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Hotels with Swimming Pool in Maitland, Orlando

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Check availability on Maitland Hotels with Swimming Pool

Tonight
Oct 4 - Oct 5
Tomorrow
Oct 5 - Oct 6
Next weekend
Oct 9 - Oct 11
In two weeks
Oct 16 - Oct 18

Our top choices for Maitland hotels with a pool

A hotel pool with a waterfall feature, lounge chairs, and a building with multiple balconies.
A Sheraton Orlando North hotel with a modern design, featuring a large palm tree, well-lit entrance, and a clear sky.
A spacious lobby with a high glass ceiling, a bar area, and seating arrangements.
A bar area with a wooden bar counter, two bar stools, and a well-stocked shelf of bottles.

1. Sheraton Orlando North Hotel

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.
P6,693
P7,530 total
includes taxes & fees
Nov 1 - Nov 2
Sheraton Orlando North Hotel
A hotel with a swimming pool, a white fence, and a water feature.
A hotel lobby with a large oval table, several sofas, and chairs. There are ceiling fans, a TV, and framed artwork on the walls.
A hotel kitchen with a buffet setup, including a self-service station with a toaster, a coffee maker, and a waffle maker.
A modern lobby with seating, a reception desk, and a large aquarium.

2. Homewood Suites by Hilton Orlando-Maitland

Homewood Suites by Hilton Orlando-Maitland
Maitland
  • Dive into pool paradise with crystal-clear waters and a sun-soaked deck in Orlando.
P7,386
P8,309 total
includes taxes & fees
Oct 15 - Oct 16
Homewood Suites by Hilton Orlando-Maitland
A pool area with a hot tub, lounge chairs, and a covered seating area.
A hotel entrance with a covered area, palm trees, and an American flag.
A spacious lobby with a reception desk, seating area with sofas and armchairs, and large windows allowing natural light.
A hotel room with a blue sofa, a wooden desk, a TV, and a lamp.

3. Comfort Suites Downtown

Comfort Suites Downtown
Ivanhoe Village
  • Make a splash in downtown Orlando with this hotel's seasonal outdoor pool and relaxing hot tub for post-exploration recovery.
P7,772
P8,744 total
includes taxes & fees
Oct 13 - Oct 14
Comfort Suites Downtown
A swimming pool with wooden deck seating, palm trees, and a modern building in the background.
Restaurant
A modern living room with a large flat-screen TV, blue sofas, a round coffee table, and a bookshelf.
An outdoor patio area with wicker furniture, a glass table, and a view of a building in the background.

4. Courtyard by Marriott Orlando Downtown

Courtyard by Marriott Orlando Downtown
Ivanhoe Village
  • Float in sunshine at downtown Orlando's chic hotel pool, surrounded by plush loungers and umbrellas.
P7,391
P8,314 total
includes taxes & fees
Oct 15 - Oct 16
Courtyard by Marriott Orlando Downtown
A swimming pool with a brick border, surrounded by a fence and trees.
A modern kitchen with wooden cabinets, a large island, and bar stools.
A gym with cardio machines, weightlifting equipment, and dumbbells.
A bar area with a long counter, multiple stools, and shelves with bottles.

5. Hyatt Place Lake Mary/Orlando North

Hyatt Place Lake Mary/Orlando North
Lake Mary
  • Spacious outdoor pool and hot tub create a relaxing oasis with nearby recreational activities in this centrally located hotel.
P5,817
P6,712 total
includes taxes & fees
Nov 1 - Nov 2
Hyatt Place Lake Mary/Orlando North
A swimming pool with lounge chairs and umbrellas, surrounded by a multi-story building with balconies.
An outdoor patio area with seating, a bar, and a fire feature.
A modern bar area with a long counter, bar stools, and a seating area with tables and chairs.
A hotel room with two beds, a desk, a chair, a lamp, and two paintings on the wall.

6. Hyatt House Orlando Airport

Hyatt House Orlando Airport
Airport North
  • Refreshing outdoor pool sanctuary awaits near Florida Mall, with a firepit and poolside lounging for a sunny getaway experience.
P7,381
P8,304 total
includes taxes & fees
Oct 11 - Oct 12
Hyatt House Orlando Airport
A hotel pool area with a hot tub, lounge chairs, and a building with multiple floors and windows.
A hotel lobby with a reception desk, seating area, and a mural of a cityscape.
A gym with exercise equipment, a bench, and a mirrored wall.
A hotel room with a bed, a desk, a chair, a sofa, and a large window with curtains.

