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2026-04-23
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Vacation Rentals in Kissimmee

Family Vacation Villa In Fantasy World Resort - Minutes From Disney

3124 Magic Kingdom Court, Kissimmee, United States View map

During the stay at the 2-bedroom Family Vacation Villa In Fantasy World Resort - Minutes From Disney Kissimmee, guests can indulge in table tennis or visit the miniature Congo River Golf, located… More

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Family Home With Cinema Pool And Bbq Near Disney

Ballo Drive 320, Kissimmee, United States View map

Set in the vibrant heart of Kissimmee, the Family Home With Cinema Pool And BBQ Near Disney provides guests with an enchanting retreat just 8 km from the exhilarating attractions of the Walt Disney… More

From US$ 290 Book Now

Bsv_Villa8867

8867 Geneve Ct, Kissimmee, United States View map

Situated in the West Kissimmee district of Kissimmee, 3.2 km from Highlands Reserve Boulevard, the family Bsv_Villa8867 Kissimmee villa comes with a swimming pool for guests to unwind. At this 3… More

From US$ 197 Book Now

Star Wars & Harry Potter Villa With Pool & Hot Tub

2853 Simile Street, Kissimmee, United States View map

The 3-bedroom Star Wars & Harry Potter Villa With Pool & Hot Tub Kissimmee entices active guests with access to a fitness centre and is located approximately 25 minutes on foot from the miniature… More

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3Be2Ba Apartment At Storey Lake Resort 59

3111 Paradox Circle, Kissimmee, United States View map

3Be&2Ba Apartment At Storey Lake Resort 59 Kissimmee includes a spa centre, in close proximity to Lennar at Storey Lake. Hawks Landing Golf Club is 4.1 km from the spacious apartment while Fantasy… More

From US$ 79 Book Now

Private Pool And Game Room With Waterpark & Resort Access At Encore Resorts Reunion - 141La

141 Lasso Drive, Kissimmee, United States View map

Welcome to the enchanting **Private Pool And Game Room With Waterpark & Resort Access At Encore Resorts Reunion - 141La**, ideally situated in the charming town of Celebration, a master-planned… More

From US$ 261 Book Now

Magic Lily - Storey Lake By Shine Villas #834

2869 Simile Street, Kissimmee, United States View map

Offering spa facilities such as a Jacuzzi, the spacious Magic Lily - Storey Lake By Shine Villas #834 Kissimmee apartment is situated a 25-minute walk from Capone's Dinner and Show. This apartment… More

From US$ 137 Book Now

Stunning 3Bd Close To Disney At Fiesta Key 4764

Coral Castle Drive 4764, Kissimmee, United States View map

Set in the heart of Kissimmee, the Stunning 3Bd Close To Disney At Fiesta Key 4764 offers an inviting retreat for families and travelers looking to blend adventure with relaxation. Just 11 km from… More

From US$ 181 Book Now

5Br Homeprivate Poolclose To Disney 8890Gc

8890 Geneve Ct, Kissimmee, United States View map

Welcome to the idyllic retreat of 5Br Home Private Pool Close to Disney 8890Gc, where comfort meets convenience just 32 kilometers from the vibrant town of Kissimmee. Nestled in a strategic location,… More

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Cozy 4Br Disney Vacation Home7-104

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

**Welcome to Cozy 4Br Disney Vacation Home7-104**, your perfect retreat located a mere 13 km from the enchantment of Kissimmee. Ideal for families or groups, this charming vacation abode is designed… More

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Amazing 5Br Townhouse Near Disney - Private Pool

4822 Memories Lane, Kissimmee, United States View map

Situated just 13 kilometers from the exhilarating attractions of Disney, the Amazing 5Br Townhouse Near Disney - Private Pool is the ultimate family getaway tailored for those who seek a perfect… More

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Four Bedroom With Gameroom 5150A

5150 Adelaide Drive, Kissimmee, United States View map

In the vibrant surroundings of Kissimmee, the Four Bedroom with Gameroom 5150A is a charming retreat ideal for families or groups seeking a blend of comfort and excitement. Just 14 km from the… More

From US$ 177 Book Now

2956 Lucaya Village - Gorgeous Four Bed Condo Close To Disney Area

2956 Lucayan Harbor Circ Unit 3-101, Kissimmee, United States View map

Welcome to **2956 Lucaya Village - Gorgeous Four Bed Condo Close To Disney Area**, nestled in the delightful enclave of Celebration, Florida. This luxurious condo provides an ideal retreat for… More

