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Find Hotels with a Pool in Maitland, FL

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Check availability on Maitland Hotels with a Pool

Top Maitland Hotels with a Pool

Outdoor pool, sun loungers
Sheraton Orlando North Hotel

Sheraton Orlando North Hotel

3.5 star property
Maitland
  • Outdoor pool
  • Pool loungers
  • Hot tub
8.4 out of 10, Very Good, (1003)
Pool enthusiasts marvel at the immaculately clean outdoor swimming area, where sun loungers invite lazy afternoons. After a refreshing dip, guests can unwind in the bubbling hot tub or maintain fitness routines at the 24-hour gym.
$93 nightly
The price is $104
Dec 7 - Dec 8
Total with taxes and fees
Sheraton Orlando North Hotel
View from property
Homewood Suites by Hilton Orlando-Maitland

Homewood Suites by Hilton Orlando-Maitland

3.0 star property
Maitland
  • Outdoor pool
9.0 out of 10, Wonderful, (1003)
Swimming enthusiasts relish the pristine outdoor pool, a refreshing sanctuary after exploring nearby attractions. Spacious rooms feature separate living areas and kitchenettes, while a 24-hour fitness center awaits active travelers.
$107 nightly
The price is $121
Nov 30 - Dec 1
Total with taxes and fees
Homewood Suites by Hilton Orlando-Maitland
Outdoor pool, open 8:00 AM to 9:00 PM, cabanas (surcharge)
DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel

DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel

3.0 star property
International Drive District
  • Outdoor pool
  • Poolside bar
  • Pool loungers
  • Hot tub
8.8 out of 10, Excellent, (600)
Poolside luxury awaits at this pristine retreat near Universal Studios. Families appreciate the dedicated children's pool, while adults relax in cabanas with cocktails from the poolside bar after invigorating workouts in the 24-hour fitness center.
$76 nightly
The price is $85
Dec 8 - Dec 9
Total with taxes and fees
DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel
Outdoor pool, pool umbrellas, sun loungers
Hyatt House Orlando International Drive

Hyatt House Orlando International Drive

4.0 star property
International Drive District
  • Outdoor pool
  • Pool loungers
9.4 out of 10, Exceptional, (1274)
Poolside relaxation awaits after thrilling theme park adventures, with sun loungers and umbrellas providing ideal comfort. The central location near Universal Orlando Resort, complimentary shuttle service, and daily breakfast buffet complete this perfect vacation hub.
$119 nightly
The price is $134
Dec 16 - Dec 17
Total with taxes and fees
Hyatt House Orlando International Drive
Outdoor pool, pool umbrellas, sun loungers
Aloft Orlando Lake Buena Vista

Aloft Orlando Lake Buena Vista

3.0 star property
Orlando
  • Outdoor pool
  • Pool loungers
8.8 out of 10, Excellent, (1865)
Sparkling waters beckon at the sun-drenched outdoor pool, complete with loungers and shade umbrellas for post-adventure relaxation. Convenient shuttles to Disney and Universal parks make magical moments easily accessible from this comfortable Orlando haven.
$70 nightly
The price is $79
Nov 24 - Nov 25
Total with taxes and fees
Aloft Orlando Lake Buena Vista
4 outdoor pools, open 7:00 AM to 11:00 PM, cabanas (surcharge)
Marriott's Grande Vista

Marriott's Grande Vista

4.0 star property
Orlando
  • 4 outdoor pools
  • 2 poolside bars
  • Pool loungers
  • 4 hot tubs
9.0 out of 10, Wonderful, (3560)
$95 nightly
The price is $107
Dec 9 - Dec 10
Total with taxes and fees
Marriott's Grande Vista
4 outdoor pools, open 5:30 AM to midnight, cabanas (surcharge)
Rosen Shingle Creek

Rosen Shingle Creek

4.5 star property
Orlando
  • 4 outdoor pools
  • Poolside bar
  • Pool loungers
  • 2 hot tubs
9.4 out of 10, Exceptional, (4236)
Swimming paradise unfolds across 4 inviting outdoor pools surrounded by swaying palms and luxurious cabanas. Refreshing poolside drinks complement sun-drenched days while nearby hot tubs offer evening relaxation after golf rounds on the 18-hole course.
$101 nightly
The price is $114
Nov 25 - Nov 26
Total with taxes and fees
Rosen Shingle Creek
Outdoor pool, open 7:00 AM to 10:00 PM, pool umbrellas, sun loungers
Tru By Hilton Orlando Convention Center Area, FL

Tru By Hilton Orlando Convention Center Area, FL

3.5 star property
International Drive District
  • Outdoor pool
  • Pool loungers
9.0 out of 10, Wonderful, (3562)
Sparkling clean waters beckon at the spacious outdoor pool, a lap swimmer's dream complete with comfortable sun loungers and shade umbrellas. Modern fitness facilities, including a Peloton bike, complement this family-friendly oasis near Orlando's attractions.
$79 nightly
The price is $89
Nov 24 - Nov 25
Total with taxes and fees
Tru By Hilton Orlando Convention Center Area, FL
View from property
Avanti International Resort

Avanti International Resort

4.0 star property
International Drive District
  • Outdoor pool
  • Poolside bar
  • Pool loungers
  • Hot tub
7.8 out of 10, Good, (4220)
Splash into vacation mode at a vibrant pool complex featuring a seasonal outdoor swimming area, dedicated children's pool, and relaxing hot tub. Beach volleyball courts, arcade games, and poolside dining create a complete resort experience.
$83 nightly
The price is $93
Dec 17 - Dec 18
Total with taxes and fees
Avanti International Resort
3 outdoor pools, open 7 AM to 10:00 PM, cabanas (surcharge)
Hyatt Regency Grand Cypress

Hyatt Regency Grand Cypress

4.0 star property
Orlando
  • 3 outdoor pools
  • Poolside bar
  • Pool loungers
9.2 out of 10, Wonderful, (2289)
Shimmering waters beckon at the expansive aquatic playground featuring pool cabanas, sun loungers, and a lively waterslide. Beyond swimming, guests discover an 18-hole golf course, marina, complimentary bicycles, and numerous recreational activities across beautifully maintained grounds.
$209 nightly
The price is $235
Nov 19 - Nov 20
Total with taxes and fees
Hyatt Regency Grand Cypress
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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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
"Good "
Gustavo 1-night trip
Posted 20 hours ago
DoubleTree by Hilton at the Entrance to Universal Orlando

Frequently asked questions

What are some accommodations with pools in Maitland?
Universal's Cabana Bay Beach Resort: Hotel, 5-minute walk from Universal Orlando Resort. Features a lazy river, 2 outdoor pools, and 2 restaurants. Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando: Hotel located near Disney Springs™. Offers 6 outdoor pools, a children's pool, and 3 restaurants. Ramada by Wyndham Suites Orlando Airport: Provides a snack bar/deli, an outdoor pool, and daily. Rosen Inn at Pointe Orlando: Hotel, 2-minute walk from Pointe Orlando. Features 2 coffee shops/cafes, 3 outdoor pools, and complimentary wireless internet access. Rosen Inn Lake Buena Vista: Hotel located near Disney Springs™. Offers 2 outdoor pools, a children's 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 Kia 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.

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