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Hotels with Pool & Resorts in Lakeland - Winter Haven from AU$153

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Check availability on Lakeland - Winter Haven Hotels with Pool

Tonight
23 Sept - 24 Sept
Tomorrow
24 Sept - 25 Sept
This weekend
25 Sept - 27 Sept
Next weekend
2 Oct - 4 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 hotel room with two beds, a desk, a microwave, a TV, and a painting on the wall.
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.

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.
AU$192
includes taxes & fees
28 Sept - 29 Sept
Best Western Plus Winter Haven Inn & Suites 
A swimming pool with lounge chairs and tables, surrounded by a fence and a building with a modern design.
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".
A hotel lobby with a reception desk, seating area, and a bar.

2. 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.
AU$172
includes taxes & fees
27 Sept - 28 Sept
Hampton Inn Winter Haven
A swimming pool with a white fence, lounge chairs, and a building with a balcony.
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.
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.

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.
AU$193
includes taxes & fees
27 Sept - 28 Sept
Holiday Inn Express Lake Wales N-Winter Haven by IHG
A swimming pool with a poolside area, including lounge chairs and umbrellas, adjacent to a building with multiple windows and a brick facade.
A bathroom with a shower, a toilet, a sink, and a mirror.
A hotel lobby with a dining area, bar, and seating arrangements.
A hotel room with two beds, a desk, a television, and a door leading to another room.

4. 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.
AU$173
includes taxes & fees
27 Sept - 28 Sept
Holiday Inn Winter Haven by IHG
A swimming pool area with people playing with building blocks.
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.
A brightly colored building with a white picket fence, numbered doors, and a surfboard decoration.

5. LEGOLAND Beach Retreat

LEGOLAND Beach Retreat
Winter Haven
AU$308
includes taxes & fees
12 Oct - 13 Oct
LEGOLAND Beach Retreat
A rectangular swimming pool with a concrete deck, surrounded by a metal fence and lounge chairs.
A modern living room with a green sectional sofa, two armchairs, a coffee table, and a bookshelf.
A modern bathroom with a large mirror, two sinks, a toilet, and a shower area.
A hotel room with a bed, a television, a desk, a sofa, and a kitchen area.

6. 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.
AU$159
includes taxes & fees
28 Sept - 29 Sept
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.

7. 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 travellers.
AU$176
includes taxes & fees
29 Sept - 30 Sept
Hyatt Place Lakeland Center
A swimming pool with lounge chairs and a picnic table, surrounded by a white fence and palm trees.
A hotel room with a large bathtub, a bed, a nightstand with a lamp, and a painting of a sunset over the ocean.
A spacious dining area with multiple tables and chairs, a kitchen in the background, and large windows providing natural light.
A hotel room with a bed, a sofa, a desk, a TV, and a painting of a sunset over the ocean.

8. Days Inn & Suites by Wyndham Lakeland

Days Inn & Suites by Wyndham Lakeland
Lakeland
  • Take a refreshing plunge in this hotel's serene outdoor pool, just steps from local attractions.
AU$98
includes taxes & fees
13 Oct - 14 Oct
Days Inn & Suites by Wyndham Lakeland
A swimming pool with lounge chairs and umbrellas, surrounded by a building with red and beige walls.
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.
An outdoor seating area with sofas, chairs, and a fire pit.

9. 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.
AU$218
includes taxes & fees
4 Oct - 5 Oct
Home2 Suites By Hilton Winter Haven
A modern lobby with a sofa, chairs, a coffee table, and a reception desk.
A reception area with a wooden reception desk, a wall-mounted decorative piece, and a vending machine.
A restaurant with round tables and chairs, a counter, and artwork on the walls.
A hotel room with a bed, a desk, a chair, a small table, a lamp, and a window with curtains.

10. Fairfield by Marriott Inn & Suites Davenport

Fairfield by Marriott Inn & Suites Davenport
Davenport
AU$168
includes taxes & fees
29 Sept - 30 Sept
Fairfield by Marriott Inn & Suites Davenport
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Choose what matters most at hotels with a pool in Lakeland - Winter Haven

Breakfast included
4 stars
5 stars
Spa pool
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 lobby with a central reception desk, multiple light fixtures, and a patterned wall.
A reception area with a modern design, featuring a counter, a seating area, and a wall with a unique pattern.
A modern hotel with a swimming pool, outdoor seating, and a well-lit facade.

Best Western Plus Winter Haven Inn & Suites 

Best Western Plus Winter Haven Inn & Suites 
Winter Haven
AU$192
includes taxes & fees
28 Sept - 29 Sept
Best Western Plus Winter Haven Inn & Suites 
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 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.

