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Holiday Homes and Apartments Winter Park, FL and nearby

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All 2,524 Rentals in the Winter Park Area
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The following rentals are within 10 kilometres of Winter Park, Florida.

From
$157
Per Night
1 / 20
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5 Bedrooms, 4 Bathrooms, Sleeps 12
Booking
Satellite TV, Safe, Housekeeping Optional & more
Details Reviews (10) Make Enquiry
From
$523
Per Night
1 / 17
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4 Bedrooms, 4 Bathrooms, Sleeps 16
Bookings
Private Outdoor Pool (Heated), Garden, Water Views & more
Details Reviews (3) Make Enquiry
From
$314
Per Night
1 / 20
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2 Bedrooms, 2 Bathrooms, Sleeps 8
Bookings
Shared Outdoor Pool (Heated), Air Conditioning & more
Details Reviews (2) Make Enquiry
Also consider
Orlando area pool hame in Maitland
2 Bedrooms, sleeps 4
$151 - $174 / night
Gorgeous 2-Bed Guest House
1 Bedroom, sleeps 4
$103 - $121 / night
Orlando Vacation Condo-fully furnished kitchen
2 Bedrooms, sleeps 6
$250 / night
Vista Cay 3 bed/ 2 bath, next to pool, redecorated
3 Bedrooms, sleeps 8
$174 - $227 / night
From
$349
Per Night
1 / 27
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8 Bedrooms, 5 Bathrooms, Sleeps 20
Booking
Private Outdoor Pool (Heated), Internet Access & more
Details Reviews (1) Make Enquiry
From
$145
Per Night
1 / 9
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1 Bedroom, 1 Bathroom, Sleeps 4
Shared Outdoor Pool (Heated), Balcony, Dryer & more
Details Reviews (1) Make Enquiry
From
$146
Per Night
1 / 24
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3 Bedrooms, 2 Bathrooms, Sleeps 10
Bookings
Shared Indoor Pool, Satellite TV & more
Details Reviews (1) Make Enquiry
From
$186
Per Night
1 / 28
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7 Bedrooms, 5 Bathrooms, Sleeps 16
Bookings
Private Outdoor Pool (Unheated), Dryer, Balcony & more
Details Reviews (2) Make Enquiry
From
$134
Per Night
1 / 10
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3 Bedrooms, 4 Bathrooms, Sleeps 6
Bookings
Pool, Washer, Dryer & more
Details Reviews (1) Make Enquiry
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From
$383
Per Night
1 / 33
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5 Bedrooms, 4 Bathrooms, Sleeps 12
Bookings
Private Outdoor Pool (Heated), Satellite TV & more
Details Reviews (2) Make Enquiry
From
$137
Per Night
1 / 24
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4 Bedrooms, 2 Bathrooms, Sleeps 8
Bookings
Private Outdoor Pool (Heated), Wi-Fi, Balcony & more
Details Reviews (2) Make Enquiry
From
$253
Per Night
1 / 15
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3 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
Internet Access, Garden, Dryer & more
Details Reviews (3) Make Enquiry
From
$63
Per Night
1 / 11
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1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
Shared Indoor Pool, Satellite TV, Dishwasher & more
Details Reviews (2) Make Enquiry
From
$185
Per Night
1 / 64
3 Bedrooms, 2 Bathrooms, Sleeps 8
Details Reviews (44) Make Enquiry
From
$139
Per Night
1 / 23
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5 Bedrooms, 3 Bathrooms, Sleeps 12
Bookings
Private Outdoor Pool (Unheated), Garden, Dryer & more
Details Reviews (2) Make Enquiry
From
$188
Per Night
1 / 55
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4 Bedrooms, 4 Bathrooms, Sleeps 8
Private Outdoor Pool (Heated), Dishwasher, Safe & more
Details Reviews (23) Make Enquiry
From
$581
Per Night
1 / 17
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4 Bedrooms, 4 Bathrooms, Sleeps 12
Dryer, Water Views, Washer & more
Details Reviews (1) Make Enquiry
From
$105
Per Night
1 / 18
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2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
Shared Outdoor Pool (Heated), Balcony & more
Details Reviews (1) Make Enquiry
From
$459
Per Night
1 / 58
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5 Bedrooms, 4 Bathrooms, Sleeps 12
Bookings
Private Outdoor Pool (Heated), Hot Tub, Dryer & more
Details Reviews (53) Make Enquiry
From
$127
Per Night
1 / 24
