Find Hotels with a Pool in Winter Springs, FL

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check availability on Winter Springs Hotels with a Pool

This weekend
Next weekend

Our top choices for Winter Springs hotels with a 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, (444 reviews)
  • cleanliness
    Relaxing poolside escapes await at this Lake Mary hotel, where the outdoor pool offers a refreshing break from Florida adventures.
The price is NT$2,727
NT$3,109 total
includes taxes & fees
May 25 - May 26
Home2 Suites By Hilton Lake Mary Orlando

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, (1,289 reviews)
  • cleanliness
    Splash into fun at this Orlando oasis with pool cabanas, a hot tub, and a poolside bar.
The price is NT$2,467
NT$2,775 total
includes taxes & fees
May 18 - May 19
DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel

Rosen Shingle Creek

Rosen Shingle Creek
4.5 star property
Orlando
9.4 out of 10, Exceptional, (4,753 reviews)
  • cleanliness
    Swim in luxury with four sparkling pools and poolside cabanas at this golf resort haven.
The price is NT$3,774
NT$4,246 total
includes taxes & fees
May 9 - May 10
Rosen Shingle Creek

Hyatt House Orlando International Drive

Hyatt House Orlando International Drive
4.0 star property
International Drive District
9.4 out of 10, Exceptional, (1,774 reviews)
  • cleanliness
    Sun-kissed relaxation awaits at this poolside oasis with loungers and shade umbrellas.
The price is NT$3,198
NT$3,598 total
includes taxes & fees
May 17 - May 18
Hyatt House Orlando International Drive

Universal's Terra Luna Resort

Universal's Terra Luna Resort
3.0 star property
Orlando
9.2 out of 10, Wonderful, (618 reviews)
The price is NT$4,781
NT$5,379 total
includes taxes & fees
Jun 2 - Jun 3
Universal's Terra Luna Resort

La Quinta Inn & Suites by Wyndham Orlando Airport

La Quinta Inn & Suites by Wyndham Orlando Airport
3.0 star property
Airport North
7.4 out of 10, Good, (1,869 reviews)
  • cleanliness
    Relaxing poolside retreat awaits with sun loungers, umbrellas, and a luxurious hot tub experience.
The price is NT$2,731
NT$3,072 total
includes taxes & fees
Jun 1 - Jun 2
La Quinta Inn & Suites by Wyndham Orlando Airport

Wingate by Wyndham - Orlando International Airport

Wingate by Wyndham - Orlando International Airport
3.0 star property
Airport North
8.8 out of 10, Excellent, (3,916 reviews)
  • cleanliness
    Refreshing outdoor pool oasis with sun loungers offers relaxation after exploring nearby shopping and dining options.
The price is NT$3,106
NT$3,495 total
includes taxes & fees
May 5 - May 6
Wingate by Wyndham - Orlando International Airport

Holiday Inn Express & Suites Orange City - Deltona by IHG

Holiday Inn Express & Suites Orange City - Deltona by IHG
2.5 star property
Orange City
9.0 out of 10, Wonderful, (1,001 reviews)
  • cleanliness
    Escape to the refreshing outdoor pool and rejuvenating hot tub at this pristine hotel.
The price is NT$2,945
NT$3,313 total
includes taxes & fees
May 18 - May 19
Holiday Inn Express & Suites Orange City - Deltona by IHG

Wyndham Garden Orlando Airport

Wyndham Garden Orlando Airport
3.0 star property
Belle Isle
9.0 out of 10, Wonderful, (4,083 reviews)
  • cleanliness
    Make a splash at this hotel's outdoor oasis, where pool loungers provide the perfect perch for sunny Florida days.
The price is NT$3,420
NT$3,847 total
includes taxes & fees
May 5 - May 6
Wyndham Garden Orlando Airport

Hampton Inn & Suites Orlando Airport @ Gateway Village

Hampton Inn & Suites Orlando Airport @ Gateway Village
3.0 star property
Airport North
9.4 out of 10, Exceptional, (2,650 reviews)
  • cleanliness
    Vibrant pool oasis near Orlando Airport beckons travelers to dive in after a day exploring nearby attractions.
The price is NT$3,349
NT$3,768 total
includes taxes & fees
May 10 - May 11
Hampton Inn & Suites Orlando Airport @ Gateway Village
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.

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

Top Winter Springs Hotel Reviews

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. DoubleTree by Hilton at the Entrance to Universal Orlando: Hotel, 3-minute walk from Universal Orlando Resort. Offers a children's pool, an outdoor pool, and 2 restaurants. Rosen Inn at Pointe Orlando: Hotel, 14-minute walk from Orange County Convention Center. Provides 2 coffee shops/cafes, 3 outdoor pools, and complimentary wireless internet access. Avanti International Resort: Hotel, 11-minute walk from The Orlando Eye. Features a children's pool, a seasonal outdoor pool, and a snack bar/deli. B&B Hotel Orlando International Drive Near Universal - Newly Renovated!: Hotel, 12-minute walk from Universal Orlando Resort. Offers complimentary wired internet access, an 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 Camping World Stadium. 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