book Now

Private 5 Bed 4.5 Bath Townhome - Cozy Family Vacation Home Sleeps Up To 11 Guests

8972 Amelia Downs Trail, Kissimmee, United States View map

Situated about a 25-minute walk from Northeast Regional City Park, Private 5 Bed 4.5 Bath Townhome - Cozy Family Vacation Home Sleeps Up To 11 Guests Kissimmee invites guests to relax at a shared… More

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2335 Amazing 5Bd Family Townhome Close To Disney

2335 Caravelle Circle, Kissimmee, United States View map

Welcome to the stunning 2335 Amazing 5Bd Family Townhome Close To Disney, where family-friendly luxury meets the enchantment of Florida's premier attractions. Nestled just 8 km from the bustling… More

From US$ 163 Book Now

The Ultimate 5 Star Villa With Private Pool On Windsor At Westside Orlando Villa 5395

8905 Rhodes St, Kissimmee, United States View map

Set within the enchanting Windsor At Westside resort, The Ultimate 5 Star Villa With Private Pool On Windsor At Westside Orlando Villa 5395 offers a sophisticated retreat perfect for both families… More

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