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Find Hotels with a Pool in Maitland, FL

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Check availability on Maitland Hotels with a Pool

Tonight
Oct 22 - Oct 23
Tomorrow
Oct 23 - Oct 24
This weekend
Oct 23 - Oct 25
Next weekend
Oct 30 - Nov 1

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 spacious lobby with a high glass ceiling, a bar area, and seating arrangements.
A spacious indoor dining area with a high ceiling and a glass structure. Tables are set with candles and tableware.
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.
₩130,012
₩146,264 total
includes taxes & fees
Nov 22 - Nov 23
Sheraton Orlando North Hotel
A hotel with a swimming pool, a white fence, and a water feature.
A modern living room with a grey sofa, a wooden coffee table, and a dining area with chairs and a kitchen in the background.
An ATM machine with a wooden frame, a screen displaying 'GET CASH', and a card slot.
A fitness center with treadmills, ellipticals, and exercise equipment.

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.
₩156,651
₩176,232 total
includes taxes & fees
Nov 1 - Nov 2
Homewood Suites by Hilton Orlando-Maitland
A pool area with a hot tub, lounge chairs, and a covered seating area.
A hotel room with two beds, a blue sofa, a wooden table, and framed pictures on the wall.
A spacious lobby with a reception desk, seating area with sofas and armchairs, and large windows allowing natural light.
A hotel entrance with a covered area, palm trees, and an American flag.

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.
₩175,290
₩197,201 total
includes taxes & fees
Oct 25 - Oct 26
Comfort Suites Downtown
A swimming pool with wooden deck seating, palm trees, and a modern building in the background.
A multi-story hotel with a modern design, featuring balconies and a covered entrance.
A modern living room with a large flat-screen TV, blue sofas, a round coffee table, and a bookshelf.
Restaurant

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.
₩168,020
₩189,022 total
includes taxes & fees
Oct 25 - Oct 26
Courtyard by Marriott Orlando Downtown
A hotel pool area with lounge chairs and umbrellas, surrounded by tall buildings and a sunset sky.
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.
An outdoor patio area with wicker furniture, red accents, and palm trees.

5. 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.
₩214,241
₩241,021 total
includes taxes & fees
Oct 30 - Oct 31
Drury Plaza Hotel Orlando - Disney Springs Area
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 breakfast bar with a coffee machine, a waffle display, and a glass display case with pastries.
A gym with exercise equipment, a bench, and a mirrored wall.

6. 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.
₩111,040
₩126,687 total
includes taxes & fees
Nov 1 - Nov 2
La Quinta Inn & Suites by Wyndham Orlando Lake Mary
A swimming pool with lounge chairs and umbrellas, surrounded by palm trees and a building in the background.
A poolside area with a fire pit, blue outdoor furniture, and palm trees.
A modern bar area with seating and a view of the cityscape.
A living room with a Christmas tree, a fireplace, and a balcony with a view of a city skyline.

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

Hilton Orlando Buena Vista Palace - Disney Springs® Area
Lake Buena Vista
  • Immerse in poolside paradise at this Disney Springs resort with two outdoor pools and a lazy river sanctuary for all ages.
₩201,850
₩288,279 total
includes taxes & fees
Nov 15 - Nov 16
Hilton Orlando Buena Vista Palace - Disney Springs® Area
A swimming pool with a brick border, surrounded by a fence and trees.
A bar area with a long counter, multiple stools, and shelves with bottles.
A modern reception desk with a flat-screen TV, a computer, and a phone. There is a seating area with chairs and a table, and a large window with a view of palm trees.
A bathroom with a bathtub, a shower, and a toilet. There are grab bars installed for safety.

8. 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.
₩123,378
₩142,362 total
includes taxes & fees
Nov 1 - Nov 2
Hyatt Place Lake Mary/Orlando North
A hot tub with a waterfall mural, a metal ladder, and a tiled floor.
A modern hotel room with a large white bathtub, a neatly made bed, and a small bedside table with a lamp.
A modern lounge area with a sofa set, ottomans, and a small table.
A bathroom with a granite countertop, a sink, a mirror, a framed picture, and a shower curtain.

