TOP Hotels with Pool in Maitland, FL for 2026

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

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.

An aerial view of a city with a prominent building complex, surrounded by dense greenery and a river.

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Our top choices for Maitland hotels with a pool

A hotel pool with a waterfall feature, lounge chairs, and a building with multiple balconies.

1. 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.

Rp1.919.997 total

includes taxes & fees

22 Nov - 23 Nov

A hotel with a swimming pool, a white fence, and a water feature.

2. Homewood Suites by Hilton Orlando-Maitland

Maitland

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

Rp2.411.705 total

includes taxes & fees

10 Nov - 11 Nov

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

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.

Rp2.410.482 total

includes taxes & fees

27 Nov - 28 Nov

A hotel pool area with lounge chairs and umbrellas, surrounded by tall buildings and a sunset sky.

4. Drury Plaza Hotel Orlando - Disney Springs Area

Lake Buena Vista

Dive into a cool-down oasis with a spacious outdoor pool, hot tub, and poolside bar service.

Rp3.549.722 total

includes taxes & fees

25 Nov - 26 Nov

A swimming pool with a brick border, surrounded by a fence and trees.

5. 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.

Rp1.946.067 total

includes taxes & fees

22 Nov - 23 Nov

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

6. Courtyard by Marriott Orlando Downtown

Ivanhoe Village

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

Rp2.757.314 total

includes taxes & fees

22 Nov - 23 Nov

An aerial view of a resort with a winding pool, sun loungers, and palm trees.

7. Hilton Orlando Buena Vista Palace - Disney Springs® Area

Lake Buena Vista

Immerse in poolside paradise at this Disney Springs resort with two outdoor pools and a lazy river sanctuary for all ages.

Rp3.940.713 total

includes taxes & fees

22 Nov - 23 Nov

A hotel with a swimming pool, outdoor seating, and a covered area.

8. Comfort Inn & Suites Orlando Sanford Airport

Sanford

Rp2.292.994 total

includes taxes & fees

17 Nov - 18 Nov

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Choose what matters most at hotels with a pool in Maitland

Breakfast included

Hot tub

Top Maitland Hotel Reviews

Courtyard by Marriott across Universal Orlando

10/10 Excellent

"Great!"

Drury Plaza Hotel Orlando - Disney Springs Area

10/10 Excellent

"I was overwhelmed by the number of benefits the hotel offered. When I booked the hotel, I did not know that there was breakfast and an evening buffet. I did not know that I could get free brewed coffee and one free cocktail in the afternoon. I did not know that had shuttles to many local attractions. The people at the reception desk were eager to help and assisted me with modifying my reservation. They even took some angles to try to save me some money. When my daughter suggests we go to Disney again, I will look to stay at Drury first."

Frequently asked questions

What are some accommodation options with pools in Maitland?

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 Maitland?

Explore places such as Universal Studios Florida, Universal Orlando Resort and Orange County Convention Center while you're in the area. Make a point to visit attractions such as Kewannee Park and Maitland Art Center. 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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