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Check prices for these dates

In two weeks
Sep 5 - Sep 7
In one month
Sep 19 - Sep 21
In two months
Oct 17 - Oct 19
In three months
Nov 14 - Nov 16

Browse Select Winter Park Cabin Rentals

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Recommended hotels in Winter Park

Hilton Garden Inn Orlando I-4 Millenia Blvd Mall
Lobby

Hilton Garden Inn Orlando I-4 Millenia Blvd Mall

3.0 star property
9.0 out of 10, Wonderful, (335)
"Very nice place to stay totally recommended "
The price is CA $120
CA $135 total
includes taxes & fees
Aug 26 - Aug 27
Hilton Garden Inn Orlando I-4 Millenia Blvd Mall
Hyatt Regency Orlando International Airport
Terrace/patio

Hyatt Regency Orlando International Airport

4.0 star property
9.4 out of 10, Exceptional, (3522)
"Great hotel"
The price is CA $249
CA $280 total
includes taxes & fees
Sep 2 - Sep 3
Hyatt Regency Orlando International Airport
Hyatt Place Orlando Airport
Free buffet breakfast

Hyatt Place Orlando Airport

3.0 star property
8.8 out of 10, Excellent, (1304)
"Great service, location and breakfast. "
The price is CA $144
CA $162 total
includes taxes & fees
Aug 24 - Aug 25
Hyatt Place Orlando Airport
Magic Studio
Pool

Magic Studio

9.4 out of 10, Exceptional, (3)
"Clean, roomy for two, comfortable bed, Met all our needs. Plan to stay there again."
The price is CA $96
CA $252 total
includes taxes & fees
Aug 24 - Aug 25
Magic Studio
Park Plaza Hotel
Front of property

Park Plaza Hotel

3.0 star property
8.6 out of 10, Excellent, (1001)
"What a fantastic location! A truly historic hotel that is intimate and charming. "
The price is CA $205
CA $231 total
includes taxes & fees
Sep 2 - Sep 3
Park Plaza Hotel
SpringHill Suites by Marriott Winter Park
Exterior

SpringHill Suites by Marriott Winter Park

2.5 star property
9.2 out of 10, Wonderful, (302)
"very quiet place."
The price is CA $255
CA $289 total
includes taxes & fees
Sep 21 - Sep 22
SpringHill Suites by Marriott Winter Park
1-bedroom vacation home just 12 minutes from University of Central Florida
Outdoor pool

1-bedroom vacation home just 12 minutes from University of Central Florida

The price is CA $82
CA $237 total
includes taxes & fees
Aug 25 - Aug 26
1-bedroom vacation home just 12 minutes from University of Central Florida
The Alfond Inn
Exterior

The Alfond Inn

4.0 star property
9.4 out of 10, Exceptional, (1004)
"Beautiful Rooms, Stay, just about Everything ❤️🙏"
The price is CA $337
CA $418 total
includes taxes & fees
Aug 24 - Aug 25
The Alfond Inn
Hilton Garden Inn Winter Park
Reception

Hilton Garden Inn Winter Park

3.0 star property
9.2 out of 10, Wonderful, (578)
"The location is the best! "
The price is CA $233
CA $265 total
includes taxes & fees
Sep 14 - Sep 15
Hilton Garden Inn Winter Park
Stylish Boutique Guest house in Winter Park
Outdoor dining

Stylish Boutique Guest house in Winter Park

10.0 out of 10, Exceptional, (87)
"We loved the location cleanliness accessibility "
The price is CA $188
CA $447 total
includes taxes & fees
Aug 23 - Aug 24
Stylish Boutique Guest house in Winter Park
Winter Park Gem, 2BR Near Parks, 3MI to Downtown
Terrace/patio

Winter Park Gem, 2BR Near Parks, 3MI to Downtown

Winter Park Gem, 2BR Near Parks, 3MI to Downtown
Mills House @WP. Sleeps 11 Renovated. Queen beds
Fridge, microwave, oven, stovetop

