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

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Check availability on Lakeland - Winter Haven Hotels with a Pool

Tonight
Aug 6 - Aug 7
Tomorrow
Aug 7 - Aug 8
This weekend
Aug 7 - Aug 9
Next weekend
Aug 14 - Aug 16

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

1. Home2 Suites by Hilton Orlando at Flamingo Crossings

Home2 Suites by Hilton Orlando at Flamingo Crossings
Bay Lake
  • Splash into vacation mode at this family resort featuring a sun-soaked pool area and thrilling waterslide.
₩117,905
₩132,643 total
includes taxes & fees
Aug 16 - Aug 17
Home2 Suites by Hilton Orlando at Flamingo Crossings

2. Best Western Plus Winter Haven Inn & Suites 

Best Western Plus Winter Haven Inn & Suites 
Winter Haven
  • Sun-soaked pool area creates perfect retreat near LEGOLAND Florida with loungers and umbrellas.
₩162,025
₩181,468 total
includes taxes & fees
Aug 11 - Aug 12
Best Western Plus Winter Haven Inn & Suites 

3. Holiday Inn Express Lake Wales N-Winter Haven by IHG

Holiday Inn Express Lake Wales N-Winter Haven by IHG
Lake Wales
  • Experience the Florida sunshine while floating in the sparkling outdoor pool at this Lake Wales hotel, just minutes from LEGOLAND.
₩180,533
₩202,197 total
includes taxes & fees
Aug 16 - Aug 17
Holiday Inn Express Lake Wales N-Winter Haven by IHG

4. Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks
Kissimmee
  • Splash down the waterslide or bask poolside at this modern family resort with two hot tubs.
₩52,934
₩122,987 total
includes taxes & fees
Aug 10 - Aug 11
Kompose Boutique Resort at Theme Parks

5. Staybridge Suites Winter Haven Auburndale by IHG

Staybridge Suites Winter Haven Auburndale by IHG
Winter Haven
  • Refreshing outdoor pool oasis with loungers and umbrellas provides a sun-soaked relaxation spot near LEGOLAND Florida.
₩146,417
₩163,988 total
includes taxes & fees
Aug 9 - Aug 10
Staybridge Suites Winter Haven Auburndale by IHG

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

Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center
Bay Lake
  • Splash into endless fun with an outdoor pool and sunny loungers just steps from Disney magic.
₩105,121
₩118,261 total
includes taxes & fees
Aug 23 - Aug 24
Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center

7. Homewood Suites by Hilton Orlando at Flamingo Crossings

Homewood Suites by Hilton Orlando at Flamingo Crossings
Bay Lake
  • Dive into poolside bliss with loungers and a thrilling waterslide at this spotless Orlando retreat.
₩150,368
₩169,164 total
includes taxes & fees
Aug 16 - Aug 17
Homewood Suites by Hilton Orlando at Flamingo Crossings

8. LEGOLAND Beach Retreat

LEGOLAND Beach Retreat
Winter Haven
₩204,201
₩284,429 total
includes taxes & fees
Aug 9 - Aug 10
LEGOLAND Beach Retreat

9. Drury Plaza Hotel Orlando - Disney Springs Area

Drury Plaza Hotel Orlando - Disney Springs Area
Lake Buena Vista
  • Dive into a cool-down oasis with a spacious outdoor pool, hot tub, and poolside bar service.
₩199,354
₩224,273 total
includes taxes & fees
Aug 10 - Aug 11
Drury Plaza Hotel Orlando - Disney Springs Area

10. Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance

Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance
Bay Lake
  • Sun-soaked pool sanctuary with poolside bar offers leisurely vacation escape in a serene setting.
₩122,038
₩137,294 total
includes taxes & fees
Sep 6 - Sep 7
Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance
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Choose what matters most at hotels with a pool in Lakeland - Winter Haven

Breakfast included
4 stars
5 stars
Hot tub
Spa

Hotels with pools and free breakfast in Lakeland - Winter Haven

Home2 Suites by Hilton Orlando at Flamingo Crossings

Home2 Suites by Hilton Orlando at Flamingo Crossings
Bay Lake
₩117,905
₩132,643 total
includes taxes & fees
Aug 16 - Aug 17
Home2 Suites by Hilton Orlando at Flamingo Crossings

