TOP Hotels with Pool in Maitland, FL for 2026

Q: What are some accommodation options with pools in Maitland?

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando : Aparthotel located near Disney Springs™. Features 6 outdoor swimming pools, a children's pool and 3 restaurants. Hyatt Regency Orlando International Airport : Offers 2 restaurants, an outdoor pool and complimentary wireless Internet access. 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. Universal's Endless Summer Resort - Dockside Inn and Suites : Hotel located near Universal CityWalk. Features 2 outdoor swimming pools, a children's pool and 3 bars. Westgate Lakes Resort & Spa Universal Studios Area : Hotel located near The Orlando Eye. Offers 7 outdoor swimming pools, a children's pool and a water park.

Aerial Panoramic view of Maitland, Florida during sunset. May 29, 2022

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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.

฿3,401 total

includes taxes & fees

15 Jun - 16 Jun

Homewood Suites by Hilton Orlando-Maitland

Maitland

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

฿3,568 total

includes taxes & fees

14 Jun - 15 Jun

Outdoor pool, open 8:00 AM to 9:00 PM, pool 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.

฿3,108 total

includes taxes & fees

3 Jun - 4 Jun

Westgate Lakes Resort & Spa Universal Studios Area

Orlando

Splash into aquatic paradise with 7 pools, a lazy river, and waterslides at this family resort.

฿4,662 total

includes taxes & fees

4 Jun - 5 Jun

Outdoor pool, pool umbrellas, pool loungers

Hyatt House Orlando International Drive

International Drive District

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

฿4,059 total

includes taxes & fees

22 Jun - 23 Jun

Rosen Shingle Creek

Orlando

Swim in luxury with four sparkling pools and poolside cabanas at this golf resort haven.

฿4,651 total

includes taxes & fees

12 Jun - 13 Jun

Ramada by Wyndham Suites Orlando Airport

Airport North

Poolside paradise awaits with sun loungers, umbrellas, and a refreshing outdoor oasis.

฿2,863 total

includes taxes & fees

2 Jun - 3 Jun

La Quinta Inn & Suites by Wyndham Orlando Airport

Airport North

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

฿2,984 total

includes taxes & fees

30 Jun - 1 Jul

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Choose what matters most at hotels with a pool in Maitland

Breakfast included

Hot tub

Top Maitland Hotel Reviews

La Quinta Inn & Suites by Wyndham Orlando Airport

10/10 Excellent

"Staff very professional."

Westgate Lakes Resort & Spa Universal Studios Area

4/10 Poor

"I stayed two nights in this hotel/ apartment buildings. The room was ok and the property has a lot of things to do. It has basketball courts, pools and a waterpark. Parking however is a nightmare. Since it is first come first serve, its really hard to find a parking near your room. First night I found one on the opposite side of the building where my room was located. The second night I was not able to find a parking spot at all. I had to park in the parking garage in the front of the property then wait for one of the golf carts to take us to our room. Very inconvenient specialty when traveling with children."

Wyndham I-Drive Avanti Resort & Conference Center

6/10 Okay

"The pool was really fun.. we had a air conditioner leak in our room but was fixed quickly.. weird thing happened a security guard opened our door in the middle of the night.. really freaked us out and not sure why that happened no explanation given.. just weird"

Frequently asked questions

What are some accommodation options with pools in Maitland?

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando: Aparthotel located near Disney Springs™. Features 6 outdoor swimming pools, a children's pool and 3 restaurants. Hyatt Regency Orlando International Airport: Offers 2 restaurants, an outdoor pool and complimentary wireless Internet access. 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. Universal's Endless Summer Resort - Dockside Inn and Suites: Hotel located near Universal CityWalk. Features 2 outdoor swimming pools, a children's pool and 3 bars. Westgate Lakes Resort & Spa Universal Studios Area: Hotel located near The Orlando Eye. Offers 7 outdoor swimming pools, a children's pool and a water park.

What is there to see and do in Maitland?

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

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

Taking the local weather in Maitland 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 Maitland 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 Maitland?

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

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