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Our top choices for Lakeland - Winter Haven vacation homes

A living room with a large mural of marine life, a ceiling fan, a flat-screen TV, and a dining area in the background.

1. BlockHaven near Legoland & Disney

BlockHaven near Legoland & Disney
3.5 star property
Winter Haven
10.0 out of 10, Exceptional, (8 reviews)
"Very nice house for a small family! Close to everything!"
United States
Yuliett
The price is ₩55,714
₩310,235 total
includes taxes & fees
Nov 12 - Nov 13
BlockHaven near Legoland & Disney
A residential house with a garage, a mailbox, and a large tree in the front yard.

2. Golfview Pool Home Southern Dunes

Golfview Pool Home Southern Dunes
2.0 star property
Haines City
The price is ₩182,106
₩675,166 total
includes taxes & fees
Nov 19 - Nov 20
Golfview Pool Home Southern Dunes
A dining table with four wine glasses and a placemat, set in a room with a view of a garden.

3. Family Villa With Pool in Southern Dunes

Family Villa With Pool in Southern Dunes
2.0 star property
Haines City
The price is ₩204,794
₩704,621 total
includes taxes & fees
Dec 8 - Dec 9
Family Villa With Pool in Southern Dunes
A decorative stone fountain with a twisted base, surrounded by vibrant red flowers and tropical foliage, set against a backdrop of a pool and palm trees.

4. Maple Leaf Inn & Suites

Maple Leaf Inn & Suites
2.5 star property
Kissimmee
7.0 out of 10, Good, (73 reviews)
"Yes recomende"
United States
Alex
The price is ₩80,095
₩90,915 total
includes taxes & fees
Nov 8 - Nov 9
Maple Leaf Inn & Suites
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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Lakeland - Winter Haven and related destinations

Explore the family-friendly area of Lakeland - Winter Haven—lake views, baseball, and popular sights like LEGOLAND® Florida.

See all hotels in Lakeland - Winter Haven
A child lying on the ground with colorful confetti around, in front of a LEGO sign that reads "LEGO LAND FLORIDA".
Photo by Visit Central Florida
Open Photo by Visit Central Florida

Top reviews in Lakeland - Winter Haven

A living room with a large mural of marine life, a ceiling fan, a flat-screen TV, and a dining area in the background.
BlockHaven near Legoland & Disney

BlockHaven near Legoland & Disney

BlockHaven near Legoland & Disney
Winter Haven

10/10 Excellent

Very nice house for a small family! Close to everything!
United States
Yuliett
Reviewed October 1, 2026
BlockHaven near Legoland & Disney

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