🏊 Top 10 Winter Park Hotels with Swimming Pool

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

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Our top choices for Winter Park hotels with a pool

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

A spacious hall with a grand piano, large windows, and a central floral arrangement.

A spacious lobby with a high ceiling, large windows, and a grand piano.

A hotel with multiple floors, outdoor seating areas, and a well-lit courtyard.

1. The Alfond Inn

Winter Park

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

RM979

RM1,224 total

includes taxes & fees

6 Sept - 7 Sept

A swimming pool with wooden deck seating, palm trees, and a modern building in the background.

An outdoor patio area with wicker furniture, a glass table, and a view of a building in the background.

A multi-story hotel with a modern design, featuring balconies and a covered entrance.

2. Courtyard by Marriott Orlando Downtown

Ivanhoe Village

Float in sunshine at city centre Orlando's chic hotel pool, surrounded by plush loungers and umbrellas.

RM495

RM557 total

includes taxes & fees

10 Sept - 11 Sept

A pool area with a hot tub, lounge chairs, and a covered seating area.

A hotel room with two beds, a blue sofa, a wooden table, and framed pictures on the wall.

A spacious lobby with a reception desk, seating area with sofas and armchairs, and large windows allowing natural light.

A hotel entrance with a covered area, palm trees, and an American flag.

3. Comfort Suites Downtown

Ivanhoe Village

Make a splash in city centre Orlando with this hotel's seasonal outdoor pool and relaxing hot tub for post-exploration recovery.

RM469

RM528 total

includes taxes & fees

28 Sept - 29 Sept

A swimming pool with lounge chairs and umbrellas, a building with multiple windows, and palm trees.

A hallway with a dark wood console table, a green vase, and framed artwork on the wall. A sign indicates the direction to the fitness center, ice machine, and AV room.

A modern living room with a sofa, chairs, a fireplace, and a flat-screen TV mounted on the wall.

A hotel room with a bed, desk, chair, and a sofa.

4. La Quinta Inn & Suites by Wyndham Orlando UCF

Orlando

Sun-soaked outdoor pool offers refreshing escapes and hot tub relaxation near the University of Central Florida campus.

RM330

RM371 total

includes taxes & fees

13 Sept - 14 Sept

A hotel pool area with lounge chairs, umbrellas, and a swimming pool.

A hotel room with a sofa, two armchairs, a coffee table, and a wall-mounted sign reading "gateway village - ORLANDO stay a while".

A multi-story hotel with a prominent red sign, a well-lit entrance, and a landscaped front yard.

An outdoor seating area with green chairs and umbrellas, a fire pit, and a building with large windows in the background.

5. 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.

RM361

RM406 total

includes taxes & fees

9 Sept - 10 Sept

A hot tub with a waterfall mural, a metal ladder, and a tiled floor.

A bathroom with a granite countertop, a sink, a mirror, a framed picture, and a shower curtain.

A modern hotel room with a large white bathtub, a neatly made bed, and a small bedside table with a lamp.

A modern lounge area with a sofa set, ottomans, and a small table.

6. Wingate by Wyndham - Orlando International Airport

Airport North

Refreshing outdoor pool oasis with sun loungers offers relaxation after exploring nearby shopping and dining options.

RM309

RM348 total

includes taxes & fees

7 Sept - 8 Sept

A hotel pool area with a large pool, lounge chairs, and a building with multiple windows and balconies.

A hotel room with a bed, a desk, a chair, a sofa, and a TV.

A buffet area with a microwave, coffee maker, and various food containers.

A reception area with a modern design, featuring a reception desk, a large floral wall art, and a seating area with a sofa and armchairs.

7. La Quinta Inn & Suites by Wyndham Orlando Airport

Airport North

Relaxing poolside retreat awaits with sun loungers, umbrellas, and a luxurious hot tub experience.

RM288

RM324 total

includes taxes & fees

27 Sept - 28 Sept

A swimming pool with lounge chairs and umbrellas, surrounded by a multi-story building with balconies.

An outdoor patio area with seating, a bar, and a fire feature.

A modern bar area with a long counter, bar stools, and a seating area with tables and chairs.

A modern hotel with a blue facade, a covered entrance, and palm trees in the foreground.

8. 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.

RM445

RM500 total

includes taxes & fees

13 Sept - 14 Sept

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Choose what matters most at hotels with a pool in Winter Park

Breakfast included

4 stars

Hot tub

5 stars

Spa

Top Winter Park Hotel Reviews

Sheraton Vistana Villages Resort Villas, I-Drive/Orlando

10/10 Excellent

"I loved the room and property..i just don’t like that you don’t get your money back from the hold in your card til 7-10 buisness days kater"

Rosen Inn Lake Buena Vista

10/10 Excellent

"Definitely worth the price!"

Marriott's Grande Vista

10/10 Excellent

"Great resort"

Hyatt Regency Orlando International Airport

10/10 Excellent

"Great Hotel"

Westgate Lakes Resort & Spa Universal Studios Area

10/10 Excellent

"lovely place to stay. Rooms were nice and big"

Universal's Cabana Bay Beach Resort

10/10 Excellent

"This place was AMAZING!!! Our kids had so much fun in the pools, slides and hot tub. There was plenty of options for food at affordable prices. The kids are already talking about going back to the same place next year. Highly recommend staying at Cabana Bay Beach resort!!"

Drury Plaza Hotel Orlando - Disney Springs Area

8/10 Good

"It was ok. Food was terrible"

Caribe Royale Orlando, WorldHotels Elite

10/10 Excellent

"place was great , very well located ,super clean ,well maintained , pool was awesome restaurants were great"

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. 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: Aparthotel located near Orlando Vineland Premium Outlets. Features 4 outdoor swimming pools, a children's pool and 3 restaurants. Universal's Endless Summer Resort - Dockside Inn and Suites: Hotel located near Universal Orlando Resort. Offers 2 outdoor swimming pools, a children's pool and 3 bars.

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 Albin Polasek Museum and Sculpture Gardens and Kraft Azalea 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.

Room 1

Change your mind

Treat yourself

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Check availability on Winter Park Hotels with Swimming Pools

Our top choices for Winter Park hotels with a pool

1. The Alfond Inn

2. Courtyard by Marriott Orlando Downtown

3. Comfort Suites Downtown

4. La Quinta Inn & Suites by Wyndham Orlando UCF

5. Hampton Inn & Suites Orlando Airport @ Gateway Village

6. Wingate by Wyndham - Orlando International Airport

7. La Quinta Inn & Suites by Wyndham Orlando Airport

8. Hyatt House Orlando Airport

Choose what matters most at hotels with a pool in Winter Park

Top Winter Park Hotel Reviews

Sheraton Vistana Villages Resort Villas, I-Drive/Orlando

Rosen Inn Lake Buena Vista

Marriott's Grande Vista

Hyatt Regency Orlando International Airport

Westgate Lakes Resort & Spa Universal Studios Area

Universal's Cabana Bay Beach Resort

Drury Plaza Hotel Orlando - Disney Springs Area

Caribe Royale Orlando, WorldHotels Elite

Frequently asked questions

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