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2026-04-23
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Kissimmee holiday rentals

Cozy Disney Retreat With Private Pool & Water Park

820 Pebble Beach Dr, Kissimmee, United States View map

The 3-bedroom Cozy Disney Retreat With Private Pool & Water Park Kissimmee villa offers proximity to nearby tourist spots, such as Highlands Reserve Boulevard, situated about a 10-minute drive away. More

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Disney Getaway Private Pool Themed Bedrooms. Book Now Dw47

2470 Santorini Dr, Kissimmee, United States View map

Disney Getaway Private Pool Themed Bedrooms. Book Now Dw47 Kissimmee villa is located within 7 km of the Avatar Flight of Passage and provides cycling for active guests. Offering an indoor pool, this… More

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Top Villas - Bella Vida Resort 203

1000 Las Fuentes Drive, Kissimmee, United States View map

**Discover Bella Vida: An Oasis in Kissimmee** Strategically located, Top Villas - Bella Vida Resort 203 places you near the best of Kissimmee's attractions, including thrilling theme parks and… More

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4 Bedroom 3 Bathroom Villas At Sevendwarfs 28-107

4550 Jona Free Lane 28-107, Kissimmee Fl, 34746, Kissimmee, United States View map

Welcome to the elegant allure of the 4 Bedroom 3 Bathroom Villas At Sevendwarfs 28-107, a stunning retreat perfectly situated just 10 km from the vibrant heart of Kissimmee. This inviting haven… More

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Morocco House #230864 Home

2112 Morocco Way, Kissimmee, United States View map

**Welcome to Morocco House #230864 Home** - your ultimate retreat in the heart of Kissimmee, just a stone's throw from world-renowned attractions. Conveniently located 32 km from Orlando, this… More

From US$ 324 Book Now

Amazing Themed 07 Bedrooms At Solara Resort

1800 Sawyer Palm Place, Kissimmee, United States View map

Situated in the West Kissimmee district, 2.9 km from Tuscan Hills Boulevard, Amazing Themed 07 Bedrooms At Solara Resort Kissimmee villa comes with a private pool for guests to unwind. More

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Luxury 12 Bedrooms Pool House 10 Min To Disney4630

4630 Seven Dwarfs Lane, Kissimmee, United States View map

**Luxury 12 Bedrooms Pool House - 10 Min to Disney** offers an exquisite retreat just a stone's throw from the enchanting world of Disney. Nestled in Kissimmee, this magnificent abode reflects… More

From US$ 802 Book Now

Amazing Resort 2 Bed Condo Close To Disney

8100 Princess Palm Lane, Apt#302, Kissimmee, United States View map

**Amazing Resort 2 Bed Condo Close To Disney is** where comfort meets convenience in vibrant Kissimmee. Nestled just 30 km from the heart of Disney, this remarkable retreat is designed for both… More

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Family Villa With Private Pool Game Room & Themed Rooms

Lido Key Drive 2754, Kissimmee, United States View map

Set just outside Kissimmee, the Family Villa offers an exquisite retreat for families seeking an unforgettable vacation experience. With its close proximity to Orlando International Airport, a mere… More

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Casa 4 Quartos C/ Piscina Privativa - Disney

4802 Memories Lane, Kissimmee, United States View map

Nestled about a 25-minute walk from the Falcon's Fire Golf Course, Casa 4 Quartos C/ Piscina Privativa - Disney Kissimmee entices guests to explore various tourist destinations nearby. More

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Beautiful Home With Private Pool, Game Room And Basketball Court

2531 Calla Lily Cv, Kissimmee, United States View map

Staying at Beautiful Home With Private Pool, Game Room And Basketball Court Kissimmee, guests can easily reach the Providence Golf Club, located approximately a 10-minute drive away. More

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Family Dream Home In Windsor At Westside

8933 Rhodes Street, Kissimmee, United States View map

Family Dream Home In Windsor At Westside Kissimmee entices active guests with access to a fitness centre and is located about 25 minutes' walk from Highlands Reserve GC. Featuring a patio, the… More

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Spectacular, New Professional Decor, Near Dis, No Steps, Pool, Patio, Low Rates!

