Winter Park Hotels with Pool, Orlando: Winter Park Hotel Guide

Q: What are some accommodation options with pools in Winter Park?

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando : Aparthotel located near Orlando Vineland Premium Outlets. Features 6 outdoor swimming pools, a children's pool and 3 restaurants. Universal's Cabana Bay Beach Resort : Hotel, 5-minute walk from Universal Orlando Resort. Offers a lazy river, 2 outdoor swimming pools and 2 restaurants. Avanti International Resort : Hotel, 11-minute walk from The Orlando Eye. Provides a children's pool, a seasonal outdoor pool and a snack bar/deli. Rosen Inn Lake Buena Vista : Hotel located near Disney Springs™. Features 2 outdoor swimming pools, a children's pool and a snack bar/deli. Hyatt Regency Orlando International Airport : Offers 2 restaurants, an outdoor pool and complimentary wireless Internet access.

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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

Winter Park

Soak up poolside perfection at this luxury hotel with loungers, umbrellas, and a refreshing bar.

includes taxes & fees

7 Jul - 8 Jul

Drury Plaza Hotel Orlando - Disney Springs Area

Lake Buena Vista

Dive into a cool-down oasis with a spacious outdoor pool, hot tub, and poolside bar service.

includes taxes & fees

17 Jul - 18 Jul

Hyatt House Orlando Airport

Airport North

Refreshing outdoor pool sanctuary awaits near Florida Mall, with a firepit and poolside lounging for a sunny getaway experience.

includes taxes & fees

13 Jul - 14 Jul

Wyndham Grand Orlando Resort Bonnet Creek

Orlando

Splash into aquatic bliss at this resort with 5 outdoor pools, a lazy river, and poolside cabanas.

includes taxes & fees

19 Jul - 20 Jul

Hyatt Regency Orlando International Airport

Orlando

Tropical poolside oasis at an airport hotel offers relaxing moments surrounded by sunshine, just steps away from departure gates.

includes taxes & fees

12 Jul - 13 Jul

Wyndham Garden Lake Buena Vista – Disney Springs® Area

Lake Buena Vista

Splash into family-friendly fun with 2 outdoor pools and a poolside bar at this Disney Springs resort.

includes taxes & fees

7 Jul - 8 Jul

2 outdoor pools, pool umbrellas, pool loungers

Universal's Endless Summer Resort - Dockside Inn and Suites

Florida Center

Splash into a family adventure at Universal's Endless Summer Resort with 2 outdoor pools, loungers, and a refreshing poolside bar.

includes taxes & fees

15 Jul - 16 Jul

Hampton Inn & Suites Orlando Airport @ Gateway Village

Airport North

Vibrant pool oasis near Orlando Airport beckons travellers to dive in after a day exploring nearby attractions.

includes taxes & fees

13 Jul - 14 Jul

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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

Avanti International Resort

10/10 Excellent

"Great stay. Will definitely stay there again"

Buena Vista Suites Orlando

10/10 Excellent

"This was a good bang for your buck! No complaints on the hotel itself. Parking later at night becomes a little tricky, the parking filled up rather quickly. Only complaint was that the staff that checked me in didn't give me any additional info like the fact that u can use the sister hotel's pool(Caribe Royal) i only knew due to prior research. I had to mention it and then she gave me bands for the other property. I was also supposed to recieved 20% discount on food. I had to go up to the front desk the next day to ask about it and then I was given a discount card. Other than that I would definitely stay here again."

Frequently asked questions

What are some accommodation options with pools in Winter Park?

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando: Aparthotel located near Orlando Vineland Premium Outlets. Features 6 outdoor swimming pools, a children's pool and 3 restaurants. Universal's Cabana Bay Beach Resort: Hotel, 5-minute walk from Universal Orlando Resort. Offers a lazy river, 2 outdoor swimming pools and 2 restaurants. Avanti International Resort: Hotel, 11-minute walk from The Orlando Eye. Provides a children's pool, a seasonal outdoor pool and a snack bar/deli. Rosen Inn Lake Buena Vista: Hotel located near Disney Springs™. Features 2 outdoor swimming pools, a children's pool and a snack bar/deli. Hyatt Regency Orlando International Airport: Offers 2 restaurants, an outdoor pool and complimentary wireless Internet access.

What is there to see and do in Winter Park?

Explore places such as Kia Center, Universal Studios Florida and Universal Orlando Resort while you're in the area. Spend some time experiencing the great outdoors at Lake Virginia and Albin Polasek Museum and Sculpture Gardens. 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.

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