We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Vacation Rentals and apartments in Winter Haven, FL and nearby

Use a credit card to book with our Peace of Mind Protection.
Learn more
Find a rental
Price per night
Min
to
Max
Bedrooms
Any
Amenities
Select
More filters
All 3,332 Rentals in the Winter Haven Area
loading...
From
$250
Per Night
Winter Haven
4 Bedrooms, 3 Bathrooms, Sleeps 8
20 photos Details
Make Inquiry
From
$159
Per Night
Winter Haven
4 Bedrooms, 3 Bathrooms, Sleeps 8
19 photos Details
Make Inquiry
From
$250
Per Night
Winter Haven
4 Bedrooms, 3 Bathrooms, Sleeps 8
29 photos Details
Make Inquiry
Also consider
Deal! Sep.-Dec./2K Sqft/Pool/internet
6 Bedrooms, sleeps 12
$89 - $155 / night
Luxury, Pool & Spa, Internet, Gameroom, 3K SQFT
6 Bedrooms, sleeps 12
$135 - $175 / night
Florida Orlando Golf Villa
4 Bedrooms, sleeps 8
$98 - $128 / night
315 Large 5 bedroom home with pool Orlando Florida
5 Bedrooms, sleeps 10
$170 - $205 / night
From
$689
Per Week
Winter Haven
2 Bedrooms, 2 Bathrooms, Sleeps 6
12 photos Details
Make Inquiry
From
$67
Per Night
Winter Haven
2 Bedrooms, 2 Bathrooms, Sleeps 5
Booking
13 photos Details
Make Inquiry
From
$76
Per Night
Winter Haven
2 Bedrooms, 2 Bathrooms, Sleeps 4
9 photos Details
Make Inquiry

The following rentals are within 10 miles of Winter Haven, Florida.

