Find Hotels with a Pool in Winter Springs, FL

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Check availability on Winter Springs Hotels with a Pool

Our top choices for Winter Springs hotels with a pool

Outdoor pool, pool umbrellas, sun loungers
Hyatt House Orlando International Drive

Hyatt House Orlando International Drive

Hyatt House Orlando International Drive
4.0 star property
International Drive District
9.4 out of 10, Exceptional, (1372)
"The staff was really friendly and the property was nice and cozy "
United States
curtis
The price is ₩173,979
₩195,727 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Hyatt House Orlando International Drive
Outdoor pool, open 8:00 AM to 9:00 PM, cabanas (surcharge)
DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel

DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel

DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel
3.0 star property
International Drive District
8.6 out of 10, Excellent, (701)
"Clean rooms, friendly staff, delicious breakfast "
United States
Katherin
The price is ₩111,538
₩125,481 total
includes taxes & fees
Jan 7 - Jan 8, 2026
DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel
4 outdoor pools, open 5:30 AM to midnight, cabanas (surcharge)
Rosen Shingle Creek

Rosen Shingle Creek

Rosen Shingle Creek
4.5 star property
Orlando
9.4 out of 10, Exceptional, (4355)
"Great resort "
United States
Camille
The price is ₩163,953
₩184,448 total
includes taxes & fees
Dec 21 - Dec 22
Rosen Shingle Creek
Outdoor pool, open 9:00 AM to 10:00 PM, pool umbrellas, sun loungers
Universal's Terra Luna Resort

Universal's Terra Luna Resort

Universal's Terra Luna Resort
3.0 star property
Orlando
9.2 out of 10, Wonderful, (350)
"Great place to stay with the family "
United States
Joshimar
The price is ₩249,174
₩280,321 total
includes taxes & fees
Dec 23 - Dec 24
Universal's Terra Luna Resort
Outdoor pool
Home2 Suites By Hilton Lake Mary Orlando

Home2 Suites By Hilton Lake Mary Orlando

Home2 Suites By Hilton Lake Mary Orlando
3.0 star property
Lake Mary
9.6 out of 10, Exceptional, (309)
"very clean place and awesome staff"
United States
Surya
The price is ₩130,632
₩148,888 total
includes taxes & fees
Dec 28 - Dec 29
Home2 Suites By Hilton Lake Mary Orlando
Outdoor pool, pool umbrellas, sun loungers
Wyndham I-Drive Avanti Resort & Conference Center

Wyndham I-Drive Avanti Resort & Conference Center

Wyndham I-Drive Avanti Resort & Conference Center
3.5 star property
International Drive District
7.4 out of 10, Good, (3925)
"The bar and pool were great"
United States
Melissa
The price is ₩94,951
₩136,677 total
includes taxes & fees
Dec 21 - Dec 22
Wyndham I-Drive Avanti Resort & Conference Center
Property grounds
DoubleTree by Hilton Hotel Orlando East - UCF Area

DoubleTree by Hilton Hotel Orlando East - UCF Area

DoubleTree by Hilton Hotel Orlando East - UCF Area
4.0 star property
Orlando
8.6 out of 10, Excellent, (1000)
"Great staff, nice room. "
United States
Jerod
The price is ₩138,358
₩155,654 total
includes taxes & fees
Dec 21 - Dec 22
DoubleTree by Hilton Hotel Orlando East - UCF Area
Indoor pool, outdoor pool, pool umbrellas
Embassy Suites by Hilton Orlando International Dr Conv Ctr

Embassy Suites by Hilton Orlando International Dr Conv Ctr

Embassy Suites by Hilton Orlando International Dr Conv Ctr
3.5 star property
International Drive District
8.6 out of 10, Excellent, (1008)
"Great stay in this Hotel!"
Canada
Ashish Pulipravattathu
The price is ₩114,900
₩129,262 total
includes taxes & fees
Jan 14 - Jan 15, 2026
Embassy Suites by Hilton Orlando International Dr Conv Ctr
View from property
Avanti International Resort

Avanti International Resort

Avanti International Resort
4.0 star property
International Drive District
7.8 out of 10, Good, (4316)
"Enjoyed our stay "
United States
Sheltra
The price is ₩102,262
₩144,901 total
includes taxes & fees
Dec 21 - Dec 22
Avanti International Resort
Outdoor pool
Spark by Hilton Orlando near Universal

Spark by Hilton Orlando near Universal

Spark by Hilton Orlando near Universal
2.5 star property
Florida Center
9.0 out of 10, Wonderful, (440)
"The rooms and breakfast were lovely"
United States
MacKenzie Rose
The price is ₩128,966
₩145,086 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Spark by Hilton Orlando near Universal
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 Springs Hotel Reviews

Rosen Inn at Pointe Orlando

Rosen Inn at Pointe Orlando

10/10 Excellent
"Good hotel"
Ankit 3-night trip
Posted 2 days ago
Rosen Inn at Pointe Orlando

Frequently asked questions

What are some accommodations with pools in Winter Springs?
Universal's Cabana Bay Beach Resort: Hotel, 5-minute walk from Universal Orlando Resort. Features a lazy river, 2 outdoor pools, and 2 restaurants. DoubleTree by Hilton at the Entrance to Universal Orlando: Hotel, 2-minute walk from Universal Orlando Resort. Offers a children's pool, an outdoor pool, and 2 restaurants. Avanti International Resort: Hotel, 9-minute walk from Pointe Orlando. Provides a children's pool, a seasonal outdoor pool, and a snack bar/deli. La Quinta Inn & Suites by Wyndham Orlando Airport North: Features daily, an outdoor pool, and complimentary wired internet access. Ramada by Wyndham Suites Orlando Airport: Offers a snack bar/deli, an outdoor pool, and daily.
What is there to see and do in Winter Springs?
While you're in the area, consider exploring places like Kia Center, Orlando International Premium Outlets, and Florida Mall. The picturesque setting of Boombah-Soldiers Creek Park and Central Winds Park showcase the area's natural beauty.
When is the best time to book a hotel with a pool in Winter Springs?
You may want to think about an accommodation that has an outdoor pool if you're planning to visit Winter Springs in the driest months of November, December, or February when the average rainfall is 2 inches. Lodging that has a pool indoors may be what you want if you are visiting during the rainiest months of August, September, and July when the average rainfall is 7 inches.