Find Hotels with a Pool in Maitland, FL

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Check prices for these dates

Tonight
Nov 11 - Nov 12
Tomorrow
Nov 12 - Nov 13
This weekend
Nov 13 - Nov 15
Next weekend
Nov 20 - Nov 22

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, (1,483 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 ₩126,256
₩142,038 total
includes taxes & fees
Nov 24 - Nov 25
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, (1,002 reviews)
  • cleanliness
    Dive into pool paradise with crystal-clear waters and a sun-soaked deck in Orlando.
The price is ₩158,599
₩178,423 total
includes taxes & fees
Nov 22 - Nov 23
Homewood Suites by Hilton Orlando-Maitland
A swimming pool with lounge chairs, a brick building, and palm trees.

3. Hilton Orlando/Altamonte Springs

Hilton Orlando/Altamonte Springs
4.0 star property
Altamonte Springs
9.0 out of 10, Wonderful, (1,602 reviews)
  • cleanliness
    Sink into pure bliss at this outdoor pool with loungers for a refreshing Florida getaway.
The price is ₩176,960
₩203,568 total
includes taxes & fees
Nov 15 - Nov 16
Hilton Orlando/Altamonte Springs
A pool area with a hot tub, lounge chairs, and a covered seating area.

4. Comfort Suites Downtown

Comfort Suites Downtown
2.5 star property
Ivanhoe Village
8.8 out of 10, Excellent, (1,114 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 ₩172,491
₩194,052 total
includes taxes & fees
Dec 9 - Dec 10
Comfort Suites Downtown
A hotel pool area with lounge chairs and umbrellas, surrounded by tall buildings and a sunset sky.

5. 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, (6,234 reviews)
  • cleanliness
    Dive into a cool-down oasis with a spacious outdoor pool, hot tub, and poolside bar service.
The price is ₩248,469
₩279,528 total
includes taxes & fees
Nov 25 - Nov 26
Drury Plaza Hotel Orlando - Disney Springs Area
A swimming pool with wooden deck seating, palm trees, and a modern building in the background.

6. Courtyard by Marriott Orlando Downtown

Courtyard by Marriott Orlando Downtown
3.0 star property
Ivanhoe Village
9.4 out of 10, Exceptional, (1,133 reviews)
  • cleanliness
    Float in sunshine at downtown Orlando's chic hotel pool, surrounded by plush loungers and umbrellas.
The price is ₩158,693
₩178,530 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.

7. Hyatt Place Lake Mary/Orlando North

Hyatt Place Lake Mary/Orlando North
3.0 star property
Lake Mary
9.0 out of 10, Wonderful, (1,307 reviews)
  • cleanliness
    Spacious outdoor pool and hot tub create a relaxing oasis with nearby recreational activities in this centrally located hotel.
The price is ₩131,763
₩151,806 total
includes taxes & fees
Nov 15 - Nov 16
Hyatt Place Lake Mary/Orlando North
An aerial view of a resort with a winding pool, sun loungers, and palm trees.

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

Hilton Orlando Buena Vista Palace - Disney Springs® Area
4.0 star property
Lake Buena Vista
8.6 out of 10, Excellent, (2,082 reviews)
  • cleanliness
    Immerse in poolside paradise at this Disney Springs resort with two outdoor pools and a lazy river sanctuary for all ages.
The price is ₩204,257
₩291,735 total
includes taxes & fees
Nov 25 - Nov 26
Hilton Orlando Buena Vista Palace - Disney Springs® Area
A hotel atrium with a central fountain, palm trees, and a circular seating area.

9. Hyatt Regency Orlando International Airport

Hyatt Regency Orlando International Airport
4.0 star property
Orlando
9.4 out of 10, Exceptional, (4,607 reviews)
  • cleanliness
    Tropical poolside oasis at an airport hotel offers relaxing moments surrounded by sunshine, just steps away from departure gates.
The price is ₩325,176
₩365,824 total
includes taxes & fees
Dec 7 - Dec 8
Hyatt Regency Orlando International 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, (4,390 reviews)
  • cleanliness
    Refreshing outdoor pool oasis with sun loungers offers relaxation after exploring nearby shopping and dining options.
The price is ₩112,422
₩126,475 total
includes taxes & fees
Nov 16 - Nov 17
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

A hotel with a swimming pool, a white fence, and a water feature.
Homewood Suites by Hilton Orlando-Maitland

Homewood Suites by Hilton Orlando-Maitland

Homewood Suites by Hilton Orlando-Maitland
Maitland

10/10 Excellent

Was wonderful and all staff friendly and knowledgeable!!!
United States
Melinda
Reviewed March 11, 2024
Homewood Suites by Hilton Orlando-Maitland

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.