Book the Best Hotels with POOL in Winter Springs in 2026

Q: What are some accommodations with pools in Winter Springs?

DoubleTree by Hilton at the Entrance to Universal Orlando : Hotel, 3-minute walk from Universal Orlando Resort. Features a children's pool, an outdoor pool, and 2 restaurants. Universal's Cabana Bay Beach Resort : Hotel, 5-minute walk from Universal Orlando Resort. Offers a lazy river, 2 outdoor pools, and 2 restaurants. Orlando International Drive North Hotel : Hotel, 12-minute walk from Universal Orlando Resort. Provides a snack bar/deli, an outdoor pool, and buffet. Rosen Inn at Pointe Orlando : Hotel, 14-minute walk from Orange County Convention Center. Features 2 coffee shops/cafes, 3 outdoor pools, and complimentary wireless internet access. Sonesta Essential Orlando Airport : Hotel located near Florida Mall. Offers daily, a seasonal outdoor pool, and free self parking.

Clear blue spring waters surrounded by trees in winter, Alexander Springs, Ocala National Forest, Florida

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check availability on Winter Springs Hotels with a Pool

Tonight

Tomorrow

This weekend

Next weekend

Our top choices for Winter Springs hotels with a pool

Home2 Suites By Hilton Lake Mary Orlando

Lake Mary

Lynette

CA $132 total

includes taxes & fees

Apr 2 - Apr 3

Outdoor pool, pool umbrellas, sun loungers

Hyatt House Orlando International Drive

International Drive District

Danqing

CA $181 total

includes taxes & fees

Mar 22 - Mar 23

La Quinta Inn & Suites by Wyndham Orlando Airport

Airport North

Ahmad Taha

CA $158 total

includes taxes & fees

Mar 3 - Mar 4

Outdoor pool, open 9:00 AM to 10:00 PM, pool umbrellas, sun loungers

Universal's Stella Nova Resort

Orlando

Francisco

CA $298 total

includes taxes & fees

Mar 3 - Mar 4

Holiday Inn Express & Suites Orange City - Deltona by IHG

Orange City

Tessa

CA $143 total

includes taxes & fees

Mar 8 - Mar 9

Outdoor pool, open 8:00 AM to 9:00 PM, cabanas (surcharge)

DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel

International Drive District

Amanda R

CA $155 total

includes taxes & fees

Mar 29 - Mar 30

Rosen Shingle Creek

Orlando

Steven

CA $203 total

includes taxes & fees

Mar 6 - Mar 7

Iron/ironing board, free WiFi, bed sheets

Hontoon Landing Resort & Marina

DeLand

Sally

CA $184 total

includes taxes & fees

Apr 1 - Apr 2

View all properties

Choose what matters most at hotels with a pool in Winter Springs

Breakfast included

4 stars

Top Winter Springs Hotel Reviews

Rosen Inn International

10/10 Excellent

"Excelent"

B&B Hotel Orlando International Drive Near Universal

10/10 Excellent

"It was exceptionally clean. Only issue.....TVs in all the rooms weren't working. Im guessing due to being newly renovated and just hadnt got to the cable hook up. Either way very friendly staff. Waived the early check in. Room was spotless and very comfortable "

Country Inn & Suites by Radisson, Orlando Airport, FL

8/10 Good

"The room was good. There was a delay in getting into our room. We arrived at 4 pm and was told our room was not cleaned yet due to a staffing shortage. We waited over an hour for our name to be called. Finally we stepped up to speak to an agent and the room was ready. Nobody ever reached out to us! In our room at 6 pm"

Frequently asked questions

What are some accommodations with pools in Winter Springs?

DoubleTree by Hilton at the Entrance to Universal Orlando: Hotel, 3-minute walk from Universal Orlando Resort. Features a children's pool, an outdoor pool, and 2 restaurants. Universal's Cabana Bay Beach Resort: Hotel, 5-minute walk from Universal Orlando Resort. Offers a lazy river, 2 outdoor pools, and 2 restaurants. Orlando International Drive North Hotel: Hotel, 12-minute walk from Universal Orlando Resort. Provides a snack bar/deli, an outdoor pool, and buffet. Rosen Inn at Pointe Orlando: Hotel, 14-minute walk from Orange County Convention Center. Features 2 coffee shops/cafes, 3 outdoor pools, and complimentary wireless internet access. Sonesta Essential Orlando Airport: Hotel located near Florida Mall. Offers daily, a seasonal outdoor pool, and free self parking.

What is there to see and do in Winter Springs?

While you're in the area, consider exploring places like Universal Orlando Resort, Kia Center, and Orlando International Premium Outlets. The picturesque setting of Boombah-Soldiers Creek Park and Lake Jesup 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.

Explore a world of travel with Expedia

Book Hotels with a Pool in Winter Springs on Expedia.com

Room 1

Change your mind

Treat yourself

Be picky

Check availability on Winter Springs Hotels with a Pool