A two-story house with a balcony, surrounded by lush greenery and trees.

Hotels with Swimming Pools in Winter Park

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Check availability on Winter Park Hotels with Swimming Pools

This weekend
6 Nov - 8 Nov
Next weekend
13 Nov - 15 Nov

Our top choices for Winter Park hotels with a pool

A multi-story hotel with balconies, a swimming pool, and a landscaped courtyard.

1. The Alfond Inn

The Alfond Inn
4.0 star property
Winter Park
9.6 out of 10, Exceptional, (1,008 reviews)
"Great hotel, I liked it so much"
Canada
Diana
The price is S$460
includes taxes & fees
30 Nov - 1 Dec
The Alfond Inn
A modern bar area with a long counter, multiple seating options, and pendant lighting.

2. Hilton Garden Inn Winter Park

Hilton Garden Inn Winter Park
3.0 star property
Winter Park
9.2 out of 10, Wonderful, (756 reviews)
"Awesome stay, great staff and location"
United States
Crystile
The price is S$259
includes taxes & fees
29 Nov - 30 Nov
Hilton Garden Inn Winter Park
A cozy living room with a leather sofa, a wooden coffee table, and a leather armchair. There are potted plants and a staircase in the background.

3. Park Plaza Hotel

Park Plaza Hotel
3.0 star property
Park Avenue District
8.6 out of 10, Excellent, (1,005 reviews)
"Great location great staff very clean rooms love it would come back and stay longer great location."
United States
thomas
The price is S$271
includes taxes & fees
21 Nov - 22 Nov
Park Plaza 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

Rosen Inn Lake Buena Vista

Rosen Inn Lake Buena Vista

10/10 Excellent
"My stay was excellent. Staff was awesome."
Joseph 1-night trip
Posted 1 hour ago
Rosen Inn Lake Buena Vista

Frequently asked questions

What are some accommodation options with pools in Winter Park?
Hyatt Regency Orlando International Airport: Features 2 restaurants, an outdoor pool and complimentary wireless Internet access. Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando: Aparthotel located near Orlando Vineland Premium Outlets. Offers 6 outdoor swimming pools, a children's pool and 3 restaurants. Marriott's Grande Vista: Aparthotel located near Orlando Vineland Premium Outlets. Provides 4 outdoor swimming pools, a children's pool and 3 restaurants. Universal's Cabana Bay Beach Resort: Hotel, 5-minute walk from Universal Orlando Resort. Features a lazy river, 2 outdoor swimming pools and 2 restaurants. Avanti International Resort: Hotel, 9-minute walk from Pointe Orlando. Offers a children's pool, a seasonal outdoor 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 Albin Polasek Museum and Sculpture Gardens and Lake Mizell. 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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