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Holiday Homes in Lakeland - Winter Haven

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Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

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 AU$365
includes taxes & fees
20 Oct - 21 Oct
BlockHaven near Legoland & Disney
A living room with a sofa, a kitchen area with a counter and chairs, and a TV mounted on the wall.

2. RED DOOR HOUSE!

RED DOOR HOUSE!
South Lake Morton
9.6 out of 10, Exceptional, (67 reviews)
The price is AU$334
includes taxes & fees
22 Oct - 23 Oct
RED DOOR HOUSE!
A residential house with a beige exterior, a white garage door, and a front yard with leaf-covered ground.

3. Golfview Pool Home Southern Dunes

Golfview Pool Home Southern Dunes
2.0 star property
Haines City
The price is AU$752
includes taxes & fees
11 Oct - 12 Oct
Golfview Pool Home Southern Dunes
A dining area with a wooden table, four chairs, and a vase with yellow flowers.

4. 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
9.2 out of 10, Wonderful, (19 reviews)
The price is AU$282
includes taxes & fees
13 Oct - 14 Oct
Charming 2-bedroom house with huge yard and firepit in Eagle Lake
A grassy area with a view of the sunset over a body of water, a covered structure, and a palm tree.

5. 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 AU$286
includes taxes & fees
12 Oct - 13 Oct
Cozy 1 Bedroom home on Beautiful Lake Alfred
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 AU$672
includes taxes & fees
12 Oct - 13 Oct
The Grand Retreat at CG with pool
A hotel room with a bed, a sofa, a bedside table, a mirror, and a window with curtains.

7. 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 AU$235
includes taxes & fees
12 Oct - 13 Oct
Enjoy in this beautiful and serene south Lakeland area Perfect for 4 traveler
Living area

8. 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 AU$409
includes taxes & fees
22 Oct - 23 Oct
3BR/2BA Lake Mariam Home Near LEGOLAND with Kitchen & Laundry_1724
A kitchen with white cabinets, a black dining table, and a vase with flowers.

9. PRIVATE GETAWAY

PRIVATE GETAWAY
South Lake Morton
9.8 out of 10, Exceptional, (17 reviews)
"Awesome property and host! The location was perfect within walking and driving distance of countless stores and restaurants. We will definitely stay again next time in Lakeland! "
United States
John D.
The price is AU$309
includes taxes & fees
21 Oct - 22 Oct
PRIVATE GETAWAY
A covered porch with two wooden chairs and a bench, overlooking a road and a body of water.

10. 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 AU$479
includes taxes & fees
13 Oct - 14 Oct
Lakefront Retreat on Lake Ariana w/ EV Charger
A compact living space with a dining area, kitchen, and a seating area with a sofa and a rug.

11. 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 AU$304
includes taxes & fees
22 Oct - 23 Oct
Family-Friendly 2BR Near LEGOLAND with Parking
A dining area with a wooden table and chairs, a chandelier, and a ceiling fan.

12. 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 AU$577
includes taxes & fees
13 Oct - 14 Oct
MODERN TWO BEDROOM HOME!
A modern kitchen with white cabinets, stainless steel appliances, and a central island with bar stools.

13. 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 AU$449
includes taxes & fees
13 Oct - 14 Oct
Getaway Clubhouse 5 mil Legoland & .5 mil Downtown
An outdoor hot tub area with a pool, surrounded by chairs and a table.

14. Legoland Splash Escape with pool and hot tub!

Legoland Splash Escape with pool and hot tub!
Winter Haven
10.0 out of 10, Exceptional, (74 reviews)
"We had a great time staying here. The house was well maintained. The kids enjoyed the pool."
United States
Amy
The price is AU$471
includes taxes & fees
13 Oct - 14 Oct
Legoland Splash Escape with pool and hot tub!
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, (84 reviews)
"Property was close to everything we wanted tod do, easy access, clean and the host was great. "
United States
Herb
The price is AU$316
includes taxes & fees
11 Oct - 12 Oct
Midway between Disney and the Gulf beaches
A living room with a brick fireplace, a sofa, a coffee table, and a dining area in the background.

16. Spacious 4-bedroom house in pleasant Winter Haven with AC

Spacious 4-bedroom house in pleasant Winter Haven with AC
Winter Haven
9.6 out of 10, Exceptional, (4 reviews)
"An outstanding stay! The house was extremely clean, welcoming, and had all the amenities that made our family vacation unforgettable in our visit to Legoland park"
Mexico
Monica
The price is AU$565
includes taxes & fees
13 Oct - 14 Oct
Spacious 4-bedroom house in pleasant Winter Haven with AC
A modern kitchen with built-in appliances, a dining area with a table and chairs, and a hallway leading to a door.

17. Premium Lake Wales Getaway!

Premium Lake Wales Getaway!
Lake Wales
9.8 out of 10, Exceptional, (6 reviews)
"Jill & Kayla, thank you do mich for the wonderful stay. I look forward visiting again"
United States
Dawn H.
The price is AU$458
includes taxes & fees
10 Oct - 11 Oct
Premium Lake Wales Getaway!
Interior

18. Sunset Greens Villa

Sunset Greens Villa
2.0 star property
Reunion
10.0 out of 10, Exceptional, (1 review)
"Very nice property"
United States
Richard
The price is AU$623
includes taxes & fees
12 Oct - 13 Oct
Sunset Greens Villa
A kitchen with wooden cabinets, a white refrigerator, a stove, and a sink.

19. 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 AU$230
includes taxes & fees
3 Nov - 4 Nov
Hidden Emerald-Apartment with Kitchen and Laundry
A hallway with a white door, a staircase with a black railing, and a bed in the background.

20. Modern 4-Bedroom Pool House w/ King Beds– 5 Minutes from Downtown!

Modern 4-Bedroom Pool House w/ King Beds– 5 Minutes from Downtown!
Lakeland
10.0 out of 10, Exceptional, (15 reviews)
"We lived our stay and the host was fantastic to work with. "
United States
Melissa B.
The price is AU$451
includes taxes & fees
11 Oct - 12 Oct
Modern 4-Bedroom Pool House w/ King Beds– 5 Minutes from Downtown!
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

Embassy Suites By Hilton Orlando Sunset Walk

Embassy Suites By Hilton Orlando Sunset Walk

10/10 Excellent
"Great stay"
Yosset 2-night trip
Posted 10 hours ago
Embassy Suites By Hilton Orlando Sunset Walk

Find out more about Lakeland - Winter Haven

Lakeland - Winter Haven Holiday Homes information

Number of reviews
507
Accommodation
1348 Holiday Homes
Lowest Price
AU$230
Highest Price
AU$752

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