Holiday Inn Express Lake Wales N-Winter Haven by IHG

Holiday Inn Express Lake Wales N-Winter Haven by IHG
Lake Wales
AU$193
includes taxes & fees
27 Sept - 28 Sept
Holiday Inn Express Lake Wales N-Winter Haven by IHG
A Hampton Inn hotel with a clear entrance, a covered waiting area, and a sign indicating a clearance of 13'6".
A hotel room with two beds, a large mirror, a wooden floor, and a view of the outdoors.
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.

Hampton Inn Winter Haven

Hampton Inn Winter Haven
Winter Haven
AU$172
includes taxes & fees
27 Sept - 28 Sept
Hampton Inn Winter Haven
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 Holiday Inn hotel with a clear entrance, multiple flags, and a covered parking area.
A swimming pool with a poolside area, including lounge chairs and umbrellas, adjacent to a building with multiple windows and a brick facade.

Holiday Inn Winter Haven by IHG

Holiday Inn Winter Haven by IHG
Winter Haven
AU$173
includes taxes & fees
27 Sept - 28 Sept
Holiday Inn Winter Haven by IHG
An outdoor patio with a fire pit, wicker furniture, and a view of a lake.
A spacious indoor area with a bar, seating arrangements, and a large screen displaying content.
A Courtyard by Marriott hotel with a modern design, featuring a covered entrance and a landscaped area with palm trees.
A modern hotel lobby with a long reception desk, bar area, and seating arrangement.

Courtyard by Marriott Winter Haven

Courtyard by Marriott Winter Haven
Winter Haven
AU$233
includes taxes & fees
29 Sept - 30 Sept
Courtyard by Marriott Winter Haven
A swimming pool area with people playing with building blocks.
A row of colorful, single-story buildings with a uniform roof design, white picket fences, and a clear pathway leading to the entrance.
A brightly colored building with a white picket fence, numbered doors, and a surfboard decoration.
A dining area with tables, chairs, and a colorful mural in the background.

LEGOLAND Beach Retreat

LEGOLAND Beach Retreat
Winter Haven
AU$308
includes taxes & fees
12 Oct - 13 Oct
LEGOLAND Beach Retreat
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
AU$176
includes taxes & fees
29 Sept - 30 Sept
Hyatt Place Lakeland Center
An outdoor seating area with sofas, chairs, and a fire pit.
A hotel room with a desk, chair, sofa, ottoman, and a large window.
A reception desk with a sign reading "HOME 2 Suites by Hilton," a minibar, a refrigerator labeled "COLDER," and a snack shelf.
A modern kitchen with a central island, bar stools, and a refrigerator.

Home2 Suites By Hilton Winter Haven

Home2 Suites By Hilton Winter Haven
Winter Haven
AU$218
includes taxes & fees
4 Oct - 5 Oct
Home2 Suites By Hilton Winter Haven
A hotel room with a large bathtub, a bed, a nightstand with a lamp, and a painting of a sunset over the ocean.
A spacious dining area with multiple tables and chairs, a kitchen in the background, and large windows providing natural light.
A hotel entrance with a glass door, an exit sign above, and a reception desk to the left.
A spacious lobby with a tiled floor, a reception desk, and a seating area with chairs and a sofa.

Days Inn & Suites by Wyndham Lakeland

Days Inn & Suites by Wyndham Lakeland
Lakeland
AU$98
includes taxes & fees
13 Oct - 14 Oct
Days Inn & Suites by Wyndham Lakeland
A modern living room with a fireplace, a sofa, a coffee table, and a TV mounted on the wall.
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.
A modern kitchen with a wooden counter, coffee machines, and a Coca-Cola refrigerator.

Staybridge Suites Winter Haven Auburndale by IHG

Staybridge Suites Winter Haven Auburndale by IHG
Winter Haven
AU$204
includes taxes & fees
4 Oct - 5 Oct
Staybridge Suites Winter Haven Auburndale by IHG
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4-star hotels with pools in Lakeland - Winter Haven

An aerial view of a resort with multiple swimming pools, a golf course, and lush landscaping.
A spacious lobby with a marble floor, a large potted plant, and a view of a pool and garden.
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.

Omni Orlando Resort at ChampionsGate

Omni Orlando Resort at ChampionsGate
Champions Gate
AU$340
includes taxes & fees
24 Oct - 25 Oct
Omni Orlando Resort at ChampionsGate
A spacious restaurant with high ceilings, hanging pendant lights, and a variety of seating arrangements.
A spacious outdoor area with multiple white tables and planters, a central digital display, and a modern architectural design.
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.