8720 Rockingham Terrace A, Kissimmee, United States View map

At the heart of Florida's vibrant Kissimmee area lies a remarkable retreat that balances luxury, comfort, and affordability. Just 35 kilometers from the enchanting attractions of Kissimmee, this… More

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2108 Rome

2108 Rome Drive, Kissimmee, United States View map

Discover the serene elegance of 2108 Rome Villa, nestled just 32 km from the vibrant heart of Kissimmee. This luxurious retreat marries modern comforts with classic styling, offering the perfect base… More

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Rc164P Fairway Fun Castle

1164 Castle Pines Court, Kissimmee, United States View map

Welcome to the Rc164P Fairway Fun Castle Villa, where luxury meets playful sophistication in the heart of Kissimmee. Situated just 25 km from the vibrant attractions of Kissimmee, this delightful… More

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6Br Family Escape W Pool Table Mins-Disney V#205

9022 Rhodes St, Kissimmee, United States View map

Located around 3 km from Highgate Park Boulevard, 6Br Family Escape W Pool Table Mins-Disney V#205 Kissimmee villa includes a spacious garden with a sun terrace for a more entertaining stay. Nestled… More

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9 Bedrooms 8 Bathrooms Veranda Palms 2596 Sd

2596 Shanti Drive, Kissimmee, United States View map

Offering a location approximately a 25-minute walk from the miniature Pirates Island Adventure Golf, 9 Bedrooms 8 Bathrooms Veranda Palms2596Sd Kissimmee villa gives access to various tourist spots… More

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Windsor Westside Vivid 5Br Haven, Pool, By Disney

9039 Rhodes St, Kissimmee, Fl 34747, Usa, Kissimmee, United States View map

Situated in the West Kissimmee district, 3 km from Highgate Park Boulevard, Windsor Westside Vivid 5Br Haven, Pool, By Disney Kissimmee villa comes with a private swimming pool for guests to unwind. More

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5 Bedrooms 4 Bathrooms Storey Lake 4820 Ds

4820 Dedication Street, Kissimmee, United States View map

**Discover Exceptional Comfort at 5 Bedrooms 4 Bathrooms Storey Lake 4820 Ds** With its prime location just minutes from world-famous attractions and easy access to major transport routes, 5 Bedrooms… More

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Disney Getaway Private Pool Themed Bedrooms. Book Now Dw42

2470 Santorini Dr, Kissimmee, United States View map

Disney Getaway Private Pool Themed Bedrooms. Book Now Dw42 Kissimmee villa is located within 25 minutes' walk of the Rum Run and provides cycling for active guests. More

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Disney Getaway Private Pool Themed Bedrooms. Book Now Dw31

2470 Santorini Dr, Kissimmee, United States View map

Located just 1.9 km from the Rum Run, Disney Getaway Private Pool Themed Bedrooms. Book Now Dw31 Kissimmee villa boasts an indoor pool with an indoor pool. Featuring beauty services and spa therapy… More

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8843 Gc Windsor At Westside Luxury 5 Bedroom Townhome

8843 Geneve Ct, Kissimmee, United States View map

**Discover Luxurious Comfort at 8843 Gc Windsor At Westside Luxury 5 Bedroom Townhome** Nestled in the heart of Kissimmee, the 8843 Gc Windsor At Westside Luxury 5 Bedroom Townhome offers an… More

From US$ 232 Book Now

Lively Home Near Disney With Private Pool, Game And Themed Rooms With Waterpark & Resort Access At Encore Resorts Reunion - 670La

670 Lasso Drive, Kissimmee, United States View map

**Discover Your Perfect Family Getaway at Encore Resort at Reunion** Encore Resort at Reunion goes beyond standard hospitality with additional services that enhance your stay. More

From US$ 199 Book Now

Luxury 7Br W Pool Lake View At Berkley

1063 Lake Berkley Dr, Kissimmee, United States View map

During the stay at Luxury 7Br W Pool Lake View At Berkley Kissimmee villa, guests can indulge in an indoor pool or visit Give Kids The World Village Resort, located 18 minutes' walk away. The holiday… More