Best Western Plus Winter Haven Inn & Suites 

Best Western Plus Winter Haven Inn & Suites 
Winter Haven
₩162,025
₩181,468 total
includes taxes & fees
Aug 11 - Aug 12
Best Western Plus Winter Haven Inn & Suites 

Holiday Inn Express Lake Wales N-Winter Haven by IHG

Holiday Inn Express Lake Wales N-Winter Haven by IHG
Lake Wales
₩180,533
₩202,197 total
includes taxes & fees
Aug 16 - Aug 17
Holiday Inn Express Lake Wales N-Winter Haven by IHG

Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance

Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance
Bay Lake
₩122,038
₩137,294 total
includes taxes & fees
Sep 6 - Sep 7
Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance

Staybridge Suites Winter Haven Auburndale by IHG

Staybridge Suites Winter Haven Auburndale by IHG
Winter Haven
₩146,417
₩163,988 total
includes taxes & fees
Aug 9 - Aug 10
Staybridge Suites Winter Haven Auburndale by IHG

Drury Plaza Hotel Orlando - Disney Springs Area

Drury Plaza Hotel Orlando - Disney Springs Area
Lake Buena Vista
₩199,354
₩224,273 total
includes taxes & fees
Aug 10 - Aug 11
Drury Plaza Hotel Orlando - Disney Springs Area

Best Western Auburndale Inn & Suites

Best Western Auburndale Inn & Suites
Auburndale
₩148,862
₩166,725 total
includes taxes & fees
Aug 10 - Aug 11
Best Western Auburndale Inn & Suites

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

Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center
Bay Lake
₩105,121
₩118,261 total
includes taxes & fees
Aug 23 - Aug 24
Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center

Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks
Kissimmee
₩52,934
₩122,987 total
includes taxes & fees
Aug 10 - Aug 11
Kompose Boutique Resort at Theme Parks

LEGOLAND Beach Retreat

LEGOLAND Beach Retreat
Winter Haven
₩204,201
₩284,429 total
includes taxes & fees
Aug 9 - Aug 10
LEGOLAND Beach Retreat
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4-star hotels with pools in Lakeland - Winter Haven

Disney's Coronado Springs Resort

Disney's Coronado Springs Resort
Bay Lake
₩436,691
₩491,278 total
includes taxes & fees
Sep 2 - Sep 3
Disney's Coronado Springs Resort

Upstay 3BR Condo w Pool & Patio Near Disney

Upstay 3BR Condo w Pool & Patio Near Disney
Winter Garden
₩119,408
₩372,615 total
includes taxes & fees
Aug 17 - Aug 18
Upstay 3BR Condo w Pool & Patio Near Disney

Wyndham Grand Orlando Resort Bonnet Creek

Wyndham Grand Orlando Resort Bonnet Creek
Orlando
₩203,562
₩296,174 total
includes taxes & fees
Aug 14 - Aug 15
Wyndham Grand Orlando Resort Bonnet Creek

Buena Vista Suites Orlando

Buena Vista Suites Orlando
Orlando
₩163,759
₩221,018 total
includes taxes & fees
Aug 9 - Aug 10
Buena Vista Suites Orlando

Hilton Vacation Club Mystic Dunes Orlando

Hilton Vacation Club Mystic Dunes Orlando
Kissimmee
₩122,819
₩187,804 total
includes taxes & fees
Sep 3 - Sep 4
Hilton Vacation Club Mystic Dunes Orlando

Drury Plaza Hotel Orlando - Disney Springs Area

Drury Plaza Hotel Orlando - Disney Springs Area
Lake Buena Vista
₩199,354
₩224,273 total
includes taxes & fees
Aug 10 - Aug 11
Drury Plaza Hotel Orlando - Disney Springs Area

Westgate Vacation Villas Resort

Westgate Vacation Villas Resort
Kissimmee
₩120,737
₩185,426 total
includes taxes & fees
Aug 9 - Aug 10
Westgate Vacation Villas Resort

