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Holiday Homes in Lakeland - Winter Haven

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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Lakeland - Winter Haven holiday 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 €208
includes taxes & fees
12 Nov - 13 Nov
BlockHaven near Legoland & Disney
Room

2. Family Villa With Pool in Southern Dunes

Family Villa With Pool in Southern Dunes
2.0 star property
Haines City
The price is €459
includes taxes & fees
19 Oct - 20 Oct
Family Villa With Pool in Southern Dunes
A hotel room with a bed, a sofa, a bedside table, a mirror, and a window with curtains.

3. Enjoy in this beautiful and serene south Lakeland area Perfect for 4 traveler

Enjoy in this beautiful and serene south Lakeland area Perfect for 4 traveler
Lakeland Highlands
10.0 out of 10, Exceptional, (28 reviews)
"This spot was great for what I needed. I will definitely visit again."
United States
Casey W.
The price is €148
includes taxes & fees
19 Oct - 20 Oct
Enjoy in this beautiful and serene south Lakeland area Perfect for 4 traveler
A living room with a sofa, a kitchen area with a counter and chairs, and a TV mounted on the wall.

4. RED DOOR HOUSE!

RED DOOR HOUSE!
South Lake Morton
9.6 out of 10, Exceptional, (68 reviews)
"Conveniently located and clean"
United States
Rachel
The price is €223
includes taxes & fees
26 Oct - 27 Oct
RED DOOR HOUSE!
Living area

5. 3BR/2BA Lake Mariam Home Near LEGOLAND with Kitchen & Laundry_1724

3BR/2BA Lake Mariam Home Near LEGOLAND with Kitchen & Laundry_1724
Winter Haven
9.4 out of 10, Exceptional, (68 reviews)
"Nice place and convenient"
United States
Tim M.
The price is €256
includes taxes & fees
19 Oct - 20 Oct
3BR/2BA Lake Mariam Home Near LEGOLAND with Kitchen & Laundry_1724
A modern kitchen with dark cabinets, stainless steel appliances, a marble floor, and a bar area with stools.

6. The Grand Retreat at CG with pool

The Grand Retreat at CG with pool
4.0 star property
Champions Gate
The price is €363
includes taxes & fees
9 Nov - 10 Nov
The Grand Retreat at CG with pool
A grassy area with a view of the sunset over a body of water, a covered structure, and a palm tree.

7. Cozy 1 Bedroom home on Beautiful Lake Alfred

Cozy 1 Bedroom home on Beautiful Lake Alfred
Lake Alfred
8.6 out of 10, Excellent, (38 reviews)
"Nice, older lake house with a great location. The sunsets are exceptional."
United States
Rob G.
The price is €177
includes taxes & fees
26 Oct - 27 Oct
Cozy 1 Bedroom home on Beautiful Lake Alfred
A dining area with a wooden table, four chairs, and a vase with yellow flowers.

8. Charming 2-bedroom house with huge yard and firepit in Eagle Lake

Charming 2-bedroom house with huge yard and firepit in Eagle Lake
Eagle Lake
9.0 out of 10, Wonderful, (20 reviews)
"Good place to stay for the weekend "
United States
Anonymous traveller
The price is €174
includes taxes & fees
18 Nov - 19 Nov
Charming 2-bedroom house with huge yard and firepit in Eagle Lake
A modern kitchen with white cabinets, stainless steel appliances, and a central island with bar stools.

9. Getaway Clubhouse 5 mil Legoland & .5 mil Downtown

Getaway Clubhouse 5 mil Legoland & .5 mil Downtown
Winter Haven
9.8 out of 10, Exceptional, (13 reviews)
"Nice house for our stay."
United States
Debi K.
The price is €281
includes taxes & fees
19 Oct - 20 Oct
Getaway Clubhouse 5 mil Legoland & .5 mil Downtown
A compact living space with a dining area, kitchen, and a seating area with a sofa and a rug.

10. Family-Friendly 2BR Near LEGOLAND with Parking

Family-Friendly 2BR Near LEGOLAND with Parking
Winter Haven
8.6 out of 10, Excellent, (21 reviews)
"Absolutely great location for Legoland. The house had everything my family of 5 needed. Nice and quiet neighborhood. We would stay again! "
United States
Carolyn S.
The price is €191
includes taxes & fees
19 Oct - 20 Oct
Family-Friendly 2BR Near LEGOLAND with Parking
A kitchen with white cabinets, a black dining table, and a vase with flowers.

