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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
30 Sep - 1 Oct
Tomorrow
1 Oct - 2 Oct
This weekend
2 Oct - 4 Oct
Next weekend
9 Oct - 11 Oct

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

A modern hotel with a swimming pool, outdoor seating, and a well-lit facade.
A modern hotel with a prominent entrance, multiple floors, and a parking lot.
A reception area with a modern design, featuring a counter, a seating area, and a wall with a unique pattern.
A hotel room with two beds, a desk, a microwave, a TV, and a painting on the wall.

1. 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.
AED 479
AED 536 total
includes taxes & fees
18 Oct - 19 Oct
Best Western Plus Winter Haven Inn & Suites 
A swimming pool with a white fence, lounge chairs, and a building with a balcony.
A modern room with a dark blue sofa, a wooden coffee table, and a matching ottoman. A map mural adorns the wall.
A restaurant with tables and chairs, a large painting, and a TV on the wall.
A hotel room with a sofa, two beds, a desk, a TV, and a carpeted floor.

2. 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.
AED 466
AED 522 total
includes taxes & fees
4 Oct - 5 Oct
Holiday Inn Express Lake Wales N-Winter Haven by IHG
A swimming pool with lounge chairs and tables, surrounded by a fence and a building with a modern design.
A hotel lobby with a reception desk, seating area, and a bar.
A hotel lobby with a seating area featuring blue patterned chairs, a wooden coffee table, and a sofa.
A Hampton Inn hotel with a clear entrance, a covered waiting area, and a sign indicating a clearance of 13'6".

3. Hampton Inn Winter Haven

Hampton Inn Winter Haven
Winter Haven
  • Shimmering blue waters await at this family-friendly hotel with pool loungers and workout options.
AED 389
AED 435 total
includes taxes & fees
8 Oct - 9 Oct
Hampton Inn Winter Haven
A swimming pool with lounge chairs and umbrellas, surrounded by a building with red and beige walls.
A hotel room with a desk, chair, sofa, ottoman, and a large window.
A modern kitchen with a central island, bar stools, and a refrigerator.
A modern lounge area with green upholstered chairs, a herringbone-patterned floor, and a large window providing natural light.

4. Home2 Suites By Hilton Winter Haven

Home2 Suites By Hilton Winter Haven
Winter Haven
  • Refresh yourself in the seasonal outdoor pool during warm months while staying minutes from LEGOLAND® Florida.
AED 559
AED 626 total
includes taxes & fees
11 Oct - 12 Oct
Home2 Suites By Hilton Winter Haven
A swimming pool with a poolside area, including lounge chairs and umbrellas, adjacent to a building with multiple windows and a brick facade.
A hotel room with two beds, a desk, a television, and a door leading to another room.
A hotel room with a desk, chair, sofa, and a painting on the wall.
A bathroom with a shower, a toilet, a sink, and a mirror.

5. Holiday Inn Winter Haven by IHG

Holiday Inn Winter Haven by IHG
Winter Haven
  • Dive into crystalline blue waters at this outdoor pool oasis with comfy loungers and sunshine appeal.
AED 404
AED 453 total
includes taxes & fees
4 Oct - 5 Oct
Holiday Inn Winter Haven by IHG
A swimming pool with lounge chairs and tables, surrounded by a white building with a brick facade.
A modern hotel room with a kitchenette, a dining area, and a bed.
A modern living room with a fireplace, a sofa, a coffee table, and a TV mounted on the wall.
A modern kitchen with a wooden counter, coffee machines, and a Coca-Cola refrigerator.

6. 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.
AED 477
AED 535 total
includes taxes & fees
4 Oct - 5 Oct
Staybridge Suites Winter Haven Auburndale by IHG
A swimming pool area with people playing with building blocks.
A brightly colored building with a white picket fence, numbered doors, and a surfboard decoration.
A colorful LEGO-themed beach retreat sign with a beach house and a gas station in the background.
A row of colorful, single-story buildings with a uniform roof design, white picket fences, and a clear pathway leading to the entrance.

7. LEGOLAND Beach Retreat

LEGOLAND Beach Retreat
Winter Haven
AED 590
AED 805 total
includes taxes & fees
12 Oct - 13 Oct
LEGOLAND Beach Retreat
A poolside area with multiple round tables, a pool, and a modern building with large windows in the background.
A modern hotel with a pool area, palm trees, and a parking lot.
A modern hotel lobby with multiple seating areas, a reception desk, and a large digital screen displaying scenic images.
A hotel room with a sofa, a desk, a bed, and a coffee machine.

