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Find Hotels with a Pool in Maitland, FL

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Check availability on Maitland Hotels with a Pool

This weekend
Oct 30 - Nov 1
Next weekend
Nov 6 - Nov 8

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

Sheraton Orlando North Hotel
3.5 star property
Maitland
8.4 out of 10, Very good, (1,458 reviews)
  • cleanliness
    Soak in sunshine at the sparkling outdoor pool, complete with comfortable loungers and a bubbling hot tub to refresh your senses.
The price is ￥14,804
￥16,655 total
includes taxes & fees
Nov 23 - Nov 24
Sheraton Orlando North Hotel
A hotel with a swimming pool, a white fence, and a water feature.

2. 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)
  • cleanliness
    Dive into pool paradise with crystal-clear waters and a sun-soaked deck in Orlando.
The price is ￥18,545
￥20,864 total
includes taxes & fees
Nov 11 - Nov 12
Homewood Suites by Hilton Orlando-Maitland
A pool area with a hot tub, lounge chairs, and a covered seating area.

3. Comfort Suites Downtown

Comfort Suites Downtown
2.5 star property
Ivanhoe Village
8.8 out of 10, Excellent, (1,097 reviews)
  • cleanliness
    Make a splash in downtown Orlando with this hotel's seasonal outdoor pool and relaxing hot tub for post-exploration recovery.
The price is ￥18,607
￥20,932 total
includes taxes & fees
Nov 27 - Nov 28
Comfort Suites Downtown
A swimming pool with wooden deck seating, palm trees, and a modern building in the background.

4. Courtyard by Marriott Orlando Downtown

Courtyard by Marriott Orlando Downtown
3.0 star property
Ivanhoe Village
9.4 out of 10, Exceptional, (1,122 reviews)
  • cleanliness
    Float in sunshine at downtown Orlando's chic hotel pool, surrounded by plush loungers and umbrellas.
The price is ￥21,285
￥23,946 total
includes taxes & fees
Nov 22 - Nov 23
Courtyard by Marriott Orlando Downtown
A swimming pool with a brick border, surrounded by a fence and trees.

5. Hyatt Place Lake Mary/Orlando North

Hyatt Place Lake Mary/Orlando North
3.0 star property
Lake Mary
8.8 out of 10, Excellent, (1,308 reviews)
  • cleanliness
    Spacious outdoor pool and hot tub create a relaxing oasis with nearby recreational activities in this centrally located hotel.
The price is ￥14,647
￥16,901 total
includes taxes & fees
Nov 22 - Nov 23
Hyatt Place Lake Mary/Orlando North
A swimming pool with lounge chairs and umbrellas, surrounded by a multi-story building with balconies.

6. Hyatt House Orlando Airport

Hyatt House Orlando Airport
3.5 star property
Airport North
9.6 out of 10, Exceptional, (2,885 reviews)
  • cleanliness
    Refreshing outdoor pool sanctuary awaits near Florida Mall, with a firepit and poolside lounging for a sunny getaway experience.
The price is ￥18,584
￥20,906 total
includes taxes & fees
Nov 3 - Nov 4
Hyatt House Orlando Airport
A hotel pool area with a hot tub, lounge chairs, and a building with multiple floors and windows.

7. La Quinta Inn & Suites by Wyndham Orlando Lake Mary

La Quinta Inn & Suites by Wyndham Orlando Lake Mary
3.0 star property
Lake Mary
8.4 out of 10, Very good, (2,053 reviews)
  • cleanliness
    Make a splash at the pristine outdoor pool where relaxing dips complement the soothing hot tub experience.
The price is ￥13,182
￥15,039 total
includes taxes & fees
Nov 10 - Nov 11
La Quinta Inn & Suites by Wyndham Orlando Lake Mary
A hotel pool area with lounge chairs and umbrellas, surrounded by tall buildings and a sunset sky.

8. Drury Plaza Hotel Orlando - Disney Springs Area

Drury Plaza Hotel Orlando - Disney Springs Area
4.0 star property
Lake Buena Vista
9.8 out of 10, Exceptional, (6,193 reviews)
  • cleanliness
    Dive into a cool-down oasis with a spacious outdoor pool, hot tub, and poolside bar service.
The price is ￥25,512
￥28,700 total
includes taxes & fees
Nov 25 - Nov 26
Drury Plaza Hotel Orlando - Disney Springs Area
A hotel with a swimming pool, outdoor seating, and a covered area.

9. Comfort Inn & Suites Orlando Sanford Airport

Comfort Inn & Suites Orlando Sanford Airport
4.0 star property
Sanford
9.8 out of 10, Exceptional, (258 reviews)
The price is ￥17,269
￥19,618 total
includes taxes & fees
Nov 2 - Nov 3
Comfort Inn & Suites Orlando Sanford Airport
A hot tub with a waterfall mural, a metal ladder, and a tiled floor.

10. Wingate by Wyndham - Orlando International Airport

Wingate by Wyndham - Orlando International Airport
3.0 star property
Airport North
8.8 out of 10, Excellent, (4,341 reviews)
  • cleanliness
    Refreshing outdoor pool oasis with sun loungers offers relaxation after exploring nearby shopping and dining options.
The price is ￥13,788
￥15,512 total
includes taxes & fees
Nov 3 - Nov 4
Wingate by Wyndham - Orlando International Airport
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.
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Choose what matters most at hotels with a pool in Maitland

Breakfast included
Hot tub

Top Maitland Hotel Reviews

Rosen Inn Lake Buena Vista

Rosen Inn Lake Buena Vista

10/10 Excellent
"Everytime I visit Orlando I stay here. Clean property, amazing price for the room you get. Staff is always pleasant!"
Amanda 1-night trip
Posted less than an hour ago
Rosen Inn Lake Buena Vista

Frequently asked questions

What are some accommodations 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 pools, a children's pool, and 3 restaurants. Marriott's Grande Vista: Aparthotel located near Orlando Vineland Premium Outlets. Provides 4 outdoor 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 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 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.