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Featured Vacation Homes in Winter Park

Marriott's Sabal Palms

Marriott's Sabal Palms

4 out of 5
8805 World Center Dr Orlando FL
Free Cancellation
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Book a stay at this business-friendly vacation home in Orlando. Enjoy free WiFi, a fitness center, and parking (surcharge). Popular attractions Disney Springs™ ...
Vista Cay Resort by Casiola Vacation Homes

Vista Cay Resort by Casiola Vacation Homes

3.5 out of 5
4874 Cayview Ave Orlando FL
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Book a stay at this family-friendly vacation home in Orlando. Enjoy free WiFi, free parking, and 3 outdoor pools. Popular attractions Orlando International Premium ...
Westgate Blue Tree

Westgate Blue Tree

3.5 out of 5
12007 Cypress Run Dr Orlando FL
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Book a stay at this business-friendly vacation home in Orlando. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions Disney Springs™ and Epcot® ...
Marriott's Imperial Palm Villas

Marriott's Imperial Palm Villas

4 out of 5
8404 Vacation Way Orlando FL
Free Cancellation
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Book a stay at this golf vacation home in Orlando. Enjoy free WiFi, a fitness center, and parking (surcharge). Popular attractions Disney Springs™ and Old Town ...
Stunning 4Bd W/ Pool @ Storey Lake 5019

Stunning 4Bd W/ Pool @ Storey Lake 5019

2 out of 5
5019 Windermere Avenue Kissimmee FL
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Stay at this vacation home in Kissimmee. Popular attractions Old Town and Disney Springs™ are located nearby.
Lucaya Vacation Homes

Lucaya Vacation Homes

3.5 out of 5
3040 Polynesian Isle Blvd Kissimmee FL
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Stay at this vacation home in Kissimmee. Enjoy free WiFi, free parking, and a fitness center. Popular attractions Old Town and Disney Springs™ are located ...
Stunning Game Room & Pool Jacuzzi Storey Lake 2799

Stunning Game Room & Pool Jacuzzi Storey Lake 2799

2 out of 5
2799 Bookmark Drive Kissimmee FL
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Stay at this vacation home in Kissimmee. Popular attractions Old Town and Disney Springs™ are located nearby.
Luxurious 2 Bd Close to Disney @ Storey Lake 204 3131

Luxurious 2 Bd Close to Disney @ Storey Lake 204 3131

5 out of 5
3131 Paradox Circle Kissimmee FL
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Book a stay at this luxury vacation home in Kissimmee. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions Old Town and Disney Springs™ are ...
Gorgeous 4 Bedroom w/ Pool Close to Disney 4836

Gorgeous 4 Bedroom w/ Pool Close to Disney 4836

5 out of 5
4836 Dedication Street Kissimmee FL
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Book a stay at this luxury vacation home in Kissimmee. Enjoy free WiFi, free parking, and private pools. Popular attractions Old Town and Disney Springs™ are ...
Gorgeous 4Bd with Pool @ Storey Lake Resort 4475

Gorgeous 4Bd with Pool @ Storey Lake Resort 4475

5 out of 5
4475 Scene Ln Kissimmee FL
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Book a stay at this luxury vacation home in Kissimmee. Enjoy free parking, private pools, and free water park access. Popular attractions Old Town and Disney ...
Gorgeous 4 Bd w/ Pool at Storey Lake Resort 4277

Gorgeous 4 Bd w/ Pool at Storey Lake Resort 4277

4.5 out of 5
4277 Quote St Kissimmee FL
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Book a stay at this luxury vacation home in Kissimmee. Enjoy free parking, free water park access, and a lazy river. Popular attractions Old Town and Disney ...
Family Friendly 4 Bedroom close to Disney in Compass Bay Resort 5108

Family Friendly 4 Bedroom close to Disney in Compass Bay Resort 5108

3.5 out of 5
5108 Killarney Dr, kissimmee, FL Kissimmee FL
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Book a stay at this family-friendly vacation home in Kissimmee. Enjoy free WiFi, free parking, and private pools. Popular attractions Old Town and Disney Springs™ ...
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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Universal's Cabana Bay Beach Resort

Universal's Cabana Bay Beach Resort

3.5 out of 5
6550 Adventure Way Orlando FL
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Rosen Inn at Pointe Orlando

Rosen Inn at Pointe Orlando

3 out of 5
9000 International Drive Orlando FL
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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