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, 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

3.0 star property
International Drive District
8.8 out of 10, Excellent, (666)
"Hospitable staff and nice rooms."
United States
Iryna
$76 nightly
The price is $85
Jan 4 - Jan 5, 2026
Total with taxes and fees
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

4.0 star property
International Drive District
9.4 out of 10, Exceptional, (1344)
"Room, Breakfast, location AAAA+ "
United States
Ahmed Gabriel
$89 nightly
The price is $100
Dec 14 - Dec 15
Total with taxes and fees
Hyatt House Orlando International Drive
Outdoor pool, open 9:00 AM to 10:00 PM, pool umbrellas, sun loungers
Universal's Stella Nova Resort

Universal's Stella Nova Resort

3.0 star property
Orlando
9.2 out of 10, Wonderful, (341)
"Everything about the resort was spectacular!"
United States
Gwendolyn
$169 nightly
The price is $190
Dec 16 - Dec 17
Total with taxes and fees
Universal's Stella Nova Resort
Outdoor pool
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, (300)
"very clean place and awesome staff"
United States
Surya
$83 nightly
The price is $95
Dec 21 - Dec 22
Total with taxes and fees
Home2 Suites By Hilton Lake Mary Orlando
4 outdoor pools, open 5:30 AM to midnight, cabanas (surcharge)
Rosen Shingle Creek

Rosen Shingle Creek

4.5 star property
Orlando
9.4 out of 10, Exceptional, (4339)
"Great resort "
United States
Camille
$100 nightly
The price is $113
Dec 14 - Dec 15
Total with taxes and fees
Rosen Shingle Creek
Outdoor pool, pool umbrellas, sun loungers
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, (3894)
"Room was good hotel was nice and clean"
United States
Amy
$76 nightly
The price is $86
Dec 10 - Dec 11
Total with taxes and fees
Wyndham I-Drive Avanti Resort & Conference Center
Outdoor pool, pool umbrellas, sun loungers
La Quinta Inn & Suites by Wyndham Orlando Airport North

La Quinta Inn & Suites by Wyndham Orlando Airport North

3.0 star property
Airport North
7.4 out of 10, Good, (816)
"Near the beach , very nice people at the reception. "
United States
Leonie
$79 nightly
The price is $89
Dec 17 - Dec 18
Total with taxes and fees
La Quinta Inn & Suites by Wyndham Orlando Airport North
View from property
Avanti International Resort

Avanti International Resort

4.0 star property
International Drive District
7.8 out of 10, Good, (4289)
"Enjoyed our stay "
United States
Sheltra
$93 nightly
The price is $105
Dec 14 - Dec 15
Total with taxes and fees
Avanti International Resort
Outdoor pool, sun loungers
Wyndham Garden Orlando Airport

Wyndham Garden Orlando Airport

3.0 star property
Belle Isle
9.0 out of 10, Wonderful, (4010)
"Very clean hotel and easy experience checking in and out "
United States
Arielle
$82 nightly
The price is $93
Dec 15 - Dec 16
Total with taxes and fees
Wyndham Garden Orlando Airport
Property amenity
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, (318)
"Great stay! "
United States
Kristy
$114 nightly
The price is $128
Jan 4 - Jan 5, 2026
Total with taxes and fees
NEW - Fairfield Inn & Suites by Marriott Orlando at Millenia
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

DoubleTree by Hilton at the Entrance to Universal Orlando

DoubleTree by Hilton at the Entrance to Universal Orlando

10/10 Excellent
"Very nice hotel. Beautiful and convenient."
Pamella 1-night trip
Posted 21 hours ago
DoubleTree by Hilton at the Entrance to Universal 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. Rosen Inn at Pointe Orlando: Hotel, 2-minute walk from Pointe Orlando. Offers 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. Provides a children's pool, an outdoor pool, and 2 restaurants. Wyndham I-Drive Avanti Resort & Conference Center: Hotel, 7-minute walk from CoCo Key Water Resort. Features a children's pool, an outdoor pool, and 2 bars. Hyatt Regency Orlando International Airport: Offers 2 restaurants, an outdoor pool, and complimentary wireless internet access.
What is there to see and do in Winter Springs?
While you're in the area, consider exploring places like Kia Center, Camping World Stadium, and Orlando International Premium Outlets. 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.

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