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2 Bedrooms, 2 Bathrooms, Sleeps 8
Bookings
Shared Outdoor Pool (Heated), Air Conditioning & more
Details Reviews (3) Make Enquiry
From
$173
Per Night
1 / 45
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3 Bedrooms, 4 Bathrooms, Sleeps 8
Bookings
Shared Outdoor Pool (Heated), Dryer, Internet Access & more
Details Reviews (1) Make Enquiry
From
$129
Per Night
1 / 18
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4 Bedrooms, 2 Bathrooms, Sleeps 8
Bookings
Private Outdoor Pool (Heated), Internet Access & more
Details Reviews (3) Make Enquiry
From
$349
Per Night
1 / 57
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4 Bedrooms, 5 Bathrooms, Sleeps 8
Bookings
Private Outdoor Pool (Heated), Dryer, Water Views & more
Details Reviews (14) Make Enquiry
From
$956
Per Week
1 / 20
4 Bedrooms, 3 Bathrooms, Sleeps 8
Booking
Private Outdoor Pool (Heated), Air Conditioning & more
Details Reviews (2) Make Enquiry
From
$1,394
Per Week
1 / 36
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6 Bedrooms, 6 Bathrooms, Sleeps 14
Bookings
Private Outdoor Pool (Heated), Washer, Satellite TV & more
Details Reviews (7) Make Enquiry
From
$168
Per Night
1 / 37
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3 Bedrooms, 4 Bathrooms, Sleeps 10
Bookings
Shared Outdoor Pool (Heated), Satellite TV, Washer & more
Details Reviews (2) Make Enquiry
From
$91
Per Night
1 / 14
3 Bedrooms, 2 Bathrooms, Sleeps 8
Details Reviews (3) Make Enquiry
From
$173
Per Night
1 / 24
Payment Protection
3 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
Hot Tub
Details Reviews (1) Make Enquiry
From
$173
Per Night
1 / 14
3 Bedrooms, 2 Bathrooms, Sleeps 8
Shared Outdoor Pool (Heated), Washer, Dryer & more
Details Reviews (5) Make Enquiry
From
$163
Per Night
1 / 20
3 Bedrooms, 2 Bathrooms, Sleeps 8
Shared Outdoor Pool (Heated), Wi-Fi, Pool Table & more
Details Reviews (11) Make Enquiry
From
$163
Per Night
1 / 52
4 Bedrooms, 2 Bathrooms, Sleeps 8
Shared Outdoor Pool (Heated), Balcony, Hot Tub & more
Details Reviews (34) Make Enquiry
From
$151
Per Night
1 / 26
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3 Bedrooms, 2 Bathrooms, Sleeps 8
Details Reviews (3) Make Enquiry
From
$122
Per Night
1 / 13
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4 Bedrooms, 3 Bathrooms, Sleeps 10
Dryer, Washer, Dishwasher & more
Details Reviews (4) Make Enquiry
From
$93
Per Night
1 / 29
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1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
Dryer, Satellite TV, Internet Access & more
Details Reviews (5) Make Enquiry
From
$81
Per Night
1 / 21
Payment Protection
1 Bedroom, 2 Bathrooms, Sleeps 6
Bookings
Shared Outdoor Pool (Heated), Washer, Dishwasher & more
Details Reviews (2) Make Enquiry
From
$208
Per Night
1 / 45
Payment Protection
6 Bedrooms, 6 Bathrooms, Sleeps 15
Bookings
Private Outdoor Pool (Heated), Internet Access & more
Details Reviews (1) Make Enquiry
From
$139
Per Night
1 / 25
2 Bedrooms, 2 Bathrooms, Sleeps 6
Shared Outdoor Pool (Heated), Dryer, Dishwasher & more
Details Reviews (1) Make Enquiry
From
$208
Per Night
1 / 27
Payment Protection
3 Bedrooms, 2 Bathrooms, Sleeps 8
Booking
Shared Outdoor Pool (Heated), Internet Access & more
Details Reviews (1) Make Enquiry
From
$196
Per Night
1 / 39
Payment Protection
3 Bedrooms, 2 Bathrooms, Sleeps 8
Bookings
Pool, Dishwasher, Housekeeping Optional & more
Details Reviews (2) Make Enquiry
From
$138
Per Night
1 / 24
Payment Protection
4 Bedrooms, 3 Bathrooms, Sleeps 8
Bookings
Private Outdoor Pool (Heated), Washer, Garden & more
Details Reviews (4) Make Enquiry
From
$157
Per Night
1 / 32
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2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
Shared Outdoor Pool (Heated), Balcony, Washer & more
Details Reviews (2) Make Enquiry
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Book Online(897)
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Suitability

  • Wheelchair access (202)
  • Elder access (412)
  • Suitable for children (517)
  • Pet friendly (109)
  • Smoking allowed (9)

Amenities

  • Internet (1,602)
  • Air Conditioning (1,342)
  • All pools (798)
  • Public pool (625)
  • Washer/Dryer (587)
  • View all amenities
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