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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
20 Sep - 21 Sep
Tomorrow
21 Sep - 22 Sep
Next weekend
25 Sep - 27 Sep
In two weeks
2 Oct - 4 Oct

Our top choices for Maitland hotels with a pool

Outdoor pool, sun loungers
2 restaurants; breakfast, lunch, and dinner served
Bar (on property)
2 restaurants; breakfast, lunch, and dinner served

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.
AED 342
AED 384 total
includes taxes & fees
4 Oct - 5 Oct
Sheraton Orlando North Hotel
View from property
Free daily on-the-go breakfast
Lobby
Property entrance

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.
AED 426
AED 479 total
includes taxes & fees
30 Sep - 1 Oct
Homewood Suites by Hilton Orlando-Maitland
Outdoor pool, open 6:00 AM to 11:00 PM, pool umbrellas, sun loungers
Property amenity
BBQ/picnic area
Exterior

3. 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.
AED 434
AED 488 total
includes taxes & fees
28 Sep - 29 Sep
Courtyard by Marriott Orlando Downtown
Seasonal outdoor pool
Suite, 2 Double Beds, Non Smoking | Desk, blackout drapes, iron/ironing board, WiFi (free)
Lobby
Desk, blackout drapes, iron/ironing board, WiFi (free)

4. 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.
AED 443
AED 498 total
includes taxes & fees
28 Sep - 29 Sep
Comfort Suites Downtown
Outdoor pool
Lobby
Deluxe Suite, 1 King Bed, Non Smoking, Pool View | Premium bedding, down comforters, pillowtop beds, desk
Lobby

5. La Quinta Inn & Suites by Wyndham Orlando UCF

La Quinta Inn & Suites by Wyndham Orlando UCF
Orlando
  • Sun-soaked outdoor pool offers refreshing escapes and hot tub relaxation near the University of Central Florida campus.
AED 325
AED 365 total
includes taxes & fees
22 Sep - 23 Sep
La Quinta Inn & Suites by Wyndham Orlando UCF
Lobby
Lobby
Premium bedding, pillowtop beds, in-room safe, desk
Exterior

6. 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.
AED 344
AED 397 total
includes taxes & fees
21 Sep - 22 Sep
Hyatt Place Lake Mary/Orlando North
Outdoor pool
In-room safe, desk, laptop workspace, iron/ironing board
50-inch flat-screen TV with cable channels, TV, pay movies
Exterior

7. DoubleTree by Hilton at the Entrance to Universal Orlando

DoubleTree by Hilton at the Entrance to Universal Orlando
Florida Center
  • Splash into Florida sunshine at the entrance to Universal Orlando with a poolside cocktail and refreshing hot tub.
AED 331
AED 372 total
includes taxes & fees
27 Sep - 28 Sep
DoubleTree by Hilton at the Entrance to Universal Orlando
Outdoor pool
Exterior
Bar (on property)
Exterior

8. 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.
AED 343
AED 386 total
includes taxes & fees
24 Sep - 25 Sep
Hampton Inn & Suites Orlando Airport @ Gateway Village
Outdoor pool, pool umbrellas, sun loungers
Deluxe Suite, 1 King Bed, Non Smoking | Premium bedding, desk, laptop workspace, blackout drapes
Lobby
Free daily buffet breakfast

9. La Quinta Inn & Suites by Wyndham Orlando Airport

La Quinta Inn & Suites by Wyndham Orlando Airport
Airport North
  • Relaxing poolside retreat awaits with sun loungers, umbrellas, and a luxurious hot tub experience.
AED 245
AED 276 total
includes taxes & fees
1 Oct - 2 Oct
La Quinta Inn & Suites by Wyndham Orlando Airport
Outdoor pool
Studio, 1 King Bed | In-room safe, desk, iron/ironing board, travel crib
Free daily continental breakfast
Reception

10. Spark by Hilton Orlando near Universal

Spark by Hilton Orlando near Universal
Florida Center
  • Luxurious pool near Universal provides refreshing escape after theme park adventures.
AED 283
AED 319 total
includes taxes & fees
28 Sep - 29 Sep
Spark by Hilton Orlando near Universal
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

Sheraton Vistana Villages Resort Villas, I-Drive/Orlando

Sheraton Vistana Villages Resort Villas, I-Drive/Orlando

10/10 Excellent
"Amazing"
Edward 5-night trip
Posted less than an hour ago
Sheraton Vistana Villages Resort Villas, I-Drive/Orlando
Fairfield Inn & Suites Lake Buena Vista in Marriott Village

Fairfield Inn & Suites Lake Buena Vista in Marriott Village

8/10 Good
"Room service was terrible ! I was keeping calling to ask for blanket from 8 pm until midnight . Nobody brought it"
Katia 1-night trip
Posted 4 hours ago
Fairfield Inn & Suites Lake Buena Vista in Marriott Village
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

10/10 Excellent
"A little slow on the shuttle, but for the most part, it was amazing. I loved it. I will definitely be coming back."
Unique 4-night trip
Posted 5 hours ago
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

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 Endless Summer Resort - Dockside Inn and Suites: Hotel located near Universal Orlando Resort. Features 2 outdoor pools, a children's pool, and 3 bars. 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 Orange County Convention 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.