Photo by Visit Central Florida

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

Start date: Check-in selected.
To Date
End date: Check-out

  • 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

Top Lakeland - Winter Haven Hotels with a Pool

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

2.5 star property
Bay Lake
  • Outdoor pool
  • Poolside bar
  • Pool loungers
9.4 out of 10, Exceptional, (4203)
Vibrant pool area welcomes families with comfortable loungers, refreshing drinks, and attentive bar service just minutes from Disney parks. Sports enthusiasts appreciate the basketball court while parents value the shallow pool section perfect for young swimmers.
The price is NT$3,474
NT$3,909 total
includes taxes & fees
Nov 30 - Dec 1
Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center
2 outdoor pools, sun loungers
Delta Hotels by Marriott Orlando Celebration

Delta Hotels by Marriott Orlando Celebration

3.5 star property
Kissimmee
  • 2 outdoor pools
  • Poolside bar
  • Pool loungers
  • 2 hot tubs
8.2 out of 10, Very Good, (2428)
Poolside relaxation awaits with sun loungers and refreshing drinks at both sparkling outdoor pools. Sports enthusiasts enjoy tennis courts and beach volleyball, while families love the waterslide. Nearby Disney parks are just a short shuttle ride away.
The price is NT$1,830
NT$2,958 total
includes taxes & fees
Dec 8 - Dec 9
Delta Hotels by Marriott Orlando Celebration
Royal Room, 2 Queen Beds, Pool View | Pool | Outdoor pool, a heated pool, open 9 AM to 9:00 PM, free cabanas
Magic Moment Resort & Kids Club, Dazzler Select by Wyndham

Magic Moment Resort & Kids Club, Dazzler Select by Wyndham

3.0 star property
Kissimmee
  • Outdoor pool
  • Pool loungers
8.4 out of 10, Very Good, (2629)
Splashing in the heated outdoor pool proves a highlight for families after Disney adventures. Kids delight in the playground, arcade, and bouncy castle while adults relax in free cabanas amid the thoughtfully designed recreational spaces.
The price is NT$1,230
NT$2,451 total
includes taxes & fees
Dec 1 - Dec 2
Magic Moment Resort & Kids Club, Dazzler Select by Wyndham
6 outdoor pools, free cabanas, pool umbrellas
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

4.0 star property
Orlando
  • 6 outdoor pools
  • 2 poolside bars
  • Pool loungers
  • 8 hot tubs
9.4 out of 10, Exceptional, (3893)
The price is NT$2,544
NT$2,862 total
includes taxes & fees
Nov 30 - Dec 1
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
2 outdoor pools, pool umbrellas, sun loungers
Disney's All-Star Movies Resort

Disney's All-Star Movies Resort

3.5 star property
Lake Buena Vista
  • 2 outdoor pools
  • Poolside bar
  • Pool loungers
8.8 out of 10, Excellent, (1000)
Disney's All-Star Movies Resort
Outdoor wedding area
Margaritaville Resort Orlando

Margaritaville Resort Orlando

4.0 star property
Kissimmee
  • 3 outdoor pools
  • Poolside bar
  • Pool loungers
  • Hot tub
8.8 out of 10, Excellent, (3654)
Splash into aquatic luxury with a lazy river, waterslide, and poolside bar at this Orlando resort. Pamper yourself with spa treatments, dine at 3 on-site restaurants, or lounge in pool cabanas after exploring nearby Disney attractions.
The price is NT$3,798
NT$5,860 total
includes taxes & fees
Nov 30 - Dec 1
Margaritaville Resort Orlando
2 outdoor pools, pool umbrellas, sun loungers
Disney's All Star Sports Resort

Disney's All Star Sports Resort

2.5 star property
Lake Buena Vista
  • 2 outdoor pools
  • Poolside bar
  • Pool loungers
8.6 out of 10, Excellent, (1000)
Disney's All Star Sports Resort
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
  • Outdoor pool
  • Pool loungers
9.2 out of 10, Wonderful, (4909)
Spacious rooms with full kitchens welcome families after exciting pool adventures with waterslides and sun loungers. Beyond the sparkling waters, guests enjoy firepit gatherings, a 24-hour fitness center with Peloton bikes, and complimentary theme park shuttles.
The price is NT$3,196
NT$3,595 total
includes taxes & fees
Dec 9 - Dec 10
Home2 Suites by Hilton Orlando at Flamingo Crossings
3 outdoor pools, pool umbrellas
Silver Lake Resort

Silver Lake Resort

3.5 star property
Kissimmee
  • 3 outdoor pools
  • Poolside bar
  • Pool umbrellas
  • Hot tub
8.4 out of 10, Very Good, (1223)
Swimming options abound at this family-friendly resort featuring 3 outdoor pools and a children's pool with dedicated areas for all ages. After aquatic fun, guests can savor cold drinks from the poolside bar while relaxing under shady umbrellas.
Silver Lake Resort
Outdoor pool, sun loungers
Hampton Inn & Suites Tampa East (Casino Area)

Hampton Inn & Suites Tampa East (Casino Area)

2.5 star property
Seffner
  • Outdoor pool
  • Pool loungers
8.8 out of 10, Excellent, (1001)
Poolside paradise beckons with sun-drenched loungers surrounding a refreshing outdoor oasis, perfect for cooling off after casino excitement. Recently renovated rooms offer premium bedding and hydromassage showers, complemented by friendly staff and a complimentary breakfast buffet.
The price is NT$2,948
NT$3,346 total
includes taxes & fees
Nov 30 - Dec 1
Hampton Inn & Suites Tampa East (Casino Area)
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
"We enjoy our stay every single time at the grove! "
Chelsea 7-night trip
Posted 2 days ago
The Grove Resort & Water Park Orlando

Explore a world of travel with Expedia