Search Hotels with Pool in Winter Springs

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Check availability on Winter Springs Hotels with Pool

Tonight
27 Dec - 28 Dec
Tomorrow
28 Dec - 29 Dec
Next weekend
2 Jan - 4 Jan
In two weeks
9 Jan - 11 Jan

Our top choices for Winter Springs hotels with a pool

Property amenity
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, (748)
"What a wonderful stay! "
United States
Lucia
The price is ฿2,612
฿2,938 total
includes taxes & fees
26 Jan - 27 Jan 2026
DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel
Outdoor pool, pool umbrellas, pool 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, (1403)
"Good location, good breakfast "
United States
Andrea
The price is ฿3,662
฿4,120 total
includes taxes & fees
4 Jan - 5 Jan 2026
Hyatt House Orlando International Drive
Outdoor pool, pool umbrellas, pool 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, (3937)
"Excellent room and the beds were very comfortable, also very clean "
United States
Daisy
The price is ฿1,934
฿2,804 total
includes taxes & fees
4 Jan - 5 Jan 2026
Wyndham I-Drive Avanti Resort & Conference Center
4 outdoor pools, open 5:30 AM to midnight, pool cabanas (surcharge)
Rosen Shingle Creek

Rosen Shingle Creek

Rosen Shingle Creek
4.5 star property
Orlando
9.4 out of 10, Exceptional, (4387)
"Great place to stay. Definitely will stay here again.."
United States
Donnell
The price is ฿3,699
฿4,162 total
includes taxes & fees
23 Jan - 24 Jan 2026
Rosen Shingle Creek
Outdoor pool, open 9:00 AM to 10:00 PM, pool umbrellas, pool 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, (366)
"Very nice short stay"
United States
Lisa
The price is ฿4,841
฿5,447 total
includes taxes & fees
21 Jan - 22 Jan 2026
Universal's Terra Luna Resort
Outdoor pool, open 9 AM to 10 PM, pool loungers
Orlando Palms Hotel

Orlando Palms Hotel

Orlando Palms Hotel
2.5 star property
Orlando
7.6 out of 10, Good, (2247)
"Accommodation was great , clean and not too expensive "
United States
Jossy
The price is ฿1,509
฿2,068 total
includes taxes & fees
4 Jan - 5 Jan 2026
Orlando Palms Hotel
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, (321)
"The staff was amazing & the room was clean "
United States
Wyteria
The price is ฿3,326
฿3,779 total
includes taxes & fees
31 Dec - 1 Jan 2026
Home2 Suites By Hilton Lake Mary Orlando
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, (5441)
"Great stay"
United States
Stephanie
The price is ฿3,016
฿3,393 total
includes taxes & fees
30 Dec - 31 Dec
Rosen Inn at Pointe Orlando
Property amenity
NEW - Fairfield Inn & Suites by Marriott Orlando at Millenia

NEW - Fairfield Inn & Suites by Marriott Orlando at Millenia

NEW - Fairfield Inn & Suites by Marriott Orlando at Millenia
2.5 star property
Millenia
9.4 out of 10, Exceptional, (332)
"Breakfast is fresh, staffs are nice"
United States
Vivian
The price is ฿3,321
฿3,736 total
includes taxes & fees
4 Jan - 5 Jan 2026
NEW - Fairfield Inn & Suites by Marriott Orlando at Millenia
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, (493)
"The rooms and breakfast were lovely"
United States
MacKenzie Rose
The price is ฿2,677
฿3,012 total
includes taxes & fees
26 Jan - 27 Jan 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.
View all properties

Top Winter Springs Hotel Reviews

Universal's Cabana Bay Beach Resort

Universal's Cabana Bay Beach Resort

10/10 Excellent
"It’s was very nice. Enjoyed the stay! Will be returning with my family in the near future! "
Lenee J 4-night trip
Posted 5 hours ago
Universal's Cabana Bay Beach Resort

Frequently asked questions

What are some accommodation options 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 swimming 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 swimming pools and complimentary wireless Internet access. Avanti International Resort: Hotel, 9-minute walk from Pointe Orlando. Features a children's pool, a seasonal outdoor pool and a snack bar/deli. 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.
What is there to see and do in Winter Springs?
While you're in the area, consider exploring places such as 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 accommodation with 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 49 mm. Accommodation that has an indoor pool may be what you want if you are visiting during the rainiest months of August, September and July when the average rainfall is 190 mm.