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Villa Ariel- Storey Lake

4802 Memories Lane, Kissimmee, United States View map

**Welcome to Villa Ariel - Storey Lake, where luxury meets comfort in the heart of Kissimmee.** This elegant retreat is situated just 13 km from the vibrant attractions of Kissimmee, providing easy… More

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Pgd4169

4169 Paragraph Drive, Kissimmee, United States View map

**Welcome to Pgd4169 Villa, an exquisite retreat nestled in the heart of Kissimmee.** Just a short 20-minute drive from the vibrant attractions of Kissimmee, this villa offers an idyllic escape for… More

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Tvpm-5005Wasl

5005 Windermere Avenue, Kissimmee, United States View map

Situated 3.3 km from Fantasy Surf, Tvpm-5005Wasl Villa Kissimmee offers a swimming pool, a spa centre for guests to relax in. More

From US$ 336 Book Now

Ctd4751-401

4751 Clock Tower Drive, Kissimmee, United States View map

In the enchanting Kissimmee region, the Ctd4751-401 Villa combines luxury with the charm of a tropical oasis. Just a convenient 20-minute drive from the famed attractions of Kissimmee, this exquisite… More

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Paradise Haven

4988 Bond St W, Kissimmee, United States View map

Located 2.6 km from the Green Barn on the Lake, Paradise Haven Kissimmee villa boasts a private pool with a sauna. More

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Modern Resort Getaway 9 Mi To Disney Parks!

2614 Santosh Cove, Kissimmee, United States View map

Located approximately a 10-minute drive from Fantasy Surf, Modern Resort Getaway 9 Mi To Disney Parks! Kissimmee villa boasts a private swimming pool with a hot tub. Featuring a patio, the Kissimmee… More

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Windsor Palms Resort

8114 Princess Palm Lane, Kissimmee, United States View map

Situated in the West Kissimmee district, 4.6 km from Dinoland U.S.A., Windsor Palms Resort Kissimmee villa comes with a private pool for guests to unwind. More

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6 Bedrooms 5 Bathrooms Storey Lake 4234 Pd

4234 Paragraph Drive, Kissimmee, United States View map

**Welcome to Storey Lake 4234 Pd** Nestled in the heart of Kissimmee, the charming 6 Bedrooms, 5 Bathrooms Storey Lake 4234 Pd is a perfect retreat for families and groups seeking comfort and luxury. More

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3 Bedroom 2 Bathroom Villas At Seven Dwarfs 30-105

2603 Gala Road South 30-105, Kissimmee Fl, 34746, Kissimmee, United States View map

Nestled approximately 6 km from Kissimmee Sports Arena and Rodeo, 3 Bedroom 2 Bathroom Villas At Seven Dwarfs 30-105 Kissimmee entices guests to explore various tourist destinations nearby. More

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Luxury Awaits 6 Miles To Disney!

2105 Malta Terrace, Kissimmee, United States View map

Located 4.7 km from the Ship Wreck Island Water Park, the 5-bedroom Luxury Awaits 6 Miles To Disney! Kissimmee villa features a private pool with a patio. Featuring access to a patio, the property is… More

From US$ 272 Book Now

7Br Family Friendly Resort Pool Home Near Disney

1848 Gobi Dr, Kissimmee, Fl 34747, Usa, Kissimmee, United States View map

**Welcome to Your Family-Friendly Oasis Near Disney** The convenient location offers easy access to major highways and attractions. More

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Spacious 7Br Retreat W Pool & Jacuzzi V#202

8655 La Isla Dr, Kissimmee, United States View map

Situated in the West Kissimmee district of Kissimmee, 3.4 km from Bonanza Golf Gifts, Spacious 7Br Retreat W Pool & Jacuzzi V#202 Kissimmee villa comes with a private pool for guests to unwind. The… More

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Pompano Place Townhouse

125 Pompano Beach Dr Terra Verde Resort, Kissimmee, United States View map

Nestled in the vibrant heart of Kissimmee, the Pompano Place Townhouse offers an inviting retreat, just 10 km from the bustling attractions of the area. This charming townhome serves as an ideal base… More

