Hotels with Pool & Resorts in Winter Park from AU$121

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Check availability on Winter Park Hotels with Pool

Tonight
5 Mar - 6 Mar
Tomorrow
6 Mar - 7 Mar
This weekend
6 Mar - 8 Mar
Next weekend
13 Mar - 15 Mar

Our top choices for Winter Park hotels with a pool

Outdoor pool

1-bedroom vacation room just 12 minutes from University of Central Florida

1-bedroom vacation room just 12 minutes from University of Central Florida
Orlando
9.4 out of 10, Exceptional, (3 reviews)
  • cleanliness
    Relax poolside at a cosy retreat with both private and outdoor pools, just 12 minutes from University of Central Florida.
The price is AU$269
includes taxes & fees
1 Apr - 2 Apr
1-bedroom vacation room just 12 minutes from University of Central Florida
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, (1,008 reviews)
  • cleanliness
    Soak up poolside perfection at this luxury hotel with loungers, umbrellas, and a refreshing bar.
The Alfond Inn
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, (6,400 reviews)
  • cleanliness
    Dive into double the fun with 2 outdoor pools, spa pools, and a lazy river paradise.
The price is AU$226
includes taxes & fees
11 Mar - 12 Mar
Universal's Cabana Bay Beach Resort
Terrace/patio

Embassy Suites by Hilton Orlando Lake Buena Vista South

Embassy Suites by Hilton Orlando Lake Buena Vista South
4.0 star property
Kissimmee
9.4 out of 10, Exceptional, (1,323 reviews)
  • cleanliness
    Make a splash at this sun-drenched resort pool oasis with spa pool and poolside refreshments.
The price is AU$121
includes taxes & fees
22 Mar - 23 Mar
Embassy Suites by Hilton Orlando Lake Buena Vista South
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, (1,582 reviews)
  • cleanliness
    Sun-kissed relaxation awaits at this poolside oasis with loungers and shade umbrellas.
The price is AU$188
includes taxes & fees
22 Mar - 23 Mar
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
8.4 out of 10, Very good, (966 reviews)
  • cleanliness
    Splash into fun at this Orlando oasis with pool cabanas, a spa pool, and a poolside bar.
The price is AU$153
includes taxes & fees
29 Mar - 30 Mar
DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel
3 outdoor pools, a heated pool, pool cabanas (surcharge), pool umbrellas

Caribe Royale Orlando

Caribe Royale Orlando
4.5 star property
Orlando
9.2 out of 10, Wonderful, (4,804 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 AU$250
includes taxes & fees
8 Mar - 9 Mar
Caribe Royale Orlando
Waterslide

Holiday Inn Resort Orlando Suites - Waterpark by IHG

Holiday Inn Resort Orlando Suites - Waterpark by IHG
3.5 star property
Orlando
7.2 out of 10, Good, (4,929 reviews)
  • cleanliness
    Splash into water park paradise with two refreshing pools and a tropical waterslide for families.
The price is AU$178
includes taxes & fees
8 Mar - 9 Mar
Holiday Inn Resort Orlando Suites - Waterpark by IHG
Exterior

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, (1,423 reviews)
  • cleanliness
    Relaxing poolside retreat awaits with sun loungers, umbrellas, and a luxurious spa pool experience.
The price is AU$167
includes taxes & fees
16 Mar - 17 Mar
La Quinta Inn & Suites by Wyndham Orlando Airport
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, (4,330 reviews)
  • cleanliness
    Dive into poolside bliss at this luxury resort with 2 spa pools and full-service spa to rejuvenate your senses.
The price is AU$170
includes taxes & fees
5 Apr - 6 Apr
Rosen Centre 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

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Top Winter Park Hotel Reviews

Universal's Cabana Bay Beach Resort

Universal's Cabana Bay Beach Resort

10/10 Excellent
"Beautiful, fun, 1950’s retro themed, lots to do, easy walk to USO and IA. "
Catherine 4-night trip
Posted 1 day ago
Universal's Cabana Bay Beach Resort

Frequently asked questions

What are some accommodation options with pools in Winter Park?
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando: Condo resort located near Disney Springs™. Features 6 outdoor swimming pools, a children's pool and 3 restaurants. DoubleTree by Hilton at the Entrance to Universal Orlando: Hotel, 3-minute walk from Universal Orlando Resort. Offers a children's pool, an outdoor pool and 2 restaurants. Universal's Cabana Bay Beach Resort: Hotel, 5-minute walk from Universal Orlando Resort. Provides a lazy river, 2 outdoor swimming pools and 2 restaurants. Marriott's Grande Vista: Condo resort located near Orange County Convention Center. Features 4 outdoor swimming pools, a children's pool and 3 restaurants. Rosen Inn Lake Buena Vista: Hotel located near Disney Springs™. Offers 2 outdoor swimming pools, a children's pool and a snack bar/deli.
What is there to see and do in Winter Park?
Explore places such as Universal Studios Florida, Universal Orlando Resort and Orange County Convention Center while you're in the area. Spend some time experiencing the great outdoors at Kraft Azalea Gardens and Lake Virginia. 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.