Find Hotels with a Pool in Winter Springs, FL

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Check availability on Winter Springs Hotels with a Pool

Tonight
Dec 25 - Dec 26
Tomorrow
Dec 26 - Dec 27
This weekend
Dec 26 - Dec 28
Next weekend
Jan 2 - Jan 4

Our top choices for Winter Springs hotels with a pool

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, (740)
"What a wonderful stay! "
United States
Lucia
The price is ￥13,801
￥15,527 total
includes taxes & fees
Jan 25 - Jan 26, 2026
DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel
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, (1392)
"Good location, good breakfast "
United States
Andrea
The price is ￥18,422
￥20,725 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Hyatt House Orlando International Drive
Outdoor banquet area
Rosen Shingle Creek

Rosen Shingle Creek

Rosen Shingle Creek
4.5 star property
Orlando
9.4 out of 10, Exceptional, (4373)
"Great place to stay. Definitely will stay here again.."
United States
Donnell
The price is ￥18,402
￥20,702 total
includes taxes & fees
Jan 23 - Jan 24, 2026
Rosen Shingle Creek
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, (3923)
"Excellent room and the beds were very comfortable, also very clean "
United States
Daisy
The price is ￥9,717
￥14,090 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Wyndham I-Drive Avanti Resort & Conference Center
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, (362)
"Great place to stay with the family "
United States
Joshimar
The price is ￥24,327
￥27,368 total
includes taxes & fees
Jan 21 - Jan 22, 2026
Universal's Terra Luna Resort
BBQ/picnic area
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, (318)
"The staff was amazing & the room was clean "
United States
Wyteria
The price is ￥15,106
￥17,191 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Home2 Suites By Hilton Lake Mary Orlando
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, (473)
"The rooms and breakfast were lovely"
United States
MacKenzie Rose
The price is ￥13,848
￥15,580 total
includes taxes & fees
Jan 13 - Jan 14, 2026
Spark by Hilton Orlando near Universal
View from room
Rosen Inn at Pointe Orlando

Rosen Inn at Pointe Orlando

Rosen Inn at Pointe Orlando
3.0 star property
International Drive District
8.6 out of 10, Excellent, (5432)
"Great stay"
United States
Stephanie
The price is ￥14,701
￥16,538 total
includes taxes & fees
Jan 14 - Jan 15, 2026
Rosen Inn at Pointe Orlando
Outdoor pool
La Quinta Inn & Suites by Wyndham Orlando Lake Mary

La Quinta Inn & Suites by Wyndham Orlando Lake Mary

La Quinta Inn & Suites by Wyndham Orlando Lake Mary
3.0 star property
Lake Mary
8.4 out of 10, Very Good, (1956)
"Very clean and quiet"
United States
Nathaniel
The price is ￥13,894
￥15,835 total
includes taxes & fees
Jan 5 - Jan 6, 2026
La Quinta Inn & Suites by Wyndham Orlando Lake Mary
Outdoor pool, open 9 AM to 10 PM, sun loungers
Orlando Palms Hotel

Orlando Palms Hotel

Orlando Palms Hotel
2.5 star property
Orlando
7.6 out of 10, Good, (2247)
"Very convenient location"
United States
Mirza
The price is ￥7,823
￥10,663 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Orlando Palms Hotel
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

Florida Hotel & Conference Center in the Florida Mall

Florida Hotel & Conference Center in the Florida Mall

10/10 Excellent
"Great location and staff!"
Laura 1-night trip
Posted 19 hours ago
Florida Hotel & Conference Center in the Florida Mall

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. Wyndham I-Drive Avanti Resort & Conference Center: Hotel, 7-minute walk from CoCo Key Water Resort. Offers a children's pool, an outdoor pool, and 2 bars. Rosen Inn at Pointe Orlando: Hotel, 2-minute walk from Pointe Orlando. Provides 2 coffee shops/cafes, 3 outdoor pools, and complimentary wireless internet access. DoubleTree by Hilton at the Entrance to Universal Orlando: Hotel, 2-minute walk from Universal Orlando Resort. Features a children's pool, an outdoor pool, and 2 restaurants. Avanti International Resort: Hotel, 9-minute walk from Pointe Orlando. Offers a children's pool, a seasonal outdoor pool, and a snack bar/deli.
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.