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

La Quinta Inn & Suites by Wyndham Orlando Lake Mary
Lake Mary
  • Make a splash at the pristine outdoor pool where relaxing dips complement the soothing hot tub experience.
P5,123
P5,847 total
includes taxes & fees
Oct 6 - Oct 7
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.
An outdoor patio area with wicker furniture, red accents, and palm trees.
A spacious lobby with a reception desk, seating area, and decorative hanging lights.
A modern hotel lobby with seating areas, tables, and decorative wall panels.

8. Drury Plaza Hotel Orlando - Disney Springs Area

Drury Plaza Hotel Orlando - Disney Springs Area
Lake Buena Vista
  • Dive into a cool-down oasis with a spacious outdoor pool, hot tub, and poolside bar service.
P10,102
P11,364 total
includes taxes & fees
Oct 28 - Oct 29
Drury Plaza Hotel Orlando - Disney Springs Area
A hotel atrium with a central fountain, palm trees, and a circular seating area.
A spacious lobby with high ceilings, large windows, and potted plants.
A modern restaurant with a panoramic view of the airport, featuring high ceilings, hanging spherical light fixtures, and a mix of seating arrangements.
A spacious living room with a large sofa, a coffee table, and a dining area with a chair and table.

9. Hyatt Regency Orlando International Airport

Hyatt Regency Orlando International Airport
Orlando
  • Tropical poolside oasis at an airport hotel offers relaxing moments surrounded by sunshine, just steps away from departure gates.
P16,826
P18,930 total
includes taxes & fees
Oct 6 - Oct 7
Hyatt Regency Orlando International Airport
A hotel pool area with lounge chairs, umbrellas, and a swimming pool.
A bar area with a long counter, multiple seating options, and a television screen.
A multi-story hotel with a prominent red sign, a well-lit entrance, and a landscaped front yard.
A hotel room with a sofa, two armchairs, a coffee table, and a wall-mounted sign reading "gateway village - ORLANDO stay a while".

10. Hampton Inn & Suites Orlando Airport @ Gateway Village

Hampton Inn & Suites Orlando Airport @ Gateway Village
Airport North
  • Vibrant pool oasis near Orlando Airport beckons travelers to dive in after a day exploring nearby attractions.
P6,104
P6,867 total
includes taxes & fees
Oct 25 - Oct 26
Hampton Inn & Suites Orlando Airport @ Gateway Village
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Choose what matters most at hotels with a pool in Maitland

Breakfast included
Hot tub
4 stars
5 stars
Water park

Top Maitland Hotel Reviews

DoubleTree by Hilton at the Entrance to Universal Orlando

DoubleTree by Hilton at the Entrance to Universal Orlando

10/10 Excellent
"Nice, clean room and close to Universal Studios."
Joceline 3-night trip
Posted 1 hour ago
DoubleTree by Hilton at the Entrance to Universal Orlando
Avanti International Resort

Avanti International Resort

10/10 Excellent
"Recomendado al 100 x 100"
Kennelyn 4-night trip
Posted 1 hour ago
Avanti International Resort
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

10/10 Excellent
"Overall fantastic. We will be back."
Claudia 3-night trip
Posted 2 hours ago
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
Marriott's Grande Vista

Marriott's Grande Vista

10/10 Excellent
"Lovely place to stay"
Pamela J 4-night trip
Posted 2 hours ago
Marriott's Grande Vista
Courtyard by Marriott across Universal Orlando

Courtyard by Marriott across Universal Orlando

10/10 Excellent
"Excelent"
FABIAN 2-night trip
Posted 3 hours ago
Courtyard by Marriott across Universal Orlando
Hyatt Regency Orlando International Airport

Hyatt Regency Orlando International Airport

10/10 Excellent
"Overall I'm impressed with my stay in this hotel."
ANA 1-night trip
Posted 3 hours ago
Hyatt Regency Orlando International Airport
Rosen Inn Lake Buena Vista

Rosen Inn Lake Buena Vista

10/10 Excellent
"Todo perfecto. Habitación cómoda. Hotel seguro. Hermosa zona"
Paolo 2-night trip
Posted 3 hours ago
Rosen Inn Lake Buena Vista
DoubleTree by Hilton Orlando Theme Park Resort

DoubleTree by Hilton Orlando Theme Park Resort

10/10 Excellent
"I really enjoyed my stay was for one day due to a convention 3 minutes from there. From check in to check out everything was on spot."
omar 1-night trip
Posted 4 hours ago
DoubleTree by Hilton Orlando Theme Park Resort
Fairfield Inn & Suites Lake Buena Vista in Marriott Village

Fairfield Inn & Suites Lake Buena Vista in Marriott Village

8/10 Good
"The front desk staff were very helpful. Good options for breakfast."
Kristen 2-night trip
Posted 5 hours ago
Fairfield Inn & Suites Lake Buena Vista in Marriott Village

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.

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