Find Hotels with a Pool in Winter Springs, FL

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Check availability on Winter Springs Hotels with a Pool

Top Winter Springs Hotels with a Pool

Outdoor pool, pool umbrellas, sun loungers
Hyatt House Orlando International Drive

Hyatt House Orlando International Drive

4.0 star property
International Drive District
  • Outdoor pool
  • Pool loungers
9.4 out of 10, Exceptional, (1248)
Poolside relaxation awaits after thrilling theme park adventures, with sun loungers and umbrellas providing ideal comfort. The central location near Universal Orlando Resort, complimentary shuttle service, and daily breakfast buffet complete this perfect vacation hub.
$110 nightly
The price is $124
Nov 30 - Dec 1
Total with taxes and fees
Hyatt House Orlando International Drive
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
  • Outdoor pool
  • Poolside bar
  • Pool loungers
  • Hot tub
8.8 out of 10, Excellent, (585)
Poolside luxury awaits at this pristine retreat near Universal Studios. Families appreciate the dedicated children's pool, while adults relax in cabanas with cocktails from the poolside bar after invigorating workouts in the 24-hour fitness center.
$76 nightly
The price is $85
Nov 30 - Dec 1
Total with taxes and fees
DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel
4 outdoor pools, open 5:30 AM to midnight, cabanas (surcharge)
Rosen Shingle Creek

Rosen Shingle Creek

4.5 star property
Orlando
  • 4 outdoor pools
  • Poolside bar
  • Pool loungers
  • 2 hot tubs
9.4 out of 10, Exceptional, (4174)
Swimming paradise unfolds across 4 inviting outdoor pools surrounded by swaying palms and luxurious cabanas. Refreshing poolside drinks complement sun-drenched days while nearby hot tubs offer evening relaxation after golf rounds on the 18-hole course.
$99 nightly
The price is $112
Nov 23 - Nov 24
Total with taxes and fees
Rosen Shingle Creek
Outdoor pool
Spark by Hilton Orlando near Universal

Spark by Hilton Orlando near Universal

2.5 star property
Florida Center
  • Outdoor pool
9.0 out of 10, Wonderful, (283)
Sparkling waters welcome weary adventurers at the outdoor pool, creating a sun-soaked sanctuary after exploring nearby Universal Studios. Guests appreciate the complimentary theme park shuttle, clean rooms, and friendly staff that enhance every stay.
$79 nightly
The price is $89
Nov 30 - Dec 1
Total with taxes and fees
Spark by Hilton Orlando near Universal
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
  • Outdoor pool
  • Pool loungers
  • Hot tub
7.4 out of 10, Good, (628)
Swimming and relaxation await at the inviting outdoor pool, perfectly complemented by a soothing hot tub. Fitness enthusiasts appreciate the well-equipped exercise center, while the convenient airport shuttle and delicious free breakfast enhance every stay.
$71 nightly
The price is $80
Nov 24 - Nov 25
Total with taxes and fees
La Quinta Inn & Suites by Wyndham Orlando Airport North
Outdoor pool
Home2 Suites By Hilton Lake Mary Orlando

Home2 Suites By Hilton Lake Mary Orlando

3.0 star property
Lake Mary
  • Outdoor pool
9.6 out of 10, Exceptional, (276)
Plunge into the sparkling outdoor pool at this well-maintained Lake Mary retreat after exploring Orlando attractions. Spotless rooms, friendly staff, and convenient amenities like barbecue grills and a firepit create a comfortable home base.
$82 nightly
The price is $93
Nov 30 - Dec 1
Total with taxes and fees
Home2 Suites By Hilton Lake Mary Orlando
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
  • Outdoor pool
  • Poolside bar
  • Pool loungers
  • Private hot tub
7.4 out of 10, Good, (3756)
Soak in the sun at this hotel's vibrant pool complex featuring umbrella-shaded loungers, a children's splash area, and refreshing poolside bar service. After theme park adventures, guests appreciate the convenient shuttle service to Universal attractions.
$80 nightly
The price is $90
Nov 12 - Nov 13
Total with taxes and fees
Wyndham I-Drive Avanti Resort & Conference Center
View from property
Avanti International Resort

Avanti International Resort

4.0 star property
International Drive District
  • Outdoor pool
  • Poolside bar
  • Pool loungers
  • Hot tub
7.8 out of 10, Good, (4199)
Splash into vacation mode at a vibrant pool complex featuring a seasonal outdoor swimming area, dedicated children's pool, and relaxing hot tub. Beach volleyball courts, arcade games, and poolside dining create a complete resort experience.
$97 nightly
The price is $109
Dec 9 - Dec 10
Total with taxes and fees
Avanti International Resort
Outdoor pool
Country Inn & Suites by Radisson, Orlando Airport, FL

Country Inn & Suites by Radisson, Orlando Airport, FL

3.0 star property
Airport North
  • Outdoor pool
  • Hot tub
7.8 out of 10, Good, (4189)
Poolside tranquility awaits at this conveniently located retreat, featuring a pristine outdoor swimming area and soothing hot tub. Guests appreciate the spotless pool area, friendly staff, and convenient shuttle service to nearby attractions and the airport.
$76 nightly
The price is $85
Dec 9 - Dec 10
Total with taxes and fees
Country Inn & Suites by Radisson, Orlando Airport, FL
View from room
Rosen Inn at Pointe Orlando

Rosen Inn at Pointe Orlando

3.0 star property
International Drive District
  • 3 outdoor pools
  • Pool loungers
8.6 out of 10, Excellent, (5208)
Surrounded by 3 refreshing outdoor pools, this family-friendly hotel combines relaxation with convenience. Splash and unwind on comfortable sun loungers, dine with pool vistas at the on-site restaurant, or venture to nearby attractions via the complimentary theme park shuttle.
$76 nightly
The price is $86
Nov 12 - Nov 13
Total with taxes and fees
Rosen Inn at Pointe Orlando
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

Ramada by Wyndham Suites Orlando Airport

Ramada by Wyndham Suites Orlando Airport

10/10 Excellent
"The room was clean and comfortable. The staff was very helpful! We enjoyed the breakfast, and the shuttle service was excellent! Picked us up from the airport in a timely manner, and took us back at the reserved time!"
Patricia 1-night trip
Posted 10 hours ago
Ramada by Wyndham Suites Orlando Airport

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. Ramada by Wyndham Suites Orlando Airport: Offers a snack bar/deli, an outdoor pool, and daily. Rosen Inn at Pointe Orlando: Hotel, 2-minute walk from Pointe Orlando. Provides 2 coffee shops/cafes, 3 outdoor pools, and complimentary wireless internet access. Hyatt Regency Orlando International Airport: Features 2 restaurants, an outdoor pool, and complimentary wireless internet access. CoCo Key Hotel and Water Resort : Hotel, 2-minute walk from CoCo Key Water Resort. Offers 3 outdoor pools, a children's pool, and free water-park access.
What is there to see and do in Winter Springs?
While you're in the area, consider exploring places like Kia Center, Orlando International Premium Outlets, and Florida Mall. 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.

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