Hotels with Swimming Pool, Winter Park Orlando

Q: What are some accommodations with pools in Winter Park?

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando : Hotel located near Disney Springs™. Features 6 outdoor pools, a children's pool, and 3 restaurants. Rosen Inn at Pointe Orlando : Hotel, 14-minute walk from Orange County Convention Center. Offers 2 coffee shops/cafes, 3 outdoor pools, and complimentary wireless internet access. DoubleTree by Hilton Orlando Theme Park Resort : Resort, 8-minute walk from Aquatica. Provides 2 outdoor pools, a children's pool, and 2 restaurants. Universal's Cabana Bay Beach Resort : Hotel, 5-minute walk from Universal Orlando Resort. Features a lazy river, 2 outdoor pools, and 2 restaurants. Orlando International Drive North Hotel : Hotel, 12-minute walk from Universal Orlando Resort. Offers a snack bar/deli, an outdoor pool, and buffet.

Kraft Azalea Gardens showing a fountain, a park and a pond

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Our top choices for Winter Park hotels with a pool

gorgeous property at winter park -118

Winter Park

P17,891 total

includes taxes & fees

Mar 10 - Mar 11

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

The Alfond Inn

Winter Park

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

Outdoor pool, pool umbrellas, sun loungers

Hyatt House Orlando International Drive

International Drive District

Sun-kissed relaxation awaits at this poolside oasis with loungers and shade umbrellas.

P8,370 total

includes taxes & fees

Feb 24 - Feb 25

Outdoor pool, open 8:00 AM to 9:00 PM, cabanas (surcharge)

DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel

International Drive District

Splash into fun at this Orlando oasis with pool cabanas, a hot tub, and a poolside bar.

P6,512 total

includes taxes & fees

Feb 11 - Feb 12

Aloft Orlando Lake Buena Vista

Orlando

Splash into a sun-drenched poolside paradise at this Disney-adjacent hotel with lounger service.

P5,932 total

includes taxes & fees

Feb 10 - Feb 11

4 outdoor pools, open 7:00 AM to 11:00 PM, cabanas (surcharge)

Marriott's Grande Vista

Orlando

P9,438 total

includes taxes & fees

Mar 4 - Mar 5

3 outdoor pools, a heated pool, cabanas (surcharge), pool umbrellas

Caribe Royale Orlando

Orlando

Dive into serene luxury with 3 refreshing outdoor pools, cabana service, and a water slide in a family-friendly resort oasis.

P12,746 total

includes taxes & fees

Feb 12 - Feb 13

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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

Marriott's Grande Vista

10/10 Excellent

"Great value. Nice stay. Facilies were in fairly good condition. Staff was friendly. Note: time share presentations are pushed very hard. Stay your ground lol"

B&B Hotel Orlando International Drive Near Universal

10/10 Excellent

"Le camere sono super pulite e sempre in ordine. Tutto il personale è davvero gentilissimo e molto cortese, ti fanno sentire a casa fin da subito.L’hotel è super tranquillo e silenzioso, perfetto per riposarsi bene. Lo consiglio assolutamente a chi cerca un soggiorno eccellente a Orlando. Ci tornerei senza pensarci due volte!"

Frequently asked questions

What are some accommodations with pools in Winter Park?

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando: Hotel located near Disney Springs™. Features 6 outdoor pools, a children's pool, and 3 restaurants. Rosen Inn at Pointe Orlando: Hotel, 14-minute walk from Orange County Convention Center. Offers 2 coffee shops/cafes, 3 outdoor pools, and complimentary wireless internet access. DoubleTree by Hilton Orlando Theme Park Resort: Resort, 8-minute walk from Aquatica. Provides 2 outdoor pools, a children's pool, and 2 restaurants. Universal's Cabana Bay Beach Resort: Hotel, 5-minute walk from Universal Orlando Resort. Features a lazy river, 2 outdoor pools, and 2 restaurants. Orlando International Drive North Hotel: Hotel, 12-minute walk from Universal Orlando Resort. Offers a snack bar/deli, an outdoor pool, and buffet.

What is there to see and do in Winter Park?

Explore places like Universal Studios Florida, Universal Orlando Resort, and Walt Disney World® Resort while you're in the area. Spend some time experiencing the great outdoors at Kraft Azalea Gardens and Lake Virginia. Travelers 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 into account the local weather in Winter Park can help you maximize your time at the pool during your trip. The hottest months are usually July and August with an average temp of 82°F, while the coldest months are January and February with an average of 64°F. The rainiest months in Winter Park are August, September, July, and June, with each month seeing an average of 7 inches 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. To venture out into the surrounding area, hop aboard a train at Winter Park Station. Winter Park might not have very many public transit choices so consider renting a car to explore more.

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