From US$ 188 Book Now

Rare Waterfront Wspashpool, Resort -3091Pp

8940 Cuban Palm Road, Kissimmee, United States View map

The 3-bedroom Rare Waterfront Wspashpool, Resort -3091Pp Kissimmee villa offers quick access to such tourist spots as the Paradise Palms Boulevard|the Paradise Palms Resort, situated only 450 metres… More

From US$ 170 Book Now

1696Ay Townhouse 4 Bed/4.5 Ba

1696 Tropical Palms Cir, Kissimmee, United States View map

**Welcome to 1696Ay Townhouse 4 Bed/4.5 Ba Villa, an exquisite retreat situated just 32 kilometers from the vibrant city of Kissimmee and 50 kilometers from the bustling Orlando International Airport… More

From US$ 188 Book Now

Striking Home With Games, Outdoor Kitchen Near Disney With Waterpark & Resort Access At Encore Resort - 7742Ff

7742 Fairfax Drive, Kissimmee, United States View map

**Discover the Charm of Striking Home Near Disney** Its prime positioning in Celebration, a master-planned community imbued with Disney charm, provides easy access to major attractions, shopping… More

From US$ 764 Book Now

Neptunes Retreat - 4 Bed Close To Disney

2622 Oneida Loop, Kissimmee, United States View map

**Welcome to Neptunes Retreat - 4 Bed Close To Disney, a family-friendly haven strategically located just a delightful 60-minute drive from the enchantment of Kissimmee.** This splendid retreat is… More

From US$ 474 Book Now

#372-Welcome To Lightwater Villa, Your Modern Disney Vacation Home! South-Facing Pool & Spa Overlooking Lake

4508 Monado Drive, Kissimmee, United States View map

This villa is set in Kissimmee, only 1.5 km from Osceola County Welcome Center and History Museum and within a 10-minute walk of Give Kids The World Village. The Kissimmee villa is composed of 4… More

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Kissimmee Retreat With Pool Near Disney And Golf!

Kissimmee, Fl, 34743, Kissimmee, United States View map

During the stay at Kissimmee Retreat With Pool Near Disney And Golf! villa, guests can indulge in ping-pong or visit the Mill Slough Park, located 3.7 km away. More

From US$ 252 Book Now

3120-206Dr Storey Lake, Condo 2/2 Garden View

3120 Paradox Cir #206, Kissimmee, United States View map

**Welcome to 3120-206Dr Storey Lake, Condo 2/2 Garden View** A short drive will lead you to cultural jewels like the Osceola Center for the Arts, just 3 km away, or the lively Silver Spurs Arena at 4… More

From US$ 104 Book Now

3180-103Ef Storey Lake, Condo 2/2 Garden View

3180 Paradox Cir #103, Kissimmee, United States View map

**Welcome to 3180-103Ef Storey Lake, a Gorgeous Brand New Condo!** The convenience of this vacation condo is unparalleled, with Orlando International Airport a mere 30 km away. More

From US$ 187 Book Now

Shvck3 - Coral Cay Resort #3 - 4 Bed 3 Baths Townhome

2424 Caravelle Cir, Kissimmee, United States View map

Nestled in the heart of Kissimmee, Shvck3 - Coral Cay Resort #3 - 4 Bed 3 Baths Townhome stands as a beacon of comfort and style for families and groups alike. Just 8 km from the vibrant attractions… More

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4781 - 5Br W Pool 10Min Disney 2 Water Parks

4781 Kings Castle Circle, Kissimmee, United States View map

4781 - 5Br W Pool 10Min Disney 2 Water Parks Kissimmee villa offers swift access to various city sites, such as Lennar at Storey Lake, situated around 5 minutes' walk away. Located 4.6 km from the… More

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Cozy Retreat Near Disney World & Attractions

7637 Heritage Crossing Way, Kissimmee, United States View map

**Welcome to Cozy Retreat Near Disney World & Attractions** Conveniently located, Cozy Retreat is ideally situated for easy access to major attractions. More

From US$ 279 Book Now

Luxury 4 Bedroom 3 Bath Pool Home 271

4194 Paragraph Dr, Kissimmee, United States View map

Nestled in the heart of Kissimmee, the Luxury 4 Bedroom 3 Bath Pool Home 271 offers a tranquil escape that combines comfort, elegance, and convenience. Just 10 km from the vibrant attractions of… More

