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2026-06-08
2026-06-09
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Kissimmee holiday rentals

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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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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Family Resort Home W Private Pool Bbqthemed 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

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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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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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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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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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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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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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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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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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

Disney Getaway Private Pool Themed Bedrooms. Book Now Cg814

1140 Kingsbarn St, Kissimmee, United States View map

Situated 4.9 km from Tuscan Hills Boulevard, Disney Getaway Private Pool Themed Bedrooms. Book Now Cg814 Kissimmee villa entices guests to explore various tourist attractions in the area. More

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Stylish Home With Private Pool, Themed And Game Room With Waterpark & Resort Access Near Disney At Encore Resorts Reunion - 300Bu

300 Burma Street, Orlando, United States View map

The Stylish Home With Private Pool in Celebration, Florida is where relaxation meets adventure in a vibrant master-planned community. Nestled just moments away from the magical realm of Disney, this… More

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Dream Getaway Near Clubhouse

1552 Carey Palm Circle, Kissimmee, United States View map

Situated 4.3 km from ChampionsGate Golf Club, Dream Getaway Near Clubhouse Villa Kissimmee invites guests to relax at a patio. More

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5Br Themed Family Villa Near Disney With Private Pool

1531 Fairview Circle, Kissimmee, United States View map

Situated just 40 minutes away from Kissimmee, the 5Br Themed Family Villa Near Disney With Private Pool offers an enchanting escape that combines luxury with family fun. More

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Eh1336 Seven Eagles Allegro

1336 Seven Eagles Way, Kissimmee, United States View map

Eh1336 Seven Eagles Allegro Kissimmee villa offers proximity to nearby tourist spots, such as Arnold Palmer Golf Course, situated about 5 minutes' walk away. More

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Beautiful Home With Private Pool, Media & Game Room Near Disney With Waterpark And Resort Access At Encore Resorts Reunion - 210Cl

210 Clawson Way, Kissimmee, United States View map

Situated just a stone's throw from the beloved Disney theme parks and surrounded by the serene landscapes of Celebration, the Disney Dream Villa ensures unparalleled accessibility and leisure. More

From US$ 640 Book Now

Breathtaking View 3 Bed 2 Bath Resort Condo 191

655 Ocean Course Av, Kissimmee, United States View map

Set just 29 kilometers from the enchanting Kissimmee, the Breathtaking View 3 Bed 2 Bath Resort Condo 191 promises an exceptional retreat for families and group travelers alike. Perfectly positioned… More

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Go22 Paddington Way

2908 Paddington Way, Kissimmee, United States View map

Go22 Paddington Way Villa Kissimmee is located around 10 minutes' drive from the Windsor Hills and boasts a swimming pool provided on a patio for a pleasant stay. Situated in the West Kissimmee… More

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Grh10334 - Paradise Palms Resort - 5 Bed 4 Baths Townhome

8949 Candy Palm Road, Kissimmee, United States View map

Nestled in the West Kissimmee district of Kissimmee, Grh10334 - Paradise Palms Resort - 5 Bed 4 Baths Townhome Kissimmee villa is approximately 3 km from Polo Park Golf Course and offers a sauna. More

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Holiday Home Ferienvilla Magical Memories By Interhome

La Isla Drive 8621, Kissimmee, United States View map

Situated in the West Kissimmee district of Kissimmee, 4.9 km from the Wild Africa Trek, Holiday Home Ferienvilla Magical Memories By Interhome Kissimmee comes with a private pool for guests to unwind… More

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Emerald Island Resort- 2772 Sun Key

2772 Sun Key Place, Kissimmee, United States View map

**Welcome to the Emerald Island Resort- 2772 Sun Key**, an exquisite retreat nestled in Kissimmee, just a short drive from the bustling attractions of Orlando. Surrounded by lush landscaping and… More

From US$ 216 Book Now

Beautiful 5 Bedroom Town Home With Splash Pool Home

1648 Tropical Palms Circle, Kissimmee, United States View map

**Beautiful 5 Bedroom Town Home With Splash Pool Home** offers a delightful escape in the heart of Kissimmee, just 32 kilometers from the bustling attractions of the city. This stunning townhome… More

From US$ 312 Book Now

Lovely 5Br Townhouse At Windsor At Westside Townhouse

651 W Pacific Avenue # 105, Kissimmee, United States View map

**Welcome to Lovely 5Br Townhouse at Windsor at Westside**, an exquisite retreat nestled just 32 km from the vibrant heart of Kissimmee. This elegantly designed townhouse combines comfort with… More

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2166 Cooper Bell

2166 Cooper Bell Place, Kissimmee, United States View map

**Experience the Tranquility of 2166 Cooper Bell Villa Kissimmee** Nestled just 31 kilometers from the vibrant heart of Kissimmee, the exquisite 2166 Cooper Bell Villa offers guests an ideal blend of… More

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Private Pool Townhome At Encantada Resort

8585 Bay Lilly Loop, Kissimmee, United States View map

The Encantada is an exquisite resort that offers a splendid retreat just 60 minutes from the vibrant heart of Kissimmee. Nestled within a serene environment, this destination showcases the perfect… More

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Family Getaway Near Disney With Private Pool

2784 Bookmark Drive, Kissimmee, United States View map

Offering a location 3.5 km from the Lake Buena Vista Factory Stores, Family Getaway Near Disney With Private Pool Kissimmee villa gives access to various tourist spots in the area. More

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Stunning Condo In The Heart Of Orlando

3120 Paradox Circle 204, Kissimmee, United States View map

Staying at Stunning Condo In The Heart Of Orlando Kissimmee villa, guests can visit the Falcon's Fire Golf Course, which is nearly a 10-minute drive away. More

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Storey Lake 8 Bed Lake Front Pool Spa - 1684Str

2845 Bookmark Drive, Kissimmee, United States View map

Storey Lake 8 Bed Lake Front Pool Spa - 1684Str Kissimmee villa is located about 3 km from the nonprofit Give Kids The World Village Resort and provides a hot tub. More

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