8. SpringHill Suites by Marriott Lakeland

SpringHill Suites by Marriott Lakeland
Downtown Lakeland
  • Dive into sparkling leisure at this downtown Lakeland hotel's outdoor pool and fitness center.
AED 459
AED 515 total
includes taxes & fees
18 Oct - 19 Oct
SpringHill Suites by Marriott Lakeland
A reception area with a modern design, featuring a counter with a textured panel, a large abstract artwork on the wall, and a coffee station with various items.
Pool
A multi-story hotel with a central entrance, parking lot, and surrounding greenery.
A hotel with a parking lot and a covered entrance.

9. Best Western Auburndale Inn & Suites

Best Western Auburndale Inn & Suites
Auburndale
  • Splash into Florida sunshine at this inviting hotel where loungers surround a clean, warm outdoor pool for all-day refreshment.
AED 372
AED 416 total
includes taxes & fees
11 Oct - 12 Oct
Best Western Auburndale Inn & Suites
A pool area with lounge chairs, a covered seating area, and a building with multiple windows and balconies.
A bar area with wooden cabinets, a counter with bottles, and a sign reading "THE PLACERY".
A modern bathroom with a sink, mirror, and shower.
A modern hotel room with a gray sectional sofa, a small side table, a floor lamp, a large window with a city view, and a bed with a TV.

10. Hyatt Place Lakeland Center

Hyatt Place Lakeland Center
Downtown Lakeland
  • Escape to a refreshing lakeside pool retreat where crystal waters shimmer under Florida sunshine, perfect for leisure travelers.
AED 419
AED 469 total
includes taxes & fees
11 Oct - 12 Oct
Hyatt Place Lakeland Center
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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

A hotel room with two beds, a desk, a microwave, a TV, and a painting on the wall.
A modern hotel with a prominent entrance, multiple floors, and a parking lot.
A reception area with a modern design, featuring a counter, a seating area, and a wall with a unique pattern.
A modern hotel lobby with a central reception desk, multiple light fixtures, and a patterned wall.

Best Western Plus Winter Haven Inn & Suites 

Best Western Plus Winter Haven Inn & Suites 
Winter Haven
AED 479
AED 536 total
includes taxes & fees
18 Oct - 19 Oct
Best Western Plus Winter Haven Inn & Suites 
An outdoor patio area with a fire pit, yellow and blue seating, and a covered section with a pergola.
A restaurant with a bar area, seating, and a view of greenery outside.
A hotel pool area with multiple lounge chairs and umbrellas, a water slide, and palm trees.
A hotel with a prominent "HOME 2" sign, a stone facade, and an arched entrance.

Home2 Suites by Hilton Orlando at Flamingo Crossings

Home2 Suites by Hilton Orlando at Flamingo Crossings
Bay Lake
AED 358
AED 403 total
includes taxes & fees
25 Oct - 26 Oct
Home2 Suites by Hilton Orlando at Flamingo Crossings
A modern hotel reception area with a wooden reception desk, a seating area with a table and chairs, and a large wall with geometric patterns.
A Holiday Inn Express hotel with a covered entrance, parking lot, and palm trees.
A modern room with a dark blue sofa, a wooden coffee table, and a matching ottoman. A map mural adorns the wall.
A restaurant with tables and chairs, a large painting, and a TV on the wall.

Holiday Inn Express Lake Wales N-Winter Haven by IHG

Holiday Inn Express Lake Wales N-Winter Haven by IHG
Lake Wales
AED 466
AED 522 total
includes taxes & fees
4 Oct - 5 Oct
Holiday Inn Express Lake Wales N-Winter Haven by IHG
A modern hotel lobby with a central seating area, a reception desk, and a large wall art piece.
A hotel room with a desk, chair, sofa, TV, and artwork.
A modern hotel room with a gray sectional sofa, a small side table, a floor lamp, a large window with a city view, and a bed with a TV.
A modern hotel with a white facade, large windows, and a landscaped entrance.

Hyatt Place Lakeland Center

Hyatt Place Lakeland Center
Downtown Lakeland
AED 419
AED 469 total
includes taxes & fees
11 Oct - 12 Oct
Hyatt Place Lakeland Center
An outdoor patio with a fire pit, wicker furniture, and a view of a lake.
A Courtyard by Marriott hotel with a modern design, featuring a covered entrance and a landscaped area with palm trees.
A spacious indoor area with a bar, seating arrangements, and a large screen displaying content.
A modern reception area with wooden panel walls and two reception desks.