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Disneycondo 10 Pp Mr Fredricksen House

2038 Royal Bay Boulevard #26, Kissimmee, United States View map

Disneycondo 10 Pp Mr Fredricksen House Kissimmee is located 2.7 km from the Dare 2 Escape|the Dare 2 Escape escape room and a 25-minute walk from Give Kids The World Village Resort. This apartment… More

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Retro 3 Bedroom Economy Family Home With Washer And Dryer In Unit

3194 Sandy Shore Lane, Kissimmee, United States View map

Located 2.8 km from Walk N Sticks Golf Club, Retro 3 Bedroom Economy Family Home With Washer And Dryer In Unit Kissimmee gives access to various tourist sites in the vicinity. More

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4813 Pliny Court

4813 Pliny Ct, Kissimmee, United States View map

4813 Pliny Court Villa Kissimmee is located a 10-minute drive from the working Kissimmee Air Museum and invites guests to enjoy a patio. More

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Breezy Day At Bahama Bay - Near Theme Parks

709 New Providence Promenade #709, Kissimmee, United States View map

Situated just 33 km from the bustling heart of Kissimmee, Breezy Day At Bahama Bay - Near Theme Parks offers an ideal escape for families and thrill-seekers alike. This enchanting villa is not only a… More

From US$ 117 Book Now

Sun & Fun Storey Lake

4776 Kings Castle Cir, Kissimmee, United States View map

Welcome to Sun & Fun Storey Lake Kissimmee, an enchanting retreat that merges comfort with adventure, ideal for families and leisure travelers looking to explore the wonders of Orlando. Nestled just… More

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Charming 4 Bdr Villa Near Disney

1160 Arisha Drive, Kissimmee, United States View map

Situated approximately a 10-minute ride from the Museum of Military History, Charming 4 Bdr Villa Near Disney Kissimmee entices guests with a Jacuzzi, ensuring a more relaxing stay. More

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5 Bedroom 5 Bathroom Storey Lake 4760Kc

4760 Kings Castle Circle, Kissimmee Fl, 34746, Kissimmee, United States View map

**Welcome to the Luxurious Haven of Storey Lake** Conveniently located 30 km from Orlando International Airport, accessibility ensures that your exciting adventures in the world-renowned attractions… More

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8918 Sydney Avenue

8918 Sydney Avenue, Kissimmee, United States View map

Set in a serene location, 8918 Sydney Avenue Villa offers a perfect blend of luxury and comfort, making it an ideal retreat for families and groups visiting Kissimmee. Just an hour's drive from the… More

From US$ 302 Book Now

The Happy Place! - Upgraded Fun Windsor Home

2010 Majorca Drive, Kissimmee, United States View map

**Welcome to The Happy Place! - Upgraded Fun Windsor Home**, an enchanting retreat located just 32 kilometers from the vibrant heart of Kissimmee. This delightful property effortlessly combines… More

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Adventure'S At Villa Del Sol

2206 Antigua Pl, Kissimmee, United States View map

**Welcome to Adventure's at Villa Del Sol**, a stunning retreat located just 6 km from the vibrant heart of Kissimmee. This idyllic property offers a perfect blend of comfort and excitement, making… More

From US$ 66 Book Now

412 Oc - 5Br Home Bliss: Private Pool - Sleeps 12

412 Ocean Course Av, Kissimmee, United States View map

Welcome to the exquisite 412 Oc - 5Br Home Bliss: Private Pool - Sleeps 12, an idyllic retreat nestled just 36 kilometers from the vibrant heart of Kissimmee. This charming sanctuary offers a perfect… More

From US$ 204 Book Now

7 Bedroom Large Pool Game Room @ Storey Lake Sl2861

2861 Bookmark Dr, Kissimmee, Fl 34746, Usa, Kissimmee, United States View map

**Welcome to 7 Bedroom Large Pool Game Room @ Storey Lake SL2861, an exceptional retreat nestled in the heart of Kissimmee, just 11 km from the charming attractions of the city. This exquisite haven… More

From US$ 390 Book Now

4184Pd Weekly Stay 5Br Free Water Park

4184 Paragraph Drive, Kissimmee, United States View map

**Escape to Luxury at 4184Pd Weekly Stay 5Br Free Water Park** Strategically located to provide easy access to local attractions, 4184Pd Weekly Stay 5Br Free Water Park also enables you to explore… More