The Grand Retreat at CG with pool

The Grand Retreat at CG with pool
Champions Gate
₩136,125
₩545,419 total
includes taxes & fees
Sep 1 - Sep 2
The Grand Retreat at CG with pool

Embassy Suites by Hilton Orlando Lake Buena Vista South

Embassy Suites by Hilton Orlando Lake Buena Vista South
Kissimmee
₩162,025
₩183,898 total
includes taxes & fees
Aug 16 - Aug 17
Embassy Suites by Hilton Orlando Lake Buena Vista South

Meliá Orlando Celebration

Meliá Orlando Celebration
Celebration
₩98,085
₩162,958 total
includes taxes & fees
Aug 21 - Aug 22
Meliá Orlando Celebration
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5-star hotels with pools in Lakeland - Winter Haven

Reunion Resort & Golf Club

Reunion Resort & Golf Club
Reunion
₩277,623
₩382,482 total
includes taxes & fees
Aug 16 - Aug 17
Reunion Resort & Golf Club

ette hotel

ette hotel
Kissimmee
₩408,261
₩463,377 total
includes taxes & fees
Aug 9 - Aug 10
ette hotel

Encore Resort and Water Park at Reunion by Rentyl

Encore Resort and Water Park at Reunion by Rentyl
Kissimmee
₩254,594
₩902,066 total
includes taxes & fees
Aug 10 - Aug 11
Encore Resort and Water Park at Reunion by Rentyl

Waldorf Astoria Orlando - An Official Walt Disney World® Hotel

Waldorf Astoria Orlando - An Official Walt Disney World® Hotel
Orlando
₩318,989
₩438,824 total
includes taxes & fees
Aug 30 - Aug 31
Waldorf Astoria Orlando - An Official Walt Disney World® Hotel

Disney's Beach Club Resort

Disney's Beach Club Resort
Bay Lake
₩616,229
₩693,257 total
includes taxes & fees
Sep 2 - Sep 3
Disney's Beach Club Resort

Six BR Home at ChampionsGate Resort

Six BR Home at ChampionsGate Resort
Champions Gate
Six BR Home at ChampionsGate Resort

Disney's Beach Club Villas

Disney's Beach Club Villas
Bay Lake
₩821,639
₩924,345 total
includes taxes & fees
Aug 25 - Aug 26
Disney's Beach Club Villas
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 Lakeland - Winter Haven Hotel Reviews

The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando

10/10 Excellent
"Great family friendly place."
Hector 4-night trip
Posted 1 hour ago
The Grove Resort & Water Park Orlando
Meliá Orlando Celebration

Meliá Orlando Celebration

10/10 Excellent
"Great place"
James 2-night trip
Posted 1 hour ago
Meliá Orlando Celebration
The Berkley, Orlando

The Berkley, Orlando

10/10 Excellent
"Great resort. Loved the privacy and location."
Priscilla 4-night trip
Posted 1 hour ago
The Berkley, Orlando
Quality Inn & Suites By the Parks

Quality Inn & Suites By the Parks

10/10 Excellent
"Excelente desde la limpieza hasta el trato"
Adianes 7-night trip
Posted 2 hours ago
Quality Inn & Suites By the Parks
Westgate Vacation Villas Resort

Westgate Vacation Villas Resort

10/10 Excellent
"Clean."
Kemuel 2-night trip
Posted 7 hours ago
Westgate Vacation Villas Resort
Omni Orlando Resort at ChampionsGate

Omni Orlando Resort at ChampionsGate

10/10 Excellent
"We will definitely be going back. Love this place they were amazing with our anniversary. They even gave us champagne and sweets.."
Zachary 2-night trip
Posted 1 day ago
Omni Orlando Resort at ChampionsGate
Summer Bay Orlando MOD Collection by Sonesta

Summer Bay Orlando MOD Collection by Sonesta

10/10 Excellent
"Spacious rooms"
Tahsheema 4-night trip
Posted 2 days ago
Summer Bay Orlando MOD Collection by Sonesta

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