Search Hotels with Pool in Winter Park

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Check availability on Winter Park Hotels with Pool

Our top choices for Winter Park hotels with a pool

2 outdoor pools, open 10:00 AM to 5:00 PM, pool cabanas (surcharge)

The Alfond Inn

The Alfond Inn
4.0 star property
Winter Park
9.6 out of 10, Exceptional, (1,001 reviews)
  • cleanliness
    Soak up poolside perfection at this luxury hotel with loungers, umbrellas, and a refreshing bar.
"A beautiful hotel in a historic Florida town that is an easy walk to a shopping and dining thoroughfare, with fine dining, pool, gym, spa…."
United States
Denise
The price is 6.732.248 ₫
8.314.695 ₫ total
includes taxes & fees
24 May - 25 May
The Alfond Inn
Water park

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, (6,421 reviews)
  • cleanliness
    Splash into aquatic paradise with 7 pools, a lazy river, and waterslides at this family resort.
"we had a great time at the pool"
United States
Sabrina
The price is 2.568.184 ₫
3.777.885 ₫ total
includes taxes & fees
17 May - 18 May
Westgate Lakes Resort & Spa Universal Studios Area
Exterior

Wyndham Grand Orlando Resort Bonnet Creek

Wyndham Grand Orlando Resort Bonnet Creek
4.0 star property
Orlando
9.0 out of 10, Wonderful, (2,944 reviews)
  • cleanliness
    Splash into aquatic bliss at this resort with 5 outdoor pools, a lazy river, and poolside cabanas.
"Amazing location, pools were perfect, just need more food options"
United States
Brian
The price is 3.982.457 ₫
5.724.782 ₫ total
includes taxes & fees
3 Jun - 4 Jun
Wyndham Grand Orlando Resort Bonnet Creek
Outdoor pool, pool loungers

Drury Plaza Hotel Orlando - Disney Springs Area

Drury Plaza Hotel Orlando - Disney Springs Area
4.0 star property
Lake Buena Vista
9.8 out of 10, Exceptional, (5,851 reviews)
  • cleanliness
    Dive into a cool-down oasis with a spacious outdoor pool, hot tub, and poolside bar service.
"Pool is nice."
United States
Jennifer
The price is 4.738.057 ₫
5.330.314 ₫ total
includes taxes & fees
25 May - 26 May
Drury Plaza Hotel Orlando - Disney Springs Area
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, (6,826 reviews)
  • cleanliness
    Dive into double the fun with 2 outdoor pools, hot tubs, and a lazy river paradise.
"Pool area great"
United Kingdom
Loren
The price is 3.950.850 ₫
4.444.705 ₫ total
includes taxes & fees
18 May - 19 May
Universal's Cabana Bay Beach Resort
Outdoor pool, open 6:00 AM to midnight, pool umbrellas, pool loungers

Rosen Centre Hotel

Rosen Centre Hotel
4.0 star property
International Drive District
9.0 out of 10, Wonderful, (4,531 reviews)
  • cleanliness
    Dive into poolside bliss at this luxury resort with 2 hot tubs and full-service spa to rejuvenate your senses.
"great time,great place,pool was awesome,over all great vibe!!"
United States
anthony
The price is 3.204.930 ₫
3.641.601 ₫ total
includes taxes & fees
1 Jun - 2 Jun
Rosen Centre Hotel
Outdoor pool, pool umbrellas, pool loungers

Hyatt House Orlando International Drive

Hyatt House Orlando International Drive
4.0 star property
International Drive District
9.4 out of 10, Exceptional, (1,804 reviews)
  • cleanliness
    Sun-kissed relaxation awaits at this poolside oasis with loungers and shade umbrellas.
"Has laundry capability and pool."
United States
Britney
The price is 2.449.527 ₫
2.755.719 ₫ total
includes taxes & fees
31 May - 1 Jun
Hyatt House Orlando International Drive
Outdoor pool, open 8:00 AM to 9:00 PM, pool cabanas (surcharge)

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, (1,362 reviews)
  • cleanliness
    Splash into fun at this Orlando oasis with pool cabanas, a hot tub, and a poolside bar.
"Food was good for breakfast pool was awesome"
Canada
Donald
The price is 2.287.015 ₫
2.572.793 ₫ total
includes taxes & fees
21 May - 22 May
DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel
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 Winter Park

Breakfast included
4 stars

Top Winter Park Hotel Reviews

Universal's Cabana Bay Beach Resort

Universal's Cabana Bay Beach Resort

10/10 Excellent
"Great choices reminded me of college cafeteria/campus a lot of things to do, great gym and pool options. Honestly there is nothing bad I can say and the staff text me to see if we needed anything taken to our room. It was great, if I had to give one bad thing would only be that I had to pay for parking but they do provide a bus to take you to the parks so that makes up for it since you don’t have to pay attraction parking fees."
Anthony 4-night trip
Posted 2 hours ago
Universal's Cabana Bay Beach Resort

Frequently asked questions

What is there to see and do in Winter Park?
Explore places such as 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 Virginia and Mead Garden. Travellers love Winter Park for its array of dining options.
When is the best time to book a hotel with a pool in Winter Park?
Taking the local weather in Winter Park into account can help you maximise your time at the pool during your trip. The hottest months are usually July and August, with an average temperature of 28°C, while the coldest months are January and February, with an average of 18°C. The rainiest months in Winter Park are August, September, July and June, with each month seeing an average of 185 mm of rainfall.
What's the best way to travel around Winter Park?
Knowing the transportation options in Winter Park can help you enjoy the area beyond your hotel pool. If you want to venture outside the area, take a train from Winter Park Station. Winter Park might not have many public transport options, so consider renting a car to explore more.