9. Wingate by Wyndham - Orlando International Airport

Wingate by Wyndham - Orlando International Airport
Airport North
  • Refreshing outdoor pool oasis with sun loungers offers relaxation after exploring nearby shopping and dining options.
₩120,659
₩135,741 total
includes taxes & fees
Nov 1 - Nov 2
Wingate by Wyndham - Orlando International Airport
A swimming pool with lounge chairs and umbrellas, surrounded by a building with large windows and a brick pathway.
A modern breakfast area with a counter, seating, and a sign for 'EXPRESS START BREAKFAST'.
A hotel lobby with a modern design, featuring a seating area with sofas and armchairs, a patterned carpet, and wooden accents on the ceiling.
A modern lobby with a sofa, chairs, a reception desk, and a patterned carpet.

10. Holiday Inn Express & Suites Sanford- Lake Mary by IHG

Holiday Inn Express & Suites Sanford- Lake Mary by IHG
Sanford
  • Take a plunge in the sparkling outdoor pool, where relaxation meets Florida sunshine.
₩131,338
₩151,743 total
includes taxes & fees
Oct 26 - Oct 27
Holiday Inn Express & Suites Sanford- Lake Mary by IHG
View all properties

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

Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

8/10 Good
"The waterpark is not included in your stay. You have to pay ouf of pocket."
John Michael 2-night trip
Posted 2 hours ago
Westgate Lakes Resort & Spa Universal Studios Area
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

10/10 Excellent
"Loved it!"
Ryan 6-night trip
Posted 2 hours ago
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
DoubleTree by Hilton at the Entrance to Universal Orlando

DoubleTree by Hilton at the Entrance to Universal Orlando

10/10 Excellent
"We love this hotel. The rooms are great, the building is spotless and the proximity to the park is perfect. We stay there a lot and will continue to do so!"
elizabeth 2-night trip
Posted 3 hours ago
DoubleTree by Hilton at the Entrance to Universal Orlando
Avanti International Resort

Avanti International Resort

8/10 Good
"free parking. Welcoming staff. Room big but empty they have space to insert small table and chairs. Need to put up pictures. Bathroom needed update, old tiles bit mouldy. Air con so loud couldnt sleep, for first few nights. which was a shame. Enjoyed on site cafe but could do with more low fat options. Lady who works am in cafe so friendly and remembered what we drink after 1 day! Bar man friendly. Room cleaned frequently but on day one smell of cleaning products too strong had to prop door open. Convenient location. Shuttle to universal and disney."
Alison 9-night trip
Posted 3 hours ago
Avanti International Resort
Sheraton Vistana Villages Resort Villas, I-Drive/Orlando

Sheraton Vistana Villages Resort Villas, I-Drive/Orlando

10/10 Excellent
"Clean and very spacious rooms."
BOBBY 1-night trip
Posted 4 hours ago
Sheraton Vistana Villages Resort Villas, I-Drive/Orlando
Rosen Inn Lake Buena Vista

Rosen Inn Lake Buena Vista

10/10 Excellent
"Great location and value. I'll definitely stay again."
Hao 3-night trip
Posted 4 hours ago
Rosen Inn Lake Buena Vista
Drury Plaza Hotel Orlando - Disney Springs Area

Drury Plaza Hotel Orlando - Disney Springs Area

10/10 Excellent
"An excellent experience with this hotel. Everything was wonderful and way exceeding our expectations. I highly recommend it! Thank you."
Tieliu Tyler 2-night trip
Posted 5 hours ago
Drury Plaza Hotel Orlando - Disney Springs Area
Sonesta ES Suites Orlando - Lake Buena Vista

Sonesta ES Suites Orlando - Lake Buena Vista

10/10 Excellent
"Love staying here! it’s clean and the staff is the best."
Cassandra 2-night trip
Posted 5 hours ago
Sonesta ES Suites Orlando - Lake Buena Vista
Coco Key Hotel & Water Park Resort

Coco Key Hotel & Water Park Resort

10/10 Excellent
"Good place"
Tony 2-night trip
Posted 18 hours ago
Coco Key Hotel & Water Park Resort

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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