A baseball player in a white uniform with the number 20, a catcher in an orange uniform, and an umpire standing behind the catcher.

Find Hotels with a Pool in Lakeland - Winter Haven, FL

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Lakeland - Winter Haven Hotels with a Pool

This weekend
10 Jul - 12 Jul
Next weekend
17 Jul - 19 Jul

Our top choices for Lakeland - Winter Haven hotels with a pool

Outdoor pool, sun loungers

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, (5,982 reviews)
  • cleanliness
    Dive into a cool-down oasis with a spacious outdoor pool, hot tub, and poolside bar service.
The price is AED 515
AED 579 total
includes taxes & fees
19 Jul - 20 Jul
Drury Plaza Hotel Orlando - Disney Springs Area
Outdoor pool, open 9:00 AM to 10:00 PM, pool umbrellas, sun loungers

Home2 Suites by Hilton Orlando at Flamingo Crossings

Home2 Suites by Hilton Orlando at Flamingo Crossings
3.0 star property
Bay Lake
9.4 out of 10, Exceptional, (5,747 reviews)
  • cleanliness
    Splash into vacation mode at this family resort featuring a sun-soaked pool area and thrilling waterslide.
The price is AED 358
AED 403 total
includes taxes & fees
20 Jul - 21 Jul
Home2 Suites by Hilton Orlando at Flamingo Crossings
Outdoor pool, open 8:00 AM to 11:00 PM, pool umbrellas, sun loungers

Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center

Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center
3.0 star property
Bay Lake
9.4 out of 10, Exceptional, (5,157 reviews)
  • cleanliness
    Splash into endless fun with an outdoor pool and sunny loungers just steps from Disney magic.
The price is AED 320
AED 359 total
includes taxes & fees
2 Aug - 3 Aug
Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center
Outdoor pool, pool umbrellas, sun loungers

Best Western Plus Winter Haven Inn & Suites 

Best Western Plus Winter Haven Inn & Suites 
3.5 star property
Winter Haven
9.6 out of 10, Exceptional, (1,328 reviews)
  • cleanliness
    Sun-soaked pool area creates perfect retreat near LEGOLAND Florida with loungers and umbrellas.
The price is AED 467
AED 523 total
includes taxes & fees
12 Jul - 13 Jul
Best Western Plus Winter Haven Inn & Suites 
Outdoor pool, open 8:00 AM to 11:00 PM, pool umbrellas, sun loungers

Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance

Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance
3.0 star property
Bay Lake
9.6 out of 10, Exceptional, (2,161 reviews)
  • cleanliness
    Sun-soaked pool sanctuary with poolside bar offers leisurely vacation escape in a serene setting.
The price is AED 400
AED 450 total
includes taxes & fees
15 Jul - 16 Jul
Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance
Outdoor pool, a heated pool

SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance

SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
3.5 star property
Bay Lake
9.0 out of 10, Wonderful, (2,228 reviews)
  • cleanliness
    Heated outdoor pool paradise with hot tub sanctuary offers the perfect retreat after exploring nearby Disney theme parks.
The price is AED 324
AED 364 total
includes taxes & fees
3 Aug - 4 Aug
SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
Outdoor pool, sun loungers

Holiday Inn Express Bartow by IHG

Holiday Inn Express Bartow by IHG
2.5 star property
Bartow
9.0 out of 10, Wonderful, (1,005 reviews)
  • cleanliness
    Dive into aquatic bliss at this hotel's refreshing outdoor pool with sun loungers.
The price is AED 353
AED 395 total
includes taxes & fees
26 Jul - 27 Jul
Holiday Inn Express Bartow by IHG
Water park

Orlando World Center Marriott

Orlando World Center Marriott
4.0 star property
Orlando
9.0 out of 10, Wonderful, (1,516 reviews)
The price is AED 635
AED 909 total
includes taxes & fees
6 Aug - 7 Aug
Orlando World Center Marriott
Outdoor pool, cabanas (surcharge), pool umbrellas

Signia by Hilton Orlando - An Official Walt Disney World® Hotel

Signia by Hilton Orlando - An Official Walt Disney World® Hotel
4.0 star property
Orlando
9.0 out of 10, Wonderful, (1,010 reviews)
  • cleanliness
    Poolside paradise sparkles with a lazy river, waterslide, and two hot tubs for sun-soaked family fun.
The price is AED 521
AED 792 total
includes taxes & fees
31 Jul - 1 Aug
Signia by Hilton Orlando - An Official Walt Disney World® Hotel
Outdoor pool, open 9:00 AM to 10:00 PM, sun loungers

Homewood Suites by Hilton Orlando at Flamingo Crossings

Homewood Suites by Hilton Orlando at Flamingo Crossings
3.0 star property
Bay Lake
9.4 out of 10, Exceptional, (2,566 reviews)
  • cleanliness
    Dive into poolside bliss with loungers and a thrilling waterslide at this spotless Orlando retreat.
The price is AED 389
AED 437 total
includes taxes & fees
26 Jul - 27 Jul
Homewood Suites by Hilton Orlando at Flamingo Crossings
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.
View all properties

Choose what matters most at hotels with a pool in Lakeland - Winter Haven

Breakfast included
4 stars

Hotels with pools and free breakfast in Lakeland - Winter Haven

Reception
Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks
3.0 star property
Kissimmee
9.4 out of 10, Exceptional, (4765)
The price is AED 155
AED 338 total
includes taxes & fees
13 Jul - 14 Jul
Kompose Boutique Resort at Theme Parks
View all properties

4-star hotels with pools in Lakeland - Winter Haven

Outdoor pool, sun loungers
Drury Plaza Hotel Orlando - Disney Springs Area

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, (5982)
The price is AED 515
AED 579 total
includes taxes & fees
19 Jul - 20 Jul
Drury Plaza Hotel Orlando - Disney Springs Area
View all properties

5-star hotels with pools in Lakeland - Winter Haven

3 outdoor pools
Disney's Beach Club Resort

Disney's Beach Club Resort

Disney's Beach Club Resort
5.0 star property
Bay Lake
8.8 out of 10, Excellent, (712)
Disney's Beach Club Resort
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.
View all properties

Top Lakeland - Winter Haven Hotel Reviews

The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando

10/10 Excellent
"Water park staff not good but other than that it’s ok"
Ramon 4-night trip
Posted less than an hour ago
The Grove Resort & Water Park Orlando

Explore a world of travel with Expedia