Find Hotels with a Pool in Winter Park, FL from CA $81

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Check availability on Winter Park Hotels with a Pool

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Aug 31 - Sep 1
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Sep 1 - Sep 2
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Sep 5 - Sep 7
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Sep 12 - Sep 14

Top Winter Park Hotels with a Pool

Our top choices for Winter Park hotels with a pool

Rosen Shingle Creek
4 outdoor pools, open 5:30 AM to midnight, cabanas (surcharge)

Rosen Shingle Creek

4.5 star property
9.4 out of 10, Exceptional, (3998)
"Great stay!"
The price is CA $126
CA $142 total
includes taxes & fees
Sep 30 - Oct 1
Rosen Shingle Creek
Wingate by Wyndham - Orlando International Airport
Outdoor pool, sun loungers

Wingate by Wyndham - Orlando International Airport

3.0 star property
8.8 out of 10, Excellent, (3596)
"I enjoyed being located near everything from shopping stores to food places."
The price is CA $95
CA $107 total
includes taxes & fees
Sep 3 - Sep 4
Wingate by Wyndham - Orlando International Airport
Hilton Garden Inn Orlando I-4 Millenia Blvd Mall
Seasonal outdoor pool

Hilton Garden Inn Orlando I-4 Millenia Blvd Mall

3.0 star property
9.0 out of 10, Wonderful, (367)
"Very nice place to stay totally recommended "
The price is CA $118
CA $133 total
includes taxes & fees
Sep 4 - Sep 5
Hilton Garden Inn Orlando I-4 Millenia Blvd Mall
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

10.0 out of 10, Exceptional, (1)
"Fantastic Host"
The price is CA $81
CA $235 total
includes taxes & fees
Oct 1 - Oct 2
1-bedroom vacation home just 12 minutes from University of Central Florida
The Alfond Inn
Outdoor pool, open 10:00 AM to 5:00 PM, pool umbrellas, sun loungers

The Alfond Inn

4.0 star property
9.4 out of 10, Exceptional, (1012)
"Beautiful Rooms, Stay, just about Everything ❤️🙏"
The price is CA $370
CA $455 total
includes taxes & fees
Sep 2 - Sep 3
The Alfond Inn
Stunning Luxury Home in Artsy Winter Park featuring Nintendo-Themed Game Room!
Pool

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 $811
CA $1,490 total
includes taxes & fees
Sep 9 - Sep 10
Stunning Luxury Home in Artsy Winter Park featuring Nintendo-Themed Game Room!
Hyatt House Orlando Airport
Outdoor pool

Hyatt House Orlando Airport

2.0 star property
9.6 out of 10, Exceptional, (2503)
"Great place to safe would stay again "
The price is CA $147
CA $165 total
includes taxes & fees
Sep 14 - Sep 15
Hyatt House Orlando Airport
La Quinta Inn & Suites by Wyndham Orlando UCF
Outdoor pool

La Quinta Inn & Suites by Wyndham Orlando UCF

3.0 star property
8.6 out of 10, Excellent, (2640)
"Great stay! "
The price is CA $125
CA $141 total
includes taxes & fees
Sep 27 - Sep 28
La Quinta Inn & Suites by Wyndham Orlando UCF
Hyatt Regency Orlando International Airport
Terrace/patio

Hyatt Regency Orlando International Airport

4.0 star property
9.4 out of 10, Exceptional, (3568)
"Well located at the airport, very convenient, food was great. "
The price is CA $246
CA $277 total
includes taxes & fees
Sep 3 - Sep 4
Hyatt Regency Orlando International Airport
Fairfield Inn By Marriott Orlando Airport
Property amenity

Fairfield Inn By Marriott Orlando Airport

3.5 star property
9.2 out of 10, Wonderful, (2199)
"Nice hotel with a airport shuttle "
The price is CA $98
CA $111 total
includes taxes & fees
Sep 14 - Sep 15
Fairfield Inn By Marriott Orlando Airport
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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Find out more about Winter Park

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