Lakeland - Winter Haven Private Holiday Homes

A baseball player in a white uniform with the number 20, a catcher in an orange uniform, and an umpire standing behind the catcher.

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check prices for these dates

In two weeks

In two months

In three months

In four months

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

Winter Haven

Yuliett

RM1,039 total

includes taxes & fees

20 Oct - 21 Oct

A residential house with a beige exterior, a white garage door, and a front yard with leaf-covered ground.

2. Golfview Pool Home Southern Dunes

Haines City

RM2,139 total

includes taxes & fees

22 Oct - 23 Oct

A modern kitchen with dark cabinets, stainless steel appliances, a marble floor, and a bar area with stools.

3. The Grand Retreat at CG with pool

Champions Gate

RM1,914 total

includes taxes & fees

12 Oct - 13 Oct

4. Sunset Greens Villa

Reunion

Richard

RM1,786 total

includes taxes & fees

12 Oct - 13 Oct

View all properties

Find holiday rentals that suit your style

Apartments

Aparthotels

Save an average of 15% on thousands of hotels when you're signed in

Top Lakeland - Winter Haven Hotel Reviews

Embassy Suites By Hilton Orlando Sunset Walk

10/10 Excellent

"Great stay"

The Berkley, Orlando

10/10 Excellent

"We arrived from Canada at 2 am and a late check in was a smoothly accommodated. Staff were very pleasant and helpful. Rooms were very large and clean. Loved the convenience of the ensuite washer and dryer and the full Kitchen. Large balcony was a great evening retreat.We stayed for 9 nights and will definitely stay here again for our next Orlando stay."

Margaritaville Cottages Orlando by Rentyl with H2O Waterpark

10/10 Excellent

"I stayed in A cottage, it was clean and huge! Check in was fast and included a margaritas. Parking was right in front of the cottage and it was very quiet with over night security. Lots of entertainment in the area! Only down down side shuttles to Disneyworld and Universal ran one time a day, one time at drop off and one time at pick up. But drop off was one our after the park was open. No free breakfast!"

Find out more about Lakeland - Winter Haven