Cottages in Winter Haven

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Top 5 hotels in Winter Haven at a glance

Lake Ida Beach Resort — 3-star hotel in Winter Haven. Guest rating: 7.2/10 — Good.
Legoland & Lakes Pool Home w/ Private Suite — 3-star hotel in Winter Haven.
Hook, Line & Leisure: Lakefront Gem w/ Porch! — 3-star hotel in Florence Villa. Guest rating: 10/10 — Exceptional.
Lakefront Retreat on Lake Ariana w/ EV Charger — 3-star hotel in Auburndale. Guest rating: 8.0/10 — Very Good.
Family Resort Home w Pool, BBQ & Game Room — 3-star hotel in Solana.

Cottages in Winter Haven

A small, single-story house with a gray roof and white siding, featuring two white plastic chairs outside.

A cozy room with a wooden interior, a sofa, a small table, and a television.

A dock extending into a body of water with a grassy area in the foreground.

A compact room with wooden walls, a sofa, a television, a small table, and a stove.

Lake Ida Beach Resort

Winter Haven

$71

$80 total

includes taxes & fees

Sep 1 - Sep 2

A single-story house with a garage, a front door, and a small front yard.

A modern kitchen with white cabinets, a wooden countertop, and a dining area with stools.

A modern kitchen with white cabinets, stainless steel appliances, a granite countertop, and a built-in oven.

A bedroom with a bed, a dining table with chairs, a small table with a lamp, a window with curtains, and a view of a pool.

Legoland & Lakes Pool Home w/ Private Suite

Winter Haven

$146

$506 total

includes taxes & fees

Sep 25 - Sep 26

A two-story house with a front porch, a garage, and a well-maintained lawn.

A dining area with a round table, two chairs, a view of a lake, and a decorative wall piece.

A house with a covered porch, a view of a lake, and a grassy yard.

A modern living room with a leather sofa, a dining area, and a kitchen visible through a glass partition.

Hook, Line & Leisure: Lakefront Gem w/ Porch!

Florence Villa

$165

$404 total

includes taxes & fees

Sep 1 - Sep 2

A covered porch with rustic wooden chairs and a view of a road and water body.

A sunset view with trees and a body of water.

A living room with a brown sofa, a glass coffee table, a patterned rug, and a ceiling fan.

A living room with a brown leather sofa, a glass coffee table, a red patterned rug, a ceiling fan, and a flat-screen TV mounted on the wall.

Lakefront Retreat on Lake Ariana w/ EV Charger

Auburndale

$121

$341 total

includes taxes & fees

Sep 2 - Sep 3

A two-story house with a garage, surrounded by well-maintained lawns and palm trees.

A living room with a TV, sofa, coffee table, and plants.

A spacious living room with a sofa, a coffee table, and a large window with curtains.

A spacious living room with a dining area, featuring a wooden dining table, chairs, and a sofa set.

Family Resort Home w Pool, BBQ & Game Room

Solana

$99

$323 total

includes taxes & fees

Sep 1 - Sep 2

A modern hotel with a central courtyard, palm trees, and a parking area.

A patio with a glass table and wicker chairs, a barbecue grill, and a hot tub.

A poolside area with lounge chairs and palm trees, a clear blue sky, and a building with a modern design.

A gym with brick walls, treadmills, weight machines, and a door leading to another room.

Mvy7664 - 3BR House Near Disney With Hot Tub

Kissimmee

$193

$449 total

includes taxes & fees

Sep 25 - Sep 26

A residential building with a covered patio area, outdoor seating, and a well-maintained lawn.

A hallway with a wooden bench, a black vase with a plant, and a sign that reads "STAY AWAY."

A resort with a central pool, palm trees, and a building with a red-tiled roof.

A gym with multiple treadmills, exercise bikes, and a mirrored wall.

Family 4BR Home w/ Resort Pool Near Disney

Regal Palms

Pond Access & Grill! Group Escape, 19 Mi to WDW

Kissimmee

$147

$343 total

includes taxes & fees

Sep 7 - Sep 8

A two-story residential building with a garage, a small tree, and a well-maintained lawn.

An indoor swimming pool with a glass ceiling, surrounded by a covered patio area with seating and a view of the outside.

A modern kitchen with a central island, stainless steel appliances, and pendant lighting.

A modern living room with a blue sofa, white coffee table, and a dining area with white chairs.

Golf, Dine & Unwind Poolside! Haines City Getaway

Haines City

$193

$456 total

includes taxes & fees

Sep 1 - Sep 2

A residential neighborhood with two houses, a driveway, and a lawn.

A dining area with a long table, chairs, a decorative runner, a mirror, and a door with a window view.

A modern kitchen with wooden cabinets, stainless steel appliances, and a central island.

A living room with a Christmas tree, a dining table with chairs, and a sofa with a decorative pillow.

Walkable Dixieland District Gem With Yard

Dixieland

$126

$278 total

includes taxes & fees

Sep 1 - Sep 2

A modern hotel with a curved driveway, large windows, and palm trees.

