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

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check availability on Lakeland - Winter Haven Hotels with a Pool

Tonight
Jul 30 - Jul 31
Tomorrow
Jul 31 - Aug 1
This weekend
Aug 1 - Aug 3
Next weekend
Aug 8 - Aug 10

Top Lakeland - Winter Haven Hotels with a Pool

Holiday Inn Resort Kissimmee by the Parks by IHG
2 outdoor pools, open 8:00 AM to 11:00 PM, pool umbrellas, sun loungers

Holiday Inn Resort Kissimmee by the Parks by IHG

3.5 star property
8.6 out of 10, Excellent, (344)
"We enjoyed our stay!"
The price is NT$1,641
NT$2,452 total
includes taxes & fees
Aug 22 - Aug 23
Holiday Inn Resort Kissimmee by the Parks by IHG
Kompose Boutique Resort at Theme Parks
Relax in style with a view of the outdoor pool from our spacious lobby, featuring a stunning chandelier and unique sculpture.

Kompose Boutique Resort at Theme Parks

4.0 star property
9.6 out of 10, Exceptional, (849)
"Absolutely loved staying here and they are very friendly "
The price is NT$1,887
NT$2,499 total
includes taxes & fees
Aug 26 - Aug 27
Kompose Boutique Resort at Theme Parks
SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
Relax by the pool surrounded by palm trees and lounge chairs.

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

3.5 star property
9.0 out of 10, Wonderful, (2161)
"Great price, very comfortable beds and a great location to Disney."
The price is NT$2,325
NT$2,616 total
includes taxes & fees
Aug 14 - Aug 15
SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
Galleria Palms Hotel
Relax by the serene pool surrounded by lush greenery and tall palm trees.

Galleria Palms Hotel

2.5 star property
8.8 out of 10, Excellent, (3600)
"Friendly staff and great for families."
Galleria Palms Hotel
Walt Disney World Dolphin
Relax by the serene pool, surrounded by lush greenery and a gentle waterfall.

Walt Disney World Dolphin

4.0 star property
8.8 out of 10, Excellent, (3656)
"Great stay!"
The price is NT$4,652
NT$6,897 total
includes taxes & fees
Aug 5 - Aug 6
Walt Disney World Dolphin
Staybridge Suites Winter Haven Auburndale by IHG
Relax by the pool surrounded by comfortable lounge chairs and tables.

Staybridge Suites Winter Haven Auburndale by IHG

3.0 star property
9.8 out of 10, Exceptional, (465)
"Loved the hotel and will definitely stay here on our next trip!"
The price is NT$3,757
NT$4,208 total
includes taxes & fees
Aug 5 - Aug 6
Staybridge Suites Winter Haven Auburndale by IHG
Home2 Suites By Hilton Lakeland North I-4
Relax by the rectangular pool surrounded by lounge chairs and tables, set amidst lush greenery and a pergola.

Home2 Suites By Hilton Lakeland North I-4

3.0 star property
9.4 out of 10, Exceptional, (87)
"Great place"
The price is NT$3,495
NT$3,915 total
includes taxes & fees
Aug 7 - Aug 8
Home2 Suites By Hilton Lakeland North I-4
Red Lion Hotel Orlando Lake Buena Vista South
Relax by the pool surrounded by lush greenery and a palm tree, featuring a fun blue slide for kids.

Red Lion Hotel Orlando Lake Buena Vista South

3.5 star property
8.8 out of 10, Excellent, (4139)
"Enjoyed our stay"
The price is NT$1,402
NT$2,434 total
includes taxes & fees
Aug 3 - Aug 4
Red Lion Hotel Orlando Lake Buena Vista South
Seasons Florida Resort
Hotel features a central swimming pool surrounded by a deck with a decorative border.

Seasons Florida Resort

2.0 star property
8.8 out of 10, Excellent, (3023)
"Very nice clean accomodation with helpful and friendly staff."
The price is NT$1,997
NT$2,266 total
includes taxes & fees
Aug 1 - Aug 2
Seasons Florida Resort
voco Kissimmee Orlando by IHG
Outdoor pool

voco Kissimmee Orlando by IHG

3.5 star property
7.4 out of 10, Good, (1000)
"Nice hotel for the price. Very friendly, helpful staff. Nice pool. Light breakfast to go. "
The price is NT$1,970
NT$2,236 total
includes taxes & fees
Aug 19 - Aug 20
voco Kissimmee Orlando by IHG
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.

Top Lakeland - Winter Haven Hotel Reviews

Meliá Orlando Celebration

Meliá Orlando Celebration

10/10 Excellent
"Comfort and clean "
AUGUSTO J 1-night trip
Posted 10 hours ago
Meliá Orlando Celebration

Frequently asked questions

What's it like visiting Lakeland - Winter Haven?
If relaxing by the pool is your idea of the perfect getaway, you might want to think about family-friendly Lakeland - Winter Haven, which has 102 places to stay with pools. During your visit, you can explore sights such as Legoland Florida and Bok Tower Gardens, and then relax poolside at one of the accommodations in Lakeland - Winter Haven that guests like for their pools.
What are some accommodations with pools in Lakeland - Winter Haven?
Econo Lodge Winter Haven Chain Of Lakes: Features a hot tub, an outdoor pool, and free breakfast. Lake Roy Beach Inn: Offers free Internet, an outdoor pool, and free parking. Howard Johnson by Wyndham Winter Haven FL: Provides a restaurant, an outdoor pool, and a bar. Extended Stay America - Lakeland - I-4: Features free breakfast, an outdoor pool, and free WiFi. Baymont by Wyndham Lakeland: Offers free parking, a seasonal outdoor pool, and free WiFi.
What is there to see and do in Lakeland - Winter Haven?
Explore places like Legoland Florida, Bok Tower Gardens, and Lakeside Village while you're in Lakeland - Winter Haven. Make a point to visit attractions like Safari Wilderness and Indigo's Family Fun Center. Lakeland - Winter Haven appeals to visitors with its beautiful lakeside setting, major shopping area, and array of dining options.
When is the best time to book a hotel with a pool in Lakeland - Winter Haven?
Taking into account the local weather in Lakeland - Winter Haven is an important factor for planning your visit, especially if you plan to spend your trip poolside. The hottest months are usually July and August with an average temp of 82°F, while the coldest months are January and December with an average of 65°F. The rainiest months in Lakeland - Winter Haven are July, August, June, and September, with each month seeing an average of 8 inches of rainfall.