All Vacation Properties
Vacation Homes Near Disney World
MyOrlandoStay rents 21 pet-friendly vacation homes in Kissimmee, Florida: 19 three-bedroom and 2 four-bedroom homes in the Crestwynd Bay and Emerald Island communities, 1–5 miles from Walt Disney World. Every home sleeps up to 8 guests, includes a fully equipped kitchen, free Wi-Fi, parking and access to a year-round heated pool — and every home can be booked directly with the owner online.
All homes at a glance
| Unit | Community | Bedrooms | Bathrooms | Sleeps | Pets | Book |
|---|---|---|---|---|---|---|
| Unit 2 | Crestwynd | 3 | 3 | 8 | Yes | Book now |
| Unit 4 | Crestwynd | 3 | 3 | 8 | Yes | Book now |
| Unit 5 | Crestwynd | 3 | 2.5 | 8 | Yes | Book now |
| Unit 6 | Crestwynd | 3 | 3 | 8 | Yes | Book now |
| Unit 7 | Crestwynd | 3 | 2.5 | 8 | Yes | Book now |
| Unit 8 | Crestwynd | 3 | 3 | 7 | Yes | Book now |
| Unit 9 | Crestwynd | 3 | 3 | 8 | Yes | Book now |
| Unit 10 | Crestwynd | 3 | 3 | 8 | Yes | Book now |
| Unit 14 | Crestwynd | 3 | 3 | 8 | Yes | Book now |
| Unit 15 | Emerald Island | 3 | 2.5 | 8 | Yes | Book now |
| Unit 16 | Emerald Island | 3 | 2.5 | 8 | Yes | Book now |
| Unit 18 | Emerald Island | 3 | 2.5 | 8 | Yes | Book now |
| Unit 19 | Emerald Island | 3 | 2.5 | 8 | Yes | Book now |
| Unit 20 | Crestwynd | 3 | 2.5 | 8 | Yes | Book now |
| Unit 21 | Crestwynd | 3 | 3 | 8 | Yes | Book now |
| Unit 22 | Emerald Island | 3 | 2.5 | 8 | Yes | Book now |
| Unit 24 | Crestwynd | 3 | 2.5 | 8 | Yes | Book now |
| Unit 25 | Emerald Island | 3 | 2.5 | 8 | Yes | Book now |
| Unit 26 | Emerald Island | 4 | 3.5 | 8 | Yes | Book now |
| Unit 27 | Emerald Island | 4 | 3.5 | 8 | Yes | Book now |
| Unit 29 | Emerald Island | 3 | 2.5 | 8 | Yes | Book now |
Crestwynd Community
Located in Celebration, Orlando FL — just steps from Walmart and minutes from Disney's main gate.
Celebration, Orlando FL
Premier 3-bedroom townhome in Crestwynd with fully equipped kitchen, private patio, and heated pool access.
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Celebration, Orlando FL
Charming 3-bedroom townhome in Crestwynd with spacious living area and easy access to Orlando theme parks.
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Celebration, Orlando FL
Comfortable 3-bedroom vacation home in Crestwynd near Walt Disney World and Universal Studios.
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Celebration, Orlando FL
Lovely 3-bedroom townhome in Crestwynd gated community with all the comforts of home.
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Celebration, Orlando FL
Welcoming 3-bedroom home in Crestwynd, just minutes from Disney. Community heated pool and free parking.
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Celebration, Orlando FL
Spacious 3-bedroom home in Crestwynd, beautifully furnished for family vacations near Disney World.
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Celebration, Orlando FL
Modern 3-bedroom home in Crestwynd with heated pool and pet-friendly policy, close to Disney World.
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Celebration, Orlando FL
Cozy 3-bedroom vacation home in Crestwynd, beautifully furnished just minutes from Walt Disney World.
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Celebration, Orlando FL
Elegant 3-bedroom vacation home in Crestwynd with community pool, just steps from Walmart and minutes from Disney.
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Celebration, Orlando FL
Modern 3-bedroom townhome in Crestwynd, beautifully furnished for a perfect Orlando vacation.
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Celebration, Orlando FL
Bright 3-bedroom home in Crestwynd with spacious layout, fully equipped kitchen, and heated pool access.
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Celebration, Orlando FL
Spacious 3-bedroom vacation home in Crestwynd, thoughtfully furnished for a memorable Orlando family vacation.
View Details →Emerald Island Resort
Gated resort community in Kissimmee, FL with resort amenities and easy access to all Orlando theme parks.
Kissimmee, Orlando FL
Beautiful 3-bedroom home in Emerald Island Resort with heated pool, tennis courts, and easy access to theme parks.
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Kissimmee, Orlando FL
Stunning 3-bedroom home in Emerald Island Resort with resort-style pool access near Disney World.
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Kissimmee, Orlando FL
Elegant 3-bedroom home in Emerald Island Resort with heated pool and prime location near Orlando attractions.
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Kissimmee, Orlando FL
Charming 3-bedroom vacation home in Emerald Island, ideal for families with children and pets near Disney World.
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Kissimmee, Orlando FL
Gorgeous 3-bedroom home in scenic Emerald Island Resort with lush surroundings and easy access to Disney World.
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Kissimmee, Orlando FL
Lovely 3-bedroom home in Emerald Island Resort, perfect for families near Disney World.
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Kissimmee, Orlando FL
Spacious 4-bedroom home in Emerald Island Resort, perfect for larger families near all major Orlando theme parks.
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Kissimmee, Orlando FL
Premium 4-bedroom home in Emerald Island, ideal for large families with generous living spaces and community pool access.
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Kissimmee, Orlando FL
Newly listed 3-bedroom home in Emerald Island, fully furnished for a wonderful Orlando vacation near Disney World.
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Check real-time availability and reserve your preferred home today.
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