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Magical Getaway - Super Cute 3Br Apartment

Splash Shot Place 1055, Kissimmee, United States View map

**Welcome to Magical Getaway - Super Cute 3Br Apartment**, an enchanting retreat nestled in the heart of Kissimmee, just 29 km from the vibrant attractions of Old Town and Disney Springs(TM). This… More

From US$ 134 Book Now

Windsor Palm Resort Pool 3 Miles To Disney

2300 Wyndham Palms Way, Kissimmee, United States View map

Located within 6 km of the 220-acre multi-purpose ESPN Wide World of Sports Complex, the 3-bedroom T2367 Windsor Palm Resort Pool 3 Miles To Disney Kissimmee villa features an indoor swimming pool, a… More

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Fascinating Private Pool And Game-Room, Near Disney!!

4931 Dunmore Lane, Kissimmee, United States View map

Situated 3.1 km from the Museum of Military History, Fascinating Private Pool And Game-Room, Near Disney!! Kissimmee villa entices guests to explore various tourist attractions in the area. More

From US$ 285 Book Now

Upscale Condo With Pool Table Near Disney With Resort & Waterpark Access - B23-207

7770 Sandy Ridge Drive, Kissimmee, United States View map

The family-friendly 3-bedroom Upscale Condo With Pool Table Near Disney With Resort & Waterpark Access - B23-207 Kissimmee is around 25 minutes' walk from the Indian Ridge. Guests can relax with a… More

From US$ 542 Book Now

Sky Blue Cottage Near Disney With Margaritaville Resort & Island H2O Access - 8012Ff

8012 Flip Flop Way, Orlando, United States View map

Nestled 2.7 km from the Dinosaur attraction, the family Sky Blue Cottage Near Disney With Margaritaville Resort & Island H2O Access - 8012Ff Kissimmee entices guests to explore various tourist… More

From US$ 359 Book Now

Bella Notte At Caribe Cove

9055 Treasure Trove, Kissimmee, United States View map

Nestled just an hour's drive from Kissimmee, Bella Notte at Caribe Cove invites travelers to an enchanting retreat that offers luxurious comfort and a family-friendly atmosphere. More

From US$ 168 Book Now

3157 Yl - Encantada Serenity Retreat Elegant Villa Close To Disney

3157 Yellow Lantana Ln, Kissimmee, United States View map

Welcome to the serene embrace of 3157 Yl - Encantada Serenity Retreat, an elegant villa nestled just 32 kilometers from the enchanting attractions of Kissimmee and Disney. This stunning retreat melds… More

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Comfortable Condo Near Disney With Resort & Waterpark Access - B7 - 128

7740 Sandy Ridge Drive B7 #128, Kissimmee, United States View map

The family-friendly Reunion Water Park Condo by Spectrum Resort Orlando Kissimmee is 7 minutes' walk from the Reunion Resort Water Park and welcomes guests with a hot tub. This apartment features Wi… More

From US$ 474 Book Now

Luxury Villa Close To City Yet Very Serene/Private

2926 Elbert Way, Kissimmee, United States View map

Situated in the heart of Kissimmee, the Luxury Villa Close To City Yet Very Serene offers an exceptional blend of tranquility and accessibility for discerning travelers. Just 14 kilometers from the… More

From US$ 238 Book Now

Orlando Area Vacation Rental With Private Pool

2907 Banana Palm Drive, Kissimmee, United States View map

The Orlando Area Vacation Rental With Private Pool is a perfect retreat just 34 km from the vibrant heart of Kissimmee. This charming rental combines the comforts of home with delightful amenities… More

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Welcoming 4 Bedroom Sleeps 10 Guests Wl2901

2901 Edenshire Wy, Unit 105 - Bldg 14 - Kissimmee, Fl 34746, Usa, Kissimmee, United States View map

**Welcome to Welcoming 4 Bedroom Sleeps 10 Guests Wl2901** Boasting exceptional accessibility, this haven is only a short drive from Orlando International Airport, making your journey to the heart of… More

From US$ 137 Book Now

Spacious Kissimmee Family Home With Game Room And Pool

8515 La Isla Dr, Kissimmee, United States View map

Situated just a short distance from the vibrant attractions of Orlando, the **Spacious Kissimmee Family Home With Game Room And Pool** stands as the perfect retreat for families seeking both comfort… More

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