A hotel room with two beds, a wooden wall, a clock, and ski equipment.

A reception area with a modern design, featuring a wooden reception desk, a green vertical garden wall, and a sign that reads "MAGIC VILLAGE Views".

A restaurant with round tables set with blue glassware, white plates, and silverware. There are chairs around the tables, and a potted plant on one table. The walls are green with a leafy pattern, and there is a large window in the background.

Mvv7460 - 3BR House Near Disney w/ Hot tub

Kissimmee

$231

$494 total

includes taxes & fees

Sep 4 - Sep 5

A single-story house with a brick facade, a garage, and a well-maintained lawn.

A modern kitchen with white cabinets, stainless steel appliances, and a granite countertop.

A covered outdoor swimming pool with a patio area, lounge chairs, and a hot tub.

A living room with a glass coffee table, floral sofas, a TV, and a ceiling fan.

~ 5 Mi to Theme Parks: Kissimmee Home w/ Pool

Indian Ridge

$144

$476 total

includes taxes & fees

Sep 5 - Sep 6

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Top neighborhoods in Winter Haven

Lucerne Park

Winter Haven's Lucerne Park neighborhood offers attractions including Lake Henry.

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Florence Villa

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Top landmarks in Winter Haven

A detailed model of a cityscape with various buildings, including a tall skyscraper, a modern building, and a historic building with a red roof.

LEGOLAND® Florida

9.0/10 (2,150 reviews)

Why not give yourself a treat with a trip to LEGOLAND® Florida, one of the most popular family attractions located 3.2 mi (5.2 km) from central Winter Haven. If you have fun at LEGOLAND® Florida, you'll love Peppa Pig Theme Park Florida, just a short walk away.

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A narrow water channel surrounded by lush greenery and tall trees.

Chain of Lakes Park

8.2/10 (185 reviews)

You can catch an event at Chain of Lakes Park, located 1.6 mi (2.5 km) from central Winter Haven. If you think Chain of Lakes Park is cool, you also might like Winter Haven City Tennis Center, located nearby.

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Peppa Pig Theme Park Florida

If thrills are what you're after, head to Peppa Pig Theme Park Florida, located 3.6 mi (5.8 km) from central Winter Haven. If you have fun at Peppa Pig Theme Park Florida, you'll love LEGOLAND® Florida, just a short walk away.

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Theatre Winter Haven

7.4/10 (56 reviews)

Theatre Winter Haven is 1.3 mi (2.2 km) from central Winter Haven, why not stop by during your stay. If you want to experience more of the culture Winter Haven has to offer, head to LEGOLAND® Florida, Chain of Lakes Park, and Indigo's Family Fun Center.

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Cypresswood Golf and Country Club

6.4/10 (25 reviews)

You might want to practice your swing at Cypresswood Golf and Country Club, a golf course located 5.2 mi (8.4 km) from central Winter Haven. If Cypresswood Golf and Country Club doesn't quite scratch your golfing itch, Lake Region Golf Club, and Baytree Golf Club are also nearby.

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Lake Henry Golf Club

6.0/10 (11 reviews)

You might want to play some rounds at Lake Henry Golf Club, located 6 mi (9.6 km) from central Winter Haven. If Lake Henry Golf Club doesn't quite scratch your golfing itch, Southern Dunes Golf and Country Club, and Willowbrook Golf Course are also nearby.

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Willowbrook Golf Course

6.8/10 (15 reviews)

You might want to play some rounds at Willowbrook Golf Course, located 3.7 mi (6 km) from central Winter Haven. If Willowbrook Golf Course doesn't quite scratch your golfing itch, Lake Henry Golf Club, and Lake Region Golf Club are also nearby.

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Lake Region Golf Club

You might want to practice your swing at Lake Region Golf Club, a golf course located 4.6 mi (7.4 km) from central Winter Haven. If Lake Region Golf Club doesn't quite scratch your golfing itch, Cypresswood Golf and Country Club, and Lake Henry Golf Club are also nearby.

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Learn more about Winter Haven

Beyond the splash and color of LEGOLAND Florida, Winter Haven reveals itself as a watery playground across its famed Chain of Lakes. Rent a pontoon boat and discover why locals treasure these interconnected waterways above all else. The recently added Peppa Pig Theme Park offers gentler thrills for the smallest travelers. Theatre Winter Haven stages surprisingly professional productions in this modest-sized community. Between adventures, duck into Andy's Igloo for old-Florida milkshakes that haven't changed their recipe since your grandparents' era. The Circle B Bar Reserve rewards early risers with boardwalk trails where alligators and wading birds seem utterly unimpressed by human visitors. Come evening, lakeside restaurants offer sunset views that explain why snowbirds refuse to leave.

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A castle entrance with flags and banners, including a LEGO Kingdoms banner.

Find out more about Winter Haven

Winter Haven is a family-friendly place known for its restaurants. Top attractions include LEGOLAND® Florida. There's plenty more to see, including sights like Indigo's Family Fun Center and Theatre Winter Haven.

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