Embassy Suites by Hilton Orlando Lake Buena Vista South

Embassy Suites by Hilton Orlando Lake Buena Vista South
Kissimmee
AU$143
includes taxes & fees
18 Oct - 19 Oct
Embassy Suites by Hilton Orlando Lake Buena Vista South
A spacious lobby with a high ceiling, wooden beams, and a central fountain.
A spacious dining area with hexagonal ceiling and large windows offering views of the city.
A water park with multiple slides and a swimming pool surrounded by lounge areas and umbrellas.
A spacious lobby with high ceilings, exposed beams, and a tropical theme featuring palm trees and hanging lights.

Margaritaville Resort Orlando with H2O Waterpark

Margaritaville Resort Orlando with H2O Waterpark
Kissimmee
AU$282
includes taxes & fees
29 Sept - 30 Sept
Margaritaville Resort Orlando with H2O Waterpark
An aerial view of a curved swimming pool with lounge chairs and umbrellas around it.
A hotel with a circular brick facade, multiple windows, and a central fountain.
A modern hotel lobby with wooden furniture, pendant lighting, and a visible reception desk.
A rooftop bar with outdoor seating, artificial grass, and colorful umbrellas overhead.

Meliá Orlando Celebration

Meliá Orlando Celebration
Celebration
AU$173
includes taxes & fees
24 Sept - 25 Sept
Meliá Orlando Celebration
A resort with multiple swimming pools, palm trees, and a large hotel building.
A hotel room with a bed, a sofa, a dining table with chairs, a lamp, and a ceiling fan.
A beachside kiosk with a sign reading "PITT-PITT". There are yellow umbrellas, a Coca-Cola cooler, and various snacks and souvenirs displayed.
A hotel with a swimming pool, palm trees, and a well-lit outdoor area.

Holiday Inn Club Vacations at Orange Lake Resort by IHG

Holiday Inn Club Vacations at Orange Lake Resort by IHG
Orange Lake
AU$242
includes taxes & fees
24 Sept - 25 Sept
Holiday Inn Club Vacations at Orange Lake Resort by IHG
A pool with a waterfall feature, lounge areas, and a building with a green roof in the background.
A landscaped area with a fountain, a pathway, and a building with balconies.
A golf course with a pond, a hotel with a green roof, and a highway in the background.
A spacious lobby with high ceilings, chandeliers, a reception desk, and seating areas.

Hilton Vacation Club Mystic Dunes Orlando

Hilton Vacation Club Mystic Dunes Orlando
Kissimmee
AU$185
includes taxes & fees
1 Oct - 2 Oct
Hilton Vacation Club Mystic Dunes Orlando
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.
A spacious lobby with a reception desk, seating area, and decorative hanging lights.
A modern hotel lobby with seating areas, tables, and decorative wall panels.

Drury Plaza Hotel Orlando - Disney Springs Area

Drury Plaza Hotel Orlando - Disney Springs Area
Lake Buena Vista
AU$235
includes taxes & fees
27 Sept - 28 Sept
Drury Plaza Hotel Orlando - Disney Springs Area
An aerial view of a resort with a large swimming pool surrounded by palm trees and lounge chairs.
A spacious living room with a large window, a sofa set, a coffee table, and a television.
A hotel with multiple floors, a swimming pool, and palm trees.
A view through a large window of a resort with a pool, palm trees, and a building in the background.

Wyndham Grand Orlando Resort Bonnet Creek

Wyndham Grand Orlando Resort Bonnet Creek
Orlando
AU$313
includes taxes & fees
2 Oct - 3 Oct
Wyndham Grand Orlando Resort Bonnet Creek
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.

Walt Disney World Dolphin

Walt Disney World Dolphin
Bay Lake
AU$425
includes taxes & fees
1 Oct - 2 Oct
Walt Disney World Dolphin
A resort with multiple swimming pools, a large central pool, and a variety of guest accommodations.
A spacious dining area with high tables and chairs, a bar area with shelves and a television, and large windows allowing natural light.
A modern bar area with seating, a counter, and shelves with glassware and bottles.
An outdoor dining area with round tables and chairs, a thatched roof structure, and a pool in the background.

Embassy Suites By Hilton Orlando Sunset Walk

Embassy Suites By Hilton Orlando Sunset Walk
Kissimmee
AU$278
includes taxes & fees
29 Sept - 30 Sept
Embassy Suites By Hilton Orlando Sunset Walk
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5-star hotels with pools in Lakeland - Winter Haven

A spacious lobby with a high ceiling, a unique wooden chandelier, a large arched glass door leading outside, and potted plants.
A spacious lobby with a central reception desk, a staircase, and a view of the outside.
A large, multi-story hotel with a central entrance, multiple wings, and a clock tower.

Encore Resort and Water Park at Reunion by Rentyl

Encore Resort and Water Park at Reunion by Rentyl
Kissimmee
AU$1,179
includes taxes & fees
5 Oct - 6 Oct
Encore Resort and Water Park at Reunion by Rentyl
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 grand lobby with a central clock, a chandelier, and a patterned floor.
A long dining table set with chairs, surrounded by hanging lights and greenery.

