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Houses Winter Park

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943 houses

Winter Park-College Park-Orlando-1

Winter Park house

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 3 hours 8 minutes

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Price per night from

$92

2br - 1000ft2 - Winter Park House

Winter Park house

2 bedrooms / 2 bathrooms / sleeps 5

Responds fast! avg. 43 minutes

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Price per night from

$115

Winter Park-College Park-Orlando -2

Winter Park house

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 3 hours 8 minutes

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Price per night from

$92

Championsgate 58 - villa with pool, game room and theater room near Disney

Winter Park house

8 bedrooms / 5 bathrooms / sleeps 20

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Price per night from

$267

Winter Park, Florida Luxury Vacation Rental

Winter Park house

3 bedrooms / 2 bathrooms / sleeps 8

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Price per night from

$219

Great rentals within 20 miles that match your search

Marriott Cypress Harbor 2 bedroom sleeps 6

Orlando house

2 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$373

BEAUTIFUL 2BR/2BA CONDO AT VISTA CAY RESORT

Orlando house

2 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$170

A week of dream in a resort

Orlando house

1 bedroom / 1 bathroom / sleeps 4

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Price per night from

$228

Golf Resort and Magic of world Disney

Orlando house

2 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$130

Oviedo Charmer

Goldenrod house

3 bedrooms / 2 bathrooms / sleeps 11

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Price per night from

$184

2br - 2200ft2 - Beautiful one story 2 bed/3bath

Orlando house

2 bedrooms / 3 bathrooms / sleeps 4

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Price per night from

$412

Marriott's Cypress Harbor Resort

Orlando house

2 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$394

3 bed/2 both Lake Front home

Lake Mary house

3 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$132

Orlando Timeshare For Rent

Orlando house

1 bedroom / 1 bathroom / sleeps 4

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Price per night from

$170

Heathrow Rentals LLC. Fully Renovated House Orlando, Lake Mary/Sanford ,Florida

Lake Mary house

3 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$197

UCF - European Art Gallery

Alafaya house

2 bedrooms / 1 bathroom / sleeps 4

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Price per night from

$164

Perfect home for a family getaway!!

Winter Springs house

3 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$130

House Paradise Room 1

Orlando house

1 bedroom / 1 bathroom / sleeps 2

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Price per night from

$99

NEW 4 bedroom 2 bathroom pool home next to DISNEY

Kissimmee house

4 bedrooms / 2 bathrooms / sleeps 10

“2 nights” The house was very clean , decor was awesome . Beds were also very comfortable. Would definitely go there again.

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$183

NEW 5 BR/Ensuite home w/ private pool in Luxury Resort w/ Lazy River from $213nt

Kissimmee house

5 bedrooms / 5 bathrooms / sleeps 10

Responds fast! avg. 1 hour 34 minutes

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Price per night from

$267

Orlando Group Cottage Sleep 14 Guests

Maitland house

5 bedrooms / 2 bathrooms / sleeps 14

Responds fast! avg. 1 hour 53 minutes

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Price per night from

$237

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Price per night from

$132

Cozy Home with Pool

Orlando house

3 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$159

Cinderella's other Castle

Windermere house

3 bedrooms / 3 bathrooms / sleeps 6

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Price per night from

$460

Spacious Pool Home Away From Home

Orlando house

4 bedrooms / 2 bathrooms / sleeps 12

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Price per night from

$230

Beautiful 8BR 5bath Champions Gate home with Private Pool and Spa

Orlando house

8 bedrooms / 5 bathrooms / sleeps 16

Responds fast! avg. 1 hour 34 minutes

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Price per night from

$346

Beautiful 6 bedroom 5 bath Paradise Palms home with South Facing Pool

Orlando house

6 bedrooms / 5 bathrooms / sleeps 12

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Price per night from

$285

Lovely 4 bedroom 3 bath Highlands Reserve home from $178nt

Orlando house

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 2 hours 12 minutes

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Price per night from

$201

Exquisite 8 bedroom 5 bath Champions Gate Resort home from $263nt

Orlando house

8 bedrooms / 5 bathrooms / sleeps 16

Responds fast! avg. 2 hours 0 minutes

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Price per night from

$323

SPECIAL OFFER! - Amazing Town Home in Orlando - Close to Disney and Outlets!

Kissimmee house

4 bedrooms / 4 bathrooms / sleeps 8

Responds fast! avg. 50 minutes

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Price per night from

$156

New House 5 Bedroom suites/5 Bath-POOL and Lake View

Kissimmee house

5 bedrooms / 5 bathrooms / sleeps 10

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Price per night from

$263

Beautiful 4 bedroom home accommodates 10 guests

Kissimmee house

4 bedrooms / 3 bathrooms / sleeps 10

Responds fast! avg. 2 hours 15 minutes

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Price per night from

$193

Clean Luxury! Brand New Home!

Kissimmee house

5 bedrooms / 5 bathrooms / sleeps 10

Responds fast! avg. 2 hours 15 minutes

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Price per night from

$453

Brand New 15 Bed Home With Themed Room!

Kissimmee house

15 bedrooms / 15 bathrooms / sleeps 30

Responds fast! avg. 2 hours 15 minutes

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Price per night from

$991

6 bedroom luxury home Veranda Palms

Kissimmee house

6 bedrooms / 4 bathrooms / sleeps 12

Responds fast! avg. 2 hours 15 minutes

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Price per night from

$329

Very Private Surroundings Pool, Game Room & More!

Kissimmee house

7 bedrooms / 6 bathrooms / sleeps 18

Responds fast! avg. 2 hours 15 minutes

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Price per night from

$449

Green Scenic Relaxing Views From Your Private Pool

Kissimmee house

6 bedrooms / 4 bathrooms / sleeps 14

Responds fast! avg. 2 hours 15 minutes

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Price per night from

$329

Beautiful 4 bedroom home 10 minutes from Disney

Kissimmee house

4 bedrooms / 3 bathrooms / sleeps 10

Responds fast! avg. 2 hours 15 minutes

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Price per night from

$216

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houses in Winter Park

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