Courtyard by Marriott Winter Haven

Courtyard by Marriott Winter Haven
Winter Haven
AED 602
AED 675 total
includes taxes & fees
4 Oct - 5 Oct
Courtyard by Marriott Winter Haven
A modern living room with a fireplace, a sofa, a coffee table, and a TV mounted on the wall.
A modern kitchen with a wooden counter, coffee machines, and a Coca-Cola refrigerator.
A modern hotel room with a kitchenette, a dining area, and a bed.
A modern kitchen with a dining area, a flat-screen TV, and a large window.

Staybridge Suites Winter Haven Auburndale by IHG

Staybridge Suites Winter Haven Auburndale by IHG
Winter Haven
AED 477
AED 535 total
includes taxes & fees
4 Oct - 5 Oct
Staybridge Suites Winter Haven Auburndale by IHG
A breakfast bar with various food dispensers, a seating area with a table and chairs, and large windows with a view of greenery.
A Marriott Fairfield hotel sign with a landscaped garden in front.
A swimming pool with clear blue water, surrounded by lounge chairs and yellow umbrellas.
A hotel room with a large window overlooking a swimming pool and a landscaped area with trees and a building in the background.

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
AED 342
AED 384 total
includes taxes & fees
20 Oct - 21 Oct
Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center
A large hotel with multiple floors, a central courtyard, and a reflective water feature.
A modern lobby with a large fireplace, comfortable seating, and a well-lit ceiling.
A hotel pool area with lounge chairs, a fire pit, and a large pool.
A hotel room with a sofa, armchair, and a large window with a view of a swimming pool and hotel buildings.

Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance

Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance
Bay Lake
AED 404
AED 455 total
includes taxes & fees
26 Oct - 27 Oct
Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance
A hotel lobby with a blue sofa set, a red chair, a patterned carpet, and large windows offering a view of the outdoors.
A hotel with a central entrance, multiple floors, and a sign reading 'Comfort Inn & Suites.'
A hotel entrance with a covered walkway, columns, and arched windows.
A hotel breakfast area with a long counter, self-service food stations, and a large flat-screen TV mounted on the wall.

Comfort Inn & Suites Lakeland North I-4

Comfort Inn & Suites Lakeland North I-4
Lakeland
AED 331
AED 371 total
includes taxes & fees
4 Oct - 5 Oct
Comfort Inn & Suites Lakeland North I-4
A hotel room with two beds, a desk, a television, and a door leading to another room.
A swimming pool with a poolside area, including lounge chairs and umbrellas, adjacent to a building with multiple windows and a brick facade.
A covered entrance with a brick facade, glass doors, and a bench.
A hotel room with a desk, chair, sofa, and a painting on the wall.

Holiday Inn Winter Haven by IHG

Holiday Inn Winter Haven by IHG
Winter Haven
AED 404
AED 453 total
includes taxes & fees
4 Oct - 5 Oct
Holiday Inn Winter Haven by IHG
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4-star hotels with pools in Lakeland - Winter Haven

A hotel pool area with lounge chairs and umbrellas, surrounded by tall buildings and a sunset sky.
A water play area with multiple fountains and colorful play structures.
An outdoor patio area with wicker furniture, red accents, and palm trees.
A spacious lobby with a reception desk, seating area, and decorative hanging lights.

Drury Plaza Hotel Orlando - Disney Springs Area

Drury Plaza Hotel Orlando - Disney Springs Area
Lake Buena Vista
AED 593
AED 667 total
includes taxes & fees
30 Oct - 31 Oct
Drury Plaza Hotel Orlando - Disney Springs Area
A hotel with a large pool, palm trees, and a waterfall feature.
A spacious dining area with a long table set for a meal, surrounded by chairs.
A hotel lobby with a reception desk, seating area, and a staircase leading to upper floors.
A bar area with a variety of seating options, including patterned chairs and stools, a bar counter with bottles, and a large mirror on the wall.

Caribe Royale Orlando, WorldHotels Elite

Caribe Royale Orlando, WorldHotels Elite
Orlando
AED 694
AED 938 total
includes taxes & fees
3 Oct - 4 Oct
Caribe Royale Orlando, WorldHotels Elite
A swimming pool with people in the water, including a person in a green and red inflatable ring.
A spacious lobby with a central seating area, large windows, and potted plants.
A hotel sign with "BUENA VISTA SUITES" and a building with multiple floors and windows.
A hotel room with two beds, a desk with a chair, a television, and large abstract paintings on the wall.

