The Best Hotels with a Pool in Maitland, FL from ₩124,135 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. Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando : Aparthotel located near Disney Springs™. Offers 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. Provides a children's pool, an outdoor pool, and 2 restaurants. Universal's Cabana Bay Beach Resort : Hotel, 5-minute walk from Universal Orlando Resort. Features a lazy river, 2 outdoor pools, and 2 restaurants. Westgate Lakes Resort & Spa Universal Studios Area : Hotel located near Aquatica. Offers 7 outdoor pools, a children's pool, and a water park.

Aerial view of Maitland, Florida with city of Orlando skyline in the horizon. March 30, 2023, afternoon.

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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.

₩144,825 total

includes taxes & fees

Jul 2 - Jul 3

Homewood Suites by Hilton Orlando-Maitland

Maitland

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

₩183,152 total

includes taxes & fees

Jun 29 - Jun 30

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

₩142,151 total

includes taxes & fees

Jun 28 - Jun 29

Outdoor pool, pool umbrellas, sun loungers

Hyatt House Orlando International Drive

International Drive District

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

₩184,650 total

includes taxes & fees

Jun 14 - Jun 15

Rosen Shingle Creek

Orlando

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

₩208,946 total

includes taxes & fees

Jul 5 - Jul 6

2 outdoor pools, pool umbrellas, sun loungers

Universal's Endless Summer Resort - Dockside Inn and Suites

Florida Center

Splash into a family adventure at Universal's Endless Summer Resort with 2 outdoor pools, loungers, and a refreshing poolside bar.

₩199,832 total

includes taxes & fees

Jun 11 - Jun 12

La Quinta Inn & Suites by Wyndham Orlando Airport

Airport North

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

₩133,805 total

includes taxes & fees

Jun 29 - Jun 30

Outdoor pool, open 8:00 AM to 11:00 PM, pool umbrellas, sun loungers

Fairfield Inn By Marriott Orlando Airport

Airport North

Splash into this refreshing outdoor retreat with crystal-clear waters and a rejuvenating hot tub after airport arrivals.

₩123,321 total

includes taxes & fees

Jun 23 - Jun 24

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Choose what matters most at hotels with a pool in Maitland

Breakfast included

Hot tub

Top Maitland Hotel Reviews

Universal's Cabana Bay Beach Resort

10/10 Excellent

"Good"

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. Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando: Aparthotel located near Disney Springs™. Offers 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. Provides a children's pool, an outdoor pool, and 2 restaurants. Universal's Cabana Bay Beach Resort: Hotel, 5-minute walk from Universal Orlando Resort. Features a lazy river, 2 outdoor pools, and 2 restaurants. Westgate Lakes Resort & Spa Universal Studios Area: Hotel located near Aquatica. Offers 7 outdoor pools, a children's pool, and a water park.

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 Kewannee 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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