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Search results; Over 1,000 homes in Winter Park
Over 1,000 homes in Winter Park
Top guest favourite
Guest favourite
Cottage in Winter Park
Winter Park Pearl 6 min drive to historic Park Ave
3 bedrooms
,
·
3 beds
,
·
1.5 private bathrooms
1–6 Aug
1–6 Aug
$1,471 SGD
Show price breakdown
for 5 nights
$1,471 SGD for 5 nights
,
·
4.95 out of 5 average rating, 463 reviews
4.95 (463)
Guest favourite
Guest favourite
Flat in Winter Park
The Grove
5.0 out of 5 average rating, 5 reviews
5.0 (5)
,
·
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
24–29 Aug
24–29 Aug
$559 SGD
Show price breakdown
for 5 nights
$559 SGD for 5 nights
Top guest favourite
Guest favourite
Guest house in Orlando
Modern 1950s Studio • Near Downtown & Theme Parks
4.97 out of 5 average rating, 175 reviews
4.97 (175)
,
·
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
1–6 Aug
1–6 Aug
$797 SGD
$683 SGD
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for 5 nights
Top guest favourite
Guest favourite
Guest suite in Orlando
A SUITE RETREAT with a Garden View in the City
4.97 out of 5 average rating, 474 reviews
4.97 (474)
,
·
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
2–7 Aug
2–7 Aug
$568 SGD
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for 5 nights
$568 SGD for 5 nights
Top guest favourite
Guest favourite
Home in Winter Park
Modern 2BR Near Park Ave Perfect for Groups
5.0 out of 5 average rating, 26 reviews
5.0 (26)
,
·
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
3–8 Aug
3–8 Aug
$1,445 SGD
$1,139 SGD
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for 5 nights
Top guest favourite
Guest favourite
Home in Orlando
The Palm | Stylish Stay Close to Downtown Orlando
5.0 out of 5 average rating, 8 reviews
5.0 (8)
,
·
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
10–15 Aug
10–15 Aug
$926 SGD
$839 SGD
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for 5 nights
Top guest favourite
Guest favourite
Home in Orlando
Sleeps 6 | Car Rental | Prime DTO Location
4.99 out of 5 average rating, 79 reviews
4.99 (79)
,
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3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
12–17 Aug
12–17 Aug
$1,782 SGD
$1,419 SGD
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for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Guest house in Orlando
Detached suite in Mills 50 food paradise
5.0 out of 5 average rating, 134 reviews
5.0 (134)
,
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1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
1–6 Aug
1–6 Aug
$640 SGD
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for 5 nights
$640 SGD for 5 nights
Top guest favourite
Guest favourite
Home in Orlando
Not just 2 private bedrooms; the entire upstairs!
5.0 out of 5 average rating, 212 reviews
5.0 (212)
,
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2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
3–8 Aug
3–8 Aug
$929 SGD
$774 SGD
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for 5 nights
Free cancellation
Guest house in Winter Park
Cute & Quaint Private Guesthouse with 1 bed/1 bath
5.0 out of 5 average rating, 3 reviews
5.0 (3)
,
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1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
1–6 Aug
1–6 Aug
$759 SGD
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for 5 nights
$759 SGD for 5 nights
Guest favourite
Guest favourite
Home in Orlando
New SunRise Cozy & Stylish Home sleep5/2bath
5.0 out of 5 average rating, 8 reviews
5.0 (8)
,
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2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
1–6 Aug
1–6 Aug
$824 SGD
Show price breakdown
for 5 nights
$824 SGD for 5 nights
Superhost
Superhost
Flat in Orlando
Luxury 1BR & Resort Amenities + 6min to Epic-Unive
New place to stay
New
,
·
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
2–7 Aug
2–7 Aug
$1,001 SGD
$817 SGD
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for 5 nights
Extended stay discount
Guest favourite
Guest favourite
Townhouse in Oviedo
3BR Villa in Gated Oviedo Near UCF & Orlando
5.0 out of 5 average rating, 7 reviews
5.0 (7)
,
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3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
2.5 bathrooms
2.5 bathrooms
26–31 Aug
26–31 Aug
$1,447 SGD
$1,330 SGD
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for 5 nights
Top guest favourite
Guest favourite
Bungalow in Orlando
Den on Daniels
4.98 out of 5 average rating, 139 reviews
4.98 (139)
,
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1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
5–10 Aug
5–10 Aug
$1,225 SGD
Show price breakdown
for 5 nights
$1,225 SGD for 5 nights
Guest favourite
Guest favourite
Home in Orlando
2 King Beds • Minutes to AdventHealth + Downtown
5.0 out of 5 average rating, 5 reviews
5.0 (5)
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2 bedrooms
2 bedrooms
,
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2 beds
2 beds
,
·
1 bathroom
1 bathroom
1–6 Aug
1–6 Aug
$1,298 SGD
$1,068 SGD
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for 5 nights
Guest favourite
Guest favourite
Flat in Orlando
King Bed Haven, Amazing Pool, Gym, & Pet-Friendly
5.0 out of 5 average rating, 8 reviews
5.0 (8)
,
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1 bedroom
1 bedroom
,
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2 beds
2 beds
,
·
1 bathroom
1 bathroom
1–6 Aug
1–6 Aug
$956 SGD
$783 SGD
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for 5 nights
Extended stay discount
Top guest favourite
Guest favourite
Guest house in Orlando
Amazing New Pool House!
4.98 out of 5 average rating, 109 reviews
4.98 (109)
,
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1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
17–22 Aug
17–22 Aug
$1,000 SGD
Show price breakdown
for 5 nights
$1,000 SGD for 5 nights
Top guest favourite
Guest favourite
Home in Orlando
Sunny Oasis: Downtown Orlando with Suburban feel
5.0 out of 5 average rating, 12 reviews
5.0 (12)
,
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2 bedrooms
2 bedrooms
,
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2 beds
2 beds
,
·
2 bathrooms
2 bathrooms
4–9 Aug
4–9 Aug
$963 SGD
Show price breakdown
for 5 nights
$963 SGD for 5 nights
Top guest favourite
Guest favourite
Guest suite in Orlando
LAKEFRONT STUDIO APARTMENT (private entrance)
5.0 out of 5 average rating, 485 reviews
5.0 (485)
,
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1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
1–6 Aug
1–6 Aug
$1,446 SGD
Show price breakdown
for 5 nights
$1,446 SGD for 5 nights
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