11. PRIVATE GETAWAY

PRIVATE GETAWAY
South Lake Morton
9.8 out of 10, Exceptional, (17 reviews)
"Enjoyed the stay and would return"
United States
Bart
The price is €192
includes taxes & fees
27 Oct - 28 Oct
PRIVATE GETAWAY
A residential house with a beige exterior, a white garage door, and a front yard with leaf-covered ground.

12. Golfview Pool Home Southern Dunes

Golfview Pool Home Southern Dunes
2.0 star property
Haines City
The price is €443
includes taxes & fees
31 Oct - 1 Nov
Golfview Pool Home Southern Dunes
An outdoor hot tub area with a pool, surrounded by chairs and a table.

13. Legoland Splash Escape with pool and hot tub!

Legoland Splash Escape with pool and hot tub!
Winter Haven
10.0 out of 10, Exceptional, (76 reviews)
"We had a great time staying here. The house was well maintained. The kids enjoyed the pool."
United States
Amy
The price is €327
includes taxes & fees
19 Oct - 20 Oct
Legoland Splash Escape with pool and hot tub!
A kitchen with wooden cabinets, a white refrigerator, a stove, and a sink.

14. Hidden Emerald-Apartment with Kitchen and Laundry

Hidden Emerald-Apartment with Kitchen and Laundry
Cleveland Heights
10.0 out of 10, Exceptional, (17 reviews)
"Great place to stay. Very quiet and had everything needed for a stay, while still being close to stores and restaurants. Clean and convenient. Host was responsive, helpful and polite. Would definitely stay there again!"
United States
Sandra M.
The price is €133
includes taxes & fees
19 Oct - 20 Oct
Hidden Emerald-Apartment with Kitchen and Laundry
A kitchen with wooden cabinets, stainless steel appliances, a granite countertop, and a window with blinds.

15. Midway between Disney and the Gulf beaches

Midway between Disney and the Gulf beaches
Polk City
9.8 out of 10, Exceptional, (85 reviews)
"Property was close to everything we wanted tod do, easy access, clean and the host was great. "
United States
Herb
The price is €195
includes taxes & fees
24 Oct - 25 Oct
Midway between Disney and the Gulf beaches
A covered porch with two wooden chairs and a bench, overlooking a road and a body of water.

16. Lakefront Retreat on Lake Ariana w/ EV Charger

Lakefront Retreat on Lake Ariana w/ EV Charger
Auburndale
9.8 out of 10, Exceptional, (38 reviews)
"Great place to stay. Amazing view and neighborhood."
United States
David G.
The price is €314
includes taxes & fees
19 Oct - 20 Oct
Lakefront Retreat on Lake Ariana w/ EV Charger
A dark brown leather sectional sofa with multiple cushions, a carpeted floor, and two wall-mounted dog portraits.

17. 10 min From Lego Land, the Chain of Lakes 45 min From Tampa& Disney

10 min From Lego Land, the Chain of Lakes 45 min From Tampa& Disney
2.0 star property
Winter Haven
The price is €439
includes taxes & fees
19 Oct - 20 Oct
10 min From Lego Land, the Chain of Lakes 45 min From Tampa& Disney
Private kitchen

18. Peaceful Place

Peaceful Place
Winter Haven
10.0 out of 10, Exceptional, (27 reviews)
"Great property!"
United States
Glenn C.
Peaceful Place
A dining area with a wooden table and chairs, a chandelier, and a ceiling fan.

19. MODERN TWO BEDROOM HOME!

MODERN TWO BEDROOM HOME!
Cumberland
10.0 out of 10, Exceptional, (19 reviews)
"Fantastic location within walking distance of Florida Southern as well as downtown Lakeland IE Main Street."
United States
Brett K.
The price is €349
includes taxes & fees
18 Nov - 19 Nov
MODERN TWO BEDROOM HOME!
A wooden house with a porch, steps, and a fenced area with plants.

20. The Old Haven - An Enduring Piece of Nostalgia

The Old Haven - An Enduring Piece of Nostalgia
Winter Haven
9.8 out of 10, Exceptional, (16 reviews)
"We loved this place! It was perfect for all of us! It was nice and clean as well!"
United States
Ericka
The price is €272
includes taxes & fees
19 Oct - 20 Oct
The Old Haven - An Enduring Piece of Nostalgia
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 Club Vacations at Orange Lake Resort by IHG

Holiday Inn Club Vacations at Orange Lake Resort by IHG

8/10 Good
"Good"
José 1-night trip
Posted less than an hour ago
Holiday Inn Club Vacations at Orange Lake Resort by IHG

Find out more about Lakeland - Winter Haven

Lakeland - Winter Haven Holiday Homes information

Number of reviews
529
Accommodation
1359 Holiday Homes
Lowest Price
€133
Highest Price
€459

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