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Vacation Rentals in Winter Springs, FL and nearby

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All 1,943 Rentals in the Winter Springs Area
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From
$1,000
Per Week
Winter Springs
4 Bedrooms, 3 Bathrooms, Sleeps 6
Booking
26 photos Details
Reviews (2) Make Inquiry
From
$174
Per Night
Winter Springs
2 Bedrooms, 1 Bathroom, Sleeps 5
20 photos Details
Reviews (4) Make Inquiry

The following rentals are within 15 miles of Winter Springs, Florida.

From
$90
Per Night
Orlando
2 Bedrooms, 2 Bathrooms, Sleeps 4
Bookings
10 photos Details
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Also consider
Book Now for September Specials
5 Bedrooms, sleeps 12
$350 - $446 / night
Pet friendly dog orlando vacation home hotel
4 Bedrooms, sleeps 8
$114 / night
Sleepy Hollow @ Vista del Lago
3 Bedrooms, sleeps 7
$207 / night
New 5BR Pool/Spa/Plasma/Games/Gated 10 min Disney
5 Bedrooms, sleeps 12
$150 - $170 / night
From
$129
Per Night
Orlando
2 Bedrooms, 2 Bathrooms, Sleeps 6
23 photos Details
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From
$100
Per Night
Orlando
2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
22 photos Details
Reviews (69) Make Inquiry
From
$139
Per Night
Orlando
3 Bedrooms, 2 Bathrooms, Sleeps 6
21 photos Details
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From
$139
Per Night
Orlando
3 Bedrooms, 2 Bathrooms, Sleeps 8
Bookings
24 photos Details
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From
$83
Per Night
Orlando
2 Bedrooms, 2 Bathrooms, Sleeps 4
11 photos Details
Reviews (15) Make Inquiry
Get the List
From
$149
Per Night
Orlando
3 Bedrooms, 2 Bathrooms, Sleeps 6
Booking
24 photos Details
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From
$335
Per Night
Orlando
5 Bedrooms, 5 Bathrooms, Sleeps 10
15 photos Details
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From
$421
Per Night
Orlando
7 Bedrooms, 5 Bathrooms, Sleeps 14
8 photos Details
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From
$269
Per Night
Orlando
7 Bedrooms, 5 Bathrooms, Sleeps 16
25 photos Details
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From
$139
Per Night
Orlando
3 Bedrooms, 2 Bathrooms, Sleeps 8
Booking
21 photos Details
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From
$309
Per Night
Orlando
4 Bedrooms, 3 Bathrooms, Sleeps 10
14 photos Details
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From
$151
Per Night
Orlando
4 Bedrooms, 3 Bathrooms, Sleeps 8
Bookings
15 photos Details
Reviews (1) Make Inquiry
From
$149
Per Night
Orlando
3 Bedrooms, 2 Bathrooms, Sleeps 8
Bookings
22 photos Details
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From
$230
Per Night
Orlando
2 Bedrooms, 2 Bathrooms, Sleeps 8
8 photos Details
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From
$159
Per Night
Orlando
3 Bedrooms, 4 Bathrooms, Sleeps 8
Bookings
21 photos Details
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From
$125
Per Night
Orlando
3 Bedrooms, 4 Bathrooms, Sleeps 10
11 photos Details
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From
$150
Per Night
Orlando
3 Bedrooms, 2 Bathrooms, Sleeps 8
Booking
17 photos Details
Reviews (1) Make Inquiry
From
$149
Per Night
Orlando
3 Bedrooms, 2 Bathrooms, Sleeps 6
Booking
22 photos Details
Make Inquiry
From
$149
Per Night
Orlando
4 Bedrooms, 3 Bathrooms, Sleeps 10
Bookings
19 photos Details
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From
$119
Per Night
Orlando
2 Bedrooms, 2 Bathrooms, Sleeps 8
Bookings
20 photos Details
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From
$195
Per Night
Orlando
3 Bedrooms, 2 Bathrooms, Sleeps 7
Booking
38 photos Details
Reviews (14) Make Inquiry
From
$500
Per Night
Orlando
5 Bedrooms, 5 Bathrooms, Sleeps 10
Bookings
44 photos Details
Reviews (1) Make Inquiry
From
$107
Per Night
Orlando
4 Bedrooms, 3 Bathrooms, Sleeps 8
Bookings
24 photos Details
Reviews (15) Make Inquiry
From
$129
Per Night
Orlando
3 Bedrooms, 3 Bathrooms, Sleeps 7
8 photos Details
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From
$250
Per Night
Orlando
2 Bedrooms, 2 Bathrooms, Sleeps 6
Booking
15 photos Details
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From
$250
Per Night
Orlando
2 Bedrooms, 2 Bathrooms, Sleeps 6
3 photos Details
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From
$333
Per Night
Orlando
6 Bedrooms, 4 Bathrooms, Sleeps 12
14 photos Details
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From
$169
Per Night
Orlando
5 Bedrooms, 4 Bathrooms, Sleeps 10
32 photos Details
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From
$318
Per Night
Orlando
4 Bedrooms, 3 Bathrooms, Sleeps 8
8 photos Details
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From
$129
Per Night
Orlando
3 Bedrooms, 2 Bathrooms, Sleeps 6
Booking
14 photos Details
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From
$2,216
Per Week
Orlando
2 Bedrooms, 2 Bathrooms, Sleeps 6
11 photos Details
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From
$219
Per Night
Orlando
3 Bedrooms, 2 Bathrooms, Sleeps 8
11 photos Details
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From
$120
Per Night
Orlando
3 Bedrooms, 2 Bathrooms, Sleeps 8
24 photos Details
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From
$64
Per Night
Deltona
2 Bedrooms, 2 Bathrooms, Sleeps 6
8 photos Details
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From
$169
Per Night
Orlando
3 Bedrooms, 4 Bathrooms, Sleeps 8
12 photos Details
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From
$105
Per Night
Orlando
3 Bedrooms, 2 Bathrooms, Sleeps 6
14 photos Details
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From
$150
Per Night
Orlando
6 Bedrooms, 6 Bathrooms, Sleeps 14
19 photos Details
Reviews (2) Make Inquiry
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Book Online(560)
Use filters to find the best results!

Suitability

  • Wheelchair access (178)
  • Elder access (404)
  • Suitable for children (523)
  • Pet friendly (88)
  • Smoking allowed (39)

Amenities

  • Internet (1,322)
  • Air Conditioning (1,244)
  • All pools (822)
  • Other outdoor space (636)
  • Hot Tub (558)
  • View all amenities
Filter search results by:
Book Online(560)

Suitability

  • Wheelchair access (178)
  • Elder access (404)
  • Suitable for children (523)
  • Pet friendly (88)
  • Smoking allowed (39)

Amenities

  • Internet (1,322)
  • Air Conditioning (1,244)
  • All pools (822)
  • Other outdoor space (636)
  • Hot Tub (558)
  • View all amenities