Buena Vista Suites Orlando

Buena Vista Suites Orlando
Orlando
AED 426
AED 574 total
includes taxes & fees
7 Oct - 8 Oct
Buena Vista Suites Orlando
A large hotel with a distinctive pyramid-shaped building, a central courtyard with palm trees, and a body of water reflecting the structure.
An aerial view of a resort with multiple swimming pools, a beach area, and a variety of outdoor seating arrangements.
A café with tables and chairs, a counter with various items, and a display of bottles.
A luxurious lobby with a central fountain, seating areas, and a decorative ceiling.

Walt Disney World Dolphin

Walt Disney World Dolphin
Bay Lake
AED 764
AED 1,066 total
includes taxes & fees
15 Oct - 16 Oct
Walt Disney World Dolphin
A Marriott hotel with a large swimming pool, sun loungers, and palm trees.
A modern bar area with wooden furniture and a glass ceiling.
A spacious lobby with high ceilings, large windows, and a central atrium.
A rooftop lounge with a fire pit, outdoor seating, umbrellas, and a view of a swimming pool and hotel buildings.

Orlando World Center Marriott

Orlando World Center Marriott
Orlando
AED 731
AED 1,037 total
includes taxes & fees
8 Oct - 9 Oct
Orlando World Center Marriott
An aerial view of a resort with multiple swimming pools, a golf course, and lush landscaping.
A large hotel complex with multiple buildings, a golf course, and a swimming pool area.
An outdoor restaurant with wooden pergolas, tables, and chairs, surrounded by greenery.
A spacious lobby with a polished marble floor, a grand chandelier, and a reception desk with wooden paneling.

Omni Orlando Resort at ChampionsGate

Omni Orlando Resort at ChampionsGate
Champions Gate
AED 599
AED 888 total
includes taxes & fees
16 Oct - 17 Oct
Omni Orlando Resort at ChampionsGate
A nighttime view of a water feature with a stone structure resembling a temple, surrounded by palm trees and a pool.
A rooftop lounge with seating and a view of the cityscape at dusk.
A spacious lobby with a high ceiling, ornate chandeliers, and a central plant.
A large, illuminated hotel with a central fountain, reflecting in a calm body of water.

Disney's Coronado Springs Resort

Disney's Coronado Springs Resort
Bay Lake
AED 1,543
AED 1,735 total
includes taxes & fees
5 Oct - 6 Oct
Disney's Coronado Springs Resort
A spacious restaurant with high ceilings, hanging pendant lights, and a variety of seating arrangements.
A spacious lobby with a leather sofa, a bar area with stools, and a seating area with tables and chairs.
A spacious lobby with a reception desk, seating area, and a decorative flower arrangement.
A spacious outdoor area with multiple white tables and planters, a central digital display, and a modern architectural design.

Embassy Suites by Hilton Orlando Lake Buena Vista South

Embassy Suites by Hilton Orlando Lake Buena Vista South
Kissimmee
AED 330
AED 375 total
includes taxes & fees
18 Oct - 19 Oct
Embassy Suites by Hilton Orlando Lake Buena Vista South
A resort with a large pool, water slides, palm trees, and beach umbrellas.
A resort with multiple swimming pools surrounded by lush greenery and a large hotel building.
A waterfront property with a dock, a gazebo, and a row of modern buildings in the background.
A modern lobby with a reception desk, seating area, and a bar.

The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando
Winter Garden
AED 625
AED 905 total
includes taxes & fees
1 Nov - 2 Nov
The Grove Resort & Water Park Orlando
A modern hotel with a reflective pool, palm trees, and a clear blue sky.
Spa
A pool area with lounge chairs and a waterfall feature.
A restaurant with tables set for dining, featuring floral centerpieces and candles.

Walt Disney World Swan Reserve

Walt Disney World Swan Reserve
Bay Lake
AED 1,080
AED 1,421 total
includes taxes & fees
28 Oct - 29 Oct
Walt Disney World Swan Reserve
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5-star hotels with pools in Lakeland - Winter Haven

A hotel with a swimming pool, lounge chairs, and palm trees.
A bar area with multiple seating options, a marble countertop, and a decorative ceiling light.
A long dining table set with chairs, surrounded by hanging lights and greenery.
A spacious hotel corridor with large windows, a blue carpet, and elegant chandeliers.