Waldorf Astoria Orlando - An Official Walt Disney World® Hotel

Waldorf Astoria Orlando - An Official Walt Disney World® Hotel
Orlando
AU$586
includes taxes & fees
27 Sept - 28 Sept
Waldorf Astoria Orlando - An Official Walt Disney World® Hotel
A pool area with lounge chairs and umbrellas, surrounded by tropical plants.
A restaurant interior with wooden tables and chairs, a marble wall, and a seating area with a cushioned bench.
A person in a white bathrobe sitting at a breakfast table with plates of food, a teapot, and a cup.
A woman sitting on a white sofa reading a magazine in a modern room with a mannequin in the background.

ette hotel Orlando

ette hotel Orlando
Kissimmee
AU$368
includes taxes & fees
30 Sept - 1 Oct
ette hotel Orlando
A resort with a large swimming pool, multiple buildings, and a well-lit outdoor area.
A waterfront hotel with multiple buildings, a large spherical structure in the background, and reflections on the water.
A restaurant with round tables, wooden chairs, and large windows.
A spacious lobby with high ceilings, multiple chandeliers, and a polished wooden floor.

Disney's Beach Club Resort

Disney's Beach Club Resort
Bay Lake
AU$846
includes taxes & fees
27 Sept - 28 Sept
Disney's Beach Club Resort
An aerial view of a resort with multiple swimming pools, lounge areas, and palm trees.
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.
A patio area with wicker furniture, a fire pit, and palm trees.

Reunion Resort & Golf Club

Reunion Resort & Golf Club
Reunion
AU$434
includes taxes & fees
28 Sept - 29 Sept
Reunion Resort & Golf Club
A resort with a large swimming pool, multiple buildings, and a well-lit outdoor area.
A large, multi-story building with balconies and a waterfront view.
A restaurant with round tables, wooden chairs, and large windows.
A spacious lobby with a central round rug, multiple doors, and potted plants.

Disney's Beach Club Villas

Disney's Beach Club Villas
Bay Lake
AU$1,127
includes taxes & fees
28 Sept - 29 Sept
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

Holiday Inn Winter Haven by IHG

Holiday Inn Winter Haven by IHG

10/10 Excellent
"Very close to everything. Front desk lady was really nice. Wasn’t crowded and was very close to everything!"
Andrea 1-night trip
Posted 2 hours ago
Holiday Inn Winter Haven by IHG
The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando

10/10 Excellent
"The resort was very clean Friendly staff We loved the water park"
ESMERALDA G 5-night trip
Posted 2 hours ago
The Grove Resort & Water Park Orlando
Holiday Inn Club Vacations at Orange Lake Resort by IHG

Holiday Inn Club Vacations at Orange Lake Resort by IHG

10/10 Excellent
"There really are no complaints at all. It is a gorgeous property. Would highly recommend for family vacation."
Heather 3-night trip
Posted 6 hours ago
Holiday Inn Club Vacations at Orange Lake Resort by IHG
Hilton Vacation Club Aqua Sol Orlando West

Hilton Vacation Club Aqua Sol Orlando West

10/10 Excellent
"Family friendly resort. Lots of activities to do. Affordable for a whole unit with kitchen."
Rachel 2-night trip
Posted 6 hours ago
Hilton Vacation Club Aqua Sol Orlando West
Westgate Vacation Villas Resort

Westgate Vacation Villas Resort

8/10 Good
"All the restaurants closed really early and we were not aware when we booked that the waterpark was not included, and it was going to be an extra fee. Otherwise everything was good, but would still go somewhere else in the future."
Sagan 7-night trip
Posted 10 hours ago
Westgate Vacation Villas Resort
The Berkley, Orlando

The Berkley, Orlando

10/10 Excellent
"It’s a great place with very nice and helpful people willing to help"
Jose 2-night trip
Posted 1 day ago
The Berkley, Orlando
Westgate Town Center Resort

Westgate Town Center Resort

10/10 Excellent
"amazing"
Katte 6-night trip
Posted 1 day ago
Westgate Town Center Resort
Hampton Inn by Hilton Plant City

Hampton Inn by Hilton Plant City

8/10 Good
"Staff was great. Two issues though. Only 2 chairs at the pool for the entire hotel. That does not make sense. Our shower was nice and large. However the fiberglass floor had no type of anti slip texture. My wife slipped before she even got out the soap. Fortunately she did not get hurt. That is a lawsuit waiting to happen. The staff did give us a Matt after we informed them of the issue."
Fred 2-night trip
Posted 2 days ago
Hampton Inn by Hilton Plant City

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