The Best Hotels with a Pool in Maitland, FL from ￥16,404 in 2026

Q: What are some accommodations with pools in Maitland?

Sheraton Orlando North Hotel : Features 2 restaurants, an outdoor pool, and complimentary wireless internet access. Hyatt Regency Orlando International Airport : Offers 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. Provides 6 outdoor 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. Features a children's pool, an outdoor pool, and 2 restaurants. Rosen Inn Lake Buena Vista : Hotel located near Disney Springs™. Offers 2 outdoor pools, a children's pool, and a snack bar/deli.

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Our top choices for Maitland hotels with a pool

Sheraton Orlando North Hotel

Maitland

Soak in sunshine at the sparkling outdoor pool, complete with comfortable loungers and a bubbling hot tub to refresh your senses.

￥17,141 total

includes taxes & fees

Aug 10 - Aug 11

Homewood Suites by Hilton Orlando-Maitland

Maitland

Dive into pool paradise with crystal-clear waters and a sun-soaked deck in Orlando.

￥21,764 total

includes taxes & fees

Aug 9 - Aug 10

Travel Themed Property with Backyard Oasis

Maitland

￥145,403 total

includes taxes & fees

Aug 7 - Aug 8

Outdoor pool, open 8:00 AM to 10:00 PM, pool umbrellas, sun loungers

Hilton Orlando/Altamonte Springs

Altamonte Springs

Sink into pure bliss at this outdoor pool with loungers for a refreshing Florida getaway.

￥21,570 total

includes taxes & fees

Aug 20 - Aug 21

Comfort Suites Downtown

Ivanhoe Village

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

￥19,426 total

includes taxes & fees

Aug 16 - Aug 17

Outdoor pool, open 6:00 AM to 11:00 PM, pool umbrellas, sun loungers

Courtyard by Marriott Orlando Downtown

Ivanhoe Village

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

￥22,558 total

includes taxes & fees

Jul 30 - Jul 31

Hyatt Place Lake Mary/Orlando North

Lake Mary

Spacious outdoor pool and hot tub create a relaxing oasis with nearby recreational activities in this centrally located hotel.

￥17,692 total

includes taxes & fees

Jul 30 - Jul 31

Outdoor pool, open 9:00 AM to 8:00 PM, pool umbrellas, sun loungers

Courtyard by Marriott across Universal Orlando

Florida Center

￥17,325 total

includes taxes & fees

Aug 24 - Aug 25

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Choose what matters most at hotels with a pool in Maitland

Breakfast included

Hot tub

Top Maitland Hotel Reviews

Rosen Inn International

10/10 Excellent

"Great stay will definitely book again"

B&B Hotel Orlando International Drive Near Universal - Newly Renovated!

8/10 Good

"⭐⭐⭐⭐⭐ Stay Number 4 at B&B Hotel Orlando International Drive This was my fourth stay at B&B Hotel Orlando International Drive, and once again, I had a very great overall experience. The room was clean, modern, comfortable, and beautifully designed, making it a great place to relax after a long day. The bed was comfortable, the room had a nice layout, and I really enjoyed the overall atmosphere of the hotel. My only minor issue was that my room was located near the main entrance. Each time the entrance door opened, I could hear people coming in and out of the building, so there was some foot traffic and occasional noise. This was a little inconvenient, but it did not take away from my overall experience. Apart from the foot traffic near the entrance, I truly enjoyed my stay and would definitely stay here again. Since this was my fourth stay, I can honestly say that I continue to enjoy this hotel and would recommend it to others. If you’re a light sleeper, I would suggest requesting a room away from the main entrance. Overall, another great stay and I look forward to returning again!"

DoubleTree by Hilton at the Entrance to Universal Orlando

10/10 Excellent

"Just a few things that could be improved. Th elevators were very slow and not all worked and having more variety for coffee creamer for the rooms. The volume on the TV was very odd, had to turn it all the way up to hear and it lagged a lot. Maybe having a floor for guest that bring their pets, our neighbor had their dog and it barked A LOT!!! The cleanliness of the rooms were great, the cleaning staff did great each day!! We will definitely stay at again!!"

Frequently asked questions

What are some accommodations with pools in Maitland?

Sheraton Orlando North Hotel: Features 2 restaurants, an outdoor pool, and complimentary wireless internet access. Hyatt Regency Orlando International Airport: Offers 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. Provides 6 outdoor 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. Features a children's pool, an outdoor pool, and 2 restaurants. Rosen Inn Lake Buena Vista: Hotel located near Disney Springs™. Offers 2 outdoor pools, a children's pool, and a snack bar/deli.

What is there to see and do in Maitland?

Explore places like Kia Center, Universal Studios Florida, and Universal Orlando Resort while you're in the area. Surround yourself with nature at Lake Lily Park and Maitland Community Park. Travelers love Maitland for its array of dining options.

When is the best time to book a hotel with a pool in Maitland?

Taking into account the local weather in Maitland 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 Maitland 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 Maitland?

Knowing the transportation options in Maitland can help you enjoy the area beyond your hotel pool. Make your way to Maitland Station to catch metro. If you'd like to explore around the area, you may want a rental car for your journey.

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