Find Hotels with a Pool in Windermere, FL

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Our top choices for Windermere hotels with a pool

Reception

Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks
3.0 star property
Kissimmee
9.4 out of 10, Exceptional, (2,455 reviews)
"Nice place to stay"
United States
Karla
$87 nightly
The price is $99
Jan 27 - Jan 28
Total with taxes and fees
Kompose Boutique Resort at Theme Parks
Outdoor pool, pool umbrellas, sun loungers

Hyatt House Orlando International Drive

Hyatt House Orlando International Drive
4.0 star property
International Drive District
9.4 out of 10, Exceptional, (1,481 reviews)
"Great place to stay and great amenities"
United States
Darshan
$109 nightly
The price is $123
Jan 25 - Jan 26
Total with taxes and fees
Hyatt House Orlando International Drive
Water park

Red Lion Hotel Orlando Lake Buena Vista South

Red Lion Hotel Orlando Lake Buena Vista South
3.5 star property
Kissimmee
8.8 out of 10, Excellent, (4,370 reviews)
"Stay here a few times a year, always great! Wouldn’t stay anywhere else. "
United States
Raymond
$72 nightly
The price is $82
Jan 25 - Jan 26
Total with taxes and fees
Red Lion Hotel Orlando Lake Buena Vista South
Outdoor pool, sun loungers

Sonesta Essential Orlando Airport

Sonesta Essential Orlando Airport
3.0 star property
Orlando
8.0 out of 10, Very Good, (425 reviews)
"Excellent place to stay "
United States
ALEX
$88 nightly
The price is $99
Jan 26 - Jan 27
Total with taxes and fees
Sonesta Essential Orlando Airport
Outdoor pool

Seasons Florida Resort

Seasons Florida Resort
2.0 star property
Kissimmee
9.0 out of 10, Wonderful, (3,387 reviews)
"Very nice clean hotel"
Canada
Magdalena
$57 nightly
The price is $65
Feb 10 - Feb 11
Total with taxes and fees
Seasons Florida Resort
Outdoor pool, pool umbrellas, sun loungers

Aloft Orlando Lake Buena Vista

Aloft Orlando Lake Buena Vista
3.0 star property
Orlando
8.8 out of 10, Excellent, (1,957 reviews)
"Super nice hotel at a great price."
United States
Terry
$82 nightly
The price is $92
Jan 26 - Jan 27
Total with taxes and fees
Aloft Orlando Lake Buena Vista
Outdoor wedding area

Meliá Orlando Celebration

Meliá Orlando Celebration
4.0 star property
Celebration
8.6 out of 10, Excellent, (1,570 reviews)
"Very nice property, clean, with a lot of amenities, we will be back for sure!!!!"
United States
Licet
$125 nightly
The price is $142
Feb 9 - Feb 10
Total with taxes and fees
Meliá Orlando Celebration
Property amenity

Holiday Inn Express & Suites Clermont Se West Orlando by IHG

Holiday Inn Express & Suites Clermont Se West Orlando by IHG
2.5 star property
Clermont
8.4 out of 10, Very Good, (1,124 reviews)
"Staff were all very nice and helpful! "
United States
jamie
$88 nightly
The price is $98
Jan 26 - Jan 27
Total with taxes and fees
Holiday Inn Express & Suites Clermont Se West Orlando by IHG
6 outdoor pools, free cabanas, pool umbrellas

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
4.0 star property
Orlando
9.2 out of 10, Wonderful, (4,387 reviews)
"Great stay!"
Canada
Sylvie
$115 nightly
The price is $130
Feb 22 - Feb 23
Total with taxes and fees
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
Outdoor banquet area

Rosen Shingle Creek

Rosen Shingle Creek
4.5 star property
Orlando
9.4 out of 10, Exceptional, (4,428 reviews)
"Very nice place to stay with family. "
United States
Anick
$122 nightly
The price is $138
Feb 8 - Feb 9
Total with taxes and fees
Rosen Shingle Creek
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

CoCo Key Hotel and Water Resort 

CoCo Key Hotel and Water Resort 

10/10 Excellent
"The hotel good was spacious and the staff was AMAZING. We staying in a pool view room and it was the best decision! I got the breakfast package and it was nice being about to eat without having to leave the resort. The hotel pool is heated but the water park is not. "
Vivian 4-night trip
Posted 1 day ago
CoCo Key Hotel and Water Resort 

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 $65 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.
How can I save on a Windermere hotel with a pool with Expedia?
Before booking your Windermere hotel, remember to join One Key™, Expedia's free travel rewards program. Just sign up and sign in to access our lowest Member Prices as well as members-only perks. Booking your hotel in advance will typically help you save, but there are last-minute deals to explore too.
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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