Windermere Hotels with Swimming Pool

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Check availability on Windermere Hotels with Swimming Pools

Top Windermere Hotels with Swimming Pools

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, (601)
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 centre.
The price is RM313
RM352 total
includes taxes & fees
8 Dec - 9 Dec
DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel

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, (1795)
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 centre provide additional relaxation options.
The price is RM252
RM450 total
includes taxes & fees
19 Nov - 20 Nov
Kompose Boutique Resort at Theme Parks

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, (2643)
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.
The price is RM174
RM338 total
includes taxes & fees
1 Dec - 2 Dec
Magic Moment Resort & Kids Club, Dazzler Select by Wyndham

Rosen Shingle Creek

4.5 star property
Orlando
  • 4 outdoor pools
  • Poolside bar
  • Pool loungers
  • 2 hot tubs
9.4 out of 10, Exceptional, (4238)
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 RM459
RM517 total
includes taxes & fees
23 Nov - 24 Nov
Rosen Shingle Creek

Country Inn & Suites by Radisson, Orlando Airport, FL

3.0 star property
Airport North
  • Outdoor pool
  • Hot tub
7.8 out of 10, Good, (4225)
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 RM283
RM319 total
includes taxes & fees
9 Dec - 10 Dec
Country Inn & Suites by Radisson, Orlando Airport, FL

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, (684)
Swimming and relaxation await at the inviting outdoor pool, perfectly complemented by a soothing hot tub. Fitness enthusiasts appreciate the well-equipped exercise centre, while the convenient airport shuttle and delicious free breakfast enhance every stay.
The price is RM207
RM233 total
includes taxes & fees
24 Nov - 25 Nov
La Quinta Inn & Suites by Wyndham Orlando Airport North

Wingate by Wyndham - Orlando International Airport

3.0 star property
Airport North
  • Outdoor pool
  • Pool loungers
8.8 out of 10, Excellent, (3696)
Swimming sessions await at the pristine outdoor pool surrounded by comfortable sun loungers. After refreshing dips, guests appreciate the hotel's complimentary breakfast buffet, convenient fitness centre, and reliable airport shuttle service.
The price is RM361
RM406 total
includes taxes & fees
19 Nov - 20 Nov
Wingate by Wyndham - Orlando International Airport

Tru By Hilton Orlando Convention Center Area, FL

3.5 star property
International Drive District
  • Outdoor pool
  • Pool loungers
9.0 out of 10, Wonderful, (3563)
Sparkling clean waters beckon at the spacious outdoor pool, a lap swimmer's dream complete with comfortable sun loungers and shade umbrellas. Modern fitness facilities, including a Peloton bike, complement this family-friendly oasis near Orlando's attractions.
The price is RM327
RM368 total
includes taxes & fees
24 Nov - 25 Nov
Tru By Hilton Orlando Convention Center Area, FL

Wyndham Garden Orlando Airport

3.0 star property
Belle Isle
  • Outdoor pool
  • Pool loungers
9.0 out of 10, Wonderful, (3958)
Poolside relaxation defines this Orlando retreat where travellers enjoy a pristine outdoor swimming area complete with comfortable sun loungers. The 24-hour fitness centre, airport shuttle, and sparkling clean rooms create a refreshing escape near Florida Mall.
The price is RM334
RM376 total
includes taxes & fees
8 Dec - 9 Dec
Wyndham Garden 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.

Top Windermere Hotel Reviews

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 swimming pools and 2 restaurants. Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando: Hotel located near Disney Springs™. Offers 6 outdoor swimming pools, a children's pool and 3 restaurants. The Grove Resort & Water Park Orlando: Resort located near Flamingo Crossings Town Center. Provides 6 outdoor swimming pools, a children's pool and free water park access. Ramada by Wyndham Suites Orlando Airport: Features a snack bar/deli, an outdoor pool and daily. Rosen Inn at Pointe Orlando: Hotel, 2-minute walk from Pointe Orlando. Offers 2 coffee shops/cafes, 3 outdoor swimming pools and complimentary wireless Internet access.
What is there to see and do in Windermere?
Explore places such as 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 accommodation that has an outdoor pool if you're planning to visit Windermere in the driest months of November, February or December, when the average rainfall is 49 mm. Accommodation 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 194 mm.