From
$116
Per Night
Davenport
4 Bedrooms, 3 Bathrooms, Sleeps 8
Booking
20 photos Details
Reviews (2) Make Inquiry
From
$119
Per Night
Davenport
4 Bedrooms, 3 Bathrooms, Sleeps 8
15 photos Details
Reviews (2) Make Inquiry
Get the List
From
$129
Per Night
Davenport
5 Bedrooms, 3 Bathrooms, Sleeps 11
16 photos Details
Reviews (1) Make Inquiry
From
$154
Per Night
Davenport
4 Bedrooms, 2 Bathrooms, Sleeps 10
15 photos Details
Reviews (9) Make Inquiry
From
$160
Per Night
Davenport
5 Bedrooms, 4 Bathrooms, Sleeps 11
17 photos Details
Reviews (8) Make Inquiry
From
$89
Per Night
Davenport
4 Bedrooms, 2 Bathrooms, Sleeps 10
15 photos Details
Reviews (1) Make Inquiry
From
$125
Per Night
Davenport
5 Bedrooms, 4 Bathrooms, Sleeps 10
Booking
17 photos Details
Reviews (1) Make Inquiry
From
$100
Per Night
Davenport
3 Bedrooms, 2 Bathrooms, Sleeps 8
Bookings
21 photos Details
Reviews (46) Make Inquiry
From
$75
Per Night
Davenport
3 Bedrooms, 3 Bathrooms, Sleeps 8
11 photos Details
Reviews (4) Make Inquiry
From
$100
Per Night
Davenport
4 Bedrooms, 3 Bathrooms, Sleeps 10
11 photos Details
Reviews (6) Make Inquiry
From
$119
Per Night
Davenport
4 Bedrooms, 2 Bathrooms, Sleeps 8
23 photos Details
Reviews (1) Make Inquiry
From
$85
Per Night
Davenport
3 Bedrooms, 2 Bathrooms, Sleeps 8
Bookings
27 photos Details
Reviews (1) Make Inquiry
From
$105
Per Night
Davenport
4 Bedrooms, 2 Bathrooms, Sleeps 10
Bookings
14 photos Details
Reviews (1) Make Inquiry
From
$102
Per Night
Davenport
4 Bedrooms, 2 Bathrooms, Sleeps 10
22 photos Details
Reviews (27) Make Inquiry
From
$141
Per Night
Haines City
4 Bedrooms, 3 Bathrooms, Sleeps 10
Booking
20 photos Details
Reviews (1) Make Inquiry
From
$141
Per Night
Davenport
4 Bedrooms, 3 Bathrooms, Sleeps 8
Bookings
20 photos Details
Reviews (1) Make Inquiry
From
$871
Per Week
Davenport
3 Bedrooms, 4 Bathrooms, Sleeps 8
16 photos Details
Reviews (2) Make Inquiry
From
$80
Per Night
Davenport
3 Bedrooms, 2 Bathrooms, Sleeps 8
Bookings
38 photos Details
Reviews (1) Make Inquiry
From
$63
Per Night
Davenport
3 Bedrooms, 2 Bathrooms, Sleeps 8
9 photos Details
Reviews (1) Make Inquiry
From
$70
Per Night
Davenport
4 Bedrooms, 3 Bathrooms, Sleeps 8
Booking
18 photos Details
Reviews (1) Make Inquiry
From
$111
Per Night
Davenport
3 Bedrooms, 3 Bathrooms, Sleeps 6
17 photos Details
Reviews (1) Make Inquiry
From
$115
Per Night
Davenport
4 Bedrooms, 3 Bathrooms, Sleeps 9
Bookings
22 photos Details
Reviews (1) Make Inquiry
From
$90
Per Night
Davenport
3 Bedrooms, 2 Bathrooms, Sleeps 8
15 photos Details
Reviews (17) Make Inquiry
From
$90
Per Night
Davenport
4 Bedrooms, 3 Bathrooms, Sleeps 8
Bookings
13 photos Details
Reviews (1) Make Inquiry
From
$1,244
Per Week
Davenport
5 Bedrooms, 7 Bathrooms, Sleeps 10
24 photos Details
Reviews (2) Make Inquiry
From
$158
Per Night
Davenport
4 Bedrooms, 3 Bathrooms, Sleeps 8
Bookings
22 photos Details
Reviews (2) Make Inquiry
From
$133
Per Night
Davenport
4 Bedrooms, 3 Bathrooms, Sleeps 9
Bookings
22 photos Details
Reviews (1) Make Inquiry
From
$100
Per Night
Davenport
4 Bedrooms, 2 Bathrooms, Sleeps 8
Booking
15 photos Details
Reviews (1) Make Inquiry
From
$110
Per Night
Davenport
4 Bedrooms, 4 Bathrooms, Sleeps 10
25 photos Details
Reviews (2) Make Inquiry
From
$139
Per Night
Davenport
4 Bedrooms, 3 Bathrooms, Sleeps 10
Bookings
25 photos Details
Reviews (3) Make Inquiry
From
$150
Per Night
Davenport
4 Bedrooms, 3 Bathrooms, Sleeps 8
Bookings
30 photos Details
Reviews (10) Make Inquiry
From
$138
Per Night
Davenport
5 Bedrooms, 4 Bathrooms, Sleeps 12
24 photos Details
Reviews (6) Make Inquiry
From
$109
Per Night
Davenport
4 Bedrooms, 4 Bathrooms, Sleeps 10
Bookings
23 photos Details
Reviews (5) Make Inquiry
From
$116
Per Night
Davenport
4 Bedrooms, 3 Bathrooms, Sleeps 8
18 photos Details
Reviews (2) Make Inquiry
Go to map view
Book Online(1864)
Use filters to find the best results!

Suitability

  • Wheelchair access (617)
  • Elder access (1,030)
  • Suitable for children (1,289)
  • Pet friendly (150)
  • Smoking allowed (18)

Amenities

  • Air Conditioning (2,690)
  • Internet (2,650)
  • All pools (2,179)
  • Private pool (1,699)
  • Other outdoor space (1,523)
  • View all amenities
Filter search results by:
Book Online(1864)

Suitability

  • Wheelchair access (617)
  • Elder access (1,030)
  • Suitable for children (1,289)
  • Pet friendly (150)
  • Smoking allowed (18)

Amenities

  • Air Conditioning (2,690)
  • Internet (2,650)
  • All pools (2,179)
  • Private pool (1,699)
  • Other outdoor space (1,523)
  • View all amenities