Winter Springs Hotels with Swimming Pool

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Check availability on Winter Springs Hotels with Swimming Pools

Our top choices for Winter Springs hotels with a pool

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, (1373)
"The staff was really friendly and the property was nice and cozy "
United States
curtis
The price is RM482
RM543 total
includes taxes & fees
4 Jan - 5 Jan 2026
Hyatt House Orlando International Drive
Outdoor pool, open 8:00 AM to 9:00 PM, pool 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, (702)
"Clean, rooms with modern style, staff was very nice"
United States
Tania
The price is RM309
RM348 total
includes taxes & fees
11 Jan - 12 Jan 2026
DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel
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, (3926)
"The bar and pool were great"
United States
Melissa
The price is RM255
RM369 total
includes taxes & fees
22 Dec - 23 Dec
Wyndham I-Drive Avanti Resort & Conference Center
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, (310)
"very clean place and awesome staff"
United States
Surya
The price is RM395
RM450 total
includes taxes & fees
30 Dec - 31 Dec
Home2 Suites By Hilton Lake Mary Orlando
Outdoor banquet area
Rosen Shingle Creek

Rosen Shingle Creek

Rosen Shingle Creek
4.5 star property
Orlando
9.4 out of 10, Exceptional, (4357)
"Amazing place"
United States
Joseph
The price is RM455
RM511 total
includes taxes & fees
23 Dec - 24 Dec
Rosen Shingle Creek
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, (324)
"Staff was friendly and very accommodating. "
United States
Jayde
The price is RM437
RM492 total
includes taxes & fees
23 Dec - 24 Dec
NEW - Fairfield Inn & Suites by Marriott Orlando at Millenia
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, (350)
"Great place to stay with the family "
United States
Joshimar
The price is RM715
RM805 total
includes taxes & fees
14 Jan - 15 Jan 2026
Universal's Terra Luna 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, (441)
"The rooms and breakfast were lovely"
United States
MacKenzie Rose
The price is RM356
RM400 total
includes taxes & fees
13 Jan - 14 Jan 2026
Spark by Hilton Orlando near Universal
Outdoor pool, pool umbrellas, pool loungers
Cambria Hotel Orlando Airport

Cambria Hotel Orlando Airport

Cambria Hotel Orlando Airport
3.0 star property
Orlando
8.8 out of 10, Excellent, (1941)
"Clean room and pleasant staff. "
United States
Mariama Velinique
The price is RM401
RM451 total
includes taxes & fees
22 Dec - 23 Dec
Cambria Hotel Orlando Airport
Outdoor pool, pool loungers
Sonesta Essential Orlando Airport

Sonesta Essential Orlando Airport

Sonesta Essential Orlando Airport
3.0 star property
Orlando
7.8 out of 10, Good, (257)
"The hotel was very clean and the customer.service was great. "
United States
Heather
The price is RM404
RM455 total
includes taxes & fees
23 Dec - 24 Dec
Sonesta Essential 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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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
"Great hotel great food"
Malika 3-night trip
Posted 7 hours ago
DoubleTree by Hilton at the Entrance to Universal Orlando

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. 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 high-speed (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 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.

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