A lakeside community with houses and boats.

Find Hotels with a Pool in Windermere, FL

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Our top choices for Windermere hotels with a pool

Outdoor pool, open 7:00 AM to 11:00 PM, sun loungers

Holiday Inn Express & Suites, International Drive by IHG

Holiday Inn Express & Suites, International Drive by IHG
3.5 star property
International Drive District
9.0 out of 10, Wonderful, (2,083 reviews)
$87 nightly
The price is $98
Aug 1 - Aug 2
Total with taxes and fees
Holiday Inn Express & Suites, International Drive by IHG
Outdoor pool

Spark by Hilton Orlando near Universal

Spark by Hilton Orlando near Universal
2.5 star property
Florida Center
8.8 out of 10, Excellent, (1,421 reviews)
  • cleanliness
    Luxurious pool near Universal provides refreshing escape after theme park adventures.
$81 nightly
The price is $91
Jul 28 - Jul 29
Total with taxes and fees
Spark by Hilton Orlando near Universal
Outdoor pool, open 9:00 AM to 10:00 PM, pool umbrellas, sun loungers

Hampton Inn closest to Universal Orlando

Hampton Inn closest to Universal Orlando
2.5 star property
Florida Center
9.0 out of 10, Wonderful, (1,693 reviews)
  • cleanliness
    Dive into poolside serenity at this Orlando hotel, where sun-drenched relaxation awaits just minutes from Universal Studios.
$76 nightly
The price is $86
Aug 18 - Aug 19
Total with taxes and fees
Hampton Inn closest to Universal Orlando
Outdoor pool

DoubleTree by Hilton at the Entrance to Universal Orlando

DoubleTree by Hilton at the Entrance to Universal Orlando
4.0 star property
Florida Center
8.6 out of 10, Excellent, (6,963 reviews)
  • cleanliness
    Splash into Florida sunshine at the entrance to Universal Orlando with a poolside cocktail and refreshing hot tub.
$93 nightly
The price is $104
Aug 9 - Aug 10
Total with taxes and fees
DoubleTree by Hilton at the Entrance to Universal Orlando
Outdoor pool, open 8:00 AM to 10:00 PM, pool umbrellas, sun loungers

Holiday Inn Orlando International Dr-ICON by IHG

Holiday Inn Orlando International Dr-ICON by IHG
3.0 star property
International Drive District
9.0 out of 10, Wonderful, (3,274 reviews)
  • cleanliness
    Refreshing outdoor pool beckons with sun loungers and umbrellas, steps away from ICON Park and exciting Orlando attractions.
$91 nightly
The price is $100
Jul 26 - Jul 27
Total with taxes and fees
Holiday Inn Orlando International Dr-ICON by IHG
Outdoor pool

Element by Marriott Orlando Universal Blvd.

Element by Marriott Orlando Universal Blvd.
3.0 star property
International Drive District
9.2 out of 10, Wonderful, (2,301 reviews)
$97 nightly
The price is $109
Jul 26 - Jul 27
Total with taxes and fees
Element by Marriott Orlando Universal Blvd.
Outdoor pool, open 9:00 AM to 10:00 PM, pool umbrellas, sun loungers

Rosen Inn, closest to Universal

Rosen Inn, closest to Universal
3.0 star property
International Drive District
8.4 out of 10, Very Good, (3,718 reviews)
  • cleanliness
    Splash into Orlando adventures with a sunny pool escape and theme park shuttle service.
$64 nightly
The price is $72
Aug 1 - Aug 2
Total with taxes and fees
Rosen Inn, closest to Universal
Poolside Family Suite - Exterior Entry (Includes Early Park Admission*) | View from room

Universal's Cabana Bay Beach Resort

Universal's Cabana Bay Beach Resort
3.5 star property
Florida Center
9.0 out of 10, Wonderful, (7,272 reviews)
  • cleanliness
    Dive into double the fun with 2 outdoor pools, hot tubs, and a lazy river paradise.
$150 nightly
The price is $169
Jul 22 - Jul 23
Total with taxes and fees
Universal's Cabana Bay Beach Resort
2 outdoor pools, open 9:00 AM to 10:00 PM, pool umbrellas, sun loungers

Rosen Inn International

Rosen Inn International
3.0 star property
International Drive District
8.4 out of 10, Very Good, (6,111 reviews)
  • cleanliness
    Soak up the sun at this family-friendly hotel with 2 outdoor pools, poolside loungers, and a dedicated children's splash area.
$70 nightly
The price is $79
Jul 27 - Jul 28
Total with taxes and fees
Rosen Inn International
Outdoor pool

Hilton Garden Inn Orlando I-4 Millenia Blvd Mall

Hilton Garden Inn Orlando I-4 Millenia Blvd Mall
3.0 star property
Florida Center
9.0 out of 10, Wonderful, (845 reviews)
  • cleanliness
    Seasonal poolside bliss awaits at this art deco hotel near Florida's shopping hubs and local attractions.
$89 nightly
The price is $101
Jul 26 - Jul 27
Total with taxes and fees
Hilton Garden Inn Orlando I-4 Millenia Blvd Mall
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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Choose what matters most at hotels with a pool in Windermere

Breakfast included
Hot tub

Top Windermere Hotel Reviews

Rosen Inn Lake Buena Vista

Rosen Inn Lake Buena Vista

10/10 Excellent
"All great !! Little store was a bit expensive"
Gina 1-night trip
Posted less than an hour ago
Rosen Inn Lake Buena Vista

Frequently asked questions

How much does a hotel with outdoor pool in Windermere cost?
Enjoy staying in a hotel in Windermere with an outdoor pool. You can find a great deal from $72 on Expedia. If you're leaning toward a little luxury, prices can rise, and may vary depending on the location, season, and hotel amenities. Be sure to book in advance to enjoy more options and potentially better rates, especially if you're planning a trip during weekends or around public holidays.
Are there hotels in Windermere with outdoor pool activities or events?
Windermere, Florida, is an enchanting destination known for its picturesque lakes and charming small-town ambiance. Travellers seeking relaxation and family-friendly fun will be pleased to discover that several hotels in the area offer exciting outdoor pool activities. The Windermere - Pool Lazy River & Waterslides stands out with its inviting private outdoor pool, lazy river, and thrilling waterslides, making it a favorite among families looking for a splash-filled getaway.

For those who desire even more water adventures, nearby Orlando hotels like The Grove Resort & Water Park provide an array of outdoor pool options and water activities. This resort features multiple pools, a water park, and various recreational amenities that cater to guests of all ages.

Families will particularly appreciate the engaging atmosphere and convenience of these accommodations, as they combine relaxation with plenty of opportunities for fun-filled days by the water. Whether you're floating down a lazy river or enjoying a thrilling slide, Windermere ensures a memorable stay for everyone.
Is it cheaper to book flights and a Windermere hotel with a pool as a package?
Booking a hotel and flight package on Expedia can be cheaper than booking flights and hotels separately. Bundling can lead to significant savings, especially for international travel or when booking well in advance. However, savings vary depending on factors like destination, travel dates and availability, so it's wise to compare options. With access to over 300,000 hotels worldwide, Expedia makes it easy to build the perfect vacation package.
Can I cancel my hotel reservation on Expedia?
Expedia has plenty of refundable hotels. In many cases, you need to cancel your booking 24-48 hours ahead of your arrival date. Remember to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use Expedia's "Fully refundable property" filter during your search to find the right hotel in Windermere for you.

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