The Best Hotels with a Pool in Maitland, FL from ₩160,940 in 2026

Q: What are some accommodations with pools in Maitland?

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando : Condo resort located near Disney Springs™. Features 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. Offers a children's pool, an outdoor pool, and 2 restaurants. Universal's Cabana Bay Beach Resort : Hotel, 5-minute walk from Universal Orlando Resort. Provides a lazy river, 2 outdoor pools, and 2 restaurants. Marriott's Grande Vista : Condo resort located near Orange County Convention Center. Features 4 outdoor pools, a children's pool, and 3 restaurants. Rosen Inn Lake Buena Vista : Hotel located near Disney Springs™. Offers 2 outdoor pools, a children's pool, and a snack bar/deli.

Orlando featuring theater scenes, cafe lifestyle and signage

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check availability on Maitland Hotels with a Pool

Tonight

Tomorrow

Next weekend

In two weeks

Our top choices for Maitland hotels with a pool

Sheraton Orlando North Hotel

Maitland

Valeria

₩196,939 total

includes taxes & fees

Apr 1 - Apr 2

Homewood Suites by Hilton Orlando-Maitland

Maitland

Lori

₩162,858 total

includes taxes & fees

Apr 5 - Apr 6

Outdoor pool, pool umbrellas, sun loungers

Hyatt House Orlando International Drive

International Drive District

Danqing

₩196,938 total

includes taxes & fees

Mar 22 - Mar 23

Poolside Family Suite - Exterior Entry (Includes Early Park Admission*) | View from room

Universal's Cabana Bay Beach Resort

Florida Center

Lyndon

₩230,318 total

includes taxes & fees

Mar 11 - Mar 12

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

Amanda R

₩160,940 total

includes taxes & fees

Mar 29 - Mar 30

Rosen Shingle Creek

Orlando

Steven

₩198,941 total

includes taxes & fees

Apr 5 - Apr 6

La Quinta Inn & Suites by Wyndham Orlando Airport

Airport North

Ahmad Taha

₩174,774 total

includes taxes & fees

Mar 16 - Mar 17

DoubleTree by Hilton at the Entrance to Universal Orlando

Florida Center

XIAOLAN

₩163,294 total

includes taxes & fees

Apr 8 - Apr 9

View all properties

Choose what matters most at hotels with a pool in Maitland

Breakfast included

Hot tub

Top Maitland Hotel Reviews

Orlando International Drive North Hotel

6/10 Okay

"Yes"

Four Points by Sheraton Orlando International Drive

4/10 Poor

"First it started great pulled in early to grab the shuttle to Universal Studios my room was ready so awesome early check-in. Great start right.... well with a 7 year old he wants to swim, play in the arcade, run around on the splash pad, and at the end of the night eat some pizza. Mom and son trip here we go. Welp... arcade has a handful of games geared for big teens/adults, pool is okay alittle small with it being a family hotel splash pad never turned on so not sure if was broke or not. Well now its the end of the day moms tired boy is tired and what do i do but bribe my boy if we hurry we can swim and get pizza before the close it all down at 10PM crazy i know right family hotel catering to families in the park you think they would stay open till 11 or midnight (not like their paying lifeguards) but nope 10pm bit wait heres the kicker dont believe in the posted signs everywhere telling you can get food and drinks till 10... its a lie drinks yes so grab a shot before you head out again to go find food because kitchen closes at 930 but feel free to do some miniature golf in front of the hotel people were folfing till midnight!!!! Extremely unhappy momma there... and ti TOP IT OFF I WAS ASKED AT CHECK IN IF ID BE INSTRESTED IN LOOKING INTO A TIMESHARE WITH THEIR MORE UPSCALE HOTEL JUST DOWN THE ROAD!!!!"

Frequently asked questions

What are some accommodations with pools in Maitland?

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando: Condo resort located near Disney Springs™. Features 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. Offers a children's pool, an outdoor pool, and 2 restaurants. Universal's Cabana Bay Beach Resort: Hotel, 5-minute walk from Universal Orlando Resort. Provides a lazy river, 2 outdoor pools, and 2 restaurants. Marriott's Grande Vista: Condo resort located near Orange County Convention Center. Features 4 outdoor pools, a children's pool, and 3 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 Universal Studios Florida, Universal Orlando Resort, and Orange County Convention Center while you're in the area. Make a point to visit attractions like Kewannee Park and Maitland Art Center. 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.

Explore a world of travel with Expedia

More ways to book

Book Hotels with a Pool in Maitland on Expedia.com

Room 1

Change your mind

Treat yourself

Be picky

Check availability on Maitland Hotels with a Pool