Mills House @WP. Sleeps 11 Renovated. Queen beds

10.0 out of 10, Exceptional, (1)
"This was a quaint little place with plenty of sleeping. The fenced in back yard with a canopy cover and chairs was a nice bonus. The kitchen was sufficiently stocked and newly remodeled. There were new smart TV ‘s in each room. There was a Publix right up the road as well as lots of great restaurants. We also enjoyed an antique mall (in the Publix plaza). We would highly recommend this place to others ."
The price is CA $188
CA $403 total
includes taxes & fees
Sep 2 - Sep 3
Mills House @WP. Sleeps 11 Renovated. Queen beds
Stunning Luxury Home in Artsy Winter Park featuring Nintendo-Themed Game Room!
Fridge, microwave, oven, stovetop

Stunning Luxury Home in Artsy Winter Park featuring Nintendo-Themed Game Room!

10.0 out of 10, Exceptional, (3)
"We absolutely loved our stay and it was nice and close to the Winter Park restaurants (Park Ave), Rollins College; as well as, has a nice lake/park to go walking nearby. Quiet neighborhood and the outdoor pool/spa was a nice retreat after a busy day. "
The price is CA $911
CA $1,620 total
includes taxes & fees
Sep 9 - Sep 10
Stunning Luxury Home in Artsy Winter Park featuring Nintendo-Themed Game Room!
Hyatt House Orlando Airport
Lobby

Hyatt House Orlando Airport

2.0 star property
9.6 out of 10, Exceptional, (2462)
"Beautiful place to rest after a cruise , lots of restaurants in area "
The price is CA $154
CA $174 total
includes taxes & fees
Aug 31 - Sep 1
Hyatt House Orlando Airport
Fairfield Inn By Marriott Orlando Airport
Free daily continental breakfast

Fairfield Inn By Marriott Orlando Airport

3.5 star property
9.2 out of 10, Wonderful, (2185)
"Second time staying here. Very convenient to airport, but quiet."
The price is CA $99
CA $112 total
includes taxes & fees
Sep 14 - Sep 15
Fairfield Inn By Marriott Orlando Airport
Hyatt Place Lake Mary/Orlando North
Lobby

Hyatt Place Lake Mary/Orlando North

3.0 star property
8.8 out of 10, Excellent, (1011)
"Clean, convenient location and good breakfast"
The price is CA $124
CA $143 total
includes taxes & fees
Aug 24 - Aug 25
Hyatt Place Lake Mary/Orlando North
Wingate by Wyndham - Orlando International Airport
Pillowtop beds, in-room safe, desk, blackout drapes

Wingate by Wyndham - Orlando International Airport

3.0 star property
8.8 out of 10, Excellent, (3575)
"The hotel was very clean, the staff were friendly and knowledgeable about the hotel and area"
The price is CA $99
CA $111 total
includes taxes & fees
Aug 26 - Aug 27
Wingate by Wyndham - Orlando International Airport
Hampton Inn Orlando-International Airport
Outdoor pool, sun loungers

Hampton Inn Orlando-International Airport

2.5 star property
9.0 out of 10, Wonderful, (1492)
"Great stay. "
The price is CA $127
CA $143 total
includes taxes & fees
Aug 25 - Aug 26
Hampton Inn Orlando-International Airport
Extended Stay America Premier Suites Orlando Sanford
Restaurant

Extended Stay America Premier Suites Orlando Sanford

2.5 star property
8.6 out of 10, Excellent, (1000)
"This location was very clean "
The price is CA $99
CA $113 total
includes taxes & fees
Aug 24 - Aug 25
Extended Stay America Premier Suites Orlando Sanford
La Quinta Inn & Suites by Wyndham Orlando Airport North
Dining

La Quinta Inn & Suites by Wyndham Orlando Airport North

3.0 star property
7.8 out of 10, Good, (7263)
"Wonderful stay. "
The price is CA $109
CA $122 total
includes taxes & fees
Aug 25 - Aug 26
La Quinta Inn & Suites by Wyndham Orlando Airport North
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Winter Park Hotel Reviews

Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

10/10 Excellent
"Always love staying at the westgate"
Eric 4-night trip
Posted 13 hours ago
Westgate Lakes Resort & Spa Universal Studios Area