Find Hotels with a Pool in Windermere, FL

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Our top choices for Windermere hotels with a pool

Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks
3.0 star property
Kissimmee
9.4 out of 10, Exceptional, (3,895 reviews)
  • cleanliness
    Splash down the waterslide or bask poolside at this modern family resort with two hot tubs.
The price is AED 239
AED 434 total
includes taxes & fees
11 May - 12 May
Kompose Boutique Resort at Theme Parks

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, (1,308 reviews)
  • cleanliness
    Splash into fun at this Orlando oasis with pool cabanas, a hot tub, and a poolside bar.
The price is AED 278
AED 313 total
includes taxes & fees
4 Jun - 5 Jun
DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel

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, (1,901 reviews)
  • cleanliness
    Relaxing poolside retreat awaits with sun loungers, umbrellas, and a luxurious hot tub experience.
The price is AED 287
AED 323 total
includes taxes & fees
2 Jun - 3 Jun
La Quinta Inn & Suites by Wyndham Orlando Airport

Ramada by Wyndham Suites Orlando Airport

Ramada by Wyndham Suites Orlando Airport
3.0 star property
Airport North
8.2 out of 10, Very Good, (5,683 reviews)
  • cleanliness
    Poolside paradise awaits with sun loungers, umbrellas, and a refreshing outdoor oasis.
The price is AED 364
AED 409 total
includes taxes & fees
12 May - 13 May
Ramada by Wyndham Suites Orlando Airport

Vacation Village Orlando, Celebration

Vacation Village Orlando, Celebration
3.0 star property
Kissimmee
8.6 out of 10, Excellent, (4,058 reviews)
  • cleanliness
    Float through 7 outdoor pools or unwind in hot tubs at this family-friendly resort.
The price is AED 316
AED 451 total
includes taxes & fees
10 May - 11 May
Vacation Village Orlando, Celebration

Hyatt House Orlando International Drive

Hyatt House Orlando International Drive
4.0 star property
International Drive District
9.4 out of 10, Exceptional, (1,780 reviews)
  • cleanliness
    Sun-kissed relaxation awaits at this poolside oasis with loungers and shade umbrellas.
The price is AED 342
AED 384 total
includes taxes & fees
31 May - 1 Jun
Hyatt House Orlando International Drive

Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area
4.0 star property
Orlando
8.4 out of 10, Very Good, (6,364 reviews)
  • cleanliness
    Splash into aquatic paradise with 7 pools, a lazy river, and waterslides at this family resort.
The price is AED 358
AED 527 total
includes taxes & fees
10 May - 11 May
Westgate Lakes Resort & Spa Universal Studios Area

Rosen Shingle Creek

Rosen Shingle Creek
4.5 star property
Orlando
9.4 out of 10, Exceptional, (4,759 reviews)
  • cleanliness
    Swim in luxury with four sparkling pools and poolside cabanas at this golf resort haven.
The price is AED 355
AED 399 total
includes taxes & fees
10 May - 11 May
Rosen Shingle Creek

Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center

Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center
3.0 star property
Bay Lake
9.4 out of 10, Exceptional, (4,733 reviews)
  • cleanliness
    Splash into endless fun with an outdoor pool and sunny loungers just steps from Disney magic.
The price is AED 342
AED 384 total
includes taxes & fees
20 May - 21 May
Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center

Caribe Royale Orlando

Caribe Royale Orlando
4.5 star property
Orlando
9.2 out of 10, Wonderful, (4,994 reviews)
  • cleanliness
    Dive into serene luxury with 3 refreshing outdoor pools, cabana service, and a water slide in a family-friendly resort oasis.
The price is AED 539
AED 764 total
includes taxes & fees
26 May - 27 May
Caribe Royale 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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Frequently asked questions

What are some hotels with pools in Windermere?
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando: Aparthotel located near Disney Springs™. Features 6 outdoor pools, a children's pool, and 3 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. The Grove Resort & Water Park Orlando: Resort located near Flamingo Crossings Town Center. Provides 6 outdoor pools, a children's pool, and free water-park access. 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. Westgate Lakes Resort & Spa Universal Studios Area: Hotel located near The Orlando Eye. Offers 7 outdoor pools, a children's pool, and a water park.
What is there to see and do in Windermere?
Explore places like Universal Studios Florida, Universal Orlando Resort, and Universal's Volcano Bay 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.