Skip to content
We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.
Homes
Homes
NEW
NEW
Experiences
Experiences, new
NEW
NEW
Services
Services, new
Start your search
Location
Homes in Winter Haven
Check in / Check out
Any week
Guests
Add guests
Become a host
Help Centre
Become a host
It’s easy to start hosting and earn extra income.
Refer a host
Find a co-host
Log in or sign up
filters
Filters
Price
Type of place
Show map
Search results; Over 1,000 homes in Winter Haven
Over 1,000 homes in Winter Haven
Guest favourite
Guest favourite
Home in Winter Haven
Legoland Lakehouse Canoe&Kayak Retreat
3 bedrooms
,
·
3 beds
,
·
3 private bathrooms
13–18 Aug
13–18 Aug
$1,518 SGD
$1,299 SGD
Show price breakdown
for 5 nights
,
·
4.92 out of 5 average rating, 213 reviews
4.92 (213)
Top guest favourite
Guest favourite
Home in Winter Haven
Modern Legoland Retreat
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
2–7 Aug
2–7 Aug
$1,519 SGD
Show price breakdown
for 5 nights
$1,519 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 5 reviews
5.0 (5)
Top guest favourite
Guest favourite
Home in Winter Haven
Winter Haven Waterfront Retreat
4 bedrooms
4 bedrooms
,
·
4 beds
4 beds
18–23 Jun
18–23 Jun
$5,100 SGD
$4,130 SGD
Show price breakdown
for 5 nights
Free cancellation
5.0 out of 5 average rating, 39 reviews
5.0 (39)
Top guest favourite
Guest favourite
Home in Winter Haven
Adult-Only Getaway w/ Mermaid Pool | 18+, Private
4 bedrooms
4 bedrooms
,
·
4 beds
4 beds
19–24 Jul
19–24 Jul
$2,899 SGD
$2,348 SGD
Show price breakdown
for 5 nights
Extended stay discount
Free cancellation
4.98 out of 5 average rating, 123 reviews
4.98 (123)
Top guest favourite
Guest favourite
Home in Winter Haven
Family Friendly Lake House W/ Pool Near Legoland
5 bedrooms
5 bedrooms
,
·
7 beds
7 beds
26–31 Jul
26–31 Jul
$3,130 SGD
$2,861 SGD
Show price breakdown
for 5 nights
Free cancellation
4.98 out of 5 average rating, 110 reviews
4.98 (110)
Top guest favourite
Guest favourite
Home in Haines City
Florida Dream Home
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
19–24 Jun
19–24 Jun
$1,560 SGD
Show price breakdown
for 5 nights
$1,560 SGD for 5 nights
Free cancellation
4.98 out of 5 average rating, 43 reviews
4.98 (43)
Top guest favourite
Guest favourite
Guest house in Winter Haven
Charming Lakeside Cottage
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
22–27 Jun
22–27 Jun
$737 SGD
Show price breakdown
for 5 nights
$737 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 117 reviews
5.0 (117)
4
Reviews
5.0
Stars
Rating
8
Months hosting
Place to stay in Winter Haven
Lovely Lakefront Stay w/Queen Bed
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
1–6 Jan
1–6 Jan
$297 SGD
Show price breakdown
for 5 nights
$297 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 4 reviews
5.0 (4)
Top guest favourite
Guest favourite
Guest house in Winter Haven
Peaceful Winter Haven Stay|Near Downtown/Lakes
1 bedroom
1 bedroom
,
·
2 beds
2 beds
18–23 Jun
18–23 Jun
$3,037 SGD
Show price breakdown
for 5 nights
$3,037 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 34 reviews
5.0 (34)
Guest favourite
Guest favourite
Home in Winter Haven
Lakefront home w/heated pool minutes from Legoland
5 bedrooms
5 bedrooms
,
·
7 beds
7 beds
3–8 Jul
3–8 Jul
$4,009 SGD
Show price breakdown
for 5 nights
$4,009 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 6 reviews
5.0 (6)
Top guest favourite
Guest favourite
Flat in Winter Haven
Luxury by Legoland 106
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
29 Jun – 4 Jul
29 Jun – 4 Jul
$1,463 SGD
$1,321 SGD
Show price breakdown
for 5 nights
Free cancellation
4.97 out of 5 average rating, 36 reviews
4.97 (36)
Guest favourite
Guest favourite
Home in Haines City
4BR Near Disney & Legoland & Epic | Pool Table
4 bedrooms
4 bedrooms
,
·
6 beds
6 beds
16–21 Jul
16–21 Jul
$1,270 SGD
Show price breakdown
for 5 nights
$1,270 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 5 reviews
5.0 (5)
Guest favourite
Guest favourite
Home in Davenport
The Ultimate Family Getaway Near Disney
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
28 Jun – 3 Jul
28 Jun – 3 Jul
$880 SGD
Show price breakdown
for 5 nights
$880 SGD for 5 nights
Free cancellation
4.83 out of 5 average rating, 6 reviews
4.83 (6)
Home in Winter Haven
Vacation Home only 8 minutes away from Legoland.
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
27 Jun – 2 Jul
27 Jun – 2 Jul
$1,006 SGD
Show price breakdown
for 5 nights
$1,006 SGD for 5 nights
Free cancellation
New place to stay
New
Top guest favourite
Guest favourite
Guest house in Dundee
New Modern Guest House! Great location. Smoke-Free
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
23–28 Jun
23–28 Jun
$574 SGD
Show price breakdown
for 5 nights
$574 SGD for 5 nights
Free cancellation
4.97 out of 5 average rating, 39 reviews
4.97 (39)
Top guest favourite
Guest favourite
Home in Winter Haven
Cozy Castle
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
21–26 Jun
21–26 Jun
$1,124 SGD
Show price breakdown
for 5 nights
$1,124 SGD for 5 nights
Free cancellation
4.95 out of 5 average rating, 20 reviews
4.95 (20)
Top guest favourite
Guest favourite
Home in Davenport
5BR Villa |2 Game Rooms |Heated Pool| 10 min Parks
5 bedrooms
5 bedrooms
,
·
13 beds
13 beds
22–27 Jun
22–27 Jun
$3,102 SGD
$2,302 SGD
Show price breakdown
for 5 nights
4.98 out of 5 average rating, 43 reviews
4.98 (43)
Top guest favourite
Guest favourite
Villa in Haines City
Family 3BR Pool Home Near Disney w/ Private Patio
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
16–21 Jul
16–21 Jul
$1,617 SGD
Show price breakdown
for 5 nights
$1,617 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 13 reviews
5.0 (13)
Guest favourite
Guest favourite
Home in Haines City
Orlando Golf Property
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
20–25 Jun
20–25 Jun
$1,328 SGD
Show price breakdown
for 5 nights
$1,328 SGD for 5 nights
Free cancellation
4.85 out of 5 average rating, 40 reviews
4.85 (40)
1
2
3
4
…
15