Waldorf Astoria Orlando - An Official Walt Disney World® Hotel

Waldorf Astoria Orlando - An Official Walt Disney World® Hotel
Orlando
AED 1,264
AED 1,628 total
includes taxes & fees
4 Oct - 5 Oct
Waldorf Astoria Orlando - An Official Walt Disney World® Hotel
A resort with a large swimming pool, multiple buildings, and a well-lit outdoor area.
A restaurant with round tables, wooden chairs, and large windows.
A spacious lobby with high ceilings, multiple chandeliers, and a polished wooden floor.
A waterfront hotel with multiple buildings, a large spherical structure in the background, and reflections on the water.

Disney's Beach Club Resort

Disney's Beach Club Resort
Bay Lake
AED 2,674
AED 3,008 total
includes taxes & fees
7 Oct - 8 Oct
Disney's Beach Club Resort
An aerial view of a resort with multiple swimming pools, lounge areas, and palm trees.
A multi-story hotel with a central courtyard, a bell tower, and a covered entrance.
A spacious lobby with a grand chandelier, a piano, and a reception desk.
A spacious lobby with a grand chandelier, a fountain, and a grand piano.

Reunion Resort & Golf Club

Reunion Resort & Golf Club
Reunion
AED 1,088
AED 1,409 total
includes taxes & fees
4 Oct - 5 Oct
Reunion Resort & Golf Club
A pool area with lounge chairs and umbrellas, surrounded by tropical plants.
A man in a white suit standing in a room with a marble countertop and a hanging black lamp.
A person in a white bathrobe sitting at a breakfast table with plates of food, a teapot, and a cup.
A restaurant interior with wooden tables and chairs, a marble wall, and a seating area with a cushioned bench.

ette hotel Orlando

ette hotel Orlando
Kissimmee
AED 986
AED 1,119 total
includes taxes & fees
13 Oct - 14 Oct
ette hotel Orlando
Water park
A large, two-story hotel with a prominent clock tower, a covered entrance, and a well-lit facade.
A spacious lobby with a central reception desk, a staircase, and a view of the outside.
A modern kitchen with white cabinets, stainless steel appliances, and a marble island with four bar stools.

Encore Resort and Water Park at Reunion by Rentyl

Encore Resort and Water Park at Reunion by Rentyl
Kissimmee
AED 1,025
AED 3,122 total
includes taxes & fees
5 Oct - 6 Oct
Encore Resort and Water Park at Reunion by Rentyl
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

Hilton Vacation Club Aqua Sol Orlando West

Hilton Vacation Club Aqua Sol Orlando West

10/10 Excellent
"Beautiful place"
Rafael 2-night trip
Posted 4 hours ago
Hilton Vacation Club Aqua Sol Orlando West
The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando

10/10 Excellent
"Love the resort. Left blankets in the room and called back to return for pickup and the staff “couldn’t find them”"
DAWN 1-night trip
Posted 5 hours ago
The Grove Resort & Water Park Orlando
Meliá Orlando Celebration

Meliá Orlando Celebration

10/10 Excellent
"I stay here every time we visit Florida"
David 4-night trip
Posted 14 hours ago
Meliá Orlando Celebration
The Berkley, Orlando

The Berkley, Orlando

10/10 Excellent
"We had a wonderful stay the hotel . The room was clean, comfortable, and well-maintained. The location was very convenient and made it easy to get around and enjoy our trip. Everything exceeded our expectations, and we felt very comfortable throughout our stay. We would definitely stay here again and highly recommend it to others. Thank you for a great experience!"
Lihong 3-night trip
Posted 15 hours ago
The Berkley, Orlando
Holiday Inn Winter Haven by IHG

Holiday Inn Winter Haven by IHG

10/10 Excellent
"Clean room pool area clean. Quick 2 night stay for lacrosse. Plenty of restaurants within a 1/2 mile!"
Michael 2-night trip
Posted 1 day ago
Holiday Inn Winter Haven by IHG
Hilton Vacation Club Mystic Dunes Orlando

Hilton Vacation Club Mystic Dunes Orlando

10/10 Excellent
"Everything was great. The only thing that bothered us was that the housekeeping came into our room at about 8am in the morning when our check out was at 11:00am. She rang the bell but I was in restroom and didn't get to door on time before she let herself inside."
Maribel 2-night trip
Posted 1 day ago
Hilton Vacation Club Mystic Dunes Orlando

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