Hotels with Swimming Pool in Windermere, Orlando

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Check availability on Windermere Hotels with Swimming Pool

Top Windermere Hotels with Swimming 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
  • Outdoor pool
  • Poolside bar
  • Pool loungers
  • Hot tub
8.8 out of 10, Excellent, (605)
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.
The price is P4,458
P5,015 total
includes taxes & fees
Dec 18 - Dec 19
DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel
Outdoor pool, pool umbrellas, sun loungers
Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks

3.0 star property
Kissimmee
  • Outdoor pool
  • Poolside bar
  • Pool loungers
  • 2 hot tubs
9.4 out of 10, Exceptional, (1805)
Vibrant poolside experiences await with a thrilling waterslide, luxurious hot tubs, and refreshing drinks served at the bar. Families love the spacious, modern rooms while the sauna and 24-hour fitness center provide additional relaxation options.
The price is P2,799
P5,517 total
includes taxes & fees
Dec 3 - Dec 4
Kompose Boutique Resort at Theme Parks
Pool
Magic Moment Resort & Kids Club, Dazzler Select by Wyndham

Magic Moment Resort & Kids Club, Dazzler Select by Wyndham

3.0 star property
Kissimmee
  • Outdoor pool
  • Pool loungers
8.4 out of 10, Very Good, (2645)
Splashing in the heated outdoor pool proves a highlight for families after Disney adventures. Kids delight in the playground, arcade, and bouncy castle while adults relax in free cabanas amid the thoughtfully designed recreational spaces.
Magic Moment Resort & Kids Club, Dazzler Select by Wyndham
Outdoor pool, pool umbrellas, sun loungers
DoubleTree by Hilton Orlando Airport

DoubleTree by Hilton Orlando Airport

4.0 star property
Airport North
  • Outdoor pool
  • Pool loungers
8.8 out of 10, Excellent, (2075)
Sparkling outdoor pool creates a peaceful sanctuary amid the hustle of Orlando Airport. Guests appreciate the clean waters, comfortable loungers, and convenient towel service while enjoying proximity to Florida Mall and complimentary airport shuttles.
The price is P4,030
P4,533 total
includes taxes & fees
Nov 26 - Nov 27
DoubleTree by Hilton Orlando Airport
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, (4241)
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.
The price is P6,553
P7,372 total
includes taxes & fees
Dec 15 - Dec 16
Rosen Shingle Creek
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, (693)
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.
The price is P3,201
P3,601 total
includes taxes & fees
Dec 3 - Dec 4
La Quinta Inn & Suites by Wyndham Orlando Airport North
Outdoor pool
Seasons Florida Resort

Seasons Florida Resort

2.0 star property
Kissimmee
  • Outdoor pool
8.8 out of 10, Excellent, (3239)
Soak in the warm, clean outdoor pool surrounded by well-maintained grounds after exciting park adventures. Located near Disney Springs and Epcot, this recently renovated retreat offers peaceful accommodations with premium bedding.
The price is P3,584
P4,068 total
includes taxes & fees
Nov 23 - Nov 24
Seasons Florida 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, (4235)
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.
The price is P4,023
P4,526 total
includes taxes & fees
Dec 9 - Dec 10
Country Inn & Suites by Radisson, Orlando Airport, FL
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 Windermere Hotel Reviews

The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando

10/10 Excellent
"Two bedroom was great! Clean and big. Pool is amazing!"
TEONA 4-night trip
Posted 2 days ago
The Grove Resort & Water Park Orlando

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Frequently asked questions

What are some hotels with pools in Windermere?
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. Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando: Hotel located near Disney Springs™. Provides 6 outdoor pools, a children's pool, and 3 restaurants. DoubleTree by Hilton at the Entrance to Universal Orlando: Hotel, 2-minute walk from Universal Orlando Resort. Features 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. Offers a children's pool, an outdoor pool, and 2 bars.
What is there to see and do in Windermere?
Explore places like Universal Studios Florida, Universal Orlando Resort, and Magic Kingdom® Park while you're in the area. Spend some time experiencing the great outdoors at Lake Butler and Tibet Butler Preserve.
When is the best time to book a hotel with a pool in Windermere?
You may want to consider an accommodation with an outdoor pool if you're planning to visit Windermere in the driest months of November, February, or December when the average rainfall is 2 inches. Lodging with an indoor pool may be what you want if you come to town during the rainiest months of August, July, and September when the average rainfall is 8 inches.