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Gorgeous Home With Private Pool With Spa, Pool Table & Gas Grill

8893 Qin Loop, Kissimmee, United States View map

Gorgeous Home With Private Pool With Spa, Pool Table & Gas Grill Kissimmee is located approximately 10 minutes' drive from Mystic Dunes Golf Club, giving access to various tourist spots nearby. More

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Orlando Villa 6456: Family-Friendly Villa Near Disney

1840 Caribbean View Terrace, Kissimmee, United States View map

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Diamond - Alhambra At Poinciana Studio

500 Cypress Parkway, Kissimmee, United States View map

Situated just 21 kilometers from the vibrant attractions of Kissimmee, Diamond - Alhambra At Poinciana Studio offers an inviting retreat for travelers seeking both relaxation and adventure. This… More

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Family-Friendly Resort Getaway 5 Mi To Disney!

2344 Silver Palm Dr, Kissimmee, United States View map

Nestled in the Windsor Palms district of Kissimmee, Family-Friendly Resort Getaway 5 Mi To Disney! Kissimmee villa is 4.8 km from the zoological Disney's Animal Kingdom Theme Park and offers a hot… More

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8 Bedrooms6 Bathroomswindsor Westside 8909 Bc

8909 Bengal Court, Kissimmee, United States View map

Welcome to the enchanting 8 Bedrooms 6 Bathrooms Westside 8909 Bc, an exquisite retreat nestled just 33 kilometers from the heart of Kissimmee and approximately 50 kilometers from Orlando… More

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Eagle Cove

1148 Grand Traverse Pkwy, Kissimmee, United States View map

**Eagle Cove Villa Kissimmee blends luxury and comfort** in a serene setting just 25 kilometers from the vibrant heart of Kissimmee. Surrounded by stunning landscapes and close to local attractions… More

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Cozy 3Br Townhome Near Disney In Kissimmee

965 Park Terrace Circle, Kissimmee, United States View map

Cozy 3Br Townhome Near Disney In Kissimmee villa offers proximity to nearby tourist spots, such as Fantasy Surf, situated 4.1 km away. More

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Legends Palmer

7829 Palmilla Ct, Kissimmee, United States View map

Set just a scenic 50-minute drive from the vibrant heart of Kissimmee, the Legends Palmer is a serene retreat that offers guests a perfect blend of luxury and convenience. With its elegant… More

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Storey Lake Resort Vacation Home

Kissimmee, United States View map

Situated just 12 kilometers from the vibrant heart of Kissimmee, Storey Lake Resort Vacation Home offers a serene retreat that seamlessly blends comfort with modern amenities. This inviting… More

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Spacious Luxury Apartment Near Orlando Attractions

Cabot Cliffs Drive 8853, Kissimmee, United States View map

**Welcome to Comforting Thematic 3Br With Garage, where relaxation meets convenience.** Nestled in the scenic town of Kissimmee, this inviting retreat offers guests a serene escape just 50 minutes… More

From US$ 190 Book Now

Townhome 7 Mi To Disney Parks Resort Pool Access!

4717 Flagler Beach Way, Kissimmee, United States View map

**Escape to the Enchanting Townhomes Near Disney Parks** Situated just 40 km from Orlando International Airport, the Townhome boasts an ideal location allowing easy access to the best attractions of… More

From US$ 121 Book Now

7Bd Luxury Villa, Pool, Ping-Pong & Resort Access

8932 Prague Way, Kissimmee, United States View map

7Bd Luxury Villa, Pool, Ping-Pong & Resort Access Kissimmee is located 3.4 km from the Emerald Island Boulevard and provides ping pong for active guests. More

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Terra Verde Resort

109 Madeira Beach Blvd, Kissimmee, United States View map

**Welcome to Terra Verde Resort Kissimmee, where luxurious comfort meets vibrant Florida charm.** Nestled just 10 km from the heart of Kissimmee and a strategic 40 km from the bustling Orlando… More

From US$ 149 Book Now