Winter Park vacation rentals

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Handpicked vacation rentals in Winter Park

Thurston House photos Exterior
9.8
ExceptionalBased onreviews
36
Thurston House Holiday home Orlando
851 Lake Avenue, Orlando
from US$ 202
Joanne'S Cozy Pad photos Exterior
16
Joanne'S Cozy Pad Holiday home Orlando
1117 Princewood Drive, Orlando
from US$ 64
Orlando Mid Century Modern photos Exterior
18
Orlando Mid Century Modern Holiday home
3921 Ibis Dr., Orlando
from US$ 130
Joanne'S Cozy Pad photos Exterior
45
Joanne'S Cozy Pad Guest House Orlando
616 Martin Avenue, Orlando
from US$ 51
New Listing! New & Contemporary Downtown Condo Condo photos Exterior
25
New Listing! New & Contemporary Downtown Condo Condo Orlando
, Orlando
from US$ 216
Sea Gull photos Exterior
15
Sea Gull Holiday home Orlando
729 Sea Gull Avenue, Orlando
from US$ 189
Great Place Near Orlando photos Exterior
14
Great Place Near Orlando Holiday home
116 Rock Lake Road, Orlando
from US$ 45
Business Travelers Home -- Orlando Sleeps 4 -- Welcome Nurses! photos Exterior
28
Business Travelers Home -- Orlando Sleeps 4 -- Welcome Nurses!
1611 Asbury Avenue, Orlando
from US$ 129
Park Plaza Hotel photos Exterior
8.0
FabulousBased on15 reviews
42
Park Plaza Hotel Winter Park
307 South Park Avenue, Winter Park
from US$ 210
The Alfond Inn photos Exterior
8.0
FabulousBased onreviews
75
The Alfond Inn Winter Park
300 East New England Avenue, Winter Park
from US$ 282

Exclusive luxury places to stay in Winter Park

Best Western Mt. Vernon Inn photos Room
7.6
FabulousBased on14 reviews
66
Best Western Mt. Vernon Inn Winter Park
110 S Orlando Avenue, Winter Park, Fl, 32789-3656, United States, Winter Park
from US$ 142
Park Inn Orlando/Winter Park photos Interior
12
Park Inn Orlando/Winter Park
951 Wymore Road, Winter Park
Sheraton Orlando North photos Exterior
8.2
FabulousBased onreviews
75
Sheraton Orlando North Hotel Maitland
600 North Lake Destiny Drive, Maitland
from US$ 145
Altamonte Hotel And Suites photos Exterior
6.6
GoodBased on71 reviews
58
Altamonte Hotel And Suites Altamonte Springs
230 West State Road 436, Altamonte Springs
from US$ 52
Hilton Orlando/Altamonte Springs photos Exterior
7.8
FabulousBased on12 reviews
75
Hilton Orlando/Altamonte Springs Hotel
350 North Lake Boulevard, Altamonte Springs
from US$ 119
Hampton Inn & Suites Altamonte Springs photos Exterior
8.2
FabulousBased on38 reviews
44
Hampton Inn & Suites Altamonte Springs
161 Douglas Avenue, Altamonte Springs
from US$ 119
Embassy Suites Orlando - North photos Exterior
7.8
FabulousBased on28 reviews
75
Embassy Suites Orlando - North Altamonte Springs
225 Shorecrest Drive, Altamonte Springs
from US$ 147
Ramada By Wyndham Altamonte Springs photos Exterior
7.6
FabulousBased onreviews
26
Ramada By Wyndham Altamonte Springs Hotel
150 Douglas Ave, Altamonte Springs
from US$ 78
Homewood Suites By Hilton Orlando-Maitland photos Exterior
8.6
SuperbBased on10 reviews
67
Homewood Suites By Hilton Orlando-Maitland
290 Southhall Lane, Maitland
from US$ 115
Quality Inn & Suites Winter Park Village Area photos Exterior
4.2
Guest rating
71
Quality Inn & Suites Winter Park Village Area Orlando
626 Lee Road, Orlando
from US$ 71

High graded cheap vacation homes in Winter Park

Residence Inn Orlando Altamonte Springs/Maitland photos Exterior
7.4
Very goodBased on14 reviews
31
Residence Inn Orlando Altamonte Springs/Maitland
270 Douglas Ave, Altamonte Springs
from US$ 118
Springhill Suites By Marriott Orlando Altamonte Springs photos Exterior
7.6
FabulousBased on15 reviews
31
Springhill Suites By Marriott Orlando Altamonte Springs
205 W State Road 436, Altamonte Springs
from US$ 132
Hawthorn Suites By Wyndham Orlando Altamonte Springs photos Exterior
7.8
FabulousBased on18 reviews
45
Hawthorn Suites By Wyndham Orlando Altamonte Springs
644 Raymond Avenue, Altamonte Springs
from US$ 81
Extended Stay America - Orlando - Maitland - 1776 Pembrook Dr. photos Exterior
8.0
FabulousBased onreviews
45
Extended Stay America - Orlando - Maitland - 1776 Pembrook Dr.
1776 Pembrook Dr, Orlando
from US$ 71
Best Western Orlando East Inn & Suites photos Exterior
6.4
GoodBased on24 reviews
75
Best Western Orlando East Inn & Suites
8750 E Colonial Drive, Orlando
from US$ 95
Katerina Hotel Orlando photos Exterior
5.8
Guest ratingBased on47 reviews
65
Katerina Hotel Orlando
830 Lee Road, Orlando
from US$ 58
Remington Inn And Suites photos Room
6.0
GoodBased onreviews
24
Remington Inn And Suites Altamonte Springs
450 Douglas Avenue, Altamonte Springs
from US$ 52
Motel 6 Orlando - Winter Park photos Exterior
3.4
Guest ratingBased onreviews
40
Motel 6 Orlando - Winter Park
5300 Adanson Road, Orlando
from US$ 62
Days Inn And Suites Altamonte Springs photos Exterior
5.8
Guest ratingBased on22 reviews
29
Days Inn And Suites Altamonte Springs
150 South Westmonte Drive, Altamonte Springs
from US$ 83
Quality Inn Altamonte Springs photos Exterior
75
Quality Inn Altamonte Springs
151 North Douglas Avenue, Altamonte Springs
from US$ 166
SHOW ALL 34 VACATION RENTALS IN Winter Park

GUEST REVIEWS

J
Johnfrom United States2019
9.0

Eloisa Royal Suites

N
Ng Caseyfrom United States2019
6.0

Ibis Melaka

R
Rowenafrom United States2019
7.6

Paradise Island Park & Beach Resort

M
Maria from United States2019
6.2

Luna Fatima

J
Jessfrom United States2019
9.2

Bayview Park

S
Susie from United States2019
10.0

The Pure

J
JChfrom United States2019
7.0

Absalon Hotel

D
David Edwards from United States2019
1.0

Da Gale

M
Michaelfrom United States2019
10.0

Best Western Stanton Inn

S
Sophiefrom United States2019
8.0

Terramar Calella