Find Hotels with a Pool in Winter Park, FL

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Our top choices for Winter Park hotels with a pool

The Alfond Inn

The Alfond Inn
4.0 star property
Winter Park
9.6 out of 10, Exceptional, (1,000 reviews)
"Location was great, friendly staff, beautiful hotel."
United States
Jessica
$394 nightly
The price is $443
Mar 15 - Mar 16
Total with taxes and fees
The Alfond Inn

Calypso Cay Vacation Villas

Calypso Cay Vacation Villas
3.5 star property
Kissimmee
8.2 out of 10, Very Good, (1,007 reviews)
"The place was very nice and met expectations "
United States
Gregory
$105 nightly
The price is $120
Mar 8 - Mar 9
Total with taxes and fees
Calypso Cay Vacation Villas

Rosen Centre Hotel

Rosen Centre Hotel
4.0 star property
International Drive District
9.0 out of 10, Wonderful, (4,309 reviews)
"Hotel, staff and rooms were great!"
United States
Tammy
$111 nightly
The price is $124
Mar 4 - Mar 5
Total with taxes and fees
Rosen Centre Hotel

Hyatt House Orlando International Drive

Hyatt House Orlando International Drive
4.0 star property
International Drive District
9.4 out of 10, Exceptional, (1,567 reviews)
"Breakfast was excellent! Hotel is very clean. "
Canada
Danqing
$125 nightly
The price is $141
Mar 22 - Mar 23
Total with taxes and fees
Hyatt House Orlando International Drive

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, (1,370 reviews)
"It was great especially the breakfast "
Canada
Ahmad Taha
$95 nightly
The price is $107
Mar 3 - Mar 4
Total with taxes and fees
La Quinta Inn & Suites by Wyndham Orlando Airport

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
8.4 out of 10, Very Good, (953 reviews)
"Great stay"
United States
Amanda R
$95 nightly
The price is $107
Mar 22 - Mar 23
Total with taxes and fees
DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel

Holiday Inn Resort Orlando - Lake Buena Vista by IHG

Holiday Inn Resort Orlando - Lake Buena Vista by IHG
3.5 star property
Orlando
8.4 out of 10, Very Good, (3,780 reviews)
"Very nice staff ,clean rooms"
United States
Luis
$101 nightly
The price is $114
Mar 2 - Mar 3
Total with taxes and fees
Holiday Inn Resort Orlando - Lake Buena Vista by IHG

Wyndham Garden Lake Buena Vista – Disney Springs® Area

Wyndham Garden Lake Buena Vista – Disney Springs® Area
3.5 star property
Lake Buena Vista
8.2 out of 10, Very Good, (3,997 reviews)
"Rooms were clean and staff was friendly. "
United States
Audrey Nou
$130 nightly
The price is $147
Mar 1 - Mar 2
Total with taxes and fees
Wyndham Garden Lake Buena Vista – Disney Springs® Area

Hampton Inn & Suites Orlando Airport @ Gateway Village

Hampton Inn & Suites Orlando Airport @ Gateway Village
3.0 star property
Airport North
9.4 out of 10, Exceptional, (2,539 reviews)
"Very clean great staff"
United States
Eugene
$130 nightly
The price is $147
Mar 2 - Mar 3
Total with taxes and fees
Hampton Inn & Suites Orlando Airport @ Gateway Village

Wyndham Lake Buena Vista – Disney Springs® Area

Wyndham Lake Buena Vista – Disney Springs® Area
4.0 star property
Lake Buena Vista
8.8 out of 10, Excellent, (2,801 reviews)
"Friendly, excellent staff, easy to access to Disney world!"
United States
Yukari
$160 nightly
The price is $180
Mar 2 - Mar 3
Total with taxes and fees
Wyndham Lake Buena Vista – Disney Springs® Area
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

How much does a hotel with outdoor pool in Winter Park cost?
Enjoy staying in a hotel in Winter Park with an outdoor pool. You can find a great deal from $107 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.
Which Winter Park hotels offer poolside service for food and drinks?
The Alfond Inn is a fantastic option for travellers seeking a hotel in Winter Park with poolside service for food and drinks. This elegant 4-star hotel boasts an outdoor pool where guests can soak up the sun while enjoying delicious refreshments from the poolside bar. With a remarkable traveller rating of 9.6, guests frequently rave about the top service and friendly staff, making it an inviting retreat for travellers.

In addition to the inviting pool, The Alfond Inn offers a range of luxurious amenities, including a spa with various treatments that can rejuvenate your body after a day of exploration. Its comfortable and beautifully designed rooms ensure a relaxing stay, while the fabulous dining options keep visitors coming back for more.
Is it cheaper to book flights and a Winter Park 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 Winter Park hotel with a pool with Expedia?
Before booking your Winter Park 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 Winter Park for you.

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