Find Hotels with a Pool in Maitland, FL

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Check availability on Maitland Hotels with a Pool

Tonight
Jan 29 - Jan 30
Tomorrow
Jan 30 - Jan 31
This weekend
Jan 30 - Feb 1
Next weekend
Feb 6 - Feb 8

Our top choices for Maitland hotels with a pool

Outdoor pool, sun loungers

Sheraton Orlando North Hotel

Sheraton Orlando North Hotel
3.5 star property
Maitland
8.4 out of 10, Very Good, (1,027 reviews)
"The manager from the restaurant for breakfast was exceptional She made a point to help me and my son through the stay We would definitely come back "
United States
Valeria
The price is ￥15,429
￥17,357 total
includes taxes & fees
Feb 22 - Feb 23
Sheraton Orlando North Hotel
View from property

Homewood Suites by Hilton Orlando-Maitland

Homewood Suites by Hilton Orlando-Maitland
3.0 star property
Maitland
8.8 out of 10, Excellent, (1,001 reviews)
"The room was clean and the staff were very nice. Breakfast was tasty. "
United States
Lori
The price is ￥16,761
￥18,855 total
includes taxes & fees
Feb 22 - Feb 23
Homewood Suites by Hilton Orlando-Maitland
Pool

*Travel Themed Property with Backyard Oasis*

*Travel Themed Property with Backyard Oasis*
Maitland
9.8 out of 10, Exceptional, (34 reviews)
"Fantastic house for a family get together and was just as described. Hosts were very responsive and always checking in on us to see if anything we needed. Would recommend this rental and will to others. "
United States
todd w.
The price is ￥93,965
￥152,504 total
includes taxes & fees
Feb 16 - Feb 17
*Travel Themed Property with Backyard Oasis*
Outdoor pool, pool umbrellas, sun loungers

Hyatt House Orlando International Drive

Hyatt House Orlando International Drive
4.0 star property
International Drive District
9.4 out of 10, Exceptional, (1,488 reviews)
"Great place to stay and great amenities"
United States
Darshan
The price is ￥22,052
￥24,809 total
includes taxes & fees
Feb 22 - Feb 23
Hyatt House Orlando International Drive
Outdoor pool, open 8:00 AM to 9:00 PM, cabanas (surcharge)

DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel

DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel
3.0 star property
International Drive District
8.6 out of 10, Excellent, (880 reviews)
"Overall, very clean and excellent stay."
United States
Yvette
The price is ￥14,839
￥16,694 total
includes taxes & fees
Feb 22 - Feb 23
DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel
4 outdoor pools, open 7:00 AM to 11:00 PM, cabanas (surcharge)

Marriott's Grande Vista

Marriott's Grande Vista
4.0 star property
Orlando
9.0 out of 10, Wonderful, (3,830 reviews)
"Excellent Resort"
United States
David
The price is ￥19,403
￥21,829 total
includes taxes & fees
Feb 24 - Feb 25
Marriott's Grande Vista
Outdoor banquet area

Rosen Shingle Creek

Rosen Shingle Creek
4.5 star property
Orlando
9.4 out of 10, Exceptional, (4,468 reviews)
"Very nice place to stay with family. "
United States
Anick
The price is ￥18,354
￥20,648 total
includes taxes & fees
Feb 8 - Feb 9
Rosen Shingle Creek
Outdoor pool, pool umbrellas, sun loungers

Aloft Orlando Lake Buena Vista

Aloft Orlando Lake Buena Vista
3.0 star property
Orlando
8.8 out of 10, Excellent, (1,948 reviews)
"Super nice hotel at a great price."
United States
Terry
The price is ￥15,101
￥16,988 total
includes taxes & fees
Feb 24 - Feb 25
Aloft Orlando Lake Buena Vista
Outdoor pool, sun loungers

TRYP by Wyndham Orlando

TRYP by Wyndham Orlando
3.0 star property
International Drive District
9.0 out of 10, Wonderful, (1,034 reviews)
"Beautiful place to stay. Very clean and the staff was wonderful. "
United States
Mary
The price is ￥15,574
￥17,520 total
includes taxes & fees
Feb 11 - Feb 12
TRYP by Wyndham Orlando
Water park

Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area
4.0 star property
Orlando
8.2 out of 10, Very Good, (5,773 reviews)
"Very nice and comfy resort."
United States
Christopher
The price is ￥14,874
￥21,880 total
includes taxes & fees
Feb 24 - Feb 25
Westgate Lakes Resort & Spa Universal Studios Area
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties

Top Maitland Hotel Reviews

Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

10/10 Excellent
"Clean and spacious"
Glyndal 2-night trip
Posted 18 hours ago
Westgate Lakes Resort & Spa Universal Studios Area

Frequently asked questions

What are some accommodations with pools in Maitland?
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando: Hotel located near Disney Springs™. Features 6 outdoor pools, a children's pool, and 3 restaurants. DoubleTree by Hilton Hotel Orlando at SeaWorld: Resort, 8-minute walk from Aquatica. Offers 2 outdoor pools, a children's pool, and 2 restaurants. Rosen Inn at Pointe Orlando: Hotel, 14-minute walk from Orange County Convention Center. Provides 2 coffee shops/cafes, 3 outdoor pools, and complimentary wireless internet access. Orlando International Drive North Hotel: Hotel, 12-minute walk from Universal Orlando Resort. Features a snack bar/deli, an outdoor pool, and buffet. Universal's Cabana Bay Beach Resort: Hotel, 5-minute walk from Universal Orlando Resort. Offers a lazy river, 2 outdoor pools, and 2 restaurants.
What is there to see and do in Maitland?
Explore places like Universal Studios Florida, Universal